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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.

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Top guest favorite
A vibrant pink bungalow is framed by lush tropical plants and trees, with a welcoming yellow door situated at the center. White lounge chairs are positioned nearby on a gravel pathway, inviting relaxation amidst the greenery.
Bungalow in Indian Shores
4.9 out of 5 average rating, 221 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

PRIVATE BEACH OPEN! ENJOY your own bungalow! (NOT a condo / hotel - no crowded elevators, halls) Barrett Beach Bungalows preserves the traditional Florida beach endearments in style with 4 charming bungalows. Why spend your Florida vacation in a busy hotel, crowded elevator & parking lots? LOBSTER BUNGALOW is ONLY 40 steps to beach, sits right behind beachfront bungalow (not beachfront). ALL guests enjoy Heated pool, lounge chairs, umbrellas, firepit, volleyball, toys. Fully equipped, CLEAN!

Top guest favorite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.99 out of 5 average rating, 139 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top guest favorite
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, 110 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 favorite
The exterior of the bungalow showcases a single-story structure with a welcoming entrance. The driveway extends alongside a lush green lawn, while tropical landscaping, including palm trees and bushes, frames the home, creating a relaxed and inviting atmosphere.
Bungalow in Sarasota
4.93 out of 5 average rating, 109 reviews

Charming 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.

Guest favorite
A serene sleeping area features a spacious bed adorned with crisp linens and decorative pillows, with soft light filtered through nearby curtains. An inviting pool area with a clear blue water reflects surrounding greenery, while the exterior showcases a charming house framed by a well-maintained lawn.
Bungalow in Largo
4.84 out of 5 average rating, 138 reviews

Charming Bungalow w/ Heated Pool - 10 min to beach

Home includes 2 bedrooms, 3 comfortable beds, 1 sleeper sofa, 1.5 bathrooms, secluded backyard oasis with pool, free wifi & Roku Smart TV (Netflix, Disney+, Amazon Prime & more!) Come and enjoy this relaxing, tranquil home - Just minutes away from some of the top rated beaches in North America. 10 minute drive to Bellaire Beach and Indian Rocks Beach. 15 minute drive to Clearwater Beach. Features a heated pool. A one minute walk from The Pinellas Trail (great for walks and bike rides).

Guest favorite
The exterior of a single-story pink house is visible, framed by lush green trees. A paved driveway leads to the front entrance, complemented by well-maintained landscaping. The home is situated in a tranquil neighborhood, with additional houses seen in the background.
Bungalow in Sarasota
4.83 out of 5 average rating, 170 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.

Top guest favorite
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
4.93 out of 5 average rating, 271 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!

Top guest favorite
A decorative lamp features a mermaid holding a round, glowing orb. The lamp is set against a backdrop of a colorful wave painting and neatly folded towels, adding a touch of coastal charm to the workspace.
Bungalow in Indian Rocks Beach
4.96 out of 5 average rating, 193 reviews

Your private Waterfront Pool home!

Fully permitted rebuilding after Helene is complete. Waterfront property, perfect getaway for quiet relaxation or family fun. Come explore our gorgeous, resilient Gulf Coast:) Beach bungalow with all of the amenities. Have the house and pool with waterfront oasis all to yourself. Just step out the front door and walk 3 blocks to the sandy shores of Indian Rocks Beach. See hundreds of reviews to learn more about this host, our area, our style. BTR#1734 VRR#0422

Top guest favorite
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, 137 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 favorite
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, 219 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!

Superhost
A cozy living area is highlighted by a navy blue sofa adorned with decorative pillows. A colorful piece of wall art draws attention, while two pendant lights cast a warm glow. A small white table holds a yellow lamp, and a potted plant adds a touch of greenery.
Bungalow in Osprey
4.78 out of 5 average rating, 360 reviews

Osprey,Buttonwood Cottage.Hot tub -patio.Sublime !

