211 results for "Florida Keys waterfront"

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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*.Β (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 Willow Cottage, a charming sunny cottage just steps to the white sandy beaches on the north end of Anna Maria Island. Come bury your feet in the sand or lounge by your private pool. This pristine ground floor island cottage has all the luxuries and charm you’ll come to expect from staying at a Sato Vacation Rental. Willow Cottage is just a few flip flop steps away from the beach with no busy roads to cross. Leave your car parked the town is very walkable and our island’s free trolley is only a few steps away. Willow Cottage offers 3 bedrooms and 2 baths and is tastefully designed to create a warm and inviting atmosphere. Take a swim in your own private pool or light the gas grill for a bar

πŸ› 3 beds Β· πŸ‘₯ 8 guests
$339 /night
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Spacious beach house with a beautiful view of the gulf Anna Maria, Florida

Spacious beach house with a beautiful view of the gulf

Located in Anna Maria, Florida, United States. Spacious beach house with a beautiful view of the gulf The fully air-conditioned house is in a quiet, exclusive residential area at the tip of the island. Miles of white sandy beach on your doorstep is one of Florida's most beautiful beaches. The house has 3 bedrooms, two bathrooms, a large open plan kitchen and living area and free WIFI.We renovated the house in 2021: new kitchen, new living room furniture, the mattresses, linen, towels, dishes and dining ware have been completely replaced. In 2022, hurricane-proof sliding glass doors were installed and the roof renewed.Enjoy the lovely breeze on the terrace while having breakfast or watch the beautiful sunsets from the terrace in the evening. The special feature - your advantage: The location of the house is so close to Gulf beach and therefore very family-friendly.The house has an optimal beach distance of approx. 150ft. The distances are short, especially when someone ' just ' wants to get something cold to drink or someone just ha

πŸ› 3 beds Β· πŸ‘₯ 6 guests
$238 /night
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Dog-friendly house w/ beautiful upstairs deck and grill, steps from the beach Anna Maria, Florida

Dog-friendly house w/ beautiful upstairs deck and grill, steps from the beach

Located in Anna Maria, Florida, United States. Dog-friendly house w/ beautiful upstairs deck and grill, steps from the beach Sandy's GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sandy’s Getaway offers two distinct spaces to accommodate the whole family or multiple couples - a ground-level bedroom and a larger upstairs suite, connected by outdoor stairs. Everyone is welcome here, and that does include the family dog! Canine members of the family, up to 30 lbs, are welcome. Inside, you'll find a small living area, TV, and private bathroom in the downstairs suite, as well as a washer and dryer, accessible from the outside. Regroup upstairs in the great room, or lounge on the deck while the gas grill heats up. Inside, the kitchen is fully equipped with dishware and modern appliances, including a dishwasher for easy clean-up. After dinner, gather in the living room for a movie night on the wall-mounted flatscreen TV, or use the free WiFi to

πŸ› 3 beds Β· πŸ‘₯ 8 guests
$149 /night
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Spectacular Beachfront House with Pool Anna Maria, Florida

Spectacular Beachfront House with Pool

Located in Anna Maria, Florida, United States. Spectacular Beachfront House with Pool Welcome to 'Sky way view', one of the most exclusive homes on Anna Maria Island. It is located in one of the most spectacular spots on Anna Maria Island on South Bay Boulevard; directly on the gulf front. Floor to ceiling windows showcase the sweeping views of the private beach and the beautiful blue sea. Sky way view enjoys impressive open plan living space with beautiful furniture throughout. Sky way view sleeps 8 guests in 4 bedrooms each with it own en-suite and boasts 4 balconies and a sun deck. The property also boasts a private swimming pool overlooking sea and a spa.

πŸ› 4 beds Β· πŸ‘₯ 8 guests
$800 /night
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ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa Anna Maria, Florida

ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa

Located in Anna Maria, Florida, United States. ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa Quaint and quiet Northshore Villa nestled in the heart of the village of Anna Maria, on Anna Maria Island. Our 2 bedroom 1 bath home has been recently updated for our guests enjoyment. Sit out on our deck in the morning and enjoy a peaceful quiet cup of coffee or enjoy a short stroll to eating wonderfully fresh baked pastries, breads, and roasted coffee at the local antique shop and bakery just off of Magnolia and Gulf Drive. In the afternoon just steps away are some of Florida's best sandy white beaches to relax on or dip your toe or more in the azure blue Gulf of Mexico. Stroll down Pine Ave. and step back in time with quaint store fronts and cafe's and front porches all with rocking chairs. Experience some of the best coastal shopping around. Along Pine Ave., Spring Ave, or Magnolia you have quick access to the west side of the island displaying 7 miles of a white sandy beach or to the east, just a short walk to t

πŸ› 2 beds Β· πŸ‘₯ 5 guests
$171 /night
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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*.Β (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.)SECURITY CAMERAS IN USELIFE IS BEAUTIFUL AND ALWAYS BETTER AT THE BEACH! BELLA VITA. YOUR NEW CORNER OF PARADISE!THIS GORGEOUS, TRULY UNIQUE 3 BEDROOM, 3 BATHROOM HOME IS FILLED WITH ISLAND CHARM AND CHARACTER. FROM LUSH, TROPICAL LANDSCAPING, TO A SPACIOUS KITCHEN AND OPEN TWO STORY LIVING ROOM, WITH LARGE WINDOWS, SHOWCASING THE PANORAMIC WATER VIEW OF THE CANAL. YOU CAN LOUNGE WITH A BOOK BY THE PRIVATE POOL OR SIT OUT ON THE DOCK AND WATCH THE WILDLIFE IN AND OUT OF THE WATER. BELLA VITA IS BOAT FRIENDLY, WITH 15 FEET OF PRIVATE DOCK SPACE.TUCKED AWAY ON A PRIVATE STREET, ON THE LAST CANAL ON THE MUCH DESIRED NORTH END OF ANNA MARIA ISLAND ...IT'S LITERALLY STEPS AWAY FROM EVERYTHING! A SHORT STROL

