37,298 results for "Florida Keys waterfront"

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No shoes, No shirt, No problem!  Islamorada, Florida

No shoes, No shirt, No problem! 

Located in Islamorada, Florida, United States. No shoes, No shirt, No problem!  125 Porto Vista Ct - No shoes, No shirt, No problem! In this Pt Antigua Pool Home, you will need to go nowhere to have an incredible Islamorada vacation! Step inside this modern, updated, three-bedroom two bath and you'll never want to leave. The spacious open floor plan provides plenty of room for you and your guests to relax after a long day of fishing. Outside is where you'll really want to be hanging out making cocktails in your summer kitchen and splashing in the pool or fileting your daily bounty at the fish cleaning station. Best part, there's plenty of dockage for 2 boats in the deep-water canal! Please note, this house is only available from December to April on a monthly basis. If booking more than a year in advance current prices may not reflect the annual cost of living increase. Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Please note: before proceeding with your book

🛏 3 beds · 👥 6 guests
$330 /night
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Safety harbor seasonal fishing getaway with room for 12 Islamorada, Florida

Safety harbor seasonal fishing getaway with room for 12

Located in Islamorada, Florida, United States. Safety harbor seasonal fishing getaway with room for 12 Private fortress-like vacation home in coveted Safety Harbor Lower Matecumbe Key of the Village of Islamorada. 100 ft on canal with concrete dock and room for up to 40 foot boat in water. Fish cleaning stations, water, shore power. Fenced access to property, heated private pool with spa. Nicely landscaped and very private. Huge open upper deck with excellent unobstructed view of Gulf of Mexico and excellent star gazing at night. 100 yards to cut to gulf and just minutes to channel 5 and the Atlantic Ocean.

🛏 6 beds · 👥 15 guests
$765 /night
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🍁 Fall into Early Savings! Ends Mid-November| WaterColor Home. Private Pool, Bikes, Golf Cart Santa Rosa Beach, Florida

🍁 Fall into Early Savings! Ends Mid-November| WaterColor Home. Private Pool, Bikes, Golf Cart

Located in Santa Rosa Beach, Florida, United States. 🍁 Fall into Early Savings! Ends Mid-November| WaterColor Home. Private Pool, Bikes, Golf Cart PROPERTY HIGHLIGHTS:- WaterColor Beach Club and Community Pool Passes Included in Rental (Maximum allotted wristband qty is 14) - 6 Adult Bikes Included in Rental- 6 Passenger Street Legal Electric Cart- Parking for 2 Vehicles- Outside Covered Back Porch with Fireplace- Built-In Stainless Natural Gas Grill- Private Pool with Outside Pool Bathroom (complimentary pool heating available October 1-May 1)- Walk-in Exterior Shower- Ping Pong Table on Upstairs Porch- Third Floor Media Room- Home Theater Surround Sound- 2 Blocks To Frog Pool- 1.8 mile drive to WaterColor Beach Club and Beach Access- 2.3 mile drive to SeasideDETAILS:Florida vacation home rentals don't get any more perfect than 22 Flatwood Street located in the Lake District of WaterColor. Ultimate luxury is the experience you will receive from your stay at this home.This home is incredibly unique — one of a very few that features three

🛏 5 beds · 👥 14 guests
$689 /night
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Available for your Fall Break! Lake District! Park Views! Theater Room! Santa Rosa Beach, Florida

Available for your Fall Break! Lake District! Park Views! Theater Room!

Located in Santa Rosa Beach, Florida, United States. Available for your Fall Break! Lake District! Park Views! Theater Room! HOME HIGHLIGHTS: *Per Watercolor HOA, please include all guests aged 5 and older in your total count of adult guests to receive amenity and pool access wristbands. Sleep arrangements are provided as a courtesy and are not considered in the occupancy count. **This home is allowed 14 amenity access bands.**- Professionally decorated - Theater room with stadium seating- 6-seater golf cart- 7 adult bikes- Complete Clean Linen Participant - All linens, including comforter covers, are laundered upon every checkoutGuests staying in WaterColor will have access to the newly expanded WaterColor Beach Club. It features a new main pool and lounge area, second pool deck with additional lounge seating, and third pool with zero-entry, as well an enhanced WaterColor Grill, and new sunset bar, Costa Chica. All have scenic views of the Gulf of Mexico.DETAILS: 120 Flatwood Street is a stately home with its architecture and special fe

🛏 5 beds · 👥 14 guests
$681 /night
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UPDATED GUEST COTTAGE FOR TWO &  PET FRIENDLY IN SEASIDE!  Way Back Santa Rosa Beach, Florida

UPDATED GUEST COTTAGE FOR TWO & PET FRIENDLY IN SEASIDE! Way Back

Located in Santa Rosa Beach, Florida, United States. UPDATED GUEST COTTAGE FOR TWO & PET FRIENDLY IN SEASIDE! Way Back 1 QUEEN, SLEEPS 2 & PET FRIENDLY UP TO 20 LBS.In the very early days of Seaside, town architect Richard Gibbs and his partner chose to design and build their rustic cabin in the woods just as Forest Street was beginning to be developed. Way Back is their original and well- preserved cottage in this heralded beach community. Among the most frequently rented and beloved one-bedroom Seaside cottages over the years, tranquil and cozy Way Back retains its Seaside architectural authenticity.Way Back has a new fully upgraded kitchen and just renovated bathroom, two zone air conditioning, and upgraded soft furnishings throughout plus the recent addition of a compact washer and dryer. A reserved parking place in front of the cottage leads via a timber boardwalk through a shady front garden with outdoor seating to the spacious front deck. Furnishings and artworks have been updated in the ground floor living/dining/kitchen area,

🛏 1 bed · 👥 2 guests
$179 /night
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Paris style  apt:  Sleeps 2/ in Heart of Seaside with Private Beach Santa Rosa Beach, Florida

Paris style apt: Sleeps 2/ in Heart of Seaside with Private Beach

Located in Santa Rosa Beach, Florida, United States. Paris style apt: Sleeps 2/ in Heart of Seaside with Private Beach MINIMUM TWO NIGHTS.......... ***We ARE NOT on the beach** photo of beach is one of our Seaside Beach Pavilions where you can easily walk and relax.. My Picasso Sun is not fancy and is Small and Cozy..but extremely efficient and location is Primo! This unit is perfect for A COUPLE ONLY....or One person..not for children or teens ..no exceptions ......If you have children, please take a look at VRBO Listing #58131 my Picasso Moon....and if you are looking for a larger unit. NO PETS!.....Please do not even ask..answer will always be no due to the fact that I have many guests who are highly allergic......I do not charge automatically for use of pools and fitness..that is added ONLY if you wish to use at $25/day for two passes AND.. we can offer designated parking for $20 for your entire stay. The parking is less than two blocks from my unit , please request more info if intere

🛏 1 bed · 👥 2 guests
$215 /night
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DIRECTLY ACROSS FROM BEACH IN SEASIDE -1 BD sleeps 4, Dreamboat Santa Rosa Beach, Florida

DIRECTLY ACROSS FROM BEACH IN SEASIDE -1 BD sleeps 4, Dreamboat

Located in Santa Rosa Beach, Florida, United States. DIRECTLY ACROSS FROM BEACH IN SEASIDE -1 BD sleeps 4, Dreamboat 1 QUEEN, 1 QUEEN SLEEPER SOFADreamboat is the guest house to Sabbatical located directly across from the beach on West Ruskin and right next door to Town Square. This airy one-bedroom cottage is perfect for a peaceful getaway for a couple or small family. Plenty of windows give this cottage an open feeling. The compact kitchen comes well equipped with dishwasher, stove, oven, and small refrigerator. There is plenty of seating to watch TV and enjoy the Sonos sound system and the sleeper sofa is perfect for 2. There is also a stackable washer/dryer on the first floor for your convenience. Comfortable and cozy. Upstairs you will find the queen bedroom with a newly remodeled full bath with shower, TV, and private balcony to sit and enjoy your morning coffee.* 3 night minimum Spring, Spring Break, Summer, and Fall; 2 night minimum Winter. Must be 25 years of age to rent and sign registration.FEATURES:* Features 470 square fee