Floridian Tiny Cottage! Buttonwood Cottage is wonderfully located central to the downtowns and beaches of Sarasota and Venice with a private patio space and hot tub. 15 minutes away for the number 1 beach in USA "Siesta Key" . You'll feel that you stepped back in time upon arrival to our charming homestead. I follow Airbnb’s enhanced cleaning protocol, which was developed with expert guidance. Here are a few highlights:

Top guest favorite
A sandy pathway leads from wooden walkways towards the beach, with gentle dunes on either side. The sun sets on the horizon, casting warm hues across the sky and reflecting on the water, while distant figures enjoy the serene atmosphere.
Bungalow in Indian Shores
4.83 out of 5 average rating, 378 reviews

Cozy Unit #2 of a Two Unit Beach Bungalow

Our newly updated studio is just a few steps to the beach and walking distance to restaurants and attractions including Salt Rock Grill; Sharky's Beach Pub, (across the street); Ice Cream Shop; Surf Shop; Smuggler's Cove Adventure Golf and much more. The unit was recently fully updated. The adjoining unit is also available to rent with interior, (locking) door access.

Popular amenities for bungalow rentals near Anna Maria Island

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Beachfront bungalow rentals

A cozy sleeping area is presented with a spacious bed adorned in crisp white linens and a navy blue coverlet. Decorative pillows with nautical themes enhance the aesthetic. Wall-mounted reading lights are positioned above the headboard, and a small television sits on a nearby dresser.
Bungalow in St. Pete Beach
4.74 out of 5 average rating, 38 reviews

Stay steps away from famous Pass-A-Grille Beach!

The living area showcases comfortable seating arranged around a coffee table, with large windows allowing natural light to fill the space. A dining table with decorative placemats is visible, and a television is situated in front of a stone accent wall.
Bungalow in St. Pete Beach
4.53 out of 5 average rating, 38 reviews

Just steps to the famous PAG Beach & Pet friendly

Top guest favorite
A serene beachfront scene showcases soft sand and gentle waves under a clear sky. Lounge chairs are arranged in the foreground, while umbrellas and beach tents are visible further along the shoreline. The bungalow's outdoor seating area is seen, surrounded by lush greenery.
Bungalow in Indian Shores
4.96 out of 5 average rating, 165 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

Top guest favorite
The exterior of the bungalow features a charming blue brick facade, complemented by white trim and shutters. A red electric buggy is parked in the foreground, while cozy yellow chairs are positioned on the porch behind a white railing, surrounded by well-maintained greenery.
Bungalow in Tampa
4.99 out of 5 average rating, 71 reviews

Davis Island Bungalow

Guest favorite
A bright living area features light walls and soft furnishings. A cozy sofa faces a modern television displaying a beach scene. A circular mirror adds depth, while a wooden table and chair provide a comfortable workspace. Natural light fills the space through sheer curtains.
Bungalow in Bradenton Beach
5 out of 5 average rating, 7 reviews

Barefoot Boho- Bungalow on the Beach!

Superhost
An airy dining area is framed by glass doors that lead to the outside. A wooden table is surrounded by two upholstered chairs with floral patterns and two additional light-toned stools. Neutral tiles cover the floor, adding to the space's light ambiance.
Bungalow in Clearwater
4.82 out of 5 average rating, 231 reviews

Cambria Cottage Clearwater Beach

Top guest favorite
A living area is displayed, featuring a gray sofa with colorful cushions and a coffee table. A dining table with chairs is positioned nearby, and artwork adorns the walls. Sunlight enters through a window, illuminating the beige tiled flooring.
Bungalow in Clearwater
4.89 out of 5 average rating, 244 reviews

Villa 4 -1 BR, 2 min walk to beach,

Top guest favorite
The exterior of a bungalow is surrounded by lush tropical greenery, featuring large leaves and colorful plants. A bright blue wall enhances the entrance, which is flanked by a window. A gravel pathway leads to the door, contributing to a serene environment.
Bungalow in Indian Shores
4.93 out of 5 average rating, 233 reviews