πŸ› 3 beds Β· πŸ‘₯ 6 guests
$369 /night
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Sirenia Cove - Canal /Hot Tub/Htd Pool/ Dock/Backyard Beach - Fave! Anna Maria, Florida

Sirenia Cove - Canal /Hot Tub/Htd Pool/ Dock/Backyard Beach - Fave!

Located in Anna Maria, Florida, United States. Sirenia Cove - Canal /Hot Tub/Htd Pool/ Dock/Backyard Beach - Fave! Many new items not shown in photos;- New exterior Polywood dining table- New interior dining table set- New screened lanai conversation set - New coffee table set in living roomWe have work and home study spaces in each of our homes! Wifi too.Grab a work-cation in paradise, enjoy social distancing in our resort homes designed for social distancing with kitchen stocking, restaurant deliveries, sports activities conducive to tranquil settings like fishing, kayaking, swimming and suntanning in our backyard beaches as well as our tranquil Gulf beaches.7 Night Minimum Stays Required Based on Dates - Inquire DirectlySleeps up to 12 peopleSaturday turnovers during high seasonSirenia Cove has incredible amenities!- Soft Sandy Backyard Beach Area- Composite Deck Dock (not shown in photos)- Outdoor Sun Loungers- Gorgeous and Large Pool Terrace- Heated Pool- Hot Tub- Outdoor Shower- Hammock- Outdoor Bar w/TV and sink- Outdoor Bar

πŸ› 4 beds Β· πŸ‘₯ 12 guests
$292 /night
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North End Home w/backyard close to the beach Anna Maria, Florida

North End Home w/backyard close to the beach

Located in Anna Maria, Florida, United States. North End Home w/backyard close to the beach Sea Esta by Anna Maria VacationsHome in Anna Maria, FL 34216VR22-000085Welcome to Sea Esta, a refreshed beach getaway in the sought-after north end just steps away from the beach, where you can dip your toes into the sugar-white sanded beaches and sparkling Gulf waters from sunrise to sunset. This three-bedroom, two-bathroom multi-level home has a spacious backyard and is pet friendly. Highlightsβ€’ 5 houses to the beach β€’ Private Backyardβ€’ Close to Pine Ave restaurants and boutiquesβ€’ Pet friendly β€’ Outdoor seating and BBQ grillThe living room has an oversized plush sofa and mounted flat-panel TV. The kitchen has been designed to bring out the chef in everyone with a gas range stove, upgraded stainless steel appliances, and a grand kitchen island with a farmhouse sink, and there is a modern butcher block dining table. Follow the stairs up to the luxurious primary bedroom suite. It has a gorgeous unique ensuite bathroom with an oversized, brick

πŸ› 3 beds Β· πŸ‘₯ 8 guests
$239 /night
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4 Beds 4.5 Bath with Pool 3 Blocks to Beach Anna Maria, Florida

4 Beds 4.5 Bath with Pool 3 Blocks to Beach

Located in Anna Maria, Florida, United States. 4 Beds 4.5 Bath with Pool 3 Blocks to Beach You won't be disappointed with this home! This 4 bedroom, 4.5 bathroom home is located in the heart on ANNA MARIA ISLAND! When you come up the stairs or elevator you are greeted by beautiful coastal decors in soft hues of light blues, turquoise, and corals. The open living, dining, and kitchen areasare the perfect spot to host a family meal, game night, or just relax and take a load off. The kitchen has Jenn Air appliances that are accented by a breathtaking glass backsplash, and white custom cabinets! The living room opens up to a spacious back porch that overlooks the spacious freeform swimming pool! The entire home was professionally decorated with luxury and comfort in mind. The dining room sits 8 comfortably, and the kitchen island seats 4. All four bedrooms have en-suite bathrooms. The home is a few blocks walking to Anna Maria's famous shopping district, Pine Ave. If you ever want to leave your private oasis, the home is a short five-m

πŸ› 4 beds Β· πŸ‘₯ 8 guests
$545 /night
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BEACH NEST! Free bikes+2 tandem kayaks+beach cart+hot tub+dock+heated pool Anna Maria, Florida

BEACH NEST! Free bikes+2 tandem kayaks+beach cart+hot tub+dock+heated pool

Located in Anna Maria, Florida, United States. BEACH NEST! Free bikes+2 tandem kayaks+beach cart+hot tub+dock+heated pool Ahhhh-welcome to Beach Nest! We look forward to welcoming you and yours! Ready to satisfy that oh-my-gosh-we-need-a-vacation? Beach Nest will make you absolutely swoon. Kick off your shoes and throw them in the back of the closet. Promise yourselves to live in bathing suits from breakfast to bedtime! Vacationers, dreamers, honeymooners, would-be family-reunion planners and just plain oglers -- peer into our rooms! Fancifully concocted with the latest interior whimsy. Gaze at flowers, trees, mosses, grasses, ferns, a breathtaking swimming pool, a well-landscaped garden, trellises and furniture that has been collected and restored to transform the yard into a water-lovers’ Eden. Watch the kayaks bob by and the dolphins play. Throw in a line from your private fishing dock. Rent kayaks and explore the mangrove shaded intercoastal waterway. Welcome to Beach Nest! Beach Nest gives the feeling of joyous spontaneity wi

