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 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
4.95 out of 5 average rating, 187 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 favourite
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, 168 reviews

Artisan Island Bungalow / Walk To Downtown

* HOSTED BY GABE & SHANNON * Enjoy your visit to Dunedin (& surrounding areas) in our custom renovated bungalow! Originally built in 1918, this home has been painstakingly revived to reflect our thriving creative community. Much of the home has been built and decorated using the skills of local artisans. Many things - from the front deck to the furniture to the very plates you’ll eat off of - are handcrafted originals. This isn’t just a place to crash. It's a living, breathing work of art.

Top guest favourite
A serene outdoor space is revealed through the covered area, featuring a private pool bordered by lush tropical landscaping. Two yellow chairs face the beach, offering views of palm trees and the ocean beyond. Sunlight reflects off the water, enhancing the tranquil atmosphere.
Bungalow in Indian Shores
4.96 out of 5 average rating, 193 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
Bungalow in Bradenton Beach
4.92 out of 5 average rating, 121 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
4.92 out of 5 average rating, 377 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 with bright blue exterior and multiple windows is framed by lush greenery and sandy areas. Tropical landscaping enhances the inviting atmosphere. A thatched-roof cabana is visible, providing a shaded outdoor seating option for relaxation.
Bungalow in Anna Maria
4.84 out of 5 average rating, 198 reviews

Bay Breeze Cottages #3

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.

Top guest favourite
Vibrant sand dunes lead to a serene beach scene, with gentle waves lapping at the shore. The calm, turquoise waters transition into deeper blue, bordered by wispy clouds and a bright sky.
Bungalow in Indian Shores
4.92 out of 5 average rating, 298 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 sunlit living area features a light-colored sectional sofa and a wooden coffee table adorned with a small plant. A grand piano and large windows provide natural light, while an orange front door adds a modern touch. The space offers views of the outdoor area.
Bungalow in Sarasota
4.91 out of 5 average rating, 304 reviews

Charming Mid-Century Retreat by Arlington Park 1

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.

Guest favourite
A stone pathway is surrounded by lush greenery, leading through vibrant palms and tropical plants. Soft lighting guides the way, creating an inviting atmosphere. The path curves gently, giving glimpses of the outdoor space ahead.
Bungalow in Indian Rocks Beach
4.88 out of 5 average rating, 165 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
Bungalow in Bradenton
4.95 out of 5 average rating, 152 reviews

Sugar Sand Cottage-No Cleaning -beach 8 miles away

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.

Top guest favourite
The exterior of the jungle house is framed by wooden fencing, showcasing a vibrant garden filled with tropical plants. A welcoming porch is visible, complemented by wooden shingles and a decorative lantern. Lush greenery surrounds the entrance, creating a serene first impression.
Bungalow in Ybor City Historic District
4.99 out of 5 average rating, 396 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.

Top guest favourite
Bungalow in Tampa
4.99 out of 5 average rating, 108 reviews

Luxury - Pet Friendly, Farmhouse Bungalow DT Tampa

This unique bungalow has a style all its own. Two Swings is your Home away from Home while being close to everything Downtown Tampa has to offer. 10 minute Walk to University of Tampa, 10 minute Walk to Armature Works, 5 minute to Drive to Downtown Tampa - Amalie Arena, Water Street District, Tampa General Hospital and so much more.

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