Bungalow vacation rentals in Siesta Key

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Top-rated bungalows rentals in Siesta Key

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Top guest favorite

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 favorite

Bungalow in Sarasota

4.91 out of 5 average rating, 344 reviews

Pool & fenced-in yard in downtown edge bungalow

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

Superhost

Bungalow in North Port

4.63 out of 5 average rating, 49 reviews

3 bedroom bungalow with heated salt-water pool!

This 3 bedroom 2 bathroom bungalow is perfect for a getaway to relax in the sunshine and in the salt water-poolside or not! For a peaceful area, there is much to explore! Only a 15 minute drive to the world famous 'Fountain Of Youth' (hot mineral springs). Fabulous shopping a short drive away, (includes Walmart), 7 minutes to the local library, half an hour to Englewood Beach and a multitude of restaurants. Port Charlotte mall is 10 minutes away and a splash pad with playground is also nearby.

Guest favorite

Bungalow in Sarasota

4.82 out of 5 average rating, 151 reviews

Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis

This wonderful pool home is located in the heart of Sarasota and just minutes away from the world-famous Siesta Key Beach! This fantastic vacation home offers 4 relaxing bedrooms and 3 full baths - there is also a Queen-size pull out sofa in the living room. A real bonus is having two master suites! The first offers a King-size bed with an adjoining bathroom featuring a walk-in shower plus his & her sinks. The second master is appointed with a Queen-sized bed and adjoining bathroom.

Top guest favorite

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, 36 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 favorite

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.

Top guest favorite

Bungalow in Gulfport

4.97 out of 5 average rating, 216 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 favorite

Bungalow in Sarasota

4.83 out of 5 average rating, 253 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 favorite

Bungalow in Englewood

4.96 out of 5 average rating, 185 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 favorite

Bungalow in Rosemary District

4.88 out of 5 average rating, 128 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.

Superhost

Bungalow in Pass-a-Grille Beach

5 out of 5 average rating, 5 reviews

1908 Beachfront Historic Bell Bungalow

This fun island-themed beachfront bungalow, a relaxing getaway from the grind of the real world, is located in the timeless Pass-a-Grille historic district of St. Pete Beach just steps away from the beach! During the high season in FL, we require 30-day stays at the bungalow. During the low season, two-week stays or longer are preferred.