58,368 properties available

Located in Tavernier, Florida, United States. 3 Relaxing Suites w/ Views, Pool, Full Kitchen, Quick Drive to Harry Harris Park The Florida Keys special! This place is like no other: a beautiful beach with cozy loungers and BBQ spots, a huge pool, and well-appointed suites with private balconies and full kitchens are perfect for a beach escape! Go full vacation mode and enjoy a day by the pool and a cocktail in the poolside Tiki bar or check out the great restaurants and bars around! Don't forget to get the full Keys experience: rent a boat and explore the area from the water! Kayaking is always fun as well as a fishing charter!PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- These are THREE separate hotel rooms. Rooms are individually unique and may not be adjoining or adjacent, allocated based on availability upon arrival. The price is for all rooms. - The property requires a damage deposit of USD 60/night/unit on the credit/

Located in Tavernier, Florida, United States. Relax and Unwind In Our 4 Spacious Suites | Living Area and Full Kitchen Escape to a tropical paradise and experience the ultimate beachfront retreat! Nestled in the heart of Key Largo, this property offers a perfect blend of comfort, and breathtaking natural beauty. Indulge in the array of fantastic amenities available to our guests. Dive into our sparkling pool and let the cool water rejuvenate your senses. Bask in the warm Florida sun on our pristine beach, complete with cozy loungers and umbrellas for your relaxation. Explore the nearby coral reefs and underwater wonders through a thrilling snorkeling or diving adventure. PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- These are FOUR separate hotel rooms. Rooms are individually unique and may not be adjoining or adjacent, allocated based on availability upon arrival. The price is for all rooms. - The property requires a damage

Located in Tavernier, Florida, United States. Indulge in Amazing Views! 4 Relaxing Suites, Pool, Short Drive to Founders Park! The Florida Keys special! This place is like no other: a beautiful beach with cozy loungers and BBQ spots, a huge pool, and well-appointed suites with private balconies and full kitchens are perfect for a beach escape! Go full vacation mode and enjoy a day by the pool and a cocktail in the poolside Tiki bar or check out the great restaurants and bars around! Don't forget to get the full Keys experience: rent a boat and explore the area from the water! Kayaking is always fun as well as a fishing charter!PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- These are FOUR separate hotel rooms. Rooms are individually unique and may not be adjoining or adjacent, allocated based on availability upon arrival. The price is for all rooms. - The property requires a damage deposit of USD 60/night/unit on the credit/d

Located in Tavernier, Florida, United States. Key Largo 2BR Condo - Ocean View, Pool, and Beach Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and moreLocated near Key Largo and Islamorada attractionsMaster bedroom with king or queen bed; Second bedroom with two twin beds or queen, pullout sofa in the living room (send request for specific bed types upon booking)Perfect tropical vacation destinationGuest Access:Check-in after 5 pm; check-out by 11 amEarly check-in/late departure subject to availability; request at the Welcome Center on arrival/departure dayOther Things to Note:Must be 21+ to check-inDaily Resort Fee: $16 + tax, payable at check-inRefundable security deposit: $60/dayEach condo unit is individually owned; interior decor and overall aesthetics may vary from photosFull ocean views and balconies are not guaranteedMarina/trailer parking for boats not included; reserve separately with Property Management of Ocean Pointe Suites/Dock MasterKayaks/paddleboards not included in the rese

Located in Tavernier, Florida, United States. Ocean View 2 Bedroom Condo – Pool, Beach, & More Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and moreLocated near Key Largo and Islamorada attractionsMaster bedroom with king or queen bed; Second bedroom with two twin beds or queen, pullout sofa in the living room (send request for specific bed types upon booking)Perfect tropical vacation destinationGuest Access:Check-in after 5 pm; check-out by 11 amEarly check-in/late departure subject to availability; request at the Welcome Center on arrival/departure dayOther Things to Note:Must be 21+ to check-inDaily Resort Fee: $16 + tax, payable at check-inRefundable security deposit: $60/dayEach condo unit is individually owned; interior decor and overall aesthetics may vary from photosFull ocean views and balconies are not guaranteedMarina/trailer parking for boats not included; reserve separately with Property Management of Ocean Pointe Suites/Dock MasterKayaks/paddleboards not included in the reser

