37,614 results for "Florida Keys waterfront"

🎯

Can't agree on where to go?

Try Trip Match →
4 Bed / 4 Bath with Stunning Views of Bimini Bay ! Anna Maria, Florida

4 Bed / 4 Bath with Stunning Views of Bimini Bay !

Located in Anna Maria, Florida, United States. 4 Bed / 4 Bath with Stunning Views of Bimini Bay ! You will love Bimini Bay Vue, its breathtaking, unobstructed 180-degree angle views of Bimini Bay are stunning. Completely renovated in 2022 this 4 bedroom and 4 bathroom ground view home is the ideal location for you to enjoy your family vacation. Complete with a large open-concept common area off of the kitchen which allows for dining and spacious living. One has the option of eating inside or outside under the pergola with a full view of Bimini Bay. Choose to relax by the saltwater pool, fish on the dock, watch the birds and fish, practice putting on the green, watch the boats go by, and lose yourself in our spectacular sunsets. There are shaded and sun-soaked areas. Each of the 4 bedrooms has its flat screen tv and bathroom. There are 3 king bedrooms and a bunk room complete with 2 single over double bunk beds. The home sleeps up to 8 people. Bimini Bay Vue home is tucked away in a quiet neighborhood at the end of Tarpon St., just

🛏 4 beds · 👥 8 guests
$563 /night
Read More
Zen Gardens in Anna Maria Anna Maria, Florida

Zen Gardens in Anna Maria

Located in Anna Maria, Florida, United States. Zen Gardens in Anna Maria *3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* Welcome to Zen Gardens on beautiful AMI. BIG NEWS: a brand new, full sized pool and spa was installed and is ready for your use. Zen Gardens is located just north of Pine Ave - and 1 house from the beach - in the City of Anna Maria. This property offers a beachy bohemian vibe and has all you need for a memorable stay on Anna Maria Island. This ground level cottage has been professionally decorated and updated for your enjoyment. Leave your car parked - the City of Anna Maria is very walkable. Zen Gardens is Located only a few flip flop steps away from the gorgeous white sand gulf beaches and the many shops and restaurants on Pine Avenue. If you want to explore Anna Maria Island, our Islands free trolley service is close by! This charming Zen cottage offers 3 Bedrooms and 2 Bathrooms. The master suite f

🛏 3 beds · 👥 8 guests
$485 /night
Read More
Experience Family Fun at Blue Pearl: Steps from Beaches, Shops, and Dining! Anna Maria, Florida

Experience Family Fun at Blue Pearl: Steps from Beaches, Shops, and Dining!

Located in Anna Maria, Florida, United States. Experience Family Fun at Blue Pearl: Steps from Beaches, Shops, and Dining! Blue Pearl By AMI LocalsHome in Anna Maria VR19-000007Discover paradise at Blue Pearl! This beautiful three-bedroom, three-bath home with a private suite is perfect for family gatherings. Located near famous Pine Avenue, enjoy easy access to shops, restaurants, and attractions like Rod N Reel Pier and AMI City Pier. Plus, you’re just a short walk from pristine Gulf beaches, ideal for soaking up the sun and taking in coastal views! Highlights • 7-minute walk to the Beach • 3-minutes to Dining and Shopping • Private Pool with In-Ground Spa • Separate Private Suite • Outdoor Dining and Grill • Washer and Dryer • Dog friendly with approval and additional fee Your Backyard Oasis Awaits! Indulge in sunny afternoons in your private backyard retreat, featuring a sparkling pool and spa surrounded by lush greenery. Unwind on comfortable outdoor seating, fire up the BBQ grill for delicious cookouts, and gather around the

🛏 4 beds · 👥 8 guests
$346 /night
Read More
Luxury Home with Pool, Spa, Rooftop, a block from the Beach - Paradise Bound Anna Maria, Florida

Luxury Home with Pool, Spa, Rooftop, a block from the Beach - Paradise Bound

Located in Anna Maria, Florida, United States. Luxury Home with Pool, Spa, Rooftop, a block from the Beach - Paradise Bound Paradise Bound by AMI LocalsHome in Anna Maria, FloridaVR21-000036Welcome to Paradise Bound, a four bedroom and four bathroom retreat with a rooftop deck that boasts Gulf views (which is just three houses away!) and a private backyard with a sparkling pool, spa, and outdoor BBQ space. Highlights • 2-minute walk to the beach• Private pool with in-ground spa• Rooftop deck• BBQ grill• Near restaurants and shopsInside is an open floor plan with chic seating area, a smart TV, and a wet bar with a wine fridge. The kitchen is a dream with stainless steel appliances, ample cabinet space, a spacious center island complete with barstools, and easy access to the formal dining table.Take the private elevator to the third floor, where you will find the primary bedroom. This serene space is decorated with beautiful nautical touches, and you will enjoy a premium mattress, balcony access, and a private ensuite bathroom with a

🛏 4 beds · 👥 8 guests
$417 /night
Read More
Bean Point Residence Unit A by SeaBreeze Vacation Anna Maria, Florida

Bean Point Residence Unit A by SeaBreeze Vacation

Located in Anna Maria, Florida, United States. Bean Point Residence Unit A by SeaBreeze Vacation Approximately 40 steps and you'll be at the beach entrance to Anna Maria's sandy, white beach. This property offers convenient access to one of the island's main attractions. As the upper level of a two-unit home, Bean Point Residence Unit A boasts 3 bedrooms/3 bathrooms, providing ample space for families or groups of friends. The huge kitchen with granite countertops and stainless steel appliances is perfect for gatherings, with an open-concept design that flows into the dining area and family room, making it ideal for socializing and relaxing. Enjoy stunning sunset views from the balcony, offering a picturesque setting for evenings spent outdoors. The large primary bedroom features a king-size bed and a sleeper sofa, along with its own private bathroom for added comfort and convenience. Bedroom 2 offers a king-size bed while Bedroom 3 features a queen-size bed, with both rooms sharing a hallway bathroom. Washer and dryer are in a ha

🛏 3 beds · 👥 8 guests
$289 /night
Read More
Stunning 3Bed/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to... Anna Maria, Florida

Stunning 3Bed/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to...