Private Beach 2BR Bungalow *heated POOL* PETS ok

Private bungalow rentals

Guest favorite
A serene beach view captures gentle waves lapping against a white sandy shore. The clear blue-green water extends into the horizon, with a few distant figures enjoying the sun. Light clouds drift across a bright sky, creating a calm and inviting atmosphere.
Bungalow in Treasure Island
4.85 out of 5 average rating, 150 reviews

STEPS TO THE BEACH FROM, 'COZY BEACH COTTAGE

Top guest favorite
A spacious living area features a light brown sofa and wooden accents throughout. Colorful wall decorations and plants create a vibrant atmosphere. A dining table is positioned nearby, and an open kitchen is visible in the background. Light streams in from large windows adorned with blue curtains.
Bungalow in Tampa
4.99 out of 5 average rating, 338 reviews

Cozy AF Jungle-House Hideaway

Top guest favorite
The bungalow features a bright yellow exterior with a charming front porch and large windows. A gravel pathway leads to the home, surrounded by lush greenery. An outdoor seating area with a red umbrella and chairs is visible, providing a cozy spot for relaxation.
Bungalow in Sarasota
4.88 out of 5 average rating, 139 reviews

2BR, 2BA home in the heart of downtown Sarasota

Guest favorite
A spacious living area features a leather sofa and loveseat centered around a decorative stone fireplace. A wall-mounted television is positioned opposite the seating, and a round mirror hangs above a vintage-style coffee table. Natural light filters in through the windows, enhancing the room's welcoming ambiance.
Bungalow in Clearwater
4.82 out of 5 average rating, 208 reviews

Sweet Craftsman home, free bikes, near beach & DT

Guest favorite
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, 134 reviews

Sugar Sand Cottage-beach 8 miles -No Cleaning Fee

Superhost
The entrance to the house features a porch with a wooden door and large windows. A small bistro table and chairs are set on the porch, surrounded by a vibrant garden of yellow flowers and lush greenery, creating a welcoming atmosphere.
Bungalow in Tampa
4.91 out of 5 average rating, 381 reviews

Wildflower house

Superhost
The exterior of the house displays a white facade with a metal roof, framed by lush greenery. A covered front porch with steps leading to the entrance is visible. The yard is neatly landscaped, featuring a small path and two recycling bins positioned on either side.
Bungalow in Tampa
4.88 out of 5 average rating, 248 reviews

La Casita Blanca, Ybor City, Tampa

Guest favorite
An outdoor space features a circular stone fire pit surrounded by colorful Adirondack chairs in orange and blue. The scene is enclosed by a tall wooden fence and includes lush green grass and shrubs, offering a peaceful setting for gatherings.
Bungalow in Palmetto
4.89 out of 5 average rating, 102 reviews

Island Home 5 min to Park, 25 min to Beach, Pool

Other bungalow vacation rentals

Guest favorite
The bright living area features large windows allowing natural light to fill the space. A modern desk and chair are positioned beside the window, while decorative plants add a touch of greenery. A neutral-toned area rug ties the room together.
Bungalow in Bradenton
4.96 out of 5 average rating, 50 reviews

Cozy Bungalow Minutes from Anna Maria Island & IMG

Top guest favorite
The entrance of a bungalow features a bright yellow front door framed by lush green tropical plants. A stone pathway leads up to the door, flanked by manicured landscaping, creating an inviting entryway. Two windows are visible, adding charm to the home’s facade.
Bungalow in Tampa
4.94 out of 5 average rating, 330 reviews

The Lemon House near Downtown Tampa

Superhost
Bungalow in Bradenton
4.73 out of 5 average rating, 66 reviews

3/2 Home Heated Pool/close to Anna M. Beaches/ IMG

Superhost
An outdoor gathering space is surrounded by a wooden structure overhead, featuring two hanging lounge chairs. A circular fire pit is surrounded by several teal chairs on a gravel surface, with grass and a fenced area completing the relaxing atmosphere.
Bungalow in Bradenton
4.88 out of 5 average rating, 33 reviews