Located in Tavernier, Florida, United States. Friends' Retreat 2BR w/ Ocean View, Pool & Beach Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and moreLocated near Key Largo and Islamorada attractionsMaster bedroom with king or queen bed; Second bedroom with two twin beds or queen, pullout sofa in the living room (send request for specific bed types upon booking)Perfect tropical vacation destinationGuest Access:Check-in after 5 pm; check-out by 11 amEarly check-in/late departure subject to availability; request at the Welcome Center on arrival/departure dayOther Things to Note:Must be 21+ to check-inDaily Resort Fee: $16 + tax, payable at check-inRefundable security deposit: $60/dayEach condo unit is individually owned; interior decor and overall aesthetics may vary from photosFull ocean views and balconies are not guaranteedMarina/trailer parking for boats not included; reserve separately with Property Management of Ocean Pointe Suites/Dock MasterKayaks/paddleboards not included in the reser

Located in Tavernier, Florida, United States. Relaxing 2BR w/ Ocean View, Pool & Private Beach Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and moreLocated near Key Largo and Islamorada attractionsMaster bedroom with king or queen bed; Second bedroom with two twin beds or queen, pullout sofa in the living room (send request for specific bed types upon booking)Perfect tropical vacation destinationGuest Access:Check-in after 5 pm; check-out by 11 amEarly check-in/late departure subject to availability; request at the Welcome Center on arrival/departure dayOther Things to Note:Must be 21+ to check-inDaily Resort Fee: $16 + tax, payable at check-inRefundable security deposit: $60/dayEach condo unit is individually owned; interior decor and overall aesthetics may vary from photosFull ocean views and balconies are not guaranteedMarina/trailer parking for boats not included; reserve separately with Property Management of Ocean Pointe Suites/Dock MasterKayaks/paddleboards not included in the reser

Located in Key Largo, Florida, United States. True Key Largo Luxury! COMPLETELY REMODELED AND TRULY STUNNING! True Largo Luxury with Guest Quarters! Home Includes 2 full living areas, 2 Kitchens one full size, 2 dining areas, a rooftop terrace and deck. Marina, Tennis, Pickle Ball, Indoor Pickle Ball, Basketball, 2 Pools, 2 Spas, Recreation Center with Ping Pong, a New pool table and full gym. Our townhouse offers premium spacious comfort, full of gracious amenities and thoughtful touches, great support service, in a natural beautiful location. This 2500 sq. ft. townhouse is a true value that everyone looks for in a vacation home in the best possible destination in all of Key Largo. Family Value & Plus a lot of space. The first floor guest quarters has a living area with a pull out sofa, small eat in kitchen with full size refrigerator, full bathroom and king bedroom with 75 inch smart TV. The split plan layout of the rooms is ideal for two families (or 3 couples) sharing a vacation get-away together. Our townhouse is elegantly-

Located in Key Largo, Florida, United States. Cozy 1-bedroom mobile home in delightful Key Largo with AC, WiFi Discover this 1-bedroom gem in Key Largo. Nestled in a peaceful setting, this wonderful mobile home offers a truly enjoyable stay for guests. With a cozy bedroom and a comfortable living room featuring a sofa bed, there's plenty of space to relax and unwind. Stay connected with WiFi, and take advantage of convenient amenities like a washing machine and AC. Immerse yourself in the tranquil atmosphere and soak up the charm of Key Largo. Whether you're seeking adventure or simply looking to unwind, our place has it all. We hope you enjoy what our place and Key Largo has to offer.

Located in Islamorada, Florida, United States. 4 Bedroom home w/ pool, DOCKAGE, beach access & more in Islamorada Island Villa Rental Properties offers this large, modern 4 bedroom canal front home with pool in Lower Matecumbe Key in Islamorada, Florida Keys. This gorgeous home overlooks the pool and canal and is just minutes away from the FAMOUS White Marlin Neighborhood beach, one of the BEST beaches in Islamorada. White Marlin is a Local secret that is exclusive to this neighborhood.The main selling point of Latitudes is the home’s awesome outdoor area. Pool, Tiki Hut, grill and outdoor seating areas. The modern kitchen is fully equipped and well appointed. The dining area offers seating for up to 8 with additional seating on the bar. The tastefully decorated living area is comfortably furnished so you and your family and friends can enjoy the late evenings in, while gearing up for you mornings and day time on the water!**View more of our exclusive properties here in Islamorada Florida Keys**Oceanfront 4 bed/4 bath we