🛏 1 bed · 👥 4 guests
$176 /night
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7 HOUSES TO BEACH IN SEASIDE!  MODERN CONSTRUCTION, Little Feet Santa Rosa Beach, Florida

7 HOUSES TO BEACH IN SEASIDE! MODERN CONSTRUCTION, Little Feet

Located in Santa Rosa Beach, Florida, United States. 7 HOUSES TO BEACH IN SEASIDE! MODERN CONSTRUCTION, Little Feet 1 QUEEN, 1 QUEEN SLEEPER SOFA - sleeps fourNew construction designed by the Seaside town architect; Little Feet offers an exceptional light-filled adventure. This modern home is actually the guest cottage of ‘Pitter Patter’ and is just 7 houses to the beach and only one block from the Seaside town center. The front entrance is down a sandy footpath with a front porch perfect for a morning cup of coffee. Step inside and the ground level kitchen celebrates all of the latest fixtures and finishes, with custom built-in shelving and floor-to-ceiling windows. This kitchen is complete with a microwave convection oven, a two-burner induction Wolf stove top, a fridge/freezer with ice maker, and a washer/dryer combo. This kitchen is complete with many of the conveniences needed to prepare meals at home. (no dishwasher) Just off the kitchen, the living area has a queen sleeper sofa with a well-designed custom built-in dining nook a

🛏 1 bed · 👥 4 guests
$169 /night
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Book now for Fall Getaways! Cozy Seaside Cottage Duplex! 2 Adult Bikes! Walkable to the Beach! Santa Rosa Beach, Florida

Book now for Fall Getaways! Cozy Seaside Cottage Duplex! 2 Adult Bikes! Walkable to the Beach!

Located in Santa Rosa Beach, Florida, United States. Book now for Fall Getaways! Cozy Seaside Cottage Duplex! 2 Adult Bikes! Walkable to the Beach! HOME HIGHLIGHTS:- Short walk to the beach, community pools, and amenities- Steps from the famous Seaside Town Square featuring plenty of shopping and dining- Charcoal grill- 2 adult bikes- 1 dedicated parking spot- Complete Clean Linen Participant - ALL linens, including comforter covers, are laundered upon every checkoutDETAILS: Nestled in the picturesque resort community of Seaside, Suite Magnolia II is a 2-bedroom, 2.5-bathroom home that comfortably accommodates up to 5 guests. Proximity to the beach, community pools, and the famous Seaside Town Square for dining and shopping are all part of the friendly experience at Seaside. Guests looking for a serene spot to enjoy the area will love this property’s expansive porches and convenient location!Find relaxed coastal charm at this adorable 2-story home. The first floor boasts 2 beautiful guest bedrooms with private bathrooms—1 with a queen be

🛏 2 beds · 👥 5 guests
$161 /night
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Beach and Gulf Views from the Center of Seaside! Santa Rosa Beach, Florida

Beach and Gulf Views from the Center of Seaside!

Located in Santa Rosa Beach, Florida, United States. Beach and Gulf Views from the Center of Seaside! Tresor de la Mer | Seaside, FL 25 Central Square, #304 Santa Rosa Beach, FL 32459Dune Vacation Rentals presents 'Tresor de la Mer', a recently renovated penthouse unit, is a Provincial pied 'a terre in Seaside's Central Square. Beautifully appointed, this property provides complete luxury combined with incredible convenience. A short stroll to shops, restaurants and only steps to the beach, this top-floor unit can comfortably accommodate 4 guests, and features 2 bedrooms, 2½ baths, open kitchen/living room and outdoor entertainment spaces. The main floor of this residence provides endless views of Seaside and the Gulf of Mexico from the square-side balcony and cozy living room. The kitchen offers stainless steel appliances, ample counter and storage space, and offers table and bar seating for six. There is a half bathroom on the first floor, along with a conveniently located laundry room and exterior closet for storing sandy beach equ

🛏 2 beds · 👥 4 guests
$304 /night
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GUEST COTTAGE W/KING IN SEASIDE, FL 3 MIN WALK TO BEACH, Grace Sea Santa Rosa Beach, Florida

GUEST COTTAGE W/KING IN SEASIDE, FL 3 MIN WALK TO BEACH, Grace Sea

Located in Santa Rosa Beach, Florida, United States. GUEST COTTAGE W/KING IN SEASIDE, FL 3 MIN WALK TO BEACH, Grace Sea 1 KING, 1 DOUBLE SLEEPER SOFANestled in the trees, Grace Sea is a perfect hideaway to escape from it all. Located near Westside Pool, this is the guest house to the main cottage Sea Biscuit. With everything on one level, you are greeted by a screened-in front porch that has outdoor seating for four perfect for a morning cup of coffee or an evening glass of wine. Step inside and there is an open living area with an updated full kitchen next to the open combined living room. The kitchen features a full size fridge with freezer, four burner electrical stove and over, microwave, dishwasher, and adjacent breakfast bar seating for two more. The adjacent living room has a built-in stereo, LCD TV, and DVD/VCR. The living room has a double sleeper sofa to accommodate two more, perfect for young kids (not recommended for adults). There is an adjacent dining area off the kitchen with seating for two. Off the living areas is th

🛏 1 bed · 👥 4 guests
$161 /night
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Truly in the Heart of Seaside  with Private Beach, sleeps 4 maximum Santa Rosa Beach, Florida

Truly in the Heart of Seaside with Private Beach, sleeps 4 maximum

Located in Santa Rosa Beach, Florida, United States. Truly in the Heart of Seaside with Private Beach, sleeps 4 maximum Location is Primo! Our building overlooks the shops in the Ruskin Place district of Seaside, and during the day, you can sit and watch folks walking by, shopping and enjoying Seaside’s unique stores. When you enter the Picasso Moon, you will find a very industrial style building which was fashioned after the SoHo district in New York City. If you are looking for elegance or a fancy Watercolor style type home, this is not what you will find: instead, you will find a loft style building with an artistic flair concrete walls, concrete floors and a unique style of fun.We have a large and great rooftop where you can see Seaside from 360 degrees. The Gulf, The park, The houses to the East, and to the West ……….. you can experience sunrise and sunset.Once you have arrived in Seaside, you truly DO NOT have to get in your car again unless

🛏 1 bed · 👥 4 guests
$383 /night
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RENOVATED TO STUDS 1 BEDROOM COTTAGE IN SEASIDE SLEEPS 4! - GRAVY w/driveway! Santa Rosa Beach, Florida

RENOVATED TO STUDS 1 BEDROOM COTTAGE IN SEASIDE SLEEPS 4! - GRAVY w/driveway!

Located in Santa Rosa Beach, Florida, United States. RENOVATED TO STUDS 1 BEDROOM COTTAGE IN SEASIDE SLEEPS 4! - GRAVY w/driveway! 1 QUEEN, 1 QUEEN SLEEPER SOFANestled next door to the main cottage Biscuits is the guest cottage Gravy, a completely renovated cottage that is perfect for a couple or small family. The front entrance is down a private walkway to the side door, where you enter into a foyer with a hall closet for extra storage, a full bath, and the master bedroom. This bedroom features a modern four poster queen bed, built-in closets, and opens to the charming screened-in front porch. This porch, complete with two rockers and a trunk holding barbeque tools, is the perfect spot to enjoy a relaxed morning coffee or a glass of wine after a day spent at the beach. The full bath has a large walk in shower, heated flooring, and new stacking washer and dryer cleverly included.Up the stairs to the expansive open kitchen and living area. The custom kitchen has a large counter with bar seating for two that serves as the dining area. As

🛏 1 bed · 👥 4 guests
$208 /night
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JUST 1 MINUTE TO BEACH ACCESS IN SEASIDE PROPER - Bridgeport, New! Santa Rosa Beach, Florida

JUST 1 MINUTE TO BEACH ACCESS IN SEASIDE PROPER - Bridgeport, New!

