
Bungalow rentals near Anna Maria Island
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Top-rated bungalow rentals near Anna Maria Island
Guests agree: these stays 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, 385 reviews
Beach Bungalow 1 Block to Sand w/Private Pool
CLEAN - CUTE Mid-Century Modern w/New Pool & New A/C in Cozy Quiet Neighborhood 1 Block (2 min. walk) to Beach, and Walking Distance to Restaurants, Bars and Shops. Water Activities & Sand are at your fingertips, so come enjoy what the “Old Florida” town of Indian Rocks Beach has to offer. Fully Furnished 3 Bedroom 2 Bath House with all linens, towels, cookware and utensils. Walk-In Double shower. Patio Furniture/Gas Grill. Smart TV & WiFi. BeachWagon/Chairs/Umbrella/Towels/Cooler. (BTR#2185)
4.89 out of 5 average rating, 199 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
Cheerful 3BR Home•Walk Downtown•Close to Lido Key
Relax Near the Bay-Ideal for Families & Professionals Welcome to Bayview Bungalow-your stylish Sarasota retreat just steps from the bay! This 3-BR, 2-bath home is perfect for families and professionals. Enjoy: •A fully stocked kitchen •Free driveway parking •Fenced yard with BBQ •Beach gear & supplies included Walk across the street to Bay Park, grab coffee at a nearby café, or catch a show at Van Wezel Performing Arts Center. Minutes from Lido Key, St. Armands, and downtown hotspots.
4.93 out of 5 average rating, 123 reviews
Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis
This wonderful pool home is located in the heart of Sarasota and just minutes away from the world-famous Siesta Key Beach! This fantastic vacation home offers 4 relaxing bedrooms and 3 full baths - there is also a Queen-size pull out sofa in the living room. A real bonus is having two master suites! The first offers a King-size bed with an adjoining bathroom featuring a walk-in shower plus his & her sinks. The second master is appointed with a Queen-sized bed and adjoining bathroom.
4.84 out of 5 average rating, 189 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, 308 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 reviewsPopular amenities for bungalow rentals near Anna Maria Island
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

Downtown Escape! 1 bedroom Cute Villa in Sarasota!
4.85 out of 5 average rating, 109 reviews
Cozy AF Jungle-House Hideaway
4.99 out of 5 average rating, 426 reviews
Tropical 3bd bungalow with pool! Walk to Bayshore!
4.93 out of 5 average rating, 102 reviews
3 BR Garden Bungalow in Historic Kenwood
4.98 out of 5 average rating, 138 reviews
'Ole' Florida Cottage - Historical Old NE
4.86 out of 5 average rating, 453 reviews
Luxury - Pet Friendly, Farmhouse Bungalow DT Tampa
4.98 out of 5 average rating, 124 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 reviewsOther bungalow holiday rentals

Sweet Craftsman home, free bikes, near beach & DT
4.82 out of 5 average rating, 223 reviews
Beach Remedy Retreat near Siesta Key Beach
4.84 out of 5 average rating, 118 reviews
Welcome to The Plaza Tampa
4.98 out of 5 average rating, 105 reviews
•La Casa De Belen• Bungalow in Ybor City!
4.94 out of 5 average rating, 147 reviews
Crescent lake Mins to Downtown Hot Tub
4.96 out of 5 average rating, 102 reviews
Centrally Located Historic Park Ave Bungalow
4.97 out of 5 average rating, 208 reviews
Luxury Stay • Hot Tub & Heated Pool • Fenced Yard!
4.98 out of 5 average rating, 123 reviews
LAZY PALM COTTAGE, HEATED POOL, STEPS TO THE BEACH
4.98 out of 5 average rating, 57 reviewsOther great holiday rentals near Anna Maria Island

Bean Pt. Bungalow - Half duplex w/private pool
5.0 out of 5 average rating, 109 reviews
★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
4.99 out of 5 average rating, 184 reviews
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
4.98 out of 5 average rating, 128 reviews
Bradenton Beach Sunsets 2, Anna Maria Island, FL
4.98 out of 5 average rating, 262 reviews
Beach Don't Kill My Vibe by Beach Boutique Rentals
4.96 out of 5 average rating, 208 reviews
Steps to the beach! Condo with pool at The Terrace
4.96 out of 5 average rating, 112 reviews
Beach House w/Private Pool & Spa
4.96 out of 5 average rating, 109 reviews
Turtle Cottage - Anna Maria Island
4.96 out of 5 average rating, 283 reviewsQuick stats about bungalow rentals near Anna Maria Island

Total holiday rentals
Explore 10 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $175 NZD per night before taxes and fees

Verified guest reviews
Over 760 verified reviews to help you choose

Wi-Fi availability
10 of Anna Maria Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Anna Maria Island rentals

4.8 Average rating
Anna Maria Island stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with breakfast Anna Maria Island
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- Bungalow rentals Florida
- Bungalow rentals United States
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- Dunedin Beach
- Manasota Key Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Crescent Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club