πŸ› 4 beds Β· πŸ‘₯ 8 guests
$312 /night
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Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals Anna Maria, Florida

Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals

Located in Anna Maria, Florida, United States. Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals 426 Spring Ave., Anna Maria, FL 34216What You'll Love About This HomeLocation! In the heart of Anna Maria, and within walking distance to restaurants and shopping on historic Pine avenue!Steps to Tampa Bay & 4 blocks to the beautiful powder-soft, white sand beach & turquoise water of the Gulf of Mexico!2 Bedrooms / 2 Bathrooms & and a Den - 2 Queen & 1 Queen Sofa BedHeated private poolOutdoor Dining for 4Gas GrillWasher & DryerProfessional linen serviceComplimentary WIFICable TVDetails:With 2 bedrooms, plus a den with a pull out sofa sleeper, this home has been totally updated throughout in gorgeous coastal decor and offers all of the modern amenities you desire. Bright open living area and kitchen with stainless appliances, ceramic top stove, beautiful tile, and skylights.The living room with a large flat screen TV leads out to a wonderful screened porch for separate lounging or you

πŸ› 2 beds Β· πŸ‘₯ 4 guests
$220 /night
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Dreamy Beach Condo w/Incredible Location, Shared Pool, Washer/Dryer, Free WiFi Anna Maria, Florida

Dreamy Beach Condo w/Incredible Location, Shared Pool, Washer/Dryer, Free WiFi

Located in Anna Maria, Florida, United States. Dreamy Beach Condo w/Incredible Location, Shared Pool, Washer/Dryer, Free WiFi Sunrise Garden #12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The beach escapade you've been waiting for is right here, at Sunrise Garden condos! This incredibly convenient home away from home boasts a fully-equipped kitchen with all the cooking essentials (no dishwasher), access to a shared swimming pool, laundry facilities on-site, and free WiFi so you can update your social media and be the envy of your friends! The convenience of having access to a sparkling pool any time you want a refreshing dip can't be beaten.Let the charming hidden gem that is Anna Maria melt your stress away with its postcard-perfect beaches, easy access to deep-sea fishing and ocean adventures, and tranquility that you can only find in a small town. Restaurants surround you every way you go, so feel free to take a break from cooking back at

πŸ› 1 bed Β· πŸ‘₯ 4 guests
$108 /night
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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*.Β (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 Tranquil Palm, your serene getaway on the enchanting Anna Maria Island! Nestled on a peaceful north-end street, this charming 2-bedroom, 1-bathroom duplex invites you to experience the true essence of relaxation.Step into a haven of tranquility set in a prime location offering a 5-minute stroll to Pine Avenue, where you'll discover an array of shops and restaurants, adding a touch of local flavor to your stay. The Center, Anna Maria Island's community center, is just around the corner. Grab a day pass as needed to fit in any activities you love with the local community.Forget about the hassle of parking and hop on the free Island Trolley conveniently located nearby. Explore the island effortl

πŸ› 2 beds Β· πŸ‘₯ 4 guests
$126 /night
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AMI North End Private Heated Pool.  Great location to beach Anna Maria, Florida

AMI North End Private Heated Pool. Great location to beach

Located in Anna Maria, Florida, United States. AMI North End Private Heated Pool. Great location to beach You'll fall in love with Diamond Surf's β€œOld Florida” charm and feel. Our private ground level home means no stairs to climb.Diamond Surf is perfect for families, couples or a small group of friends. The house is located with an easy 3-minute stroll down Beach Avenue to the gorgeous white sand beaches of the Gulf of Mexico or steps to a FREE Anna Maria Island Trolley stop. The trolley will take you to historic Pine Avenue that has quaint shops, cafes, restaurants, including the General Store and Ginny’s and Jane E’s. When you’re ready to head to the beach, load up the supplied beach cart, with the included umbrella, beach chairs, towels and sand toys for a fun day in the sun and surf.Each bedroom has a flat screen TV and plenty of dresser and closet space. The master bedroom has a king size bed and a bathroom next to it. Our second bedroom has a queen size bed with attached bathroom. If you need to sleep six, a second

πŸ› 2 beds Β· πŸ‘₯ 6 guests
$198 /night
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Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay Anna Maria, Florida

Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay

Located in Anna Maria, Florida, United States. Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay Boathouse Cottage is on the west side of the duplex on the quiet street of Gladiolus on north end of Anna Maria. Removed from the condos, hotels, and crowds.We are one short block from sunrises on the bay, and the historic Rod and Reel Pier. Two short blocks to sunsets on the gulf, and the pristine beach of Bean Point-the perfect place for shelling, strolling, fishing, boating or just a quiet time.This 2 bedroom, one bath, duplex sleeps 4 and has ample living space with screened in porch, large private fenced in yard and heated pool. Many of you have stayed here in the past. As of 9/2020 under new ownership, both sides are available for rent, each side with private pool. The other side is called Angel Fish Cottages VRBO # 2053921.Our patio is perfect for entertaining, outdoor barbeque's, and family relaxation. We provide beach and pool equipment.Follow us on Instagram @ami-baypalms