Located in Islamorada, Florida, United States. Gorgeous Canalfront, Ocean View 3 Bedroom 3.5 Bath Home- Water Enthusiasts Dream Welcome to Paradise! This fabulous Keys home with Tommy Bahama décor throughout is a Fisherman & Water Enthusiast's Dream! ***Ask about reduced seasonal rates Sept thru Nov! Located in a beautiful, quiet cul-de-sac, on a deep water canal with access to the community's private beach & private boat ramp is minutes by boat to the Florida Bay and Atlantic Ocean. This Non-Smoking, 3 Level home has amazing views and world-class sunsets. 3 Bedroom with 2 additional sleep areas and 3.5 Bathrooms sleeps 10 with the possibility of easily accommodating more. Gourmet kitchen has a commercial Viking gas stove & SubZero refrigerator. If you're looking for a home that will make everyone happy, this is it! For the fisherman, the 100 ft. seawall is perfect for fishing from or docking your boat with cleaning station, electric & water. (Boat lift available on-site for additional rate for up to 26ft vessel.) Underwat

Located in Santa Rosa Beach, Florida, United States. 42 Flatwood St- WaterColor- Located in the Premier Lake District This home is professionally managed by Beach Habitats 30A. This home sleeps 16 but gets passes for up to 14 people, WaterColor amenity wristbands. People ages 5 and up are required to wear them HOME HIGHLIGHTS:- Private pool (Can be heated for $50 a day + $50 setup fee + tax) - 6-passenger golf cart- Brand new construction- Professionally decorated- 6 adult bikes- Multiple fireplaces- Spacious outdoor patio- Lake District- Wedding-friendly homeGuests 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: Brand new construction! This corner lot home located in Phase 3 of WaterColor features 6-bedrooms, 6.5-bathrooms, and ample parking for multiple

Located in Santa Rosa Beach, Florida, United States. Seaside "Truman's Hideout" |2 BR | Sleeps 4 | STEPS to Beach and Town! Home Highlights:-30 Second walk to the town square in Seaside-Access to the Seaside public beaches at George and Coleman pavilions-2 Adult sized beach cruiser bikes-One reserved parking spot- Across the street from the beach-Gas Grill- Fully stocked kitchen- 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:Truman’s Hideout is located at 29 Quincy Circle, Santa Rosa Beach, FL, 32459, Unit B on the 2nd Floor, in the upscale community of Seaside. Truman’s Hideout is only steps away from the many shops of Seaside, the amphitheater, and directly across 30A from one of Seaside’s beach accesses and the famous Bud & Alleys Restaurant. Truman’s Hideout is a 2BR/2BA condo with elevator access that sleeps 4 comfortably. As you enter the condo you walk into a spacious living room that ha

Located in Santa Rosa Beach, Florida, United States. ROOFTOP PANORAMIC GULF VIEWS, ACROSS FROM BEACH IN SEASIDE, Sweet Pea for 4 1 KING, 1 SLEEPER SOFACosmopolitan living at the beach characterizes this stylish penthouse located high above Seaside, overlooking the town and the beautiful Gulf of Mexico!Located in the Dreamland Heights building on the 3rd and 4th floor, Sweet Pea offers a full kitchen, living area with flat screen TV, sofa sleeper and a full bath with shower stall.Upstairs, you will find a comfortable king bed, flat screen TV and access to a private rooftop terrace, where you’ll enjoy the view of stunning sunrises and sunsets, and miles of the Gulf’s sparkling emerald green water.This property does have multiple staircases necessary to navigate the home. Please consider this when booking. * 3 night minimum Spring, Spring Break, Summer, and Fall | 2 night minimum Winter. Must be 25 years of age to rent and sign registration. Parking is behind the building and there is NO assigned parking. First come first serve on park

Located in Santa Rosa Beach, Florida, United States. In Seaside "À La Mode" | sleeps 4| Ruskin Park Views | Designer Updates! À La Mode is homemade ice cream on blueberry pie, served with style. With renovations and rejuvenation coming to an end, À La Mode will be ready to shine all year long with new furniture, unique artwork, and decorative appointments, beginning June 2022. Welcome to a sweet little corner of Seaside’s best kept secret, Ruskin Park. Located between Central Square and The Seaside Chapel, À La Mode is a perfect hip hideout for a couple or young family. Originally designed as an artist colony, the shady oaks of Ruskin Park offer quiet cool in summer months and easy walking access to shops, restaurants, and the beach, all year round.After a day on the beach, shower off in the carport and enter the newly remodeled kitchen and find plenty of room to hang beach bags, hats, and towels. Bulk storage items like drinks can handily hide in the base of the entry bench. New cabinets offer plenty of storage to À La Mode’s well st