Located in Santa Rosa Beach, Florida, United States. JUST 1 MINUTE TO BEACH ACCESS IN SEASIDE PROPER - Bridgeport, New! 1 QUEEN, 1 BUNK BED, 1 FULL - ( Sleeps 6) Welcome to Bridgeport. Situated in the lovely Rosewalk area of Seaside, FL- this welcoming, pink, beachy bungalow sleeps eight and eagerly awaits your arrival. This home has an ideal location just 176 yards or a 3 minute walk to the beach and only a 7 minute walk to downtown Seaside with over 35 shops and restaurants within walking distance of your front door. This cottage sits on Robert's Way and Rosewalk park, a best kept Seaside secret. Rosewalk Park is at the rear of the home and is an enchanting park with sandy foot paths, and shady trees and serves as a peaceful escape for kids to play and beautiful scenery to overlook from your private rear porch. The cottage has a rear screened porch that overlooks Rosewalk with bar top seating for two and a swing, a perfect place to kick back and enjoy your morning coffee of an evening glass of wine. Step inside and into an open,

🛏 2 beds · 👥 6 guests
$206 /night
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Tush In The Sand: 2  BR, 2  BA House in Santa Rosa Beach, Sleeps 4 Santa Rosa Beach, Florida

Tush In The Sand: 2 BR, 2 BA House in Santa Rosa Beach, Sleeps 4

Located in Santa Rosa Beach, Florida, United States. Tush In The Sand: 2 BR, 2 BA House in Santa Rosa Beach, Sleeps 4 2 QUEENS'Tush In The Sand' cottage is a Seaside classic! This cottage features an impressive trio of porches for multiple floors of outdoor living, dining, and views. Welcomed by a delightful front porch, complete with rockers, the home immediately creates an easy-going, relaxed vibe for all who visit. Two queen-sized bedrooms, both with TVs and private baths, make up the first level of the home, highlighted by peaceful earth tones with hints of color throughout. Meanwhile, wooden steps wind up to the main living level of the home, with its comfortable and quaint living room, framed by an infusion of plenty of natural light. A cozy kitchen offers up just the right amount of space for guests, large enough to prepare a meal, yet efficient enough to stay tidy. The nearby dining room, meanwhile, allows space for a casual dinner, overlooking some of the best extra features of the home. For some of the most exciting views i

🛏 2 beds · 👥 4 guests
$261 /night
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SEASIDE BEACHFRONT COTTAGE W/AMAZING GULF VIEWS, About Time Sleeps Four! Santa Rosa Beach, Florida

SEASIDE BEACHFRONT COTTAGE W/AMAZING GULF VIEWS, About Time Sleeps Four!

Located in Santa Rosa Beach, Florida, United States. SEASIDE BEACHFRONT COTTAGE W/AMAZING GULF VIEWS, About Time Sleeps Four! 1 KING, 1 QUEEN SLEEPER SOFA'About Time!' is one of the iconic honeymoon cottages that flank the beachfront of Seaside, FL! You won't get much closer to the beach than when you stay at this beautiful beachfront one-bedroom cottage! This stand-alone one-bedroom beachfront guest cottage has a prime Seaside, Florida location beachfront next door to the East Ruskin Pavilion beach access and just one block to downtown Seaside, Florida. Park your car and walk to over 35 shops and restaurants just steps from your front door; walk to iconic airstream row food trailers, the gourmet grocery Modica Market, and enjoy the Seaside Farmer's market every Saturday in the Amphitheater.This 1 bedroom/1.5 bath beachfront cottage offers romantic accommodations for you and your significant other with panoramic ocean views and amazing sunsets from your private expansive balcony off the second floor living areas. The main level boasts

🛏 1 bed · 👥 4 guests
$483 /night
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ABOVE SEASIDE AMPHITHEATER W/PANORAMIC GULF VIEWS. UPDATED! Glorious Mornings Santa Rosa Beach, Florida

ABOVE SEASIDE AMPHITHEATER W/PANORAMIC GULF VIEWS. UPDATED! Glorious Mornings

Located in Santa Rosa Beach, Florida, United States. ABOVE SEASIDE AMPHITHEATER W/PANORAMIC GULF VIEWS. UPDATED! Glorious Mornings 1 KING, 1 FULLThis 2-bedroom, 2.5 bath condo is ideally located with views of Town Center and the Seaside Amphitheater. Offering expansive views of the Gulf, there are two private areas and a lovely courtyard to enjoy the outdoors. You and your guests will enjoy the close proximity of smart boutiques and quaint restaurants. This and its location in the center of Seaside and steps to the beach make it a coveted destination.Nestled in the center of Seaside, this unit is conveniently located in the 25 Central Square Building (third and fourth floors). This offers guest sweeping views of the Gulf from the private balcony and three common areas. Designed by leading architects, Rodolfo Machado and Jorge Silvetti, 25 Central Square is a mixed-use residential/commercial building. Upon completion, it was awarded the Massachusetts Design Award (1991) and the Progressive Architecture Citation (1993). Reflecting a

🛏 2 beds · 👥 4 guests
$247 /night
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Seaside "Pleasure Principal"| 2 BR | 3 Bath |Sleeps 6| Pet Friendly | Bikes! Santa Rosa Beach, Florida

Seaside "Pleasure Principal"| 2 BR | 3 Bath |Sleeps 6| Pet Friendly | Bikes!

Located in Santa Rosa Beach, Florida, United States. Seaside "Pleasure Principal"| 2 BR | 3 Bath |Sleeps 6| Pet Friendly | Bikes! Located in a secluded, central spot in the heart of Seaside, Pleasure Principal is a classic, old Florida cottage with a large, inviting screened porch. The beach is one block away down the sand path walkway between Pensacola and Odessa streets. The westside pool is at the corner only steps away. The shops and restaurants of Seaside are a five-minute walk or a one-minute bike ride. Pleasure Principal is a “dog-trot” design, divided through the middle by a porch that opens the house to salty gulf breezes and looks out to a side yard with saw palmetto, muscadine vines, sand live oaks, sand pines, sago palms, beauty berry, and southern magnolias. The owner describes the sensibility of Pleasure Principal as “cracker Caribbean,” which was inspired by the rural homesteads of north Florida melded with the island architecture of the West Indies. It’s not about fancy stuff, but the right stuff—dine or socialize on the

🛏 2 beds · 👥 6 guests
$164 /night
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NEW IN SEASIDE, THE COURT! JUST STEPS TO BEACH, DOWNTOWN, & VERY PRIVATE! Santa Rosa Beach, Florida

NEW IN SEASIDE, THE COURT! JUST STEPS TO BEACH, DOWNTOWN, & VERY PRIVATE!

Located in Santa Rosa Beach, Florida, United States. NEW IN SEASIDE, THE COURT! JUST STEPS TO BEACH, DOWNTOWN, & VERY PRIVATE! In Seaside, Florida, you can search for the most iconic accommodation, but you may never match the comfort and space for relaxation of the rooms at The Court. With a long history and following an 18-month holistic renovation, The Court offers the beauty of the travel traditions of yesteryear with the modern conveniences that you have come to expect. Once in your room, peek behind the blackout shades on your window to view the immaculately manicured lawn and gardens outside your door that open to The Lawn.Your beautifully outfitted room comes with a queen size bed and all the modern conveniences that you are looking for. Your bed is fitted with Peacock Alley luxury linens, while furnishings from Serena & Lily fill the room. There is a built-in desk so that you can check email or work on-the-road. Also, there's a coffee station with a Nespresso maker and everything you need for a great cup of morning coffee. An und

🛏 1 bed · 👥 2 guests
$251 /night
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Seaside "Fair Winds" | 2 BR with Loft | sleeps 6 | STEPS to Beach| 2 Bikes! Santa Rosa Beach, Florida

Seaside "Fair Winds" | 2 BR with Loft | sleeps 6 | STEPS to Beach| 2 Bikes!