πŸ› 2 beds Β· πŸ‘₯ 5 guests
$212 /night
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 Note: 30 day minimum rental for January, February, and March, 2025 Anna Maria, Florida

Note: 30 day minimum rental for January, February, and March, 2025

Located in Anna Maria, Florida, United States. Note: 30 day minimum rental for January, February, and March, 2025 The Ballyhoo is a ground floor cottage located on Bean Point at the very tip of Anna Maria Island. Around the corner, (200 feet away) is the Rod and Reel Pier and beach. A classic 1940s old Florida fishing pier. The pier is an excellent place to see all our local wildlife, dolphins, herons, pelicans, and if you are lucky, maybe a manatee. The pier offers some of the best fishing on the island. A family friendly place with very good food and drink. With panoramic views of Tampa Bay, the Skyway, Egmont Key and civil war era lighthouse, it's not to be missed. Take one our provided bikes or walk to nearby historic Pine Ave. where you'll find your choice of 12 restaurants, shops, art galleries and Roser Church built in 1913 by the inventor of the Fig Newton. While on Pine Ave. don't forget to visit the Anna Maria City Jail and the Anna Maria City Pier. At the City Pier you will find a free trolley that will take you anywher

πŸ› 2 beds Β· πŸ‘₯ 6 guests
$152 /night
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Convenient & Well-Located Condo w/Shared Washer/Dryer, Pool, and Free WiFi Anna Maria, Florida

Convenient & Well-Located Condo w/Shared Washer/Dryer, Pool, and Free WiFi

Located in Anna Maria, Florida, United States. Convenient & Well-Located Condo w/Shared Washer/Dryer, Pool, and Free WiFi Sunrise Garden #2Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the bottom floor, these poolside suites are ideal for a refreshing and rejuvenating beach escapade. They are well-appointed to meet every guest's expectations no matter what! Featuring a fully-equipped kitchen with all the needed appliances and cooking essentials (no dishwasher), access to a shared swimming pool and a laundry facility, and free WiFi, a relaxing beach-cation awaits here! The front door leads out into your own patio area surrounded by lush landscaping.Let the charming hidden gem that is Anna Maria melt your stress away with its postcard-perfect beaches, easy access to deep-sea fishing and ocean adventures, and tranquility that you can only find in a small town. Restaurants surround you every way you go, so feel free to take a break from

πŸ› 1 bed Β· πŸ‘₯ 2 guests
$102 /night
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Budget-Friendly Condo in Great Location w/Shared Pool, Washer/Dryer, & Free WiFi Anna Maria, Florida

Budget-Friendly Condo in Great Location w/Shared Pool, Washer/Dryer, & Free WiFi

Located in Anna Maria, Florida, United States. Budget-Friendly Condo in Great Location w/Shared Pool, Washer/Dryer, & Free WiFi Sunrise Garden #10Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the bottom floor, these poolside suites are ideal for a refreshing and rejuvenating beach escapade. They are well-appointed to meet every guest's expectations no matter what! Featuring a fully-equipped kitchen with all the needed appliances and cooking essentials (no dishwasher), access to a shared swimming pool and a laundry facility, and free WiFi, a relaxing beach-cation awaits here! The front door leads out into your own patio area surrounded by lush landscaping.Let the charming hidden gem that is Anna Maria melt your stress away with its postcard-perfect beaches, easy access to deep-sea fishing and ocean adventures, and tranquility that you can only find in a small town. Restaurants surround you every way you go, so feel free to take a bre

πŸ› 1 bed Β· πŸ‘₯ 4 guests
$129 /night
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Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to Beach Anna Maria, Florida

Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to Beach

Located in Anna Maria, Florida, United States. Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to Beach Turtle Crawl by Anna Maria Island Accommodations Duplex in Anna Maria, FL 34216VR16-000350Welcome to Turtle Crawl, a fantastic ground-level duplex in the highly desirable, secluded north end of Anna Maria Island, just a short walk to the sugary white sands and beautiful turquoise water of the Gulf of Mexico. This two-bedroom, two-bath home has a sparkling shared pool in a beautifully landscaped backyard, providing a private and convenient retreat for beach-going and vacation adventures. Highlights β€’ Less than a 5-minute walk from the beach β€’ Shared Poolβ€’ Less than 1 mile from Pine Ave restaurants and shopsβ€’ Outdoor showerβ€’ Outdoor seating and BBQ grillThis beach getaway offers a relaxing living room with plenty of seating and a kitchen with granite countertops, all the cooking essentials to prepare a great meal and a lovely kitchen table. Rest awaits in the primary bedroom, which has a King bed, flatscreen television, a

πŸ› 2 beds Β· πŸ‘₯ 4 guests
$206 /night
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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

πŸ› 3 bed Β· πŸ‘₯ 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*.Β (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 Willow Cottage, a charming sunny cottage just steps to the white sandy beaches on the north end of Anna Maria Island. Come bury your feet in the sand or lounge by your private pool. This pristine ground floor island cottage has all the luxuries and charm you’ll come to expect from staying at a Sato Vacation Rental. Willow Cottage is just a few flip flop steps away from the beach with no busy roads to cross. Leave your car parked the town is very walkable and our island’s free trolley is only a few steps away. Willow Cottage offers 3 bedrooms and 2 baths and is tastefully designed to create a warm and inviting atmosphere. Take a swim in your own private pool or light the gas grill for a bar

$339

/ night

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Spacious beach house with a beautiful view of the gulf