Casa Sunshine - Bradenton Beach House

Superhost
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, 347 reviews

The Guest Spot in Seminole Heights, Tampa

Top guest favorite
A renovated bungalow is presented with a charming front porch, framed by palm trees and lush greenery. Soft lighting highlights the entrance, which features dual doors leading into the home. A landscaped pathway guides visitors to the inviting entrance.
Bungalow in Dunedin
4.92 out of 5 average rating, 145 reviews

Artisan Island Bungalow / Walk To Downtown

Guest favorite
An aerial view captures the vibrant beach community near the coast. The turquoise waters stretch along the shoreline, with sandy beach access visible. Lush greenery surrounds residential structures and shared spaces, including pools, creating a serene coastal environment.
Bungalow in Holmes Beach
4.86 out of 5 average rating, 29 reviews

Pirate's Den Bungalow steps from Beach Access!

Superhost
A tranquil pool area features a small stone waterfall, surrounded by lush greenery and potted plants. The water is calm and reflects the surrounding flora, creating a peaceful oasis inviting relaxation.
Bungalow in St. Petersburg
4.85 out of 5 average rating, 292 reviews

Hidden Oasis Guest Apt+Kg Bd 2bikes/close DT

Other great vacation rentals near Anna Maria Island

Top guest favorite
A private outdoor space featuring a heated pool and spa, surrounded by palm trees and lounge chairs. The vibrant blue cottage is visible in the background, complemented by carefully arranged landscaping. A pathway of stepping stones leads toward the entrance of the cottage.
Cottage in Anna Maria
4.96 out of 5 average rating, 255 reviews

Turtle Cottage - Anna Maria Island

Top guest favorite
A private heated pool is surrounded by tropical landscaping and palm trees, creating a serene outdoor space. Two lounge chairs are positioned beside the pool, and a small table is visible on the lawn. Bright sunlight casts a warm glow over the vibrant plants.
Home in Holmes Beach
4.95 out of 5 average rating, 111 reviews

Breezy Harbor AMI pool retreat near the Beach

Top guest favorite
A spacious living area features a large blue sectional sofa and a wooden coffee table. A small dining table with chairs is positioned near the kitchen area. Soft lighting and coastal-themed artwork add to the room's ambiance, complemented by a decorative blue area rug.
Guest suite in Bradenton
4.99 out of 5 average rating, 141 reviews

Adorable Manatee Guest House

Top guest favorite
An aerial view captures the coastal neighborhood, showcasing a collection of charming homes with grey rooftops. The vibrant blue ocean and sandy beach are visible in the background, while lush palm trees surround the area, contributing to the serene island atmosphere.
Townhouse in Holmes Beach
4.99 out of 5 average rating, 149 reviews

Heated Pool & Spacious Lanai! Steps from Beach!

Top guest favorite
Villa in Holmes Beach
5 out of 5 average rating, 21 reviews

Beachfront Paradise! Ground level with Heated pool

Top guest favorite
A three-story coastal home is framed by palm trees, featuring a light-colored exterior. A large balcony is visible on the second floor, and the entrance includes a garage and a fenced area. The setting is serene, highlighting the proximity to the beach.
Home in Holmes Beach
4.94 out of 5 average rating, 116 reviews

The Peachy Beach House, steps to the gulf

Top guest favorite
A spacious living area features a blue sofa and striped armchair, complemented by a wooden coffee table. Large windows allow natural light to illuminate the room, showcasing views of the turquoise Gulf. Light-colored cabinetry and decorative shelving enhance the inviting atmosphere.
Condo in Bradenton Beach
4.99 out of 5 average rating, 152 reviews

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

Top guest favorite
Two bright turquoise adirondack chairs are positioned on a pebbled shoreline, facing a calm canal. Lush palm trees and greenery surround the area, while distant houses line the opposite bank under a clear blue sky.
Home in Bradenton Beach
4.96 out of 5 average rating, 110 reviews

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street

Destinations to explore