Located in Santa Rosa Beach, Florida, United States. BEACHSIDE IN SEASIDE AMAZING GULF VIEWS - Dragonfly 2 KING, BUNK BEDS (2 DOUBLE BUNK BEDS, room sleeps 4) Dragonfly, formally known as the guest cottage Merilee, has the prime beachside location in Seaside. Located just one house back from the beach with stunning gulf views from the balconies, one block to the Seaside Amphitheater and air stream row, and only 10 steps to the East Pavilion beach access this cottage location if a preferred favorite of many families. Walk up the stairs and step into the glass-surrounded great room with the turquoise seas calling. Fall asleep to the sound of the waves against the beach. Watch the famous gulf sunsets from the sofa, or walk the 10 steps to the beach entrance. Look out at night at the lights on the famed East Ruskin Pavilion right outside the windows. Take a stroll to Bud and Alley’s for dinner or a drink or perhaps an ice cream at Heavenly Shortcakes. After sunning on the beach, riding bikes, or being our guest at the private Seaside Swim an

Located in Santa Rosa Beach, Florida, United States. ON SEASIDE AVE. LOCK OFF W/AMAZING PORCHES, STEPS TO BEACH - Once Upon a Tide 1 KING LOFT BEDROOMWelcome to, ‘Once Upon a Tide’- an open and spacious one-bedroom lock-off located on the stunning and iconic Seaside Avenue! This Seaside gem is conveniently situated just one block to the town center, and a short walk to the beautiful white beach. This lock-off provides a private side entrance (on Savannah Street), as well as an inviting open air deck with outdoor lounge furniture surrounded by a large private fenced in yard and a large rear porch, featuring a dining area that can accommodate up to 8! This airy and ‘feel good’ rear porch can most definitely serve as the ultimate outdoor set up, where you and/or your group can enjoy an outdoor dining experience, morning coffee, or a nightcap, equipped with stellar views. Step inside to the open living area that has a flat screen TV, and is adjacent to the dining and kitchen area. The dining area comfortably seats six and the kitchen has

Located in Santa Rosa Beach, Florida, United States. Seaside Town Square "Tequila Mockingbird" | 1 BR | Sleeps 4 | Views| Bikes Home Highlights:- ON Seaside square and ocean views from balcony and building common space- Across the street from the beach with access to George and Coleman pavilions in Seaside-KING bed- 2 adult sized beach cruisers- Fully stocked kitchen- Access to Seaside pools, and fitness center (with the option to remove pool and fitness center access)- 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: Located in the heart of it all, Tequila Mockingbird is a 1-bedroom condo right above Seaside's iconic Modica Market overlooking the town and the beautiful emerald coast!Tequila Mockingbird is a 2-story condo with an oversized king master bedroom with private bath and flat screen TV on the main level with WIFI internet access. The master bath offers a bath/shower combo. Up a spiral s

Located in Seaside, New York, United States. Seaside "Fantasia" | 3 BR | Sleeps 7 |GULF VIEWS from tower | Bikes |Updated! Home Highlights:-Architectural gem! Featured in Several publications, Fantasia has a fun design with many architectural details! -Access to the Tupelo private Beach Access in Seaside-Up to 7 Wrist Bands TOTAL for private beach access (per Seaside guidelines they will not provide us with more bands than the home sleeps)-2 Adult Beach Crusier Bikes-Huge screened porch with ample seatingHow to have a Fantasia Vacation!Fantasia Cottage is waking up from a major 4 month refresh (2023). Ready for you!You may know that a Fantasia is a musical composition that is improvised and freeform (as your vacation should be!) With that in mind a very few notes to enjoy your stay.Best place to view the sunset? Trek to the 4th floor tower- after sunset the lights of the town coming on as night falls is magical.Best breakfast spot? The spacious screened front porch- ideal for morning coffee, watching the show unfold around Tu