Anna Maria, Florida

Spacious beach house with a beautiful view of the gulf

πŸ› 3 bed Β· πŸ‘₯ 6 guests

Located in Anna Maria, Florida, United States. Spacious beach house with a beautiful view of the gulf The fully air-conditioned house is in a quiet, exclusive residential area at the tip of the island. Miles of white sandy beach on your doorstep is one of Florida's most beautiful beaches. The house has 3 bedrooms, two bathrooms, a large open plan kitchen and living area and free WIFI.We renovated the house in 2021: new kitchen, new living room furniture, the mattresses, linen, towels, dishes and dining ware have been completely replaced. In 2022, hurricane-proof sliding glass doors were installed and the roof renewed.Enjoy the lovely breeze on the terrace while having breakfast or watch the beautiful sunsets from the terrace in the evening. The special feature - your advantage: The location of the house is so close to Gulf beach and therefore very family-friendly.The house has an optimal beach distance of approx. 150ft. The distances are short, especially when someone ' just ' wants to get something cold to drink or someone just ha

$238

/ night

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Dog-friendly house w/ beautiful upstairs deck and grill, steps from the beach

Anna Maria, Florida

Dog-friendly house w/ beautiful upstairs deck and grill, steps from the beach

πŸ› 3 bed Β· πŸ‘₯ 8 guests

Located in Anna Maria, Florida, United States. Dog-friendly house w/ beautiful upstairs deck and grill, steps from the beach Sandy's GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sandy’s Getaway offers two distinct spaces to accommodate the whole family or multiple couples - a ground-level bedroom and a larger upstairs suite, connected by outdoor stairs. Everyone is welcome here, and that does include the family dog! Canine members of the family, up to 30 lbs, are welcome. Inside, you'll find a small living area, TV, and private bathroom in the downstairs suite, as well as a washer and dryer, accessible from the outside. Regroup upstairs in the great room, or lounge on the deck while the gas grill heats up. Inside, the kitchen is fully equipped with dishware and modern appliances, including a dishwasher for easy clean-up. After dinner, gather in the living room for a movie night on the wall-mounted flatscreen TV, or use the free WiFi to

$149

/ night

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Spectacular Beachfront House with Pool

Anna Maria, Florida

Spectacular Beachfront House with Pool

πŸ› 4 bed Β· πŸ‘₯ 8 guests

Located in Anna Maria, Florida, United States. Spectacular Beachfront House with Pool Welcome to 'Sky way view', one of the most exclusive homes on Anna Maria Island. It is located in one of the most spectacular spots on Anna Maria Island on South Bay Boulevard; directly on the gulf front. Floor to ceiling windows showcase the sweeping views of the private beach and the beautiful blue sea. Sky way view enjoys impressive open plan living space with beautiful furniture throughout. Sky way view sleeps 8 guests in 4 bedrooms each with it own en-suite and boasts 4 balconies and a sun deck. The property also boasts a private swimming pool overlooking sea and a spa.

$800

/ night

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ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa

Anna Maria, Florida

ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa

πŸ› 2 bed Β· πŸ‘₯ 5 guests

Located in Anna Maria, Florida, United States. ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa Quaint and quiet Northshore Villa nestled in the heart of the village of Anna Maria, on Anna Maria Island. Our 2 bedroom 1 bath home has been recently updated for our guests enjoyment. Sit out on our deck in the morning and enjoy a peaceful quiet cup of coffee or enjoy a short stroll to eating wonderfully fresh baked pastries, breads, and roasted coffee at the local antique shop and bakery just off of Magnolia and Gulf Drive. In the afternoon just steps away are some of Florida's best sandy white beaches to relax on or dip your toe or more in the azure blue Gulf of Mexico. Stroll down Pine Ave. and step back in time with quaint store fronts and cafe's and front porches all with rocking chairs. Experience some of the best coastal shopping around. Along Pine Ave., Spring Ave, or Magnolia you have quick access to the west side of the island displaying 7 miles of a white sandy beach or to the east, just a short walk to t

$171

/ night

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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

πŸ› 3 bed Β· πŸ‘₯ 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*.Β (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.)SECURITY CAMERAS IN USELIFE IS BEAUTIFUL AND ALWAYS BETTER AT THE BEACH! BELLA VITA. YOUR NEW CORNER OF PARADISE!THIS GORGEOUS, TRULY UNIQUE 3 BEDROOM, 3 BATHROOM HOME IS FILLED WITH ISLAND CHARM AND CHARACTER. FROM LUSH, TROPICAL LANDSCAPING, TO A SPACIOUS KITCHEN AND OPEN TWO STORY LIVING ROOM, WITH LARGE WINDOWS, SHOWCASING THE PANORAMIC WATER VIEW OF THE CANAL. YOU CAN LOUNGE WITH A BOOK BY THE PRIVATE POOL OR SIT OUT ON THE DOCK AND WATCH THE WILDLIFE IN AND OUT OF THE WATER. BELLA VITA IS BOAT FRIENDLY, WITH 15 FEET OF PRIVATE DOCK SPACE.TUCKED AWAY ON A PRIVATE STREET, ON THE LAST CANAL ON THE MUCH DESIRED NORTH END OF ANNA MARIA ISLAND ...IT'S LITERALLY STEPS AWAY FROM EVERYTHING! A SHORT STROL

$369

/ night

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Sirenia Cove - Canal /Hot Tub/Htd Pool/ Dock/Backyard Beach - Fave!

Anna Maria, Florida

Sirenia Cove - Canal /Hot Tub/Htd Pool/ Dock/Backyard Beach - Fave!

