Bungalow vacation rentals in Anna Maria

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

This 2 bed-2 bath house is a homey Florida bungalow with wood floors and lots of natural light, located in a quiet neighborhood on the downtown core edge. Enjoy a spacious and private, fenced-in backyard with pool, covered grill and eating area. The home is 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 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, 147 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!

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 Historic Old Northeast

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.

4.85 out of 5 average rating, 424 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!

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, 221 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!

Bungalow in Ybor City Historic District

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.

4.87 out of 5 average rating, 255 reviews

La Casita Blanca, Ybor City, Tampa

La Casita Blanca is our 2 bedroom, 1 bath house built in 1918 in the heart of Historic Ybor City. It's steps away from 7th Avenue the center of the Cuban cigar manufacturing district in the late 1800s early 1900s. Ybor was a hotbed of Cuban cigar trade, helping develop Tampa's unique cultural identity and providing the best Cuban food around. Cafes, nightlife, shopping as well as the TECO Streetcar stop are just a couple blocks from the house.

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:

Bungalow in Ybor City Historic District

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

We invite you to the **Cozy AF Jungle House**! Step into the foliage and immerse yourself in the jungle vibes. With every glance, you'll discover something new—from the sabretooth tiger skull to the romantic hot tub and even a crystal hanging banana. Adventurers, dare to play Jumanji if you’re feeling bold! Our goal is not just to provide a place to stay, but an experience you’ll cherish forever.

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 Anna Maria bungalows rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Beachfront bungalow rentals

Bungalow in Treasure Island

New place to stay

Adorable beach cottage w/ WiFi, kitchen & yard

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 Pass-a-Grille Beach

4.53 out of 5 average rating, 38 reviews

Just steps to the famous PAG Beach & Pet friendly

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

Bungalow in Davis Islands

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!

Bungalow in Clearwater Beach

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.

4.82 out of 5 average rating, 231 reviews

Cambria Cottage Clearwater Beach

Bungalow in Clearwater Beach

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.

4.89 out of 5 average rating, 246 reviews

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

4.96 out of 5 average rating, 51 reviews

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.

Bungalow in Bradenton

Cozy Bungalow Minutes from Anna Maria Island & IMG

4.89 out of 5 average rating, 35 reviews

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

Casa Sunshine - Bradenton Beach House

4.89 out of 5 average rating, 349 reviews

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

The Guest Spot in Seminole Heights, Tampa

Bungalow in Arlington Park

A private heated pool is surrounded by a protective mesh cage, featuring lounge chairs along the edges. The pool area connects to the home through large glass doors, with potted plants adding greenery to the scene. Sunlight reflects off the water's surface, creating a serene atmosphere.

4.84 out of 5 average rating, 56 reviews

Gorgeous Sarasota Private Home with Heated Pool

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

5 out of 5 average rating, 16 reviews

A private deck overlooks Heron Lagoon, featuring a dining table with two chairs shaded by a large blue umbrella. Two lounge chairs sit invitingly on the deck, alongside lush greenery and trees that frame the tranquil water view.

Bungalow in Siesta Key

Lagoon, pool, the Ringling at Siesta Key Bungalows

4.96 out of 5 average rating, 97 reviews

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.

Bungalow in Bradenton

M’s sweet and easy art space @ Beezys place

Other bungalow vacation rentals

Bungalow in Ballast Point

A kidney-shaped deep-water pool is framed by a modern patio featuring light-colored pavers. Lounging chairs positioned on the side invite relaxation. Surrounding tropical landscaping includes palm trees and lush greenery, enhancing the tranquil outdoor setting that is privately fenced.

4.94 out of 5 average rating, 90 reviews

Tropical 3bd bungalow with pool! Walk to Bayshore!

A serene swimming pool is highlighted with a clear, inviting blue water surface. Submerged seating areas offer relaxing spots within the pool. Sun loungers and a shaded area with an umbrella are positioned around the pool deck, creating spaces for leisure and enjoyment.

4.92 out of 5 average rating, 24 reviews

Sarasota Luxury house, 3BD, Siesta Key Beach

4.96 out of 5 average rating, 89 reviews

The exterior of the cottage features bright blue siding and a welcoming yellow front door, framed by lush green grass and palm trees. A charming white picket fence encloses the yard, providing a serene outdoor space. Light filters down from a clear blue sky.

Bungalow in Uptown

The Blue Bungalow Crescent lake Mins to Downtown

4.92 out of 5 average rating, 39 reviews

The charming exterior features a blue wooden house with a welcoming front porch. Two bright yellow chairs sit invitingly on the porch. Lush greenery surrounds the home, and a white picket fence adds to the inviting atmosphere. A decorative plant is positioned beside the door.

Bungalow in Tampa

• Casa De Belen • Bungalow in Ybor City!

4.9 out of 5 average rating, 40 reviews

The bungalow's exterior features a concrete driveway leading to a garage. Lush palm plants and colorful foliage are arranged along the sides, enhancing the property’s inviting entrance. A tranquil atmosphere is provided by large trees in the background and clear blue skies above.

Bungalow in Largo

Cozy bungalow & minutes from the beaches

Bungalow in Arlington Park

The bungalow features a welcoming façade surrounded by lush greenery and vibrant tropical plants. A spacious screened lanai is visible at the front, showcasing geometric hanging decor and comfortable seating. The gravel driveway and colorful landscaping enhance the serene atmosphere of the property.

5 out of 5 average rating, 36 reviews

🌴The Palm & Pine🌴 Near downtown and beaches!

Bungalow in Greater Woodlawn

A spacious kitchen area features a large island with a striking granite countertop. Light fixtures hang above, illuminating the space. Multiple windows provide natural light, while modern cabinetry and appliances are visible in the background, contributing to a clean and functional design.

4.83 out of 5 average rating, 40 reviews

Bungalow life!