Bungalow rentals near Anna Maria Island

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.

4.91 out of 5 average rating, 224 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!

A screened-in patio features a round table with decorative tile and four chairs, surrounded by lush greenery. A pool is visible in the background, reflecting the clear blue sky, providing a serene setting for relaxation and outdoor dining.

4.92 out of 5 average rating, 370 reviews

Pool & fenced-in yard in downtown edge bungalow

MESSAGE ME FOR SPECIAL RATES. This 2 bed-2 bath house is a homey Florida bungalow with wood floors and lots of 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 new Bay Park, Payne Park, dining, live music, bars, theatres, opera house, performance venues, comedy club, antiquing, kayak launches, tennis and basketball courts, farmer's market, shopping and more.

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.

4.95 out of 5 average rating, 136 reviews

Sugar Sand Cottage-beach 8 miles -No Cleaning Fee

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. Jump on the free island bus on the island. 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.

The exterior of the cottage features a welcoming entrance with a bold red door, flanked by lush tropical plants and a pathway lined with pebbles. Natural light enhances the clean, white facade set against the vibrant greenery.

4.92 out of 5 average rating, 283 reviews

Downtown Bungalow - Beaches, Dining, Attractions

Welcome to The Shady Place! This charming, family-friendly bungalow is a quiet, private oasis in the heart of downtown. Here, you’ll be close to all area beaches including world-famous Siesta Key-rated by Trip Advisor as the #1 beach in the US, SRQ airport, golf courses, Legacy Trail, UTC mall, Mote Aquarium, Bayfront Marina, The Bay park, St. Armands Circle, Robarts Arena, Ed Smith Stadium-spring training home of the Baltimore Orioles, & Downtown Sarasota’s restaurants, activities & nightlife.

4.99 out of 5 average rating, 148 reviews

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

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

Bungalow in Bradenton Beach

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.

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!

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.

4.83 out of 5 average rating, 173 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.

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.

4.93 out of 5 average rating, 275 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!

Bungalow in Indian Rocks Beach

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.

4.9 out of 5 average rating, 141 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

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.

5 out of 5 average rating, 222 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!

4.78 out of 5 average rating, 360 reviews

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

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:

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.

4.83 out of 5 average rating, 381 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

Wi-Fi

Pool

Free parking on premises

Air conditioning

Beachfront bungalow rentals

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

Bungalow in Treasure Island

New place to stay

Adorable beach cottage w/ WiFi, kitchen & yard

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.

4.96 out of 5 average rating, 168 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

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.

4.99 out of 5 average rating, 73 reviews

Davis Island Bungalow

Bungalow in Bradenton Beach

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.

5 out of 5 average rating, 10 reviews

Barefoot Boho- Bungalow on the Beach!

4.82 out of 5 average rating, 231 reviews

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

Cambria Cottage Clearwater Beach

4.89 out of 5 average rating, 246 reviews

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

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

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.

4.93 out of 5 average rating, 236 reviews

Private Beach 2BR Bungalow *heated POOL* PETS ok

Private bungalow rentals

A spacious living area is illuminated by natural light streaming through large windows. A comfortable sofa is centered in the room, adorned with decorative pillows. A stylish coffee table rests on a light rug, with an orange door adding a pop of color to the backdrop.

4.84 out of 5 average rating, 265 reviews

Charming Mid-Century Retreat by Arlington Park

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.

4.99 out of 5 average rating, 343 reviews

Cozy AF Jungle-House Hideaway

Bungalow in Indian Rocks Beach

The exterior of a mid-century modern house showcases a vibrant blue facade with large windows. A covered porch is accessible, providing shade. Lush greenery and palm trees frame the property, with a gravel pathway leading to the entrance. A spacious yard is visible, enhancing the inviting atmosphere.

4.87 out of 5 average rating, 174 reviews

Beach Bungalow 1 Block to Sand w/Private Pool

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.

4.88 out of 5 average rating, 139 reviews

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

4.93 out of 5 average rating, 148 reviews

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

Artisan Island Bungalow / Walk To Downtown

4.84 out of 5 average rating, 138 reviews

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

Charming Bungalow w/ Heated Pool - 10 min to beach

The kitchen and dining area feature warm wood cabinetry and a spacious layout. Energy Star appliances, including a stainless steel refrigerator, are present. A dining table with seating for four is positioned near the living area, which has rustic decor and a wooden ceiling.

4.91 out of 5 average rating, 383 reviews

Wildflower house

Bungalow in Indian Rocks Beach

The exterior of the bungalow features a light blue facade with decorative potted plants. A well-maintained gravel pathway leads to the entrance, framed by lush greenery. Bright sunlight illuminates the scene, and a stop sign is visible in the foreground.

4.85 out of 5 average rating, 142 reviews

Enjoy Ocean Breezes at this Beachside Bungalow

Other bungalow holiday rentals

4.9 out of 5 average rating, 135 reviews

Bungalow in Gulfport

Shady Paradise Close to All!

A spacious bedroom features a king bed dressed in crisp white linens and a blue throw blanket. Two framed artworks with abstract designs adorn the wall above the bed. Natural light filters through the window, illuminating the room's modern furnishings, including bedside tables with lamps.

4.96 out of 5 average rating, 51 reviews

Cozy Bungalow Minutes from Anna Maria Island & IMG

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.

4.94 out of 5 average rating, 333 reviews

The Lemon House near Downtown Tampa

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.

4.89 out of 5 average rating, 35 reviews

Casa Sunshine - Bradenton Beach House

A well-lit bedroom features a spacious bed with a floral-patterned quilt. Natural light filters through two windows, illuminating the neutral-toned walls. A wooden dresser and a bedside table with a lamp complement the serene atmosphere. A comfortable chair is placed in one corner of the room.

4.9 out of 5 average rating, 118 reviews

Cute home! Close to downtown Sarasota and Beaches!

4.87 out of 5 average rating, 30 reviews

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

Pirate's Den Bungalow steps from Beach Access!

4.81 out of 5 average rating, 95 reviews

An outdoor space features a heated pool with soft blue lighting and a cozy seating area. A ceiling fan is mounted above a comfortable couch, while a barbecue grill is positioned nearby, contributing to a relaxing ambiance within a screened enclosure.

Bungalow in Palmetto

Home with pool Palmetto FL

A welcoming front porch features two comfortable wicker chairs with green cushions and a small blue children's chair. A decorative arrangement with flowers and figurines is placed on a side table, while a blue runner adds texture to the space. Large windows offer natural light.

4.96 out of 5 average rating, 97 reviews

M’s sweet and easy art space @ Beezys place

Other great holiday rentals near Anna Maria Island

4.96 out of 5 average rating, 259 reviews

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

Turtle Cottage - Anna Maria Island

4.95 out of 5 average rating, 113 reviews

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

Breezy Harbor AMI pool retreat near the Beach

4.99 out of 5 average rating, 146 reviews

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

Adorable Manatee Guest House

Townhouse in Holmes Beach

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.

4.99 out of 5 average rating, 149 reviews

Heated Pool & Spacious Lanai! Steps from Beach!

4.94 out of 5 average rating, 117 reviews

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

The Peachy Beach House, steps to the gulf

4.99 out of 5 average rating, 154 reviews

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

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

4.96 out of 5 average rating, 99 reviews

Condo in Holmes Beach

Steps to the beach! Updated Condo at The Terrace