
Bungalow vacation rentals in Siesta Key
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Top-rated bungalows rentals in Siesta Key
Guests agree: these bungalows are highly rated for location, cleanliness, and more.

Pool & fenced-in yard in downtown edge bungalow
MESSAGE ME FOR SPECIAL RATES. This 2 bed-2 bath house is a homey Florida bungalow with wood floors and lots of natural light in a quiet neighborhood on the downtown core edge. Spacious and private fenced-in backyard with pool, covered grill and eating area. 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.

Sugar Sand Cottage-beach 8 miles -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 on the island. This house is privately owned. Security cameras onsite.. By accepting this reservation, you accept all risk of injury while on property and will not hold owner responsible.

Downtown Bungalow - Beaches, Dining, Attractions
Welcome to The Shady Place! This charming, family-friendly bungalow is a quiet, private oasis in the heart of downtown. Here, you’ll be close to all area beaches including world-famous Siesta Key-rated by Trip Advisor as the #1 beach in the US, SRQ airport, golf courses, Legacy Trail, UTC mall, Mote Aquarium, Bayfront Marina, The Bay park, St. Armands Circle, Robarts Arena, Ed Smith Stadium-spring training home of the Baltimore Orioles, & Downtown Sarasota’s restaurants, activities & nightlife.

Bougie Bungalow at the Beach
This newly renovated, completely private, comfortable Anna Maria Island bungalow is 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!

Charming 3BR Home•Walk Downtown•Close to Lido Key
Relax Near the Bay-Ideal for Families & Professionals Welcome to Bayview Bungalow-your stylish Sarasota retreat just steps from the bay! This 3-BR, 2-bath home is perfect for families and professionals. Enjoy: •A fully stocked kitchen •Free driveway parking •Fenced yard with BBQ •Beach gear & supplies included Walk across the street to Bay Park, grab coffee at a nearby café, or catch a show at Van Wezel Performing Arts Center. Minutes from Lido Key, St. Armands, and downtown hotspots.

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. Featuring a bright and airy one bedroom space; experience an open floor plan connecting a welcoming living room and full-kitchen. With a king-size bed and private bathroom you'll feel at home. The Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. An additional queen sofa-bed allows accommodations for three guests.

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.

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!

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

Charming Mid-Century Retreat by Arlington Park 1
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.

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:

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.
Popular amenities for Siesta Key bungalows rentals
Private bungalow rentals

Luxurious 3 Bed Room Home, Private Pool

Sarasota Luxury house, 3BD, Siesta Key Beach

Beach Bayou

The Starfish Bungalow

Warm Mineral Springs' House (Cozy House)

M’s sweet and easy art space @ Beezys place

Island Home 5 min to Park, 25 min to Beach, Pool

BarefootBeachBungalow@Ramblers Rest Resort!
Other bungalow vacation rentals

Latitude Adjustment! Hot tub Bungalow St Pete!

Sunny Poolside Retreat in Venice Florida!

3BR Sarasota Retreat w/ Pool – Near Siesta Key

Cheerful bungalow in Anna Maria

Large Luxury Sarasota Home, Close to the Beach!

Beautiful Modern /3-bedroom/Heated saltwater Pool

Beach Remedy Retreat

Private pool and spa home a mile to Siesta Beach
Quick stats about bungalow rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at € 182 per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siesta Key rentals

5 Average rating
Siesta Key stays are highly rated by guests—averaging 5 out of 5!
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- Bungalow rentals Florida
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Manasota Key Beach
- Englewood Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Don CeSar Hotel