Located in Anna Maria, Florida, United States. Stunning 3Bed/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to... **ASK ABOUT LAST MINUTE DEALS! Welcome to paradise at Pelican Point! This stunning 3 bedroom/3 bath home has everything you need to enjoy a wonderful vacation on beautiful Anna Maria Island. Located right on a canal, you can enjoy the amazing views of the water and pool from your screened-in porch off the living room area. The inviting pool has plenty of space to relax and enjoy the spectacular Florida weather including plenty of seating, a poolside "beach" with sand, a TV, a fire pit and a shaded area to relax and enjoy. Right on the canal is a dock where you can fish or launch your kayaks. It is located close to open waters and the beaches of Anna Maria are only a few blocks away. Bringing a Boat? There are 2 humpback bridges to cross under with 6' to 7' height restrictions at low tide. Launch at Holmes Beach Boat ramp at 6398 Marina Way, Holmes Beach, FL 34217. Contact the office f

🛏 3 beds · 👥 6 guests
$164 /night
Read More
4 FREE BIKES for new fall stays Sep 3-Nov 16 Anna Maria, Florida

4 FREE BIKES for new fall stays Sep 3-Nov 16

Located in Anna Maria, Florida, United States. 4 FREE BIKES for new fall stays Sep 3-Nov 16 FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (Provided by our friends at Beach Bums at 427 Pine Ave, Anna Maria, FL 34216. Guests will need to pick up and drop off bikes.)Beautiful waterfront home located on the north end of Anna Maria Island. Located on North Shore Drive, approx 9 houses east of the Rod n Reel Pier and half a mile from the Historical City Pier. Anna Maria Island is a piece of old Florida. Perfect for family vacations, swimming, and watching the dolphins. 100 ft of private beach is all yours! Relax on the large back deck as you watch the waves and dolphins.This waterfront property is an ideal location that is walking distance to restaurants, the Gulf beaches quaint ice cream shops and so much more. You can rent bikes, golf carts, and other essential island equipment nearby on Pine Ave.Nice easy beach, perfect for little children. We enjoy the pine tree i

🛏 3 beds · 👥 6 guests
$407 /night
Read More
Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! Pool, Bar, Foosball! Anna Maria, Florida

Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! Pool, Bar, Foosball!

Located in Anna Maria, Florida, United States. Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! Pool, Bar, Foosball! Welcome to Point's Hideaway!On Anna Maria Island (Anna Maria, FL)HIGHLIGHTS:- Kitchen, Dining, Living w/ TV- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/Walk in Shower- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/Shower Tub Combo- 1 King Bedroom w/TV- Sleeper sofa (sleeps 2)- Full Bath w/Walk in Shower- Game Room w/ Wet Bar, Foosball Table, Beverage Cooler and TV- Multiple Outdoor Spaces! Screened-in porch & HUGE Rooftop Deck!- PET FRIENDLY!Kitchen:Gas Range, Oven, Dishwasher, Microwave, Refrigerator, Garbage Disposal, Coffeemaker, Blender, Crock Pot, Toaster, Kitchenware, Wine CoolerPool Area:Heated Private Pool w/ Table & Chairs, Outdoor Seating, Loungers, Gas Grill, Outdoor ShowerApproximate Pool Size:24' x 9'Laundry:Washer/DryerParking:1-2 Car Garage Cars in Garage & 1-2 Cars in DrivewayAMENITIES:A/C, Heat, Cable Television, Wireless Internet, Linens, Towels, TVs, Foosball, Toy

🛏 3 beds · 👥 8 guests
$357 /night
Read More
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow Holmes Beach, Florida

180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

Located in Holmes Beach, Florida, United States. 180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow Bay Vista at Bayside Bungalow by AMI Locals Home in Bradenton Beach, FL 34217 VR18-000088 Welcome to Bay Vista, a luxurious second-floor condo with three bedrooms and two bathrooms! This unit features 180-degree wrap-around windows, where you can watch sailboats, Florida marine life, and stunning sunrises right from the comfort of your living room. Plus, the condo offers a range of shared amenities that will further elevate your vacation experience! Highlights• Shared pool• Less than a 15-minute walk to Gulf beach• Across the street from Bay beach• Shared BBQ area• Near restaurants and boutiques There are plenty of comfortable seating options for guests to socialize or unwind in the spacious living area that perfectly captures the essence of coastal living. The fully equipped kitchen has stainless steel appliances, including an electric range and dishwasher, and an island bar. The main bedroom is a cozy an

🛏 3 beds · 👥 6 guests
$431 /night
Read More
4 FREE BIKES for new fall stays Sep 3-Nov 16 Anna Maria, Florida

4 FREE BIKES for new fall stays Sep 3-Nov 16

Located in Anna Maria, Florida, United States. 4 FREE BIKES for new fall stays Sep 3-Nov 16 FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (Provided by our friends at Beach Bums at 427 Pine Ave, Anna Maria, FL 34216. Guests will need to pick up and drop off bikes.)Welcome to Aloha Beaches a newly renovated custom beach destination. Kick off your shoes, turn off your phone, don’t wind your watch, leave sweaters unpacked and wear your bathing suits from breakfast to bedtime. Are we there yet? Palm trees, blue skies, balmy temperatures, a porch swing, the beach and the sun. All are included at the secluded and stylish beach hideaway: Aloha Beaches. Nestled on a north end street and only a short stroll to the sugar white beaches of Tampa Bay and Pine Ave, Aloha Beaches is comfortable and airy, decorated for relaxed vacation living and spirited entertaining.***OVERCROWDING CONSEQUENCES***Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and

🛏 4 beds · 👥 8 guests
$465 /night
Read More
Charming cottage with heated pool, tropical landscaping in prime location. Anna Maria, Florida

Charming cottage with heated pool, tropical landscaping in prime location.

Located in Anna Maria, Florida, United States. Charming cottage with heated pool, tropical landscaping in prime location. The Starfish Cottage has been recently renovated while maintaining all the charm of an old Florida Key West style bungalow. Enjoy the new private heated pool with lush tropical setting. The new kitchen provides plenty of storage , a full sized refrigerator and freezer, dishwasher, range and microwave. There's also an outdoor grill. The large screened in porch features a vaulted ceiling, large ceiling fans, plenty of seating including rocking chair and swing bench. On the porch a dining table accommodates 8 and a small bistro table seats 2. Inside you'll find an open concept living space where dining area, kitchen and living room have been newly furnished with luxurious deep seat couches and lounge chairs, original hardwood floors add to the charm. Fresh linens, bath and beach towels are provided along with basic toiletries. Decor has been collected over time and obtained from local artists for a unique old Flori

🛏 2 beds · 👥 6 guests
$383 /night
Read More
Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green Anna Maria, Florida

Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green

Located in Anna Maria, Florida, United States. Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green Luxury abounds in this lovely home on the north end of Anna Maria. Every inch of this home was built in a well thought out manor with elegance and comfort in mind. This magnificent and sprawling estate has four bedrooms, 4.5 bathrooms and a bonus room children to congregate and play games. The bonus room is equipped with full beds and bunks. All other bedrooms have King size beds. The home is three stories with an elevator that goes to all floors, except for the roof top deck. The ground level will grab your attention with the spacious under roof, open air gathering area. This area has plenty of comfortable seating by the gas fireplace, an eight seat dining table, large flat screen TV, putting green and completed with an amazing pool and hot tub. Moving to the second floor, you will immediately be enchanted by the gorgeous views of the Tampa Bay and Sunshine Skyway. The spacious

🛏 5 beds · 👥 8 guests
$931 /night
Read More
Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes! Anna Maria, Florida

Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!