Located in Santa Rosa Beach, Florida, United States. Seaside "Fair Winds" | 2 BR with Loft | sleeps 6 | STEPS to Beach| 2 Bikes! Home Highlights:- One house from the Savannah Private Beach Access in Seaside-Up to 6 Wrist Bands TOTAL for private beach access (per Seaside guidelines they will not provide us with more bands than the home sleeps)- Spacious wrap around screened in porch-Two beach cruiser bikes -Fully Stocked Kitchen-Private parking spot with 2 additional parking passes- Sandpiper Linen Program Participant: All linen, bedding and bath, are the highest quality. 450 thread count sheets for each bed and oversized towels in each bathroom are provided.Home Details: Fair Winds will cool you as you sit on the screened porch just steps from the beach entrance. This classic beach cottage sits on a desirable corner lot, directly across from the Savannah Street beach pavilion and two short blocks from the shops and restaurants of Central Square. Freshly painted in cool beach blues and greens, Fair Winds has plenty of room for six gues

🛏 2 beds · 👥 6 guests
$260 /night
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JUST 5 HOUSES TO BEACH IN SEASIDE! 1 BD SLEEPS SIX!  Savannah Cabana Santa Rosa Beach, Florida

JUST 5 HOUSES TO BEACH IN SEASIDE! 1 BD SLEEPS SIX! Savannah Cabana

Located in Santa Rosa Beach, Florida, United States. JUST 5 HOUSES TO BEACH IN SEASIDE! 1 BD SLEEPS SIX! Savannah Cabana 1 KING, 1 QUEEN, 1 SLEEPER SOFA Located just five houses to the beach and only two blocks to Seaside Town Center Savannah Cabana is a great family escape. This home has a prime Seaside, Florida location only 266 feet or a one minute walk to the beach and only a 5 minute walk to the Seaside Amphitheater with over 35 shops and restaurants walking distance from your home. This charming one-bedroom (with a bonus sleeping loft) cottage welcomes you with a private screened-in porch complete with a bistro set up for two perfect for morning coffee and the classic Seaside rockers for four to enjoy family moments spent rocking on the porch and visiting.Step inside and there is an open combined floor plan with an airy living room, dining, and kitchen. The living room features a queen sleeper for an additional two guests and a flat-screen TV with ample seating for all. Directly across from the living room is the dining area that

🛏 1 bed · 👥 6 guests
$264 /night
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Seaside "Fish Tales" | 2 BR | Sleeps 6| Private Location| Steps to Beach! Santa Rosa Beach, Florida

Seaside "Fish Tales" | 2 BR | Sleeps 6| Private Location| Steps to Beach!

Located in Santa Rosa Beach, Florida, United States. Seaside "Fish Tales" | 2 BR | Sleeps 6| Private Location| Steps to Beach! Home Highlights:-4 houses down from 30A with easy access to the TUPELO private beach access in Seaside-Up to 6 Wrist Bands total for private beach access (per Seaside guidelines they will not provide us with more bands than the home sleeps)- Quiet, private location within Seaside on Rosewalk- Walking distance to the Seaside shops and restaurants- Fully stocked kitchen-Two adult beach cruiser bikes - Sandpiper Linen Program Participant: All linen, bedding and bath, are the highest quality. 450 thread count sheets for each bed and oversized towels in each bathroom are provided.Home Details: Our Cottage with its pickled wood floors has an open living area with vaulted ceiling, a love seat and 40" flat screen television, a window seat for relaxing and napping and porches on the front and back. The front porch sits in a treed park and has comfy chairs for reading and visiting after a day in the sun at the beach. The

🛏 2 beds · 👥 6 guests
$156 /night
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Loaded Beachhome by Gulf w Fence Pool and Balcony Santa Rosa Beach, Florida

Loaded Beachhome by Gulf w Fence Pool and Balcony

Located in Santa Rosa Beach, Florida, United States. Loaded Beachhome by Gulf w Fence Pool and Balcony We are in love with Dogwood Delight! This recently renovated and redecorated home on a huge double lot is perfect for large families plus their pup to reunite for a luxury vacation experience. Only 1 block to the Dogwood/Thyme beach entrance and a 2-minute bike ride to shopping and dining in Seaside. You are so close to the beach, you can see the crystal blue waters from the balcony! This spacious home, both inside and out, welcomes you for a chic and comfortable vacation in historic Seagrove.Flexible arrivals available year-round!Dogwood Delight Features- Private Pool on a huge double lot - pool heating available October through April for an additional fee- Landscaped and fenced-in yard. The double lot offers more privacy without another home immediately next door.- Pet Friendly for up to 2 dogs, 45 pounds or less, and non-shedding. Approval from Exclusive 30A and payment of a non-refundable pet fee is required prior to your arrival.-1

🛏 4 beds · 👥 12 guests
$566 /night
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COTTAGE  W/PRIME LOCATION 4 MINS TO BEACH IN SEASIDE, FL - Bloomsbury, New Santa Rosa Beach, Florida

COTTAGE W/PRIME LOCATION 4 MINS TO BEACH IN SEASIDE, FL - Bloomsbury, New

Located in Santa Rosa Beach, Florida, United States. COTTAGE W/PRIME LOCATION 4 MINS TO BEACH IN SEASIDE, FL - Bloomsbury, New 1 QUEEN Say hello to Bloomsbury! This ideally located cottage is new to the program and serves a a fantastic place to create cherished memories in the beautiful, Seaside, FL. Guests can locate this gem situated on a large corner lot of Forest Street and Smolian Cirlce only a 4 minute walk to the beach as well as a stroll away from the West end pool. Arrive and park to spy this tranquil hideaway, surrounded by serene greenery and shade galore! An outdoor grill and shower can be found on the outside of the home, as well as plenty of yard space- making it the perfect spot for cook outs and wine or morning coffee and people watching in town. Step inside and into an open cottage foyer with the bedroom and bathroom down on the first level. The queen master down has french doors that lead to an open air outdoor porch with trellis and two Adirondack chairs, the perfect escape for morning coffee. There is an adjacent fu

🛏 1 bed · 👥 2 guests
$153 /night
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No shoes, No shirt, No problem! 

Islamorada, Florida

No shoes, No shirt, No problem! 

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. No shoes, No shirt, No problem!  125 Porto Vista Ct - No shoes, No shirt, No problem! In this Pt Antigua Pool Home, you will need to go nowhere to have an incredible Islamorada vacation! Step inside this modern, updated, three-bedroom two bath and you'll never want to leave. The spacious open floor plan provides plenty of room for you and your guests to relax after a long day of fishing. Outside is where you'll really want to be hanging out making cocktails in your summer kitchen and splashing in the pool or fileting your daily bounty at the fish cleaning station. Best part, there's plenty of dockage for 2 boats in the deep-water canal! Please note, this house is only available from December to April on a monthly basis. If booking more than a year in advance current prices may not reflect the annual cost of living increase. Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Please note: before proceeding with your book

$330

/ night

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Safety harbor seasonal fishing getaway with room for 12

Islamorada, Florida

Safety harbor seasonal fishing getaway with room for 12

🛏 6 bed · 👥 15 guests

Located in Islamorada, Florida, United States. Safety harbor seasonal fishing getaway with room for 12 Private fortress-like vacation home in coveted Safety Harbor Lower Matecumbe Key of the Village of Islamorada. 100 ft on canal with concrete dock and room for up to 40 foot boat in water. Fish cleaning stations, water, shore power. Fenced access to property, heated private pool with spa. Nicely landscaped and very private. Huge open upper deck with excellent unobstructed view of Gulf of Mexico and excellent star gazing at night. 100 yards to cut to gulf and just minutes to channel 5 and the Atlantic Ocean.

