Bungalow vacation rentals in Siesta Key

Remodeled, Near Anna Maria Island & IMG

Unwind at this stunning, recently remodeled 1BR/1B bungalow conveniently located near hospitals & Anna Maria Island. This bright & spacious home is an ideal sanctuary for couples & individuals seeking comfort and relaxation. Enjoy the quick drive to Anna Maria Island and Longboat Key, where you can stroll along beautiful beaches and witness breathtaking sunsets. Despite being just a short distance from shops, restaurants, and the coastal gems, the area offers a peaceful and secluded atmosphere.

Sugar Sand Cottage-beach 8 miles away

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.

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!

Cheerful 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.

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

Soak up the relaxing Florida sunshine from this inviting 1969 home on Snead Island! Whether it's the oceanside air or the beachy design of this impeccably clean vacation rental, guests find themselves relaxing as soon as they arrive. Our light-filled interior includes a fully equipped kitchen and all the comforts of home. Spend time by the pool & hot tub, then head to the shores of Anna Maria Island (14 miles away) for a beach picnic just in time for sunset! (Message me about multiple pets)

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.

3BR Sarasota Retreat w/ Pool – Near Siesta Key

Great three bedroom home with a private pool and yard. Primary suite offers a king bed and ensuite bathroom, smart tv and walk-in closet. Second bedroom has a full/twin bunk. Third bedroom has a queen mattress and smart tv. There is a guest bathroom, updated kitchen, dining table for 6 and a patio set for 6 guests. Lovely home just 10-15 minutes to the beach and less than 5 minutes to shopping, dining and attractions.

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:

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.