Bungalow holiday rentals in Anna Maria Island

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Top-rated bungalow rentals in Anna Maria Island

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Guest favourite

Bungalow in Treasure Island

4.91 out of 5 average rating, 116 reviews

YOUR VACATION HOME

This beautiful beach cottage is the quintessential Florida beach house! Come relax & play on the white sand beaches of Treasure Island in Pinellas County. Enjoy beautiful sunsets on the Gulf of Mexico, wonderful restaurants and endless activities - many within walking distance or accessible via the local trolley (trolley stop less than 100 feet away). Also available are "free beach rides" a local service providing rides for tips. Restaurants range from beach casual to seaside elegance. Boat rentals, paddle board and kayak rentals, put-put golf, museums, parasailing, arcade (for that rare rainy day) charter fishing, bike rentals and the Treasure Island Beach Trail are just a few of the nearby activities. The Tampa Bay Rays game is only a 10-15 minute drive. Only steps from the front door, located just across Gulf Boulevard is access to the beach. Popular John’s Pass Village & Boardwalk (dining/shopping/entertainment) is just over a quarter-mile away. Treasure Island is known as the sand sculpture capital of Florida, and hosts the annual Kite Festival & Sport Kite competition (one of the largest in the US). This updated and comfortably furnished house has 2 bedrooms, 1 bath and easily sleeps 6, with 2 queen beds and 1 queen pull-out. Amenities include parking (which is a premium on Treasure Island), Wi-Fi, DVD player, kitchen stocked with pots/pans and dishes, dishwasher, coffee maker, washer & dryer, bed linens, towels for bath and beach, and use of beach chairs/beach toys. Rinse off at the outdoor shower, enjoy the catch of the day, while you grill and relax with outdoor table and chairs.

Guest favourite

Bungalow in Indian Shores

4.89 out of 5 average rating, 195 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!

Guest favourite

Bungalow in Indian Rocks Beach

4.83 out of 5 average rating, 133 reviews

Enjoy Ocean Breezes at this Beachside Bungalow

Stay in your own private 2 bedroom bungalow with easy beach access. No streets to cross, direct access to the beautiful white sand. Enjoy the beautiful turquoise water of the gulf. Walkable to restaurants, shops, local parks and plenty to do for adults and kids alike. No car? Jump on the trolley that stops out front and it'll take you to Clearwater Beach or Treasure Island. Your bungalow comfortably sleeps up to 5. King bed in one bedroom. A queen bed and a day bed in the other one.

Guest favourite

Bungalow in Dunedin

4.94 out of 5 average rating, 120 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.

Guest favourite

Bungalow in Tampa

4.99 out of 5 average rating, 269 reviews

Saltwater Pool Oasis ⭐ 1925 Bungalow in ❤ of Tampa

1925 Bungalow, 3 bedrooms, saltwater pool, private backyard/large deck. In the perfect location to explore the best of Tampa, including: Tampa International Airport-4.7 miles Armature Works/Riverwalk-.9 of a mile University of Tampa-1.5 miles Downtown Tampa-2.1 miles Raymond James Stadium-2.4 miles Ybor City Historic District-2.3 miles Amalie Arena/Channelside-2.6 miles USF-9.2 miles Clearwater Beach-25 miles Disney World-1 hour The Bungalow is on a busy main road & the pool is not heated.

Guest favourite

Bungalow in Tampa

4.97 out of 5 average rating, 106 reviews

Family Bungalow | King Bed | 70" TV | Easy Tampa

Step into Your Tampa Oasis, where vintage charm meets modern comfort and convenience! Explore a beautifully furnished 3-bed, 2-bath bungalow in Old-Seminole Heights. Bring the family and enjoy a chef's kitchen, off-street parking, and lightning-fast Wi-Fi. With easy access to Downtown, Busch Gardens, Lowry Park Zoo, Raymond James Stadium, Amelie Arena, Convention Center and Hard Rock Casino. Your perfect Tampa escape awaits you. Reach out to your Superhost, Tony, with any questions!

Guest favourite

Bungalow in Anna Maria

4.88 out of 5 average rating, 137 reviews

Bay Breeze Cottages #2 (The Redfish)

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.

Guest favourite

Bungalow in Bradenton

4.94 out of 5 average rating, 123 reviews

Sugar Sand Cottage-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 to explore the island. This house is privately owned. By accepting this reservation, you accept all risk of injury while on property and will not hold owner responsible.

Guest favourite

Bungalow in Indian Shores

4.92 out of 5 average rating, 233 reviews

BEACH Bungalow Steps from the SAND - Indian Shores

LUXURY COTTAGE steps away from the white sandy beaches on the calm Gulf of Mexico. This sparkling clean, newly remodeled, 2 private Bedrooms, 1 Bathroom will melt your stress away. Kick Back, Relax, and enjoy the FL sun with the beach equipment we've included! This Charming Bungalow is perfect for a family vacation. Take a BREAK from the stress of life and get to Indian Shores, its centrally located between St. Pete Beach and Clearwater Beach. Book your vacation now!

Guest favourite

Bungalow in Tampa

4.92 out of 5 average rating, 233 reviews

Beautiful Bungalow in the heart of Tampa!

Newly updated 1923 Adorable 2 story bungalow on a large lot in the Seminole Heights area of Tampa. Relax and unwind on our huge wrap around front porch complete with a swing and rocking chairs. We are located minutes from downtown Tampa, Ybor City, Busch Gardens and the Hard Rock Casino. This historic area is a hot spot for trendy restaurants and bars/breweries, and in under 30 minutes you can spend the day at some of the most Beautiful beaches Florida has to offer!

Guest favourite

Bungalow in Indian Shores

4.99 out of 5 average rating, 189 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!

Guest favourite

Bungalow in Indian Rocks Beach

4.95 out of 5 average rating, 168 reviews

Your private Waterfront Pool home!

BTR#1734 Fully permitted rebuilding after Helene est. done 1/15/25. 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 100+ reviews to learn more about this host, our area, our style.