$765

/ night

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🍁 Fall into Early Savings! Ends Mid-November| WaterColor Home. Private Pool, Bikes, Golf Cart

Santa Rosa Beach, Florida

🍁 Fall into Early Savings! Ends Mid-November| WaterColor Home. Private Pool, Bikes, Golf Cart

🛏 5 bed · 👥 14 guests

Located in Santa Rosa Beach, Florida, United States. 🍁 Fall into Early Savings! Ends Mid-November| WaterColor Home. Private Pool, Bikes, Golf Cart PROPERTY HIGHLIGHTS:- WaterColor Beach Club and Community Pool Passes Included in Rental (Maximum allotted wristband qty is 14) - 6 Adult Bikes Included in Rental- 6 Passenger Street Legal Electric Cart- Parking for 2 Vehicles- Outside Covered Back Porch with Fireplace- Built-In Stainless Natural Gas Grill- Private Pool with Outside Pool Bathroom (complimentary pool heating available October 1-May 1)- Walk-in Exterior Shower- Ping Pong Table on Upstairs Porch- Third Floor Media Room- Home Theater Surround Sound- 2 Blocks To Frog Pool- 1.8 mile drive to WaterColor Beach Club and Beach Access- 2.3 mile drive to SeasideDETAILS:Florida vacation home rentals don't get any more perfect than 22 Flatwood Street located in the Lake District of WaterColor. Ultimate luxury is the experience you will receive from your stay at this home.This home is incredibly unique — one of a very few that features three

$689

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Available for your Fall Break! Lake District! Park Views! Theater Room!

Santa Rosa Beach, Florida

Available for your Fall Break! Lake District! Park Views! Theater Room!

🛏 5 bed · 👥 14 guests

Located in Santa Rosa Beach, Florida, United States. Available for your Fall Break! Lake District! Park Views! Theater Room! HOME HIGHLIGHTS: *Per Watercolor HOA, please include all guests aged 5 and older in your total count of adult guests to receive amenity and pool access wristbands. Sleep arrangements are provided as a courtesy and are not considered in the occupancy count. **This home is allowed 14 amenity access bands.**- Professionally decorated - Theater room with stadium seating- 6-seater golf cart- 7 adult bikes- Complete Clean Linen Participant - All linens, including comforter covers, are laundered upon every checkoutGuests staying in WaterColor will have access to the newly expanded WaterColor Beach Club. It features a new main pool and lounge area, second pool deck with additional lounge seating, and third pool with zero-entry, as well an enhanced WaterColor Grill, and new sunset bar, Costa Chica. All have scenic views of the Gulf of Mexico.DETAILS: 120 Flatwood Street is a stately home with its architecture and special fe

$681

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UPDATED GUEST COTTAGE FOR TWO &  PET FRIENDLY IN SEASIDE!  Way Back

Santa Rosa Beach, Florida

UPDATED GUEST COTTAGE FOR TWO & PET FRIENDLY IN SEASIDE! Way Back

🛏 1 bed · 👥 2 guests

Located in Santa Rosa Beach, Florida, United States. UPDATED GUEST COTTAGE FOR TWO & PET FRIENDLY IN SEASIDE! Way Back 1 QUEEN, SLEEPS 2 & PET FRIENDLY UP TO 20 LBS.In the very early days of Seaside, town architect Richard Gibbs and his partner chose to design and build their rustic cabin in the woods just as Forest Street was beginning to be developed. Way Back is their original and well- preserved cottage in this heralded beach community. Among the most frequently rented and beloved one-bedroom Seaside cottages over the years, tranquil and cozy Way Back retains its Seaside architectural authenticity.Way Back has a new fully upgraded kitchen and just renovated bathroom, two zone air conditioning, and upgraded soft furnishings throughout plus the recent addition of a compact washer and dryer. A reserved parking place in front of the cottage leads via a timber boardwalk through a shady front garden with outdoor seating to the spacious front deck. Furnishings and artworks have been updated in the ground floor living/dining/kitchen area,

$179

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Paris style  apt:  Sleeps 2/ in Heart of Seaside with Private Beach

Santa Rosa Beach, Florida

Paris style apt: Sleeps 2/ in Heart of Seaside with Private Beach

🛏 1 bed · 👥 2 guests

Located in Santa Rosa Beach, Florida, United States. Paris style apt: Sleeps 2/ in Heart of Seaside with Private Beach MINIMUM TWO NIGHTS.......... ***We ARE NOT on the beach** photo of beach is one of our Seaside Beach Pavilions where you can easily walk and relax.. My Picasso Sun is not fancy and is Small and Cozy..but extremely efficient and location is Primo! This unit is perfect for A COUPLE ONLY....or One person..not for children or teens ..no exceptions ......If you have children, please take a look at VRBO Listing #58131 my Picasso Moon....and if you are looking for a larger unit. NO PETS!.....Please do not even ask..answer will always be no due to the fact that I have many guests who are highly allergic......I do not charge automatically for use of pools and fitness..that is added ONLY if you wish to use at $25/day for two passes AND.. we can offer designated parking for $20 for your entire stay. The parking is less than two blocks from my unit , please request more info if intere

$215

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DIRECTLY ACROSS FROM BEACH IN SEASIDE -1 BD sleeps 4, Dreamboat

Santa Rosa Beach, Florida

DIRECTLY ACROSS FROM BEACH IN SEASIDE -1 BD sleeps 4, Dreamboat

🛏 1 bed · 👥 4 guests

Located in Santa Rosa Beach, Florida, United States. DIRECTLY ACROSS FROM BEACH IN SEASIDE -1 BD sleeps 4, Dreamboat 1 QUEEN, 1 QUEEN SLEEPER SOFADreamboat is the guest house to Sabbatical located directly across from the beach on West Ruskin and right next door to Town Square. This airy one-bedroom cottage is perfect for a peaceful getaway for a couple or small family. Plenty of windows give this cottage an open feeling. The compact kitchen comes well equipped with dishwasher, stove, oven, and small refrigerator. There is plenty of seating to watch TV and enjoy the Sonos sound system and the sleeper sofa is perfect for 2. There is also a stackable washer/dryer on the first floor for your convenience. Comfortable and cozy. Upstairs you will find the queen bedroom with a newly remodeled full bath with shower, TV, and private balcony to sit and enjoy your morning coffee.* 3 night minimum Spring, Spring Break, Summer, and Fall; 2 night minimum Winter. Must be 25 years of age to rent and sign registration.FEATURES:* Features 470 square fee

$176

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7 HOUSES TO BEACH IN SEASIDE!  MODERN CONSTRUCTION, Little Feet

Santa Rosa Beach, Florida

7 HOUSES TO BEACH IN SEASIDE! MODERN CONSTRUCTION, Little Feet

🛏 1 bed · 👥 4 guests

Located in Santa Rosa Beach, Florida, United States. 7 HOUSES TO BEACH IN SEASIDE! MODERN CONSTRUCTION, Little Feet 1 QUEEN, 1 QUEEN SLEEPER SOFA - sleeps fourNew construction designed by the Seaside town architect; Little Feet offers an exceptional light-filled adventure. This modern home is actually the guest cottage of ‘Pitter Patter’ and is just 7 houses to the beach and only one block from the Seaside town center. The front entrance is down a sandy footpath with a front porch perfect for a morning cup of coffee. Step inside and the ground level kitchen celebrates all of the latest fixtures and finishes, with custom built-in shelving and floor-to-ceiling windows. This kitchen is complete with a microwave convection oven, a two-burner induction Wolf stove top, a fridge/freezer with ice maker, and a washer/dryer combo. This kitchen is complete with many of the conveniences needed to prepare meals at home. (no dishwasher) Just off the kitchen, the living area has a queen sleeper sofa with a well-designed custom built-in dining nook a

$169

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Book now for Fall Getaways! Cozy Seaside Cottage Duplex! 2 Adult Bikes! Walkable to the Beach!

Santa Rosa Beach, Florida

Book now for Fall Getaways! Cozy Seaside Cottage Duplex! 2 Adult Bikes! Walkable to the Beach!

