Bungalow vacation rentals in Sarasota

A clear glass bowl filled with sand and seashells is displayed on a mosaic-topped table. In the background, a screened patio reveals a glimmering pool surrounded by greenery, inviting relaxation and outdoor enjoyment.

4.91 out of 5 average rating, 352 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.

4.94 out of 5 average rating, 127 reviews

Bungalow in Bradenton

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 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.

A cozy living area features a blue armchair adorned with decorative pillows, positioned near a light-filled entry. The open layout includes a kitchen bar with high-backed chairs, illuminated by pendant lighting. Artwork adorns the walls, adding a touch of character to the space.

4.82 out of 5 average rating, 158 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.

4.97 out of 5 average rating, 222 reviews

A detailed exterior plot plan displays the layout of the property, including a spacious yard outlined by greenery. The arrangement features the apartment's division from the landscaped areas and the driveway, highlighting the separate entry points and outdoor spaces available for guests.

Bungalow in Gulfport

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

A bright living area showcases a comfortable sectional sofa adorned with textured pillows. A wooden console table holds a television, framed by decorative pieces. Natural light streams through large windows, enhancing the calm ambiance created by the blue accent wall and stylish decor.

4.84 out of 5 average rating, 257 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.

Superhost

A spacious outdoor patio area features a comfortable sectional sofa, a white coffee table, and large umbrellas for shade. The space is illuminated by soft outdoor lighting, with a view of the private hot tub visible beyond. Lush greenery enhances the inviting atmosphere.

4.83 out of 5 average rating, 48 reviews

Gorgeous Sarasota Private Home with Heated Pool

The Kind Edward Sarasota is a spacious, well-laid out 3 bedroom, 2 bathroom, private home with everything you need to have a wonderful vacation with fabulous memories. Relax at the end of the day in the private hot tub and heated pool, or take a short walk to Arlington Park. Head to downtown Sarasota which includes great restaurants and nightlife, only 7 minutes away. For the beach lover, St. Armands Circle, Siesta Key Beach and Lido Beach are all under 15mins away.

Bungalow in Historic Old Northeast

A spacious enclosed porch features two wicker chairs with blue cushions, complemented by a small table. Natural light filters in through large windows, illuminating the area. A woven blue rug adds a cozy touch, enhancing the relaxing space for morning coffee or evening relaxation.

4.85 out of 5 average rating, 407 reviews

'Ole' Florida Cottage - Historical Old NE

This is our 1921 cottage with old Florida charm -GREAT LOCATION! A block from the Bay Beach, parks, and four blocks from downtown St. Petersburg & the Vinoy. A short walk to great restaurants, cafés, bars, galleries, & museums. This clean, charming cottage includes a large enclosed porch with large wicker chairs to relax and enjoy your morning coffee or evening cocktail. Ceiling fans, full kitchen, many windows for light & charm. We think you will love it!

Superhost

A serene outdoor space is highlighted by a saltwater pool, surrounded by lush tropical plants. A shaded seating area features comfortable white sofas and a glass table, offering relaxation near the water. The ambience is enhanced by a decorative Buddha statue and various potted plants.

Bungalow in Gulfport

4.9 out of 5 average rating, 42 reviews

GulfPort Paradise, Bali-like Oasis with Pool

The PERFECT vacation suite. If you’re looking for a quiet, comfortable, boho-modern house, this is the place for you. Perfect for guests that want to experience living like a Gulfport local with chill vibes. The location couldn't be better for exploring everything that the area has to offer. Nestled in the adorable town of Gulfport, the property is just a 1 block walk from the Marina and waterfront of Boca Ciega bay.

4.96 out of 5 average rating, 191 reviews

A collection of kitchen utensils in aqua tones is organized in a clear glass jar. A decorative dish shaped like a shell sits nearby, holding wooden cooking utensils. A framed sign with a beach-themed quote is positioned against the wall, enhancing the coastal ambiance.

Bungalow in Englewood

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.

4.99 out of 5 average rating, 139 reviews

A laundry area is situated alongside a pink wall, featuring a stacked washer and dryer unit. The space is well-lit with soft illumination from overhead lights. A hallway extends in the background, leading to the entrance of the bungalow.

Bungalow in Punta Gorda

Charming Pink Bungalow w/ King bed, Punta Gorda

🍍Charming Keywest Bungalow. Only good vibes under this roof, such a beautiful spot for wasting away again in Punta Gorda Ville🍹... Kick back and get your mind right and lounge on the front porch, or relax inside while jammin to your favorite Jimmy Buffett album in the safe protection of the 175mph rated impact windows. Hurricane Milton didn't even leave a scratch🌀

Bungalow in Rosemary District

4.87 out of 5 average rating, 131 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.