Bungalow vacation rentals in Siesta Key

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Top-rated bungalows rentals in Siesta Key

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Guest favorite

Bungalow in Sarasota

5 out of 5 average rating, 29 reviews

🌴The Palm & Pine🌴 Near downtown and beaches!

Welcome to The Palm & Pine! This completely renovated bungalow in the beautiful Arlington Park neighborhood is located a short distance from all the best of Sarasota. Near shops/restaurants in Southside Village, downtown, and Pinecraft (a quaint Amish village) . Only 5 miles to Siesta Key and Lido Key! Our home is outfitted with everything you need for a relaxing beach getaway or escape from winter: a chef's kitchen, ultra high-speed Wi-Fi (great for digital nomads), and amazing screened lanai!

Guest favorite

Bungalow in Sarasota

4.88 out of 5 average rating, 90 reviews

Beach Remedy Retreat

Unwind & Refresh! Our perfect getaway is fully remodeled and our cozy retreat rests in the most ideal location for everything Sarasota has to offer! Just 2 mi. to Siesta Key Beach! Beach towels, chairs & toys provided. Grocery, restaurants and unique shops within 1.5 mi. Indulge in watching gorgeous sunsets, walks on the beach, shop or dine in the many cafes in our community. Extras for your use-hammock, outdoor grill, board games, books, large screened in patio. Family neighborhood. Enjoy!

Guest favorite

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 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.

Guest favorite

Bungalow in Sarasota

4.82 out of 5 average rating, 146 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.

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 favorite

Bungalow in Sarasota

4.82 out of 5 average rating, 228 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.

Guest favorite

Bungalow in Englewood

4.96 out of 5 average rating, 178 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.

Superhost

Bungalow in Sarasota

4.52 out of 5 average rating, 116 reviews

1. Bahia Bungalow near Downtown, Lido & Siesta Key

This bright and charming 1930's "Old Florida" bungalow is located perfectly - right between Siesta Key and Lido Beach. You can walk or bike to Southside Village restaurants and shops, Selby Garden, Sarasota Memorial, downtown, Arlington Park/Pool and the Bayfront. There are many places to walk your furry friends - Arlington Park, Bird Key Park, and the Ringling Bridge are the favorites.

Guest favorite

Bungalow in Rosemary District

4.87 out of 5 average rating, 114 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 favorite

Bungalow in Sarasota

4.97 out of 5 average rating, 180 reviews

The Sarasota Sea Turtle Cottage

Paradise found at the private Cottage in a lush and quiet area with modern amenities and decor that feels artistic and comfortable -- all at once. The location is sublime -- walking distance to vibrant downtown SRQ & short car-ride to the beach. Please see our newest luxury accommodations "The Mermaids & Corkscrew Loft". http://abnb.me/EVmg/rt4iVIO3cF.

Guest favorite

Bungalow in Sarasota

4.98 out of 5 average rating, 65 reviews

*Waterfront house with dock and heated pool

Bring your boat! Sandy Crab Retreat is a fresh, clean, chic beach house located on Philippi Creek! Newly updated three bedroom, two bathroom with a POOL & dock to fish. We are located 1.5 miles from Siesta Key, the #1 beach in USA, and only 10 mins from downtown. Lots of shopping, restaurants, and outdoor activities.

Guest favorite

Bungalow in Gulfport

4.9 out of 5 average rating, 177 reviews

Historic Gulfport Charmer

This home is a classic 1920's Florida Craftsman style bungalow. In the heart of historic downtown Gulfport, it is half a block from fabulous dining, unique boutiques and beautiful Boca Ciega bay. Just a short drive to white sand Gulf coast beaches and hip artsy St Petersburg. Dogs are welcome $100 fee.