Bungalow holiday rentals in Siesta Key

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Top-rated bungalow rentals in Siesta Key

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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.

Top guest favourite

Bungalow in Gulfport

5 out of 5 average rating, 22 reviews

Luxury Bungalow in Gulfport-Close to the beaches

Newly constructed in 2014, this beautifully appointed bungalow will delight you the moment you arrive!! It is decorated in casual, coastal style with all of the charm of a traditional cottage and the modern amenities of a new home. High ceilings, hardwood floors, and lots of windows offer a spacious and luxurious feel. Located in the heart of Gulfport's Beach & Art District, just three blocks from the beach and two blocks from Beach Blvd where you will find Gulfport's many restaurants and shops.

Guest favourite

Bungalow in St. Petersburg

4.96 out of 5 average rating, 55 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.

Superhost

Bungalow in Englewood

5 out of 5 average rating, 13 reviews

Water's Edge Boaters' Bungalow on Lemon Bay #2

A tranquil retreat, this bungalow is optimal for up to four guests. Located on Lemon Bay, there is easy access to the Gulf of Mexico through Stump Pass, or enjoy fishing and boating on the beautiful bay. There is ample dockage for your boat, and ramps are located across the street at Ainger Creek Park. Adjacent the bungalow is a marina for all of your boating and fishing needs. In addition to the exceptional fishing and boating opportunities, unique shops and fabulous restaurants are close by.

Superhost

Bungalow in Gulfport

4.9 out of 5 average rating, 133 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!

Top guest favourite

Bungalow in Bradenton

5 out of 5 average rating, 13 reviews

Coastal Bungalow by the Marina Downtown!

Welcome to our charming Coastal Bungalow in the heart of downtown Bradenton! This eclectic retreat offers a cozy, artsy atmosphere with vibrant décor and unique furnishings. Perfectly situated, you're just steps away from local cafes, boutiques, and the scenic Riverwalk. Relax at the marina close by, enjoy the serene surroundings, and immerse yourself in the local culture & cuisine. Whether you're seeking adventure or tranquility, our bungalow is your perfect home away from home!

Superhost

Bungalow in Siesta Key

4.83 out of 5 average rating, 35 reviews

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. A resort with something for everyone. The Sunset Bungalow's airy one bedroom space; has an open floor plan connecting a welcoming living room and full-kitchen. With a king-size bed, bathroom, kitchen and a veranda, you'll feel at home. The Sunset is fully stocked with linens, care essentials, plus eating & cooking utensils. An additional single-roll-away-bed allows accommodations for three guests.

Guest favourite

Bungalow in Bradenton

4.94 out of 5 average rating, 124 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.

Superhost

Bungalow in Historic Old Northeast

4.85 out of 5 average rating, 402 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!

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Bungalow in St. Petersburg

4.89 out of 5 average rating, 80 reviews

Rustic Private Bungalow

This charming Florida bungalow offers a blend of classic appeal and modern updates, tucked away on an oversized lot for added privacy. Located in a peaceful and secure neighborhood, the home boasts a spacious backyard teeming. Guests can also enjoy access to a cozy garden. Conveniently positioned, the home is just a 5-minute drive to downtown and only 15 minutes from St. Pete Beach, one of the top-rated beaches in the U.S. Private parking and laundry on-site.

Top guest favourite

Bungalow in Englewood

4.96 out of 5 average rating, 184 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, 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

4.88 out of 5 average rating, 127 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.