Located in Anna Maria, Florida, United States. Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes! Sweet Caroline by AMI LocalsHome in Anna Maria, FL 34216 VR23-000009Highlights• Private Pool and In-ground Spa• 2-minute walk to the beach• Putting Green• Rooftop Deck with beach views• Elevator• Golf cart included for guest use• 4 luxury beach bikes included• Beach chairs and a beach cart• Upgraded bed and bath linens• Ping Pong TableWelcome to Sweet Caroline, a newly constructed four-bedroom and four-and-a-half bathroom home just one small block from the quartz-sanded Gulf of Mexico Beaches. This modern beach house is outfitted with every luxury amenity you can think of, from a rooftop deck that boasts sensational views, an elevator to take you from each floor to an impressive backyard with a private pool, in-ground spa, a putting green, and a fabulous, covered patio. This home is part of our Exclusive AMI Collection of homes. These luxury properties provide the ultimate vacation experience for guests and

🛏 4 beds · 👥 8 guests
$642 /night
Read More
4 FREE BIKES for new fall stays Sep 3-Nov 16 Anna Maria, Florida

4 FREE BIKES for new fall stays Sep 3-Nov 16

Located in Anna Maria, Florida, United States. 4 FREE BIKES for new fall stays Sep 3-Nov 16 FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (Provided by our friends at Beach Bums at 427 Pine Ave, Anna Maria, FL 34216. Guests will need to pick up and drop off bikes.)The Sea Spray Cottages are an adorable group of Units located in the North End of Anna Maria, West of Gulf Drive and only a few houses to the highly acclaimed Gulf Beach. Sea Spray 4 is a stand-alone cottage with 3 Bedrooms and 2 Baths located at the front right of the property with its own private pool. Comfortable beachy furnishings and a full kitchen with Stainless Steel appliances. This unit has its own propane grill, a screened patio at the front of the home, and an outdoor dining area. This unit has its own washer and dryer located in the master bedroom. There is a flat screen TV in the living room and spacious master bedroom. The master bedroom also has it own private bath and entrance. You will

🛏 3 beds · 👥 6 guests
$225 /night
Read More
Lakefront Groundfloor Suite Heated Pool/Spa 🦭🦭🦭 Anna Maria, Florida

Lakefront Groundfloor Suite Heated Pool/Spa 🦭🦭🦭

Located in Anna Maria, Florida, United States. Lakefront Groundfloor Suite Heated Pool/Spa 🦭🦭🦭 Welcome to the Manatee Suite of AMI Beach Lagoon on Anna Maria Island!In our luxury resort (12,500 sqft) located right on Vista Lake we offer three separate ground level apartments with a large outdoor area that can be rented together or separately. Enjoy the privacy of your own entrance, fully equipped kitchen and outside seating area or spend time as a group at the large, Mickey Mouse-shaped, heated salt water pool or spa. Our lakefront property is situated at 604 North Shore Drive, the prime location in Anna Maria, close to Bean Point. The most beautiful part of the white sandy beach is only a few steps away across the street. Go fishing, observe Manatees or use one of our kayaks for a trip from the private dock on Vista Lake right behind the house. Spend precious time with your family while enjoying a barbeque or lounging in one of several outdoor seating areas. Guest amenities like grills, pool, spa, putting green, giant chess, beach

🛏 1 bed · 👥 1 guests
$337 /night
Read More
NEST ON THE BEACH IS MAGICAL Heated pool, hot tub, 5 master suites Sunset views! Anna Maria, Florida

NEST ON THE BEACH IS MAGICAL Heated pool, hot tub, 5 master suites Sunset views!

Located in Anna Maria, Florida, United States. NEST ON THE BEACH IS MAGICAL Heated pool, hot tub, 5 master suites Sunset views! LAST MINUTE DISCOUNT JULY 13 THRU JULY 20! SPOIL YOURSELVES ON THE GULF OF MEXICO BEACH! Let’s talk Beach House? Whether you're building sand castles with the little ones or falling asleep to the sound of crashing waves, life is quite simply better at the beach. This tranquil, cool and super-styled designer pad in Anna Maria has everything from decks and balconies off every bedroom, marble ensuite bathrooms, to a heated pool plus ginormous hot tub. Nest on the Beach. Everyone (and we mean everyone) wants to stay on the beach! Make your next beach holiday even more dreamy by staying at Nest on the Beach. Shoes are optional…BYOB bikinis!The landscaping is beach, beach, beach. Curvy coconut palm trees are scattered amongst the dunes while sand daisies and seat oats poke thru the fence. Large grey granite stones lead swirled paths thru the sand. All this natural beauty surrounds a sunny 31x19 foot heated salt

🛏 5 beds · 👥 8 guests
$882 /night
Read More
Close to the Beach with Pool n Ping Pong Table! Pelican Villa Anna Maria, Florida

Close to the Beach with Pool n Ping Pong Table! Pelican Villa

Located in Anna Maria, Florida, United States. Close to the Beach with Pool n Ping Pong Table! Pelican Villa Pelican Villa by Anna Maria VacationsHome in Anna Maria, FL 34216VR16-000467Welcome to Pelican Villa, an elevated three-story home with a gorgeous backyard with a private pool and covered patio, perfect for entertaining friends and family! This four-bedroom and three-bathroom home is located on the prestigious Anna Maria Island north end near the popular Pine Ave, known for its adorable shops, wonderful restaurants, and the famous Anna Maria Pier. Highlights• Less than a 5-minute walk to the beach• Private Pool• Screened-in Balcony• Ping Pong Table• Near restaurants and boutiquesThe home’s great room features a spacious seating area, a dining room table, and access to the main-floor balcony with a dining set with ceiling fans to keep guests cool. The kitchen has beautiful custom cabinetry, a full suite of appliances, and sweeping granite countertops with bar-top seating. The primary bedroom boasts warm Caribbean colors, a s

🛏 4 beds · 👥 8 guests
$268 /night
Read More
Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach Anna Maria, Florida

Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach

Located in Anna Maria, Florida, United States. Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach Welcome to Casa Mariposa!On Anna Maria Island (Anna Maria, FL)HIGHLIGHTS:- Open layout and spacious Kitchen, Dining seating 8, Living w/ TV on MAIN 2nd floor- Multiple screened in porches/lanai areas- 2 Twin XL Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Walk in closet on GROUND 1st floor- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Double Vanity, Walk in closet on GROUND 1st floor- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Walk in closet, access to private screened in porch/lanai off pool area on GROUND 1st floor- 1 King Bedroom w/ TV, desk workspace, and walk in closet on MAIN 2nd floor- Full Bath with jetted tub and shower on MAIN 2nd floor- Bonus Game area in Twin bedroom with TV, books/games/toys, Wii, NES- Washer/DryerKitchen:Gas Stove, Oven, Dishwasher, Microwave, Refrigerator w/ Ice Maker & Water, Garbage Disposal, Coffeemaker (Keurig), Blender, Crock Po