πŸ› 4 bed Β· πŸ‘₯ 12 guests

Located in Anna Maria, Florida, United States. Sirenia Cove - Canal /Hot Tub/Htd Pool/ Dock/Backyard Beach - Fave! Many new items not shown in photos;- New exterior Polywood dining table- New interior dining table set- New screened lanai conversation set - New coffee table set in living roomWe have work and home study spaces in each of our homes! Wifi too.Grab a work-cation in paradise, enjoy social distancing in our resort homes designed for social distancing with kitchen stocking, restaurant deliveries, sports activities conducive to tranquil settings like fishing, kayaking, swimming and suntanning in our backyard beaches as well as our tranquil Gulf beaches.7 Night Minimum Stays Required Based on Dates - Inquire DirectlySleeps up to 12 peopleSaturday turnovers during high seasonSirenia Cove has incredible amenities!- Soft Sandy Backyard Beach Area- Composite Deck Dock (not shown in photos)- Outdoor Sun Loungers- Gorgeous and Large Pool Terrace- Heated Pool- Hot Tub- Outdoor Shower- Hammock- Outdoor Bar w/TV and sink- Outdoor Bar

$292

/ night

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North End Home w/backyard close to the beach

Anna Maria, Florida

North End Home w/backyard close to the beach

πŸ› 3 bed Β· πŸ‘₯ 8 guests

Located in Anna Maria, Florida, United States. North End Home w/backyard close to the beach Sea Esta by Anna Maria VacationsHome in Anna Maria, FL 34216VR22-000085Welcome to Sea Esta, a refreshed beach getaway in the sought-after north end just steps away from the beach, where you can dip your toes into the sugar-white sanded beaches and sparkling Gulf waters from sunrise to sunset. This three-bedroom, two-bathroom multi-level home has a spacious backyard and is pet friendly. Highlightsβ€’ 5 houses to the beach β€’ Private Backyardβ€’ Close to Pine Ave restaurants and boutiquesβ€’ Pet friendly β€’ Outdoor seating and BBQ grillThe living room has an oversized plush sofa and mounted flat-panel TV. The kitchen has been designed to bring out the chef in everyone with a gas range stove, upgraded stainless steel appliances, and a grand kitchen island with a farmhouse sink, and there is a modern butcher block dining table. Follow the stairs up to the luxurious primary bedroom suite. It has a gorgeous unique ensuite bathroom with an oversized, brick

$239

/ night

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4 Beds 4.5 Bath with Pool 3 Blocks to Beach

Anna Maria, Florida

4 Beds 4.5 Bath with Pool 3 Blocks to Beach

πŸ› 4 bed Β· πŸ‘₯ 8 guests

Located in Anna Maria, Florida, United States. 4 Beds 4.5 Bath with Pool 3 Blocks to Beach You won't be disappointed with this home! This 4 bedroom, 4.5 bathroom home is located in the heart on ANNA MARIA ISLAND! When you come up the stairs or elevator you are greeted by beautiful coastal decors in soft hues of light blues, turquoise, and corals. The open living, dining, and kitchen areasare the perfect spot to host a family meal, game night, or just relax and take a load off. The kitchen has Jenn Air appliances that are accented by a breathtaking glass backsplash, and white custom cabinets! The living room opens up to a spacious back porch that overlooks the spacious freeform swimming pool! The entire home was professionally decorated with luxury and comfort in mind. The dining room sits 8 comfortably, and the kitchen island seats 4. All four bedrooms have en-suite bathrooms. The home is a few blocks walking to Anna Maria's famous shopping district, Pine Ave. If you ever want to leave your private oasis, the home is a short five-m

$545

/ night

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BEACH NEST! Free bikes+2 tandem kayaks+beach cart+hot tub+dock+heated pool

Anna Maria, Florida

BEACH NEST! Free bikes+2 tandem kayaks+beach cart+hot tub+dock+heated pool

πŸ› 4 bed Β· πŸ‘₯ 8 guests

Located in Anna Maria, Florida, United States. BEACH NEST! Free bikes+2 tandem kayaks+beach cart+hot tub+dock+heated pool Ahhhh-welcome to Beach Nest! We look forward to welcoming you and yours! Ready to satisfy that oh-my-gosh-we-need-a-vacation? Beach Nest will make you absolutely swoon. Kick off your shoes and throw them in the back of the closet. Promise yourselves to live in bathing suits from breakfast to bedtime! Vacationers, dreamers, honeymooners, would-be family-reunion planners and just plain oglers -- peer into our rooms! Fancifully concocted with the latest interior whimsy. Gaze at flowers, trees, mosses, grasses, ferns, a breathtaking swimming pool, a well-landscaped garden, trellises and furniture that has been collected and restored to transform the yard into a water-lovers’ Eden. Watch the kayaks bob by and the dolphins play. Throw in a line from your private fishing dock. Rent kayaks and explore the mangrove shaded intercoastal waterway. Welcome to Beach Nest! Beach Nest gives the feeling of joyous spontaneity wi

$312

/ night

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Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals

Anna Maria, Florida

Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals

πŸ› 2 bed Β· πŸ‘₯ 4 guests

Located in Anna Maria, Florida, United States. Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals 426 Spring Ave., Anna Maria, FL 34216What You'll Love About This HomeLocation! In the heart of Anna Maria, and within walking distance to restaurants and shopping on historic Pine avenue!Steps to Tampa Bay & 4 blocks to the beautiful powder-soft, white sand beach & turquoise water of the Gulf of Mexico!2 Bedrooms / 2 Bathrooms & and a Den - 2 Queen & 1 Queen Sofa BedHeated private poolOutdoor Dining for 4Gas GrillWasher & DryerProfessional linen serviceComplimentary WIFICable TVDetails:With 2 bedrooms, plus a den with a pull out sofa sleeper, this home has been totally updated throughout in gorgeous coastal decor and offers all of the modern amenities you desire. Bright open living area and kitchen with stainless appliances, ceramic top stove, beautiful tile, and skylights.The living room with a large flat screen TV leads out to a wonderful screened porch for separate lounging or you

$220

/ night

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Dreamy Beach Condo w/Incredible Location, Shared Pool, Washer/Dryer, Free WiFi

Anna Maria, Florida

Dreamy Beach Condo w/Incredible Location, Shared Pool, Washer/Dryer, Free WiFi

πŸ› 1 bed Β· πŸ‘₯ 4 guests

Located in Anna Maria, Florida, United States. Dreamy Beach Condo w/Incredible Location, Shared Pool, Washer/Dryer, Free WiFi Sunrise Garden #12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The beach escapade you've been waiting for is right here, at Sunrise Garden condos! This incredibly convenient home away from home boasts a fully-equipped kitchen with all the cooking essentials (no dishwasher), access to a shared swimming pool, laundry facilities on-site, and free WiFi so you can update your social media and be the envy of your friends! The convenience of having access to a sparkling pool any time you want a refreshing dip can't be beaten.Let the charming hidden gem that is Anna Maria melt your stress away with its postcard-perfect beaches, easy access to deep-sea fishing and ocean adventures, and tranquility that you can only find in a small town. Restaurants surround you every way you go, so feel free to take a break from cooking back at

$108

/ night

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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

πŸ› 2 bed Β· πŸ‘₯ 4 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*.Β (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 Tranquil Palm, your serene getaway on the enchanting Anna Maria Island! Nestled on a peaceful north-end street, this charming 2-bedroom, 1-bathroom duplex invites you to experience the true essence of relaxation.Step into a haven of tranquility set in a prime location offering a 5-minute stroll to Pine Avenue, where you'll discover an array of shops and restaurants, adding a touch of local flavor to your stay. The Center, Anna Maria Island's community center, is just around the corner. Grab a day pass as needed to fit in any activities you love with the local community.Forget about the hassle of parking and hop on the free Island Trolley conveniently located nearby. Explore the island effortl

$126

/ night

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AMI North End Private Heated Pool.  Great location to beach

Anna Maria, Florida

AMI North End Private Heated Pool. Great location to beach

πŸ› 2 bed Β· πŸ‘₯ 6 guests

Located in Anna Maria, Florida, United States. AMI North End Private Heated Pool. Great location to beach You'll fall in love with Diamond Surf's β€œOld Florida” charm and feel. Our private ground level home means no stairs to climb.Diamond Surf is perfect for families, couples or a small group of friends. The house is located with an easy 3-minute stroll down Beach Avenue to the gorgeous white sand beaches of the Gulf of Mexico or steps to a FREE Anna Maria Island Trolley stop. The trolley will take you to historic Pine Avenue that has quaint shops, cafes, restaurants, including the General Store and Ginny’s and Jane E’s. When you’re ready to head to the beach, load up the supplied beach cart, with the included umbrella, beach chairs, towels and sand toys for a fun day in the sun and surf.Each bedroom has a flat screen TV and plenty of dresser and closet space. The master bedroom has a king size bed and a bathroom next to it. Our second bedroom has a queen size bed with attached bathroom. If you need to sleep six, a second

$198

/ night

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Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay

Anna Maria, Florida

Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay

πŸ› 2 bed Β· πŸ‘₯ 5 guests

Located in Anna Maria, Florida, United States. Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay Boathouse Cottage is on the west side of the duplex on the quiet street of Gladiolus on north end of Anna Maria. Removed from the condos, hotels, and crowds.We are one short block from sunrises on the bay, and the historic Rod and Reel Pier. Two short blocks to sunsets on the gulf, and the pristine beach of Bean Point-the perfect place for shelling, strolling, fishing, boating or just a quiet time.This 2 bedroom, one bath, duplex sleeps 4 and has ample living space with screened in porch, large private fenced in yard and heated pool. Many of you have stayed here in the past. As of 9/2020 under new ownership, both sides are available for rent, each side with private pool. The other side is called Angel Fish Cottages VRBO # 2053921.Our patio is perfect for entertaining, outdoor barbeque's, and family relaxation. We provide beach and pool equipment.Follow us on Instagram @ami-baypalms

$212

/ night

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 Note: 30 day minimum rental for January, February, and March, 2025

Anna Maria, Florida

Note: 30 day minimum rental for January, February, and March, 2025

πŸ› 2 bed Β· πŸ‘₯ 6 guests

Located in Anna Maria, Florida, United States. Note: 30 day minimum rental for January, February, and March, 2025 The Ballyhoo is a ground floor cottage located on Bean Point at the very tip of Anna Maria Island. Around the corner, (200 feet away) is the Rod and Reel Pier and beach. A classic 1940s old Florida fishing pier. The pier is an excellent place to see all our local wildlife, dolphins, herons, pelicans, and if you are lucky, maybe a manatee. The pier offers some of the best fishing on the island. A family friendly place with very good food and drink. With panoramic views of Tampa Bay, the Skyway, Egmont Key and civil war era lighthouse, it's not to be missed. Take one our provided bikes or walk to nearby historic Pine Ave. where you'll find your choice of 12 restaurants, shops, art galleries and Roser Church built in 1913 by the inventor of the Fig Newton. While on Pine Ave. don't forget to visit the Anna Maria City Jail and the Anna Maria City Pier. At the City Pier you will find a free trolley that will take you anywher