🛏 2 bed · 👥 5 guests

Located in Santa Rosa Beach, Florida, United States. Book now for Fall Getaways! Cozy Seaside Cottage Duplex! 2 Adult Bikes! Walkable to the Beach! HOME HIGHLIGHTS:- Short walk to the beach, community pools, and amenities- Steps from the famous Seaside Town Square featuring plenty of shopping and dining- Charcoal grill- 2 adult bikes- 1 dedicated parking spot- Complete Clean Linen Participant - ALL linens, including comforter covers, are laundered upon every checkoutDETAILS: Nestled in the picturesque resort community of Seaside, Suite Magnolia II is a 2-bedroom, 2.5-bathroom home that comfortably accommodates up to 5 guests. Proximity to the beach, community pools, and the famous Seaside Town Square for dining and shopping are all part of the friendly experience at Seaside. Guests looking for a serene spot to enjoy the area will love this property’s expansive porches and convenient location!Find relaxed coastal charm at this adorable 2-story home. The first floor boasts 2 beautiful guest bedrooms with private bathrooms—1 with a queen be

$161

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Beach and Gulf Views from the Center of Seaside!

Santa Rosa Beach, Florida

Beach and Gulf Views from the Center of Seaside!

🛏 2 bed · 👥 4 guests

Located in Santa Rosa Beach, Florida, United States. Beach and Gulf Views from the Center of Seaside! Tresor de la Mer | Seaside, FL 25 Central Square, #304 Santa Rosa Beach, FL 32459Dune Vacation Rentals presents 'Tresor de la Mer', a recently renovated penthouse unit, is a Provincial pied 'a terre in Seaside's Central Square. Beautifully appointed, this property provides complete luxury combined with incredible convenience. A short stroll to shops, restaurants and only steps to the beach, this top-floor unit can comfortably accommodate 4 guests, and features 2 bedrooms, 2½ baths, open kitchen/living room and outdoor entertainment spaces. The main floor of this residence provides endless views of Seaside and the Gulf of Mexico from the square-side balcony and cozy living room. The kitchen offers stainless steel appliances, ample counter and storage space, and offers table and bar seating for six. There is a half bathroom on the first floor, along with a conveniently located laundry room and exterior closet for storing sandy beach equ

$304

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GUEST COTTAGE W/KING IN SEASIDE, FL 3 MIN WALK TO BEACH, Grace Sea

Santa Rosa Beach, Florida

GUEST COTTAGE W/KING IN SEASIDE, FL 3 MIN WALK TO BEACH, Grace Sea

🛏 1 bed · 👥 4 guests

Located in Santa Rosa Beach, Florida, United States. GUEST COTTAGE W/KING IN SEASIDE, FL 3 MIN WALK TO BEACH, Grace Sea 1 KING, 1 DOUBLE SLEEPER SOFANestled in the trees, Grace Sea is a perfect hideaway to escape from it all. Located near Westside Pool, this is the guest house to the main cottage Sea Biscuit. With everything on one level, you are greeted by a screened-in front porch that has outdoor seating for four perfect for a morning cup of coffee or an evening glass of wine. Step inside and there is an open living area with an updated full kitchen next to the open combined living room. The kitchen features a full size fridge with freezer, four burner electrical stove and over, microwave, dishwasher, and adjacent breakfast bar seating for two more. The adjacent living room has a built-in stereo, LCD TV, and DVD/VCR. The living room has a double sleeper sofa to accommodate two more, perfect for young kids (not recommended for adults). There is an adjacent dining area off the kitchen with seating for two. Off the living areas is th

$161

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Truly in the Heart of Seaside  with Private Beach, sleeps 4 maximum

Santa Rosa Beach, Florida

Truly in the Heart of Seaside with Private Beach, sleeps 4 maximum

🛏 1 bed · 👥 4 guests

Located in Santa Rosa Beach, Florida, United States. Truly in the Heart of Seaside with Private Beach, sleeps 4 maximum Location is Primo! Our building overlooks the shops in the Ruskin Place district of Seaside, and during the day, you can sit and watch folks walking by, shopping and enjoying Seaside’s unique stores. When you enter the Picasso Moon, you will find a very industrial style building which was fashioned after the SoHo district in New York City. If you are looking for elegance or a fancy Watercolor style type home, this is not what you will find: instead, you will find a loft style building with an artistic flair concrete walls, concrete floors and a unique style of fun.We have a large and great rooftop where you can see Seaside from 360 degrees. The Gulf, The park, The houses to the East, and to the West ……….. you can experience sunrise and sunset.Once you have arrived in Seaside, you truly DO NOT have to get in your car again unless

$383

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RENOVATED TO STUDS 1 BEDROOM COTTAGE IN SEASIDE SLEEPS 4! - GRAVY w/driveway!

Santa Rosa Beach, Florida

RENOVATED TO STUDS 1 BEDROOM COTTAGE IN SEASIDE SLEEPS 4! - GRAVY w/driveway!

🛏 1 bed · 👥 4 guests

Located in Santa Rosa Beach, Florida, United States. RENOVATED TO STUDS 1 BEDROOM COTTAGE IN SEASIDE SLEEPS 4! - GRAVY w/driveway! 1 QUEEN, 1 QUEEN SLEEPER SOFANestled next door to the main cottage Biscuits is the guest cottage Gravy, a completely renovated cottage that is perfect for a couple or small family. The front entrance is down a private walkway to the side door, where you enter into a foyer with a hall closet for extra storage, a full bath, and the master bedroom. This bedroom features a modern four poster queen bed, built-in closets, and opens to the charming screened-in front porch. This porch, complete with two rockers and a trunk holding barbeque tools, is the perfect spot to enjoy a relaxed morning coffee or a glass of wine after a day spent at the beach. The full bath has a large walk in shower, heated flooring, and new stacking washer and dryer cleverly included.Up the stairs to the expansive open kitchen and living area. The custom kitchen has a large counter with bar seating for two that serves as the dining area. As

$208

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JUST 1 MINUTE TO BEACH ACCESS IN SEASIDE PROPER - Bridgeport, New!

Santa Rosa Beach, Florida

JUST 1 MINUTE TO BEACH ACCESS IN SEASIDE PROPER - Bridgeport, New!

🛏 2 bed · 👥 6 guests

Located in Santa Rosa Beach, Florida, United States. JUST 1 MINUTE TO BEACH ACCESS IN SEASIDE PROPER - Bridgeport, New! 1 QUEEN, 1 BUNK BED, 1 FULL - ( Sleeps 6) Welcome to Bridgeport. Situated in the lovely Rosewalk area of Seaside, FL- this welcoming, pink, beachy bungalow sleeps eight and eagerly awaits your arrival. This home has an ideal location just 176 yards or a 3 minute walk to the beach and only a 7 minute walk to downtown Seaside with over 35 shops and restaurants within walking distance of your front door. This cottage sits on Robert's Way and Rosewalk park, a best kept Seaside secret. Rosewalk Park is at the rear of the home and is an enchanting park with sandy foot paths, and shady trees and serves as a peaceful escape for kids to play and beautiful scenery to overlook from your private rear porch. The cottage has a rear screened porch that overlooks Rosewalk with bar top seating for two and a swing, a perfect place to kick back and enjoy your morning coffee of an evening glass of wine. Step inside and into an open,

$206

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Tush In The Sand: 2  BR, 2  BA House in Santa Rosa Beach, Sleeps 4

Santa Rosa Beach, Florida

Tush In The Sand: 2 BR, 2 BA House in Santa Rosa Beach, Sleeps 4

🛏 2 bed · 👥 4 guests

Located in Santa Rosa Beach, Florida, United States. Tush In The Sand: 2 BR, 2 BA House in Santa Rosa Beach, Sleeps 4 2 QUEENS'Tush In The Sand' cottage is a Seaside classic! This cottage features an impressive trio of porches for multiple floors of outdoor living, dining, and views. Welcomed by a delightful front porch, complete with rockers, the home immediately creates an easy-going, relaxed vibe for all who visit. Two queen-sized bedrooms, both with TVs and private baths, make up the first level of the home, highlighted by peaceful earth tones with hints of color throughout. Meanwhile, wooden steps wind up to the main living level of the home, with its comfortable and quaint living room, framed by an infusion of plenty of natural light. A cozy kitchen offers up just the right amount of space for guests, large enough to prepare a meal, yet efficient enough to stay tidy. The nearby dining room, meanwhile, allows space for a casual dinner, overlooking some of the best extra features of the home. For some of the most exciting views i

$261

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SEASIDE BEACHFRONT COTTAGE W/AMAZING GULF VIEWS, About Time Sleeps Four!