🛏 4 beds · 👥 8 guests
$524 /night
Read More
Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach Anna Maria, Florida

Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach

Located in Anna Maria, Florida, United States. Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach Welcome to The Sand Castle located just a few steps from the Gulf beaches of Anna Maria Island. Built in 1924, the Castle is one of the oldest homes on the island. While it was lovingly restored in 2015, the history of the home can still be seen. The Sand Castle is a 4 bedroom, 3 and a half bath with the back patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower and Weber grill.As you enter in the home through the screened in porch, you will be in the stone turret with the staircase to the left and to the right the traditional dining room with seating for 8. The fully equipped vintage inspired kitchen is located off of the dining room. Straight through the entry way is the cozy living area with an electric fireplace and access to the screened in porch. Located off of the living area is the master suite with a comfortable king bed complete with 600 thread count prima cotton wr

🛏 4 beds · 👥 8 guests
$445 /night
Read More
Adorable Cottage with Heated Pool - Fantastic Location! Anna Maria, Florida

Adorable Cottage with Heated Pool - Fantastic Location!

Located in Anna Maria, Florida, United States. Adorable Cottage with Heated Pool - Fantastic Location! Buttonwood Cottage by AMI LocalsHome in Anna Maria, FloridaFull of old Florida charm and recently restored, we welcome you to Buttonwood Cottage, a beach-style cottage in the heart of Anna Maria Island between the Gulf of Mexico and Tampa Bay. With three bedrooms and two bathrooms, this vacation getaway is right along all the action on the Famous Pine Ave - island boutiques, cafes, local general store, and restaurants. Highlights • Recently restored historic home • Less than a 10-minute walk to the Beach and Bay• Private Pool and Pet Friendly• Near Restaurants and Boutiques• Outdoor Shower and Covered PatioThe main door brings you into the living room decked with a sofa, leather recliners, and a flat-panel tv to stream your favorite Netflix shows. Make your way to the gourmet kitchen equipped with basic supplies, a large kitchen island, and stainless steel appliances. The spacious dining room features a long hand-tooled solid wood

🛏 3 beds · 👥 8 guests
$252 /night
Read More
Beautiful Home with Pool, Outside Living Area, Near the Beach! - Coconut Lagoon Anna Maria, Florida

Beautiful Home with Pool, Outside Living Area, Near the Beach! - Coconut Lagoon

Located in Anna Maria, Florida, United States. Beautiful Home with Pool, Outside Living Area, Near the Beach! - Coconut Lagoon Coconut Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000285 Welcome to Coconut Lagoon, a beautiful coastal retreat with four bedrooms and three bathrooms. You and your guests will adore this home's inviting backyard, which has a sparkling pool, ample outdoor seating options, including a charming cabana, and a BBQ area. So come, rest your feet, and allow yourself to be swept away by the enchantment of Coconut Lagoon! Highlights • Less than a 5-minute walk to the beach • Private pool • Outdoor shower • Near Anna Maria Island Trolley stop • BBQ grill This home has two beautiful living rooms that have deluxe sofas and side chairs, as well as televisions. This way, the kids can enjoy a movie in one room while the adults chat in the other. The kitchen is fully equipped with stainless steel appliances and has a breakfast nook. Additionally, there is an adorable dining room table

🛏 4 beds · 👥 8 guests
$236 /night
Read More
4 FREE BIKES for new fall stays Sep 3-Nov 16 Anna Maria, Florida

4 FREE BIKES for new fall stays Sep 3-Nov 16

Located in Anna Maria, Florida, United States. 4 FREE BIKES for new fall stays Sep 3-Nov 16 FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (Provided by our friends at Beach Bums at 427 Pine Ave, Anna Maria, FL 34216. Guests will need to pick up and drop off bikes.)Welcome to Beach Bay Serenity!This gorgeous 4 bedroom 3.5 bath waterfront home located on Pine Avenue is the perfect place to enjoy your next vacation!Beach Bay Serenity is an immaculate home with updated features throughout. This home offers open living space, canal views, spacious kitchen with built in dining area, solid wood cabinets, granite countertops, elevator, large master suite with separate tub and shower, private deck off the master, walk-in closets, 2nd master suite, Guest bedroom, Bunk bedroom, and garage. Beach Bay Serenity offers direct access to Tampa Bay and The Gulf of Mexico. Relax and entertain outdoors by the heated pool! Conveniently located on Pine Avenue you have many restaurant

🛏 4 beds · 👥 10 guests
$407 /night
Read More
Large Heated Pool, 2 Master Bedroom Suites, Very Close to Gulf Beach. Anna Maria, Florida

Large Heated Pool, 2 Master Bedroom Suites, Very Close to Gulf Beach.

Located in Anna Maria, Florida, United States. Large Heated Pool, 2 Master Bedroom Suites, Very Close to Gulf Beach. 'South Cay' is an absolutely beautiful house in "Anna Maria", on Anna Maria Island, Florida. How close to the beach? There are only 11 houses between South Cay and the Gulf of Mexico beach, so this property is very close to the beach. Walk out the house, look to your right, and you see the beach access. Look us up to see how close "South Cay" in Anna Maria is to the beach! In addition, this is probably the nicest section of beach on the island. South Cay is also very close to Anna Maria's charming shopping area (Pine Avenue) -- you can stroll to a breakfast place or the ice cream parlor and walk to shops and stores.We recently added a bathroom, so South Cay now has 2 master-bedroom suites. Each master-bedroom has an en-suite bathroom with shower, a king-size bed, large TV, and a dedicated deck access. The 2 other bedrooms have queen beds, TVs, and share the 3rd bathroom. The house has a beachy vibe, excellent c

🛏 4 beds · 👥 8 guests
$394 /night
Read More
Beautiful spacious 4/4 on pristine swim canal. 20 min to key west Summerland Key, Florida

Beautiful spacious 4/4 on pristine swim canal. 20 min to key west

Located in Summerland Key, Florida, United States. Beautiful spacious 4/4 on pristine swim canal. 20 min to key west spacious private neighborhood-- plenty room parking and docking. 20 min to key west. kayaks on property for guest use. fenced and gated. pristine swim canal-- easy access. screened porch and outdoor porch.

🛏 4 beds · 👥 8 guests
$145 /night
Read More
4 Bed / 4 Bath with Stunning Views of Bimini Bay !