$152

/ night

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Convenient & Well-Located Condo w/Shared Washer/Dryer, Pool, and Free WiFi

Anna Maria, Florida

Convenient & Well-Located Condo w/Shared Washer/Dryer, Pool, and Free WiFi

πŸ› 1 bed Β· πŸ‘₯ 2 guests

Located in Anna Maria, Florida, United States. Convenient & Well-Located Condo w/Shared Washer/Dryer, Pool, and Free WiFi Sunrise Garden #2Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the bottom floor, these poolside suites are ideal for a refreshing and rejuvenating beach escapade. They are well-appointed to meet every guest's expectations no matter what! Featuring a fully-equipped kitchen with all the needed appliances and cooking essentials (no dishwasher), access to a shared swimming pool and a laundry facility, and free WiFi, a relaxing beach-cation awaits here! The front door leads out into your own patio area surrounded by lush landscaping.Let the charming hidden gem that is Anna Maria melt your stress away with its postcard-perfect beaches, easy access to deep-sea fishing and ocean adventures, and tranquility that you can only find in a small town. Restaurants surround you every way you go, so feel free to take a break from

$102

/ night

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Budget-Friendly Condo in Great Location w/Shared Pool, Washer/Dryer, & Free WiFi

Anna Maria, Florida

Budget-Friendly Condo in Great Location w/Shared Pool, Washer/Dryer, & Free WiFi

πŸ› 1 bed Β· πŸ‘₯ 4 guests

Located in Anna Maria, Florida, United States. Budget-Friendly Condo in Great Location w/Shared Pool, Washer/Dryer, & Free WiFi Sunrise Garden #10Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the bottom floor, these poolside suites are ideal for a refreshing and rejuvenating beach escapade. They are well-appointed to meet every guest's expectations no matter what! Featuring a fully-equipped kitchen with all the needed appliances and cooking essentials (no dishwasher), access to a shared swimming pool and a laundry facility, and free WiFi, a relaxing beach-cation awaits here! The front door leads out into your own patio area surrounded by lush landscaping.Let the charming hidden gem that is Anna Maria melt your stress away with its postcard-perfect beaches, easy access to deep-sea fishing and ocean adventures, and tranquility that you can only find in a small town. Restaurants surround you every way you go, so feel free to take a bre

$129

/ night

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Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to Beach

Anna Maria, Florida

Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to Beach

πŸ› 2 bed Β· πŸ‘₯ 4 guests

Located in Anna Maria, Florida, United States. Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to Beach Turtle Crawl by Anna Maria Island Accommodations Duplex in Anna Maria, FL 34216VR16-000350Welcome to Turtle Crawl, a fantastic ground-level duplex in the highly desirable, secluded north end of Anna Maria Island, just a short walk to the sugary white sands and beautiful turquoise water of the Gulf of Mexico. This two-bedroom, two-bath home has a sparkling shared pool in a beautifully landscaped backyard, providing a private and convenient retreat for beach-going and vacation adventures. Highlights β€’ Less than a 5-minute walk from the beach β€’ Shared Poolβ€’ Less than 1 mile from Pine Ave restaurants and shopsβ€’ Outdoor showerβ€’ Outdoor seating and BBQ grillThis beach getaway offers a relaxing living room with plenty of seating and a kitchen with granite countertops, all the cooking essentials to prepare a great meal and a lovely kitchen table. Rest awaits in the primary bedroom, which has a King bed, flatscreen television, a

$206

/ night

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

Anna Maria, Florida

$339/night

Spacious beach house with a beautiful view of the gulf

Anna Maria, Florida

$238/night

Dog-friendly house w/ beautiful upstairs deck and grill, steps from the beach

Anna Maria, Florida

$149/night

Spectacular Beachfront House with Pool

Anna Maria, Florida

$800/night

ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa

Anna Maria, Florida

$171/night

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

Anna Maria, Florida

$369/night

Sirenia Cove - Canal /Hot Tub/Htd Pool/ Dock/Backyard Beach - Fave!

Anna Maria, Florida

$292/night

North End Home w/backyard close to the beach

Anna Maria, Florida

$239/night

4 Beds 4.5 Bath with Pool 3 Blocks to Beach

Anna Maria, Florida

$545/night

BEACH NEST! Free bikes+2 tandem kayaks+beach cart+hot tub+dock+heated pool

Anna Maria, Florida

$312/night

Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals

Anna Maria, Florida

$220/night

Dreamy Beach Condo w/Incredible Location, Shared Pool, Washer/Dryer, Free WiFi

Anna Maria, Florida

$108/night

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

Anna Maria, Florida

$126/night

AMI North End Private Heated Pool. Great location to beach

Anna Maria, Florida

$198/night

Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay

Anna Maria, Florida

$212/night

Note: 30 day minimum rental for January, February, and March, 2025

Anna Maria, Florida

$152/night

Convenient & Well-Located Condo w/Shared Washer/Dryer, Pool, and Free WiFi

Anna Maria, Florida

$102/night

Budget-Friendly Condo in Great Location w/Shared Pool, Washer/Dryer, & Free WiFi

Anna Maria, Florida

$129/night

Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to Beach

Anna Maria, Florida

$206/night