Bungalow vacation rentals in Siesta Key

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Top-rated bungalow rentals in Siesta Key

Guests agree: these bungalows are highly rated for location, cleanliness, and more.

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Guest favourite

Bungalow in Sarasota

4.92 out of 5 average rating, 330 reviews

Pool & fenced-in yard in downtown edge bungalow

This 2 bed-2 bath house is a homey Florida bungalow with cypress wood floors and lots of natural light, located in a quiet neighbourhood on the downtown core edge. Enjoy a spacious and 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.

Guest favourite

Bungalow in St. Petersburg

4.98 out of 5 average rating, 49 reviews

Entire Bungalow, On-Site Parking, Bright, Charming

Historic 1900 Romantic Bungalow restored to its original beauty. Offering upscale furnishings, beautiful hardwood floors, mahogany ceiling beams & built ins. Open LR / DR concept, 2 Cozy Bedrooms & 2 Full Baths. Fully equipped Kitchen, Washer/Dryer. Private Deck & Patio w/ Grill. Off Street Parking /2 sm cars. In Historic Uptown, walking distance to Great Restaurants, Coffee Shops & 2 Parks. Close to downtown, beach, galleries, museums. Interested in Real Estate, Partner Vikki can help you.

Guest favourite

Bungalow in Sunset Beach

5 out of 5 average rating, 9 reviews

Steps to the beach bungalow #11

Perfect opportunity to experience paradise in a amazing bungalow located in a privileged location! Steps away from the stunning Sunset Beach, surrounded by restaurants, bars, supermarket and shops. Offering you comfort for 6, this unit is fully-equipped w/ everything you may need, including 2 queen bed, sofa-bed, kitchen and free parking. Enjoy the year-round pool or take a relaxing walk along the beach. Treat yourself to an unforgettable relaxing stay by booking this unforgettable unit today!

Guest favourite

Bungalow in Sarasota

4.94 out of 5 average rating, 148 reviews

West of Trail Home Near SMH, Siesta & Lido Key

This renovated, mid-century home - rarely available in Cherokee Park/West of Trail area - is safely situated among multi-million dollar homes and gorgeous large oaks. No need for a car with biking distance to Siesta Key, downtown Sarasota, Sarasota Memorial Hospital and Bayfront Park. Walk to Southside Village shops & restaurants, or Selby Gardens. Take a stroll in this walkable neighborhood to see the sun set over the water down the street. This 2/2 home makes for the vacation of a lifetime.

Guest favourite

Bungalow in Historic Old Northeast

5 out of 5 average rating, 9 reviews

Close to Everything-Extended Stayers 30+days

This special place is close to everything, making it easy to plan your visit. 2 bedroom 1 bath cozy bungalow nestled in the highly desirable Old NE Neighborhood. Has everything needed to stay, short or long term. Located in a residential area with working Professionals. Private driveway & fully fenced backyard w/ patio. 2 bikes, inflatable paddle board, beach chairs. Sidewalks throughout the neighborhood. Close to dining, shopping, hospitals, water, activities, museums, & more. 30+ day stays..

Guest favourite

Bungalow in Historic Old Northeast

4.86 out of 5 average rating, 388 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. Newly renovated bathroom. Ceiling fans, full kitchen, many windows for light & charm. We think you will love it!

Guest favourite

Bungalow in Gulfport

4.91 out of 5 average rating, 132 reviews

Shady Paradise Close to All!

Totally remodeled 1960's bungalow with retro old Florida furnishings, two bedrooms with comfy new mattresses on 3 beds, and a foldout bed to sleep extra guests. Comes equipped with everything you need for a great vacation! Full kitchen, dining area, and private yard with mature trees. Free laundry facilities on site. Perfect for families- and pets are welcome too! Parrot Park is a shady and quiet vacation retreat, located a short walk from restaurants, nightlife and Gulfport beach!

Superhost

Bungalow in Anna Maria

4.88 out of 5 average rating, 136 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 Englewood

4.96 out of 5 average rating, 177 reviews

TROPICAL OASIS, MINUTES FROM THE BEACH!!

This charming 2 bedroom/2 bathroom, dog friendly home in Englewood is located 2 miles away from our beautiful Manasota Beach. Call this your home away from home, as you will find a flat screen TV, Dish, free wireless internet and a gas grill, washer/dryer, and a fully equipped kitchen. Bring your boat (boat ramp is located in the neighborhood), bathing suits, beach towels and sunscreen. We have the rest ready for you.

Guest favourite

Bungalow in Rosemary District

4.87 out of 5 average rating, 112 reviews

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

Our 2BR/2BA bungalow is fully renovated and spotlessly maintained. You can walk downtown, visit parks, explore art, dine at fine restaurants, and enjoy views of Sarasota Bay. The shops at St. Armand's Circle & beaches of Lido Key are 5 miles away. You’ll love our neighborhood and our home. A detached carriage house/garage apartment available for separate rental.

Guest favourite

Bungalow in North Downtown

4.93 out of 5 average rating, 362 reviews

Fun Urban Oasis: Bohemian Bungalow - Prime St Pete

1920's Key West vibed Bungalow, open concept, loads of outdoor living space, in the heart of St Pete's downtown Historic District. 2 bedrooms w/queen beds, 1.5 bathrooms (plus memory foam mattress, couch & air mattress) Netflix, Hulu, Amazon Prime, Disney Plus, & HBOMax on 55" 4K TV Pack’n play upon request Recommended stay of 30+ days

Guest favourite

Bungalow in Sarasota

4.89 out of 5 average rating, 46 reviews

Majestic Sarasota Bungalow

Centrally located modern bungalow with high speed internet, lush tropical landscaping and a short drive to some of Floridas top beaches. Relax in this classic old Florida charmer. Experience Sarasota while enjoying easy access to The Ringling Museum, Jungle Gardens, Selby Gardens and St.Armand’s Circle.