Anna Maria, Florida

4 Bed / 4 Bath with Stunning Views of Bimini Bay !

🛏 4 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. 4 Bed / 4 Bath with Stunning Views of Bimini Bay ! You will love Bimini Bay Vue, its breathtaking, unobstructed 180-degree angle views of Bimini Bay are stunning. Completely renovated in 2022 this 4 bedroom and 4 bathroom ground view home is the ideal location for you to enjoy your family vacation. Complete with a large open-concept common area off of the kitchen which allows for dining and spacious living. One has the option of eating inside or outside under the pergola with a full view of Bimini Bay. Choose to relax by the saltwater pool, fish on the dock, watch the birds and fish, practice putting on the green, watch the boats go by, and lose yourself in our spectacular sunsets. There are shaded and sun-soaked areas. Each of the 4 bedrooms has its flat screen tv and bathroom. There are 3 king bedrooms and a bunk room complete with 2 single over double bunk beds. The home sleeps up to 8 people. Bimini Bay Vue home is tucked away in a quiet neighborhood at the end of Tarpon St., just

$563

/ night

Read More
Zen Gardens in Anna Maria

Anna Maria, Florida

Zen Gardens in Anna Maria

🛏 3 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Zen Gardens in Anna Maria *3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* Welcome to Zen Gardens on beautiful AMI. BIG NEWS: a brand new, full sized pool and spa was installed and is ready for your use. Zen Gardens is located just north of Pine Ave - and 1 house from the beach - in the City of Anna Maria. This property offers a beachy bohemian vibe and has all you need for a memorable stay on Anna Maria Island. This ground level cottage has been professionally decorated and updated for your enjoyment. Leave your car parked - the City of Anna Maria is very walkable. Zen Gardens is Located only a few flip flop steps away from the gorgeous white sand gulf beaches and the many shops and restaurants on Pine Avenue. If you want to explore Anna Maria Island, our Islands free trolley service is close by! This charming Zen cottage offers 3 Bedrooms and 2 Bathrooms. The master suite f

$485

/ night

Read More
Experience Family Fun at Blue Pearl: Steps from Beaches, Shops, and Dining!

Anna Maria, Florida

Experience Family Fun at Blue Pearl: Steps from Beaches, Shops, and Dining!

🛏 4 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Experience Family Fun at Blue Pearl: Steps from Beaches, Shops, and Dining! Blue Pearl By AMI LocalsHome in Anna Maria VR19-000007Discover paradise at Blue Pearl! This beautiful three-bedroom, three-bath home with a private suite is perfect for family gatherings. Located near famous Pine Avenue, enjoy easy access to shops, restaurants, and attractions like Rod N Reel Pier and AMI City Pier. Plus, you’re just a short walk from pristine Gulf beaches, ideal for soaking up the sun and taking in coastal views! Highlights • 7-minute walk to the Beach • 3-minutes to Dining and Shopping • Private Pool with In-Ground Spa • Separate Private Suite • Outdoor Dining and Grill • Washer and Dryer • Dog friendly with approval and additional fee Your Backyard Oasis Awaits! Indulge in sunny afternoons in your private backyard retreat, featuring a sparkling pool and spa surrounded by lush greenery. Unwind on comfortable outdoor seating, fire up the BBQ grill for delicious cookouts, and gather around the

$346

/ night

Read More
Luxury Home with Pool, Spa, Rooftop, a block from the Beach - Paradise Bound

Anna Maria, Florida

Luxury Home with Pool, Spa, Rooftop, a block from the Beach - Paradise Bound

🛏 4 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Luxury Home with Pool, Spa, Rooftop, a block from the Beach - Paradise Bound Paradise Bound by AMI LocalsHome in Anna Maria, FloridaVR21-000036Welcome to Paradise Bound, a four bedroom and four bathroom retreat with a rooftop deck that boasts Gulf views (which is just three houses away!) and a private backyard with a sparkling pool, spa, and outdoor BBQ space. Highlights • 2-minute walk to the beach• Private pool with in-ground spa• Rooftop deck• BBQ grill• Near restaurants and shopsInside is an open floor plan with chic seating area, a smart TV, and a wet bar with a wine fridge. The kitchen is a dream with stainless steel appliances, ample cabinet space, a spacious center island complete with barstools, and easy access to the formal dining table.Take the private elevator to the third floor, where you will find the primary bedroom. This serene space is decorated with beautiful nautical touches, and you will enjoy a premium mattress, balcony access, and a private ensuite bathroom with a

$417

/ night

Read More
Bean Point Residence Unit A by SeaBreeze Vacation

Anna Maria, Florida

Bean Point Residence Unit A by SeaBreeze Vacation

🛏 3 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Bean Point Residence Unit A by SeaBreeze Vacation Approximately 40 steps and you'll be at the beach entrance to Anna Maria's sandy, white beach. This property offers convenient access to one of the island's main attractions. As the upper level of a two-unit home, Bean Point Residence Unit A boasts 3 bedrooms/3 bathrooms, providing ample space for families or groups of friends. The huge kitchen with granite countertops and stainless steel appliances is perfect for gatherings, with an open-concept design that flows into the dining area and family room, making it ideal for socializing and relaxing. Enjoy stunning sunset views from the balcony, offering a picturesque setting for evenings spent outdoors. The large primary bedroom features a king-size bed and a sleeper sofa, along with its own private bathroom for added comfort and convenience. Bedroom 2 offers a king-size bed while Bedroom 3 features a queen-size bed, with both rooms sharing a hallway bathroom. Washer and dryer are in a ha

$289

/ night

Read More
Stunning 3Bed/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to...

Anna Maria, Florida

Stunning 3Bed/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to...

🛏 3 bed · 👥 6 guests

Located in Anna Maria, Florida, United States. Stunning 3Bed/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to... **ASK ABOUT LAST MINUTE DEALS! Welcome to paradise at Pelican Point! This stunning 3 bedroom/3 bath home has everything you need to enjoy a wonderful vacation on beautiful Anna Maria Island. Located right on a canal, you can enjoy the amazing views of the water and pool from your screened-in porch off the living room area. The inviting pool has plenty of space to relax and enjoy the spectacular Florida weather including plenty of seating, a poolside "beach" with sand, a TV, a fire pit and a shaded area to relax and enjoy. Right on the canal is a dock where you can fish or launch your kayaks. It is located close to open waters and the beaches of Anna Maria are only a few blocks away. Bringing a Boat? There are 2 humpback bridges to cross under with 6' to 7' height restrictions at low tide. Launch at Holmes Beach Boat ramp at 6398 Marina Way, Holmes Beach, FL 34217. Contact the office f

$164

/ night

Read More
4 FREE BIKES for new fall stays Sep 3-Nov 16

Anna Maria, Florida

4 FREE BIKES for new fall stays Sep 3-Nov 16

🛏 3 bed · 👥 6 guests

Located in Anna Maria, Florida, United States. 4 FREE BIKES for new fall stays Sep 3-Nov 16 FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (Provided by our friends at Beach Bums at 427 Pine Ave, Anna Maria, FL 34216. Guests will need to pick up and drop off bikes.)Beautiful waterfront home located on the north end of Anna Maria Island. Located on North Shore Drive, approx 9 houses east of the Rod n Reel Pier and half a mile from the Historical City Pier. Anna Maria Island is a piece of old Florida. Perfect for family vacations, swimming, and watching the dolphins. 100 ft of private beach is all yours! Relax on the large back deck as you watch the waves and dolphins.This waterfront property is an ideal location that is walking distance to restaurants, the Gulf beaches quaint ice cream shops and so much more. You can rent bikes, golf carts, and other essential island equipment nearby on Pine Ave.Nice easy beach, perfect for little children. We enjoy the pine tree i

$407

/ night

Read More
Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! Pool, Bar, Foosball!