Located in Santa Rosa Beach, Florida, United States. PET FRIENDLY GUEST COTTAGE IN SEASIDE, SLEEPS 4 - Steps to Seaside Ave 1 KING, 1 QUEEN SLEEPER SOFA (sleeps 4) PET FRIENDLY UP TO 25 LBS.Moonlight Hug has a prime central Seaside location just steps to Seaside Avenue, a 3 minute walk to the beach, and a 2 minute walk to down town Seaside Central Square and Seaside Amphitheater. Park your car in the private driveway and walk to over 35 shops and restaurants just minutes from your front door! This large 1 bedroom guest cottage to the neighboring ('Beachside Kiss') is named 'Moonlight Hug' and is a two-story stand alone guest cottage with its own private driveway and parking and is the perfect cottage for a romantic getaway or a small family vacation. And you can bring Fido too - it's pet Friendly up to 25 pounds.Moonlight Hug is one of the larger guest cottages along Scenic 30A and it boasts high ceilings, open living and dining spaces, and a oversize primary king bedroom suite with private bath and balcony. And to make things even bett

Located in Santa Rosa Beach, Florida, United States. Seaside "Bluebonnet" |3 BR| 4 FULL baths| Sleeps 8 | 2 Kings | 4 Bikes! Home Highlights:-4 Adult Beach Cruiser Bikes-2 KING bedrooms-TVs in all bedrooms with cable/streaming capabilities-Access to the Private Seaside Beaches near PENSACOLA pavilion-Up to 8 Wrist Bands TOTAL for private beach access (per Seaside guidelines they will not provide us with more bands than the home sleeps)- Spacious outdoor patios- Fully stocked kitchen- 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: The upstairs opens into a spacious open plan living and dining area with 12ft ceilings with beachy blue and white decor. Several sofas, chairs, dining space, rugs, pillows and additional decor featured in the great room. The living area offers a 4K TV, DVD, Apple TV and board games. The modern kitchen is equipped with stainless appliances and is well stocked for th

Located in Santa Rosa Beach, Florida, United States. RENOVATED PENTHOUSE IN SEASIDE, OVERLOOKING AMPHITHEATER, A Perfect View RENOVATED TO THE STUDS IN 2022 TO 2 BEDROOM! 1 QUEEN, 1 BUNKBED, 1 QUEEN SLEEPER SOFA (sleeps 6) Welcome to the aptly named “A More Perfect View” offering incredible Gulf and town views from a stylish and modern residence. The prime location of A More Perfect view the ease and convenience for all aspects of your Seaside vacation – shopping, dining and beach-loving!This home also offers its guests a completely renovated unit which has recently been converted from a one-bedroom to a two-and-a-half-bath penthouse with an entirely new kitchen, updated baths and new furnishings. Located above Seaside’s Town Square, guests can enjoy the famous Ama Vida coffee shop located in the building’s first floor lobby. A private elevator to the third floor will bring you directly to the entrance of the unit where you will discover the shared outdoor living area that has also recently been updated with new furnishings, also offe

Located in Santa Rosa Beach, Florida, United States. Seaside "Going Coastal" |3BR | 3.5 Baths| Sleeps 6 | 2 KINGS| Bikes Home Highlights:- Located in the heart of Seaside, 1 minute from the shops and resturants-2-minute walk to the private beach access at East Ruskin-2 KING master suites, one on the main level-All bedrooms have private baths plus TVs- Fully stocked kitchen- Beautiful coastal decor-Two adult beach cruiser bikes-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)- 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: This 3 bedroom/ 3.5 bath cottage includes one KING master bedroom on the main level with a private newly renovated bathroom. Upstairs there is another oversized KING master with a private bathroom. The second floor is also home to a dual twin bedroom. There are 2 private baths (one off e

Located in Santa Rosa Beach, Florida, United States. Fall Availability! WaterColor's Camp District! Multiple Sprawling Porches! 6 Seater Golf Cart! HOME HIGHLIGHTS: - Per WaterColor HOA, all guests 5 years of age or older must be included in your adult guest total in order to receive wristbands to access amenities and pools. This home is allotted 10 wristbands.- Located in the Camp District on Western Lake Drive- Corner lot across from a serene park - Fully-equipped gourmet kitchen with commercial-grade appliances- Wrap-around front porch and large screened-in porch- Primary suite has a private screened porch- Carriage house- 2-car garage - 6-passenger golf cart- 4 adult bikes- Complete Clean Linen Participant - ALL linens, including comforter covers, are laundered upon every checkout Guests 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, an