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.

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Guest favorite

Bungalow in Nokomis

5.0 out of 5 average rating, 24 reviews

Nokomis Beach Cottage. 2 Blocks to Beach. 2BD/1BA

Prepare to be amazed by Poco Tortuga, the ultimate destination for relaxation and exploration! Nestled just a short stroll away from the stunning Nokomis beach, this hidden gem offers you the perfect getaway to unwind and indulge in a truly fulfilling vacation experience. Immerse yourself in the lifestyle of Florida living. Whether you're seeking solace by lounging beach side, embarking on thrilling adventures, or simply basking in the beauty of nature, this remarkable escape has got you covered

Sep 4 – 11

G$35,063 GYD per night

Guest favorite

Bungalow in Sarasota

4.92 out of 5 average rating, 309 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.

Jan 23 – 30

G$45,285 GYD per night

Guest favorite

Bungalow in Sarasota

4.94 out of 5 average rating, 127 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.

Oct 15 – 22

G$72,318 GYD per night

Guest favorite

Bungalow in Bradenton

4.95 out of 5 average rating, 102 reviews

Sugar Sand Cottage

Charming 2 Bedroom, 1 Bath bungalow centrally located in Sunny Bradenton Florida. The Sugar Sand Cottage is 8.4 miles from the beach! Anna Maria Island, Coquina, and Manatee Beaches are some of the best beaches! The downtown life is 2 miles away. The bus stop is less than a quarter mile away. Watch Spring Training at LECOM PARK which is 0.9 miles away. PUBLIX is 1.9 miles away. Walmart is 3.3 miles away. I follow cleaning guidelines set by Airbnb between stays for your security and comfort!

Dec 9 – 16

G$42,177 GYD per night

Guest favorite

Bungalow in Sarasota

4.81 out of 5 average rating, 129 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.

Oct 27 – Nov 3

G$64,141 GYD per night

Guest favorite

Bungalow in Gulfport

4.89 out of 5 average rating, 196 reviews

Historic Bungalow in the Heart of the Art District

Truly historic bungalow in excellent location to everything Gulfport has to offer. You can read the rich history upon entering the bungalow - formerly the ‘White House’ (named after the family that once lived there). This home has newer furniture & appliances with plenty of living space. There are 2 queen size bedrooms along with a queen sofa to accommodate up to 6 guests comfortably. Also has a large private deck with umbrella table that seats six comfortably for outdoor dining.

Aug 5 – 12

G$43,370 GYD per night

Guest favorite

Bungalow in Anna Maria

4.88 out of 5 average rating, 121 reviews

Bay Breeze Cottages #2

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.

Dec 7 – 14

G$61,512 GYD per night

Guest favorite

Bungalow in Bradenton Beach

4.92 out of 5 average rating, 83 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!

Oct 28 – Nov 4

G$80,597 GYD per night

Guest favorite

Bungalow in Osprey

4.77 out of 5 average rating, 319 reviews

Osprey,Buttonwood Cottage.Hot tub -patio.Sublime !

Floridian Tiny Cottage! Buttonwood Cottage is wonderfully located central to the downtowns and beaches of Sarasota and Venice with a private patio space and hot tub. 15 minutes away for the number 1 beach in USA "Siesta Key" . You'll feel that you stepped back in time upon arrival to our charming homestead. I follow Airbnb’s enhanced cleaning protocol, which was developed with expert guidance. Here are a few highlights:

Mar 13 – 20

G$26,639 GYD per night

Guest favorite

Bungalow in Englewood

4.96 out of 5 average rating, 169 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.

Nov 7 – 14

G$24,043 GYD per night

Guest favorite

Bungalow in Sarasota

4.97 out of 5 average rating, 172 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.

Jul 30 – Aug 6

G$23,117 GYD per night

Guest favorite

Bungalow in Sarasota

4.98 out of 5 average rating, 59 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.

Jul 31 – Aug 7

G$64,000 GYD per night