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Bungalow holiday 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.

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Guest favourite
A comfortable living area is furnished with a sectional sofa and a wooden coffee table. Natural light enters through multiple windows, illuminating a wall-mounted television. A small dining table and a door leading outside add to the welcoming ambiance.
Bungalow in Tampa
4.89 out of 5 average rating, 360 reviews

The Guest Spot in Seminole Heights, Tampa

Welcome to our listing! This is for a great bungalow-style home in the Old Seminole Heights neighborhood, right in the heart of the Tampa-area. From this comfortable, newly renovated home, you are less than 10 mins from some of the best Tampa has to offer: the Tampa Riverwalk, Downtown/Channelside District, Amalie Arena, RayJay Stadium, Ybor City. Perfect for small families or business travelers, you're less than 15 mins from TPA airport, 30-40 mins from the beaches and 60 mins from Orlando.

Top guest favourite
Bungalow in Indian Shores
4.96 out of 5 average rating, 177 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

Top guest favourite
A tranquil outdoor space features a wooden dining table surrounded by eight chairs set on a tiled patio. A small, curved swimming pool is framed by lush tropical plants, and umbrellas provide shaded areas. The vibrant greenery creates a serene atmosphere.
Bungalow in Bradenton Beach
4.91 out of 5 average rating, 114 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!

Top guest favourite
Bungalow in Sarasota
4.91 out of 5 average rating, 372 reviews

Pool & fenced-in yard in downtown edge bungalow

MESSAGE ME FOR DAYS YOU DONT C. This 2 bed-2 bath house is a homey Florida bungalow with wood floors & natural light in a quiet neighborhood on the downtown core edge. Spacious and private fenced-in backyard with pool, covered grill and eating area. Minutes away from the Legacy Trail, the Bay Park, Payne Park, dining, live music, bars, theatres, comedy, opera house, performance venues, comedy club, antiquing, kayak launches, tennis and basketball courts, farmer's market, shopping and more.

Guest favourite
A charming cottage is set against a vibrant blue exterior, featuring a thatched umbrella over a small outdoor seating area with four chairs. Lush green shrubs and sandy pathways enhance the inviting entrance, while palm trees are visible in the background under clear blue skies.
Bungalow in Anna Maria
4.88 out of 5 average rating, 177 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.

Guest favourite
The charming bungalow is presented with a yellow exterior and contrasting blue shutters. A welcoming front porch features a light fixture, while steps lead to the entrance. Lush greenery and neatly arranged plants enhance the front yard, contributing to the inviting appearance of the home.
Bungalow in Bradenton
4.95 out of 5 average rating, 141 reviews

Sugar Sand Cottage-beach 8 miles -No Cleaning Fee

Decorated for Christmas! 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.

Guest favourite
A serene bedroom displays soft blue walls and natural light filtering through sheer curtains. A spacious bed is dressed with a light-colored blanket and decorative pillows. An antique wooden door leads to the room, and mirrored closets enhance the sense of space.
Bungalow in Gulfport
4.96 out of 5 average rating, 242 reviews

Gulfport - St. Pete bungalow centrally located

Cozy and private apartment perfectly situated between St Pete Beaches, downtown St. Petersburg, and the quirky vibrant downtown Gulfport Arts District. This is a private apartment with 2 rooms, 1 bath, kitchenette, and patio. We live on the property in the other side of the Duplex, but your suite is completely private with your own entrance. Nature Park & bike trails: down the street! Downtown gulfport: 1mi / 3min St. Pete beach 4.6mi / 10min Downtown St Pete : 5mi / 10min

Top guest favourite
A spacious dining area features a large wooden table surrounded by six dark upholstered chairs. Light reflects off a large mirror, while a stylish chandelier hangs above. In the background, a cozy living room is partially visible with ample natural light filtering through the windows.
Bungalow in Tampa Heights
4.98 out of 5 average rating, 122 reviews

Prime Location: Stylish 2BR w/ Cozy Outdoor Dining

Prime location: Walk to Tampa’s Riverwalk & Armature Works. Close to downtown, convention center, and The University of Tampa. This two bedroom stunner is both spacious with soaring 11ft ceilings yet still cozy. Professionally designed & freshly renovated with your comfort in mind. Fully equipped kitchen with everything you need to create a home cooked meal. Enjoy outdoor dining on the brand new back deck or people watch while relaxing on the front porch Adirondack chairs.

Guest favourite
A serene beach scene captures gentle waves lapping against the shore. The tranquil ocean extends towards a clear blue sky, creating a calm and peaceful atmosphere. Soft sand covers the foreground, while the horizon showcases a seamless blend of sea and sky.
Bungalow in Indian Shores
4.92 out of 5 average rating, 287 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!

Guest favourite
A spacious enclosed porch features two wicker chairs with blue cushions, complemented by a small table. Natural light filters in through large windows, illuminating the area. A woven blue rug adds a cozy touch, enhancing the relaxing space for morning coffee or evening relaxation.
Bungalow in Historic Old Northeast
4.85 out of 5 average rating, 429 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!

Top guest favourite
A private tiki hut features a thatched roof, ambient lighting, and a large television. Seating is provided by several lounge chairs and a unique wicker chair, arranged around a stone floor. Lush greenery surrounds the area, enhancing the outdoor experience.
Bungalow in Indian Rocks Beach
4.9 out of 5 average rating, 146 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

Top guest favourite
An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.
Bungalow in Indian Shores
5 out of 5 average rating, 228 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!

Popular amenities for bungalow rentals in Anna Maria

Quick stats about bungalow rentals in Anna Maria

  • Nightly prices starting at

    Anna Maria holiday rentals start at $734 SGD per night before taxes and fees

  • Verified guest reviews

    Over 70 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Anna Maria rentals

  • 4.8 Average rating

    Anna Maria stays are highly rated by guests – averaging 4.8 out of 5!

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