Anna Maria, Florida

Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! Pool, Bar, Foosball!

🛏 3 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! Pool, Bar, Foosball! Welcome to Point's Hideaway!On Anna Maria Island (Anna Maria, FL)HIGHLIGHTS:- Kitchen, Dining, Living w/ TV- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/Walk in Shower- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/Shower Tub Combo- 1 King Bedroom w/TV- Sleeper sofa (sleeps 2)- Full Bath w/Walk in Shower- Game Room w/ Wet Bar, Foosball Table, Beverage Cooler and TV- Multiple Outdoor Spaces! Screened-in porch & HUGE Rooftop Deck!- PET FRIENDLY!Kitchen:Gas Range, Oven, Dishwasher, Microwave, Refrigerator, Garbage Disposal, Coffeemaker, Blender, Crock Pot, Toaster, Kitchenware, Wine CoolerPool Area:Heated Private Pool w/ Table & Chairs, Outdoor Seating, Loungers, Gas Grill, Outdoor ShowerApproximate Pool Size:24' x 9'Laundry:Washer/DryerParking:1-2 Car Garage Cars in Garage & 1-2 Cars in DrivewayAMENITIES:A/C, Heat, Cable Television, Wireless Internet, Linens, Towels, TVs, Foosball, Toy

$357

/ night

Read More
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

Holmes Beach, Florida

180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

🛏 3 bed · 👥 6 guests

Located in Holmes Beach, Florida, United States. 180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow Bay Vista at Bayside Bungalow by AMI Locals Home in Bradenton Beach, FL 34217 VR18-000088 Welcome to Bay Vista, a luxurious second-floor condo with three bedrooms and two bathrooms! This unit features 180-degree wrap-around windows, where you can watch sailboats, Florida marine life, and stunning sunrises right from the comfort of your living room. Plus, the condo offers a range of shared amenities that will further elevate your vacation experience! Highlights• Shared pool• Less than a 15-minute walk to Gulf beach• Across the street from Bay beach• Shared BBQ area• Near restaurants and boutiques There are plenty of comfortable seating options for guests to socialize or unwind in the spacious living area that perfectly captures the essence of coastal living. The fully equipped kitchen has stainless steel appliances, including an electric range and dishwasher, and an island bar. The main bedroom is a cozy an

$431

/ night

Read More
4 FREE BIKES for new fall stays Sep 3-Nov 16

Anna Maria, Florida

4 FREE BIKES for new fall stays Sep 3-Nov 16

🛏 4 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. 4 FREE BIKES for new fall stays Sep 3-Nov 16 FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (Provided by our friends at Beach Bums at 427 Pine Ave, Anna Maria, FL 34216. Guests will need to pick up and drop off bikes.)Welcome to Aloha Beaches a newly renovated custom beach destination. Kick off your shoes, turn off your phone, don’t wind your watch, leave sweaters unpacked and wear your bathing suits from breakfast to bedtime. Are we there yet? Palm trees, blue skies, balmy temperatures, a porch swing, the beach and the sun. All are included at the secluded and stylish beach hideaway: Aloha Beaches. Nestled on a north end street and only a short stroll to the sugar white beaches of Tampa Bay and Pine Ave, Aloha Beaches is comfortable and airy, decorated for relaxed vacation living and spirited entertaining.***OVERCROWDING CONSEQUENCES***Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and

$465

/ night

Read More
Charming cottage with heated pool, tropical landscaping in prime location.

Anna Maria, Florida

Charming cottage with heated pool, tropical landscaping in prime location.

🛏 2 bed · 👥 6 guests

Located in Anna Maria, Florida, United States. Charming cottage with heated pool, tropical landscaping in prime location. The Starfish Cottage has been recently renovated while maintaining all the charm of an old Florida Key West style bungalow. Enjoy the new private heated pool with lush tropical setting. The new kitchen provides plenty of storage , a full sized refrigerator and freezer, dishwasher, range and microwave. There's also an outdoor grill. The large screened in porch features a vaulted ceiling, large ceiling fans, plenty of seating including rocking chair and swing bench. On the porch a dining table accommodates 8 and a small bistro table seats 2. Inside you'll find an open concept living space where dining area, kitchen and living room have been newly furnished with luxurious deep seat couches and lounge chairs, original hardwood floors add to the charm. Fresh linens, bath and beach towels are provided along with basic toiletries. Decor has been collected over time and obtained from local artists for a unique old Flori

$383

/ night

Read More
Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green

Anna Maria, Florida

Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green

🛏 5 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green Luxury abounds in this lovely home on the north end of Anna Maria. Every inch of this home was built in a well thought out manor with elegance and comfort in mind. This magnificent and sprawling estate has four bedrooms, 4.5 bathrooms and a bonus room children to congregate and play games. The bonus room is equipped with full beds and bunks. All other bedrooms have King size beds. The home is three stories with an elevator that goes to all floors, except for the roof top deck. The ground level will grab your attention with the spacious under roof, open air gathering area. This area has plenty of comfortable seating by the gas fireplace, an eight seat dining table, large flat screen TV, putting green and completed with an amazing pool and hot tub. Moving to the second floor, you will immediately be enchanted by the gorgeous views of the Tampa Bay and Sunshine Skyway. The spacious

$931

/ night

Read More
Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!

Anna Maria, Florida

Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!

🛏 4 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes! Sweet Caroline by AMI LocalsHome in Anna Maria, FL 34216 VR23-000009Highlights• Private Pool and In-ground Spa• 2-minute walk to the beach• Putting Green• Rooftop Deck with beach views• Elevator• Golf cart included for guest use• 4 luxury beach bikes included• Beach chairs and a beach cart• Upgraded bed and bath linens• Ping Pong TableWelcome to Sweet Caroline, a newly constructed four-bedroom and four-and-a-half bathroom home just one small block from the quartz-sanded Gulf of Mexico Beaches. This modern beach house is outfitted with every luxury amenity you can think of, from a rooftop deck that boasts sensational views, an elevator to take you from each floor to an impressive backyard with a private pool, in-ground spa, a putting green, and a fabulous, covered patio. This home is part of our Exclusive AMI Collection of homes. These luxury properties provide the ultimate vacation experience for guests and