Santa Rosa Beach, Florida

SEASIDE BEACHFRONT COTTAGE W/AMAZING GULF VIEWS, About Time Sleeps Four!

🛏 1 bed · 👥 4 guests

Located in Santa Rosa Beach, Florida, United States. SEASIDE BEACHFRONT COTTAGE W/AMAZING GULF VIEWS, About Time Sleeps Four! 1 KING, 1 QUEEN SLEEPER SOFA'About Time!' is one of the iconic honeymoon cottages that flank the beachfront of Seaside, FL! You won't get much closer to the beach than when you stay at this beautiful beachfront one-bedroom cottage! This stand-alone one-bedroom beachfront guest cottage has a prime Seaside, Florida location beachfront next door to the East Ruskin Pavilion beach access and just one block to downtown Seaside, Florida. Park your car and walk to over 35 shops and restaurants just steps from your front door; walk to iconic airstream row food trailers, the gourmet grocery Modica Market, and enjoy the Seaside Farmer's market every Saturday in the Amphitheater.This 1 bedroom/1.5 bath beachfront cottage offers romantic accommodations for you and your significant other with panoramic ocean views and amazing sunsets from your private expansive balcony off the second floor living areas. The main level boasts

$483

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ABOVE SEASIDE AMPHITHEATER W/PANORAMIC GULF VIEWS. UPDATED! Glorious Mornings

Santa Rosa Beach, Florida

ABOVE SEASIDE AMPHITHEATER W/PANORAMIC GULF VIEWS. UPDATED! Glorious Mornings

🛏 2 bed · 👥 4 guests

Located in Santa Rosa Beach, Florida, United States. ABOVE SEASIDE AMPHITHEATER W/PANORAMIC GULF VIEWS. UPDATED! Glorious Mornings 1 KING, 1 FULLThis 2-bedroom, 2.5 bath condo is ideally located with views of Town Center and the Seaside Amphitheater. Offering expansive views of the Gulf, there are two private areas and a lovely courtyard to enjoy the outdoors. You and your guests will enjoy the close proximity of smart boutiques and quaint restaurants. This and its location in the center of Seaside and steps to the beach make it a coveted destination.Nestled in the center of Seaside, this unit is conveniently located in the 25 Central Square Building (third and fourth floors). This offers guest sweeping views of the Gulf from the private balcony and three common areas. Designed by leading architects, Rodolfo Machado and Jorge Silvetti, 25 Central Square is a mixed-use residential/commercial building. Upon completion, it was awarded the Massachusetts Design Award (1991) and the Progressive Architecture Citation (1993). Reflecting a

$247

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Seaside "Pleasure Principal"| 2 BR | 3 Bath |Sleeps 6| Pet Friendly | Bikes!

Santa Rosa Beach, Florida

Seaside "Pleasure Principal"| 2 BR | 3 Bath |Sleeps 6| Pet Friendly | Bikes!

🛏 2 bed · 👥 6 guests

Located in Santa Rosa Beach, Florida, United States. Seaside "Pleasure Principal"| 2 BR | 3 Bath |Sleeps 6| Pet Friendly | Bikes! Located in a secluded, central spot in the heart of Seaside, Pleasure Principal is a classic, old Florida cottage with a large, inviting screened porch. The beach is one block away down the sand path walkway between Pensacola and Odessa streets. The westside pool is at the corner only steps away. The shops and restaurants of Seaside are a five-minute walk or a one-minute bike ride. Pleasure Principal is a “dog-trot” design, divided through the middle by a porch that opens the house to salty gulf breezes and looks out to a side yard with saw palmetto, muscadine vines, sand live oaks, sand pines, sago palms, beauty berry, and southern magnolias. The owner describes the sensibility of Pleasure Principal as “cracker Caribbean,” which was inspired by the rural homesteads of north Florida melded with the island architecture of the West Indies. It’s not about fancy stuff, but the right stuff—dine or socialize on the

$164

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NEW IN SEASIDE, THE COURT! JUST STEPS TO BEACH, DOWNTOWN, & VERY PRIVATE!

Santa Rosa Beach, Florida

NEW IN SEASIDE, THE COURT! JUST STEPS TO BEACH, DOWNTOWN, & VERY PRIVATE!

🛏 1 bed · 👥 2 guests

Located in Santa Rosa Beach, Florida, United States. NEW IN SEASIDE, THE COURT! JUST STEPS TO BEACH, DOWNTOWN, & VERY PRIVATE! In Seaside, Florida, you can search for the most iconic accommodation, but you may never match the comfort and space for relaxation of the rooms at The Court. With a long history and following an 18-month holistic renovation, The Court offers the beauty of the travel traditions of yesteryear with the modern conveniences that you have come to expect. Once in your room, peek behind the blackout shades on your window to view the immaculately manicured lawn and gardens outside your door that open to The Lawn.Your beautifully outfitted room comes with a queen size bed and all the modern conveniences that you are looking for. Your bed is fitted with Peacock Alley luxury linens, while furnishings from Serena & Lily fill the room. There is a built-in desk so that you can check email or work on-the-road. Also, there's a coffee station with a Nespresso maker and everything you need for a great cup of morning coffee. An und

$251

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Seaside "Fair Winds" | 2 BR with Loft | sleeps 6 | STEPS to Beach| 2 Bikes!

Santa Rosa Beach, Florida

Seaside "Fair Winds" | 2 BR with Loft | sleeps 6 | STEPS to Beach| 2 Bikes!

🛏 2 bed · 👥 6 guests

Located in Santa Rosa Beach, Florida, United States. Seaside "Fair Winds" | 2 BR with Loft | sleeps 6 | STEPS to Beach| 2 Bikes! Home Highlights:- One house from the Savannah Private Beach Access in Seaside-Up to 6 Wrist Bands TOTAL for private beach access (per Seaside guidelines they will not provide us with more bands than the home sleeps)- Spacious wrap around screened in porch-Two beach cruiser bikes -Fully Stocked Kitchen-Private parking spot with 2 additional parking passes- Sandpiper Linen Program Participant: All linen, bedding and bath, are the highest quality. 450 thread count sheets for each bed and oversized towels in each bathroom are provided.Home Details: Fair Winds will cool you as you sit on the screened porch just steps from the beach entrance. This classic beach cottage sits on a desirable corner lot, directly across from the Savannah Street beach pavilion and two short blocks from the shops and restaurants of Central Square. Freshly painted in cool beach blues and greens, Fair Winds has plenty of room for six gues

$260

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JUST 5 HOUSES TO BEACH IN SEASIDE! 1 BD SLEEPS SIX!  Savannah Cabana

Santa Rosa Beach, Florida

JUST 5 HOUSES TO BEACH IN SEASIDE! 1 BD SLEEPS SIX! Savannah Cabana

🛏 1 bed · 👥 6 guests

Located in Santa Rosa Beach, Florida, United States. JUST 5 HOUSES TO BEACH IN SEASIDE! 1 BD SLEEPS SIX! Savannah Cabana 1 KING, 1 QUEEN, 1 SLEEPER SOFA Located just five houses to the beach and only two blocks to Seaside Town Center Savannah Cabana is a great family escape. This home has a prime Seaside, Florida location only 266 feet or a one minute walk to the beach and only a 5 minute walk to the Seaside Amphitheater with over 35 shops and restaurants walking distance from your home. This charming one-bedroom (with a bonus sleeping loft) cottage welcomes you with a private screened-in porch complete with a bistro set up for two perfect for morning coffee and the classic Seaside rockers for four to enjoy family moments spent rocking on the porch and visiting.Step inside and there is an open combined floor plan with an airy living room, dining, and kitchen. The living room features a queen sleeper for an additional two guests and a flat-screen TV with ample seating for all. Directly across from the living room is the dining area that

$264

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Seaside "Fish Tales" | 2 BR | Sleeps 6| Private Location| Steps to Beach!

