Bungalow vacation rentals in Siesta Key

Find and book unique bungalows on Airbnb

Top-rated bungalows rentals in Siesta Key

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

0 of 0 items showing

1 of 3 pages

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

4.94 out of 5 average rating, 152 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 favorite

Bungalow in Sarasota

4.82 out of 5 average rating, 147 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 Bradenton

4.96 out of 5 average rating, 117 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 Bradenton Beach

4.89 out of 5 average rating, 91 reviews

Bougie Bungalow at the Beach

This beautiful Anna Maria Island bungalow is COVID compliant, super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!

Superhost

Bungalow in Sarasota

4.52 out of 5 average rating, 118 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, 115 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, 66 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.