Bungalow vacation 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
Bungalow in Palmetto
4.89 out of 5 average rating, 103 reviews

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

Soak up the warm Florida sunshine 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)

Top guest favourite
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.
Bungalow in Sarasota
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.

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, 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!

Guest favourite
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).

Top guest favourite
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, 175 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 + heated pool

Guest favourite
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

Please remove your shoes and put on your flip flops because it is just a walk to the beach from "The Cozy Beach Cottage". Nestled in between the Intracoastal Waterway and Gulf Boulevard, beautiful white sand beach of Treasure Island are across the street. Enjoy the docile blue green waters of the Gulf. Fishing is steps away. Spend relaxing meditative moments with the one you love. Newly renovated, with fully equipped granite top kitchen, custom travertine shower. $150.00 PET FEE

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, 138 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, 238 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 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, 278 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 favourite
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.
Bungalow in Sarasota
4.84 out of 5 average rating, 267 reviews

Charming Mid-Century Retreat by Arlington Park

A newly updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated, bright home stands as a testament to the mid-century boom that shaped Sarasota. With 2 bedrooms, 1 bathroom and a separate office/sunroom with doors should you need quiet while working on vacation, it has it all. Positioned perfectly, our location boasts more than just the city's dynamic arts scene, delectable eateries, and beaches. Arlington Park is a block away.

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, 144 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, 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!

Popular amenities for Anna Maria bungalow rentals

Quick stats about bungalow rentals in Anna Maria

  • Nightly prices starting at

    Anna Maria vacation rentals start at $697 CAD 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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