Santa Rosa Beach, Florida

Seaside "Fish Tales" | 2 BR | Sleeps 6| Private Location| Steps to Beach!

🛏 2 bed · 👥 6 guests

Located in Santa Rosa Beach, Florida, United States. Seaside "Fish Tales" | 2 BR | Sleeps 6| Private Location| Steps to Beach! Home Highlights:-4 houses down from 30A with easy access to the TUPELO private beach access in Seaside-Up to 6 Wrist Bands total for private beach access (per Seaside guidelines they will not provide us with more bands than the home sleeps)- Quiet, private location within Seaside on Rosewalk- Walking distance to the Seaside shops and restaurants- Fully stocked kitchen-Two adult beach cruiser bikes - Sandpiper Linen Program Participant: All linen, bedding and bath, are the highest quality. 450 thread count sheets for each bed and oversized towels in each bathroom are provided.Home Details: Our Cottage with its pickled wood floors has an open living area with vaulted ceiling, a love seat and 40" flat screen television, a window seat for relaxing and napping and porches on the front and back. The front porch sits in a treed park and has comfy chairs for reading and visiting after a day in the sun at the beach. The

$156

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Loaded Beachhome by Gulf w Fence Pool and Balcony

Santa Rosa Beach, Florida

Loaded Beachhome by Gulf w Fence Pool and Balcony

🛏 4 bed · 👥 12 guests

Located in Santa Rosa Beach, Florida, United States. Loaded Beachhome by Gulf w Fence Pool and Balcony We are in love with Dogwood Delight! This recently renovated and redecorated home on a huge double lot is perfect for large families plus their pup to reunite for a luxury vacation experience. Only 1 block to the Dogwood/Thyme beach entrance and a 2-minute bike ride to shopping and dining in Seaside. You are so close to the beach, you can see the crystal blue waters from the balcony! This spacious home, both inside and out, welcomes you for a chic and comfortable vacation in historic Seagrove.Flexible arrivals available year-round!Dogwood Delight Features- Private Pool on a huge double lot - pool heating available October through April for an additional fee- Landscaped and fenced-in yard. The double lot offers more privacy without another home immediately next door.- Pet Friendly for up to 2 dogs, 45 pounds or less, and non-shedding. Approval from Exclusive 30A and payment of a non-refundable pet fee is required prior to your arrival.-1

$566

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COTTAGE  W/PRIME LOCATION 4 MINS TO BEACH IN SEASIDE, FL - Bloomsbury, New

Santa Rosa Beach, Florida

COTTAGE W/PRIME LOCATION 4 MINS TO BEACH IN SEASIDE, FL - Bloomsbury, New

🛏 1 bed · 👥 2 guests

Located in Santa Rosa Beach, Florida, United States. COTTAGE W/PRIME LOCATION 4 MINS TO BEACH IN SEASIDE, FL - Bloomsbury, New 1 QUEEN Say hello to Bloomsbury! This ideally located cottage is new to the program and serves a a fantastic place to create cherished memories in the beautiful, Seaside, FL. Guests can locate this gem situated on a large corner lot of Forest Street and Smolian Cirlce only a 4 minute walk to the beach as well as a stroll away from the West end pool. Arrive and park to spy this tranquil hideaway, surrounded by serene greenery and shade galore! An outdoor grill and shower can be found on the outside of the home, as well as plenty of yard space- making it the perfect spot for cook outs and wine or morning coffee and people watching in town. Step inside and into an open cottage foyer with the bedroom and bathroom down on the first level. The queen master down has french doors that lead to an open air outdoor porch with trellis and two Adirondack chairs, the perfect escape for morning coffee. There is an adjacent fu

$153

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No shoes, No shirt, No problem! 

Islamorada, Florida

$330/night

Safety harbor seasonal fishing getaway with room for 12

Islamorada, Florida

$765/night

🍁 Fall into Early Savings! Ends Mid-November| WaterColor Home. Private Pool, Bikes, Golf Cart

Santa Rosa Beach, Florida

$689/night

Available for your Fall Break! Lake District! Park Views! Theater Room!

Santa Rosa Beach, Florida

$681/night

UPDATED GUEST COTTAGE FOR TWO & PET FRIENDLY IN SEASIDE! Way Back

Santa Rosa Beach, Florida

$179/night

Paris style apt: Sleeps 2/ in Heart of Seaside with Private Beach

Santa Rosa Beach, Florida

$215/night

DIRECTLY ACROSS FROM BEACH IN SEASIDE -1 BD sleeps 4, Dreamboat

Santa Rosa Beach, Florida

$176/night

7 HOUSES TO BEACH IN SEASIDE! MODERN CONSTRUCTION, Little Feet

Santa Rosa Beach, Florida

$169/night

Book now for Fall Getaways! Cozy Seaside Cottage Duplex! 2 Adult Bikes! Walkable to the Beach!

Santa Rosa Beach, Florida

$161/night

Beach and Gulf Views from the Center of Seaside!

Santa Rosa Beach, Florida

$304/night

GUEST COTTAGE W/KING IN SEASIDE, FL 3 MIN WALK TO BEACH, Grace Sea

Santa Rosa Beach, Florida

$161/night

Truly in the Heart of Seaside with Private Beach, sleeps 4 maximum

Santa Rosa Beach, Florida

$383/night

RENOVATED TO STUDS 1 BEDROOM COTTAGE IN SEASIDE SLEEPS 4! - GRAVY w/driveway!

Santa Rosa Beach, Florida

$208/night

JUST 1 MINUTE TO BEACH ACCESS IN SEASIDE PROPER - Bridgeport, New!

Santa Rosa Beach, Florida

$206/night

Tush In The Sand: 2 BR, 2 BA House in Santa Rosa Beach, Sleeps 4

Santa Rosa Beach, Florida

$261/night

SEASIDE BEACHFRONT COTTAGE W/AMAZING GULF VIEWS, About Time Sleeps Four!

Santa Rosa Beach, Florida

$483/night

ABOVE SEASIDE AMPHITHEATER W/PANORAMIC GULF VIEWS. UPDATED! Glorious Mornings

Santa Rosa Beach, Florida

$247/night

Seaside "Pleasure Principal"| 2 BR | 3 Bath |Sleeps 6| Pet Friendly | Bikes!

Santa Rosa Beach, Florida

$164/night

NEW IN SEASIDE, THE COURT! JUST STEPS TO BEACH, DOWNTOWN, & VERY PRIVATE!

Santa Rosa Beach, Florida

$251/night

Seaside "Fair Winds" | 2 BR with Loft | sleeps 6 | STEPS to Beach| 2 Bikes!

Santa Rosa Beach, Florida

$260/night

JUST 5 HOUSES TO BEACH IN SEASIDE! 1 BD SLEEPS SIX! Savannah Cabana

Santa Rosa Beach, Florida

$264/night

Seaside "Fish Tales" | 2 BR | Sleeps 6| Private Location| Steps to Beach!

Santa Rosa Beach, Florida

$156/night

Loaded Beachhome by Gulf w Fence Pool and Balcony

Santa Rosa Beach, Florida

$566/night

COTTAGE W/PRIME LOCATION 4 MINS TO BEACH IN SEASIDE, FL - Bloomsbury, New

Santa Rosa Beach, Florida

$153/night