$642

/ night

Read More
4 FREE BIKES for new fall stays Sep 3-Nov 16

Anna Maria, Florida

4 FREE BIKES for new fall stays Sep 3-Nov 16

🛏 3 bed · 👥 6 guests

Located in Anna Maria, Florida, United States. 4 FREE BIKES for new fall stays Sep 3-Nov 16 FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (Provided by our friends at Beach Bums at 427 Pine Ave, Anna Maria, FL 34216. Guests will need to pick up and drop off bikes.)The Sea Spray Cottages are an adorable group of Units located in the North End of Anna Maria, West of Gulf Drive and only a few houses to the highly acclaimed Gulf Beach. Sea Spray 4 is a stand-alone cottage with 3 Bedrooms and 2 Baths located at the front right of the property with its own private pool. Comfortable beachy furnishings and a full kitchen with Stainless Steel appliances. This unit has its own propane grill, a screened patio at the front of the home, and an outdoor dining area. This unit has its own washer and dryer located in the master bedroom. There is a flat screen TV in the living room and spacious master bedroom. The master bedroom also has it own private bath and entrance. You will

$225

/ night

Read More
Lakefront Groundfloor Suite Heated Pool/Spa 🦭🦭🦭

Anna Maria, Florida

Lakefront Groundfloor Suite Heated Pool/Spa 🦭🦭🦭

🛏 1 bed · 👥 1 guests

Located in Anna Maria, Florida, United States. Lakefront Groundfloor Suite Heated Pool/Spa 🦭🦭🦭 Welcome to the Manatee Suite of AMI Beach Lagoon on Anna Maria Island!In our luxury resort (12,500 sqft) located right on Vista Lake we offer three separate ground level apartments with a large outdoor area that can be rented together or separately. Enjoy the privacy of your own entrance, fully equipped kitchen and outside seating area or spend time as a group at the large, Mickey Mouse-shaped, heated salt water pool or spa. Our lakefront property is situated at 604 North Shore Drive, the prime location in Anna Maria, close to Bean Point. The most beautiful part of the white sandy beach is only a few steps away across the street. Go fishing, observe Manatees or use one of our kayaks for a trip from the private dock on Vista Lake right behind the house. Spend precious time with your family while enjoying a barbeque or lounging in one of several outdoor seating areas. Guest amenities like grills, pool, spa, putting green, giant chess, beach

$337

/ night

Read More
NEST ON THE BEACH IS MAGICAL Heated pool, hot tub, 5 master suites Sunset views!

Anna Maria, Florida

NEST ON THE BEACH IS MAGICAL Heated pool, hot tub, 5 master suites Sunset views!

🛏 5 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. NEST ON THE BEACH IS MAGICAL Heated pool, hot tub, 5 master suites Sunset views! LAST MINUTE DISCOUNT JULY 13 THRU JULY 20! SPOIL YOURSELVES ON THE GULF OF MEXICO BEACH! Let’s talk Beach House? Whether you're building sand castles with the little ones or falling asleep to the sound of crashing waves, life is quite simply better at the beach. This tranquil, cool and super-styled designer pad in Anna Maria has everything from decks and balconies off every bedroom, marble ensuite bathrooms, to a heated pool plus ginormous hot tub. Nest on the Beach. Everyone (and we mean everyone) wants to stay on the beach! Make your next beach holiday even more dreamy by staying at Nest on the Beach. Shoes are optional…BYOB bikinis!The landscaping is beach, beach, beach. Curvy coconut palm trees are scattered amongst the dunes while sand daisies and seat oats poke thru the fence. Large grey granite stones lead swirled paths thru the sand. All this natural beauty surrounds a sunny 31x19 foot heated salt

$882

/ night

Read More
Close to the Beach with Pool n Ping Pong Table! Pelican Villa

Anna Maria, Florida

Close to the Beach with Pool n Ping Pong Table! Pelican Villa

🛏 4 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Close to the Beach with Pool n Ping Pong Table! Pelican Villa Pelican Villa by Anna Maria VacationsHome in Anna Maria, FL 34216VR16-000467Welcome to Pelican Villa, an elevated three-story home with a gorgeous backyard with a private pool and covered patio, perfect for entertaining friends and family! This four-bedroom and three-bathroom home is located on the prestigious Anna Maria Island north end near the popular Pine Ave, known for its adorable shops, wonderful restaurants, and the famous Anna Maria Pier. Highlights• Less than a 5-minute walk to the beach• Private Pool• Screened-in Balcony• Ping Pong Table• Near restaurants and boutiquesThe home’s great room features a spacious seating area, a dining room table, and access to the main-floor balcony with a dining set with ceiling fans to keep guests cool. The kitchen has beautiful custom cabinetry, a full suite of appliances, and sweeping granite countertops with bar-top seating. The primary bedroom boasts warm Caribbean colors, a s

$268

/ night

Read More
Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach

Anna Maria, Florida

Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach

🛏 4 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach Welcome to Casa Mariposa!On Anna Maria Island (Anna Maria, FL)HIGHLIGHTS:- Open layout and spacious Kitchen, Dining seating 8, Living w/ TV on MAIN 2nd floor- Multiple screened in porches/lanai areas- 2 Twin XL Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Walk in closet on GROUND 1st floor- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Double Vanity, Walk in closet on GROUND 1st floor- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Walk in closet, access to private screened in porch/lanai off pool area on GROUND 1st floor- 1 King Bedroom w/ TV, desk workspace, and walk in closet on MAIN 2nd floor- Full Bath with jetted tub and shower on MAIN 2nd floor- Bonus Game area in Twin bedroom with TV, books/games/toys, Wii, NES- Washer/DryerKitchen:Gas Stove, Oven, Dishwasher, Microwave, Refrigerator w/ Ice Maker & Water, Garbage Disposal, Coffeemaker (Keurig), Blender, Crock Po

$524

/ night

Read More
Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach

Anna Maria, Florida

Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach

🛏 4 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach Welcome to The Sand Castle located just a few steps from the Gulf beaches of Anna Maria Island. Built in 1924, the Castle is one of the oldest homes on the island. While it was lovingly restored in 2015, the history of the home can still be seen. The Sand Castle is a 4 bedroom, 3 and a half bath with the back patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower and Weber grill.As you enter in the home through the screened in porch, you will be in the stone turret with the staircase to the left and to the right the traditional dining room with seating for 8. The fully equipped vintage inspired kitchen is located off of the dining room. Straight through the entry way is the cozy living area with an electric fireplace and access to the screened in porch. Located off of the living area is the master suite with a comfortable king bed complete with 600 thread count prima cotton wr

$445

/ night

Read More
Adorable Cottage with Heated Pool - Fantastic Location!

Anna Maria, Florida

Adorable Cottage with Heated Pool - Fantastic Location!

