
Bungalow vacation rentals in Anna Maria
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Top-rated bungalow rentals in Anna Maria
Guests agree: these bungalows are highly rated for location, cleanliness, and more.

Pool & fenced-in yard in downtown edge bungalow
MESSAGE ME FOR DAYS U DONT C. This 2 bed-2 bath house is an original Florida bungalow with wood floors & natural light in quiet neighborhood on downtown core edge. Spacious, private fenced-in backyard with pool, covered grill and eating area. Minutes away from Siesta and Lido beaches, the Legacy Trail, Bay and Payne parks, dining, live music, bars, theatres, comedy, opera, performance venues, comedy club, antiquing, kayak launches, tennis and basketball courts, farmer's market, shopping & more.
4.92 out of 5 average rating, 384 reviews
Island Home 5 min to Park, 25 min to Beach, Pool
Soak up the relaxing Florida weather from this inviting 1969 home on Snead Island! Whether it's the oceanside air, or the beachy design of this impeccably clean vacation rental, guests find themselves relaxing as soon as they arrive. Our light-filled interior includes a fully equipped kitchen and all the comforts of home. Spend time by the pool & hot tub, then head to the shores of lovely Anna Maria Island 14 miles away for a beach picnic just in time for sunset! Message me about multiple pets
4.9 out of 5 average rating, 111 reviews
Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool
4.97 out of 5 average rating, 206 reviews
Bougie Bungalow at the Beach
This newly renovated, completely private, comfortable Anna Maria Island bungalow is super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!
4.91 out of 5 average rating, 128 reviews
3 BR Garden Bungalow in Historic Kenwood
Fully furnished 3-bed house in charming Historic Kenwood, 15 minutes from white sand beaches and less than 10 minutes from downtown St. Petersburg. Highly walkable location to parks, restaurants, coffee shops, breweries, beach trolley, bike share, and more in the Edge and Grand Central districts. Enjoy mornings in the sunny breakfast nook, work remotely from the dedicated workspace in the serene Florida room, and enjoy a relaxing evening under string lights on the private backyard patio.
4.98 out of 5 average rating, 138 reviews
Bay Breeze Cottages #2
Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.
4.88 out of 5 average rating, 207 reviews
Beach Bungalow -Step in to the Sand! Indian Shores
If you are looking for a 5 star vacation this is your place! Floor to celing everything is brand new! Step on to the white sandy beach from our front porch. We have totally refreshed our private 2 Bed, 1 Bath, slice of paradise and it will melt your stress away. This Charming Bungalow is perfect for any vacation. Indian Shores is centrally located between St. Pete Beach and Clearwater Beach. Pinellas County is full of shops, restaurants, and activities. Book with us now!
4.92 out of 5 average rating, 307 reviews
'Ole' Florida Cottage - Historical Old NE
This is our 1921 cottage with old Florida charm -GREAT LOCATION! A block from the Bay Beach, parks, and four blocks from downtown St. Petersburg & the Vinoy. A short walk to great restaurants, cafés, bars, galleries, & museums. This clean, charming cottage includes a large enclosed porch with large wicker chairs to relax and enjoy your morning coffee or evening cocktail. Ceiling fans, full kitchen, many windows for light & charm. We think you will love it!
4.86 out of 5 average rating, 453 reviews
Single Family Home One Level ~ Walk to the Beach!
The Beachhouse has been completely renovated since Hurricane Helene; including all new electrical, new mini-split AC in every room, brand new cabinets and appliances in the kitchen and new fixtures in the bathrooms. This 3 bedroom, 2 bath Beach Bungalow is the perfect home for your vacation to the Beach! Relax or entertain, have a cookout in the private fenced in backyard, make a fire in the fire pit. Walk to the beach we have chairs, umbrellas, toys & a cart!
4.93 out of 5 average rating, 269 reviews
Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach
An original early 1900 Indian Rocks Beach bungalow, beautiful and bright with pool! Across Gulf Boulevard from 8th Ave beach access with all the comforts of home. Rest in the tropical garden pool, hang out in the private tiki hut out back , hop on the trolley to explore the area. Many shops and restaurants are within walking distance. Splash Harbour water park at the Holiday Inn is walking distance for a day of fun! Have an unforgettable stay! City tax#1479
4.87 out of 5 average rating, 175 reviews
Quiet Beachfront Bungalow on Florida’s Gulf Coast
Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!
5.0 out of 5 average rating, 254 reviews
Sugar Sand Cottage -beach 8 miles away
Charming 2 Bedroom, 1 Bath bungalow centrally located in Sunny Bradenton Florida. LECOM Park (Pirates baseball) is less than a mile away. Manatee Beach is 8.6 miles, about 16 minutes away. The Anna Maria Island Water Taxi is 2 miles away if you want to avoid the in-season traffic. This house is privately owned. Security cameras onsite. By accepting this reservation, you accept all risk of injury while on property and will not hold owner responsible.
4.96 out of 5 average rating, 160 reviewsPopular amenities for Anna Maria bungalow rentals
Beachfront bungalow rentals

Villa 4 -1 BR, 2 min walk to beach,
4.89 out of 5 average rating, 263 reviews
Barefoot Boho- Breezy Bungalow on the Beach!
4.98 out of 5 average rating, 48 reviews
Heated Pool, Hot Tub/Spa, Sleep Number Beds, Beach
4.92 out of 5 average rating, 99 reviews
Redington Beach Bungalow steps to Private Beach
4.95 out of 5 average rating, 22 reviews
Davis Island Bungalow
4.99 out of 5 average rating, 79 reviews
Unit 14 I Renovated 2 BR Beach Bungalow
4.43 out of 5 average rating, 7 reviews
Completely renovated Beachfront Bungalow
4.79 out of 5 average rating, 72 reviews
Sea La Vie Cottage by the Beach - Unit B
4.74 out of 5 average rating, 42 reviewsPrivate bungalow rentals

Luxury - Pet Friendly, Farmhouse Bungalow DT Tampa
4.98 out of 5 average rating, 124 reviews
Beach Bungalow 1 Block to Sand w/Private Pool
4.89 out of 5 average rating, 199 reviews
Cheerful 3BR Home•Walk Downtown•Close to Lido Key
4.93 out of 5 average rating, 123 reviews
Tropical 1920s Bungalow with Saltwater Pool
4.77 out of 5 average rating, 123 reviews
Lemon House near Downtown Tampa
4.95 out of 5 average rating, 372 reviews
Permaculture Homestead
4.92 out of 5 average rating, 130 reviews
Crescent lake Mins to Downtown Hot Tub
4.96 out of 5 average rating, 102 reviews
Tropical 3bd bungalow with pool! Walk to Bayshore!
4.93 out of 5 average rating, 102 reviewsOther bungalow vacation rentals

LAZY PALM COTTAGE, HEATED POOL, STEPS TO THE BEACH
4.98 out of 5 average rating, 57 reviews
Central location|Walk to beach, trolley stop
4.87 out of 5 average rating, 46 reviews
"A" Gulf Beach Bungalow
4.78 out of 5 average rating, 58 reviews
Bayside Cutie ~ Poolside Retreat Near Pine Ave
4.83 out of 5 average rating, 6 reviews
FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
5.0 out of 5 average rating, 12 reviews
4/2 Home Heated Pool/close to Anna M. Beaches/ IMG
4.86 out of 5 average rating, 73 reviews
Coastal Luxe Pet-Friendly Beach Private Balcony
5.0 out of 5 average rating, 46 reviews
Pass-a-Grille Beach Bungalow 2 Bedroom Sleeps 6
4.64 out of 5 average rating, 53 reviewsDestinations to explore
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