🛏 3 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Adorable Cottage with Heated Pool - Fantastic Location! Buttonwood Cottage by AMI LocalsHome in Anna Maria, FloridaFull of old Florida charm and recently restored, we welcome you to Buttonwood Cottage, a beach-style cottage in the heart of Anna Maria Island between the Gulf of Mexico and Tampa Bay. With three bedrooms and two bathrooms, this vacation getaway is right along all the action on the Famous Pine Ave - island boutiques, cafes, local general store, and restaurants. Highlights • Recently restored historic home • Less than a 10-minute walk to the Beach and Bay• Private Pool and Pet Friendly• Near Restaurants and Boutiques• Outdoor Shower and Covered PatioThe main door brings you into the living room decked with a sofa, leather recliners, and a flat-panel tv to stream your favorite Netflix shows. Make your way to the gourmet kitchen equipped with basic supplies, a large kitchen island, and stainless steel appliances. The spacious dining room features a long hand-tooled solid wood

$252

/ night

Read More
Beautiful Home with Pool, Outside Living Area, Near the Beach! - Coconut Lagoon

Anna Maria, Florida

Beautiful Home with Pool, Outside Living Area, Near the Beach! - Coconut Lagoon

🛏 4 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Beautiful Home with Pool, Outside Living Area, Near the Beach! - Coconut Lagoon Coconut Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000285 Welcome to Coconut Lagoon, a beautiful coastal retreat with four bedrooms and three bathrooms. You and your guests will adore this home's inviting backyard, which has a sparkling pool, ample outdoor seating options, including a charming cabana, and a BBQ area. So come, rest your feet, and allow yourself to be swept away by the enchantment of Coconut Lagoon! Highlights • Less than a 5-minute walk to the beach • Private pool • Outdoor shower • Near Anna Maria Island Trolley stop • BBQ grill This home has two beautiful living rooms that have deluxe sofas and side chairs, as well as televisions. This way, the kids can enjoy a movie in one room while the adults chat in the other. The kitchen is fully equipped with stainless steel appliances and has a breakfast nook. Additionally, there is an adorable dining room table

$236

/ night

Read More
4 FREE BIKES for new fall stays Sep 3-Nov 16

Anna Maria, Florida

4 FREE BIKES for new fall stays Sep 3-Nov 16

🛏 4 bed · 👥 10 guests

Located in Anna Maria, Florida, United States. 4 FREE BIKES for new fall stays Sep 3-Nov 16 FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (Provided by our friends at Beach Bums at 427 Pine Ave, Anna Maria, FL 34216. Guests will need to pick up and drop off bikes.)Welcome to Beach Bay Serenity!This gorgeous 4 bedroom 3.5 bath waterfront home located on Pine Avenue is the perfect place to enjoy your next vacation!Beach Bay Serenity is an immaculate home with updated features throughout. This home offers open living space, canal views, spacious kitchen with built in dining area, solid wood cabinets, granite countertops, elevator, large master suite with separate tub and shower, private deck off the master, walk-in closets, 2nd master suite, Guest bedroom, Bunk bedroom, and garage. Beach Bay Serenity offers direct access to Tampa Bay and The Gulf of Mexico. Relax and entertain outdoors by the heated pool! Conveniently located on Pine Avenue you have many restaurant

$407

/ night

Read More
Large Heated Pool, 2 Master Bedroom Suites, Very Close to Gulf Beach.

Anna Maria, Florida

Large Heated Pool, 2 Master Bedroom Suites, Very Close to Gulf Beach.

🛏 4 bed · 👥 8 guests

Located in Anna Maria, Florida, United States. Large Heated Pool, 2 Master Bedroom Suites, Very Close to Gulf Beach. 'South Cay' is an absolutely beautiful house in "Anna Maria", on Anna Maria Island, Florida. How close to the beach? There are only 11 houses between South Cay and the Gulf of Mexico beach, so this property is very close to the beach. Walk out the house, look to your right, and you see the beach access. Look us up to see how close "South Cay" in Anna Maria is to the beach! In addition, this is probably the nicest section of beach on the island. South Cay is also very close to Anna Maria's charming shopping area (Pine Avenue) -- you can stroll to a breakfast place or the ice cream parlor and walk to shops and stores.We recently added a bathroom, so South Cay now has 2 master-bedroom suites. Each master-bedroom has an en-suite bathroom with shower, a king-size bed, large TV, and a dedicated deck access. The 2 other bedrooms have queen beds, TVs, and share the 3rd bathroom. The house has a beachy vibe, excellent c

$394

/ night

Read More
Beautiful spacious 4/4 on pristine swim canal. 20 min to key west

Summerland Key, Florida

Beautiful spacious 4/4 on pristine swim canal. 20 min to key west

🛏 4 bed · 👥 8 guests

Located in Summerland Key, Florida, United States. Beautiful spacious 4/4 on pristine swim canal. 20 min to key west spacious private neighborhood-- plenty room parking and docking. 20 min to key west. kayaks on property for guest use. fenced and gated. pristine swim canal-- easy access. screened porch and outdoor porch.

$145

/ night

Read More

4 Bed / 4 Bath with Stunning Views of Bimini Bay !

Anna Maria, Florida

$563/night

Zen Gardens in Anna Maria

Anna Maria, Florida

$485/night

Experience Family Fun at Blue Pearl: Steps from Beaches, Shops, and Dining!

Anna Maria, Florida

$346/night

Luxury Home with Pool, Spa, Rooftop, a block from the Beach - Paradise Bound

Anna Maria, Florida

$417/night

Bean Point Residence Unit A by SeaBreeze Vacation

Anna Maria, Florida

$289/night

Stunning 3Bed/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to...

Anna Maria, Florida

$164/night

4 FREE BIKES for new fall stays Sep 3-Nov 16

Anna Maria, Florida

$407/night

Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! Pool, Bar, Foosball!

Anna Maria, Florida

$357/night

180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

Holmes Beach, Florida

$431/night

4 FREE BIKES for new fall stays Sep 3-Nov 16

Anna Maria, Florida

$465/night

Charming cottage with heated pool, tropical landscaping in prime location.

Anna Maria, Florida

$383/night

Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green

Anna Maria, Florida

$931/night

Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!

Anna Maria, Florida

$642/night

4 FREE BIKES for new fall stays Sep 3-Nov 16

Anna Maria, Florida

$225/night

Lakefront Groundfloor Suite Heated Pool/Spa 🦭🦭🦭

Anna Maria, Florida

$337/night

NEST ON THE BEACH IS MAGICAL Heated pool, hot tub, 5 master suites Sunset views!

Anna Maria, Florida

$882/night

Close to the Beach with Pool n Ping Pong Table! Pelican Villa

Anna Maria, Florida

$268/night

Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach

Anna Maria, Florida

$524/night

Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach

Anna Maria, Florida

$445/night

Adorable Cottage with Heated Pool - Fantastic Location!

Anna Maria, Florida

$252/night

Beautiful Home with Pool, Outside Living Area, Near the Beach! - Coconut Lagoon

Anna Maria, Florida

$236/night

4 FREE BIKES for new fall stays Sep 3-Nov 16

Anna Maria, Florida

$407/night

Large Heated Pool, 2 Master Bedroom Suites, Very Close to Gulf Beach.

Anna Maria, Florida

$394/night

Beautiful spacious 4/4 on pristine swim canal. 20 min to key west

Summerland Key, Florida

$145/night