House vacation rentals in Downtown, Sarasota

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Top-rated house rentals in Downtown, Sarasota

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Guest favorite

Home in Sarasota

4.94 out of 5 average rating, 266 reviews

Lovely guest house

Come get away from everyday life & enjoy this cozy studio located in the heart of Sarasota. This studio is a breath of fresh air- you’ll feel calm and at peace. Sparkling clean & spacious with queen-sized, comfortable bed, a full bathroom and kitchenette. A great location to have the city life, but also quiet enough to relax. Whether you’re here for business or pleasure, this cozy studio is sure to be a highlight.The studio is separate 100 feet from the main house, and It has a private entrance

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 120 reviews

The Sweet Spot! Walk to DT and Bayfront Sunsets!

Looking for the Sweet Spot in Sarasota? Look no further! This artistically updated cottage, nestled in the quiet, historic downtown neighborhood of Laurel Park is within a safe walking distance to some of the best downtown dining, shopping and arts venues. The beaches, Ringling Museum and many other SRQ attractions are just a short drive away. It's the perfect place for a couple's getaway, a "family of four" vacation, a weekend away with friends, or a long term stay. So book now and welcome!

Guest favorite

Home in Sarasota

4.85 out of 5 average rating, 180 reviews

Authentic Florida Bungalow near Downtown and Beach

Revisit the charm of old Florida in this 1943 cottage that has been lovingly restored. Relax on the indoor screened porch with a book or a game of cards. New air conditioning, beautiful quartz countertop in kitchen with newer appliances.Super comfy king size bed and full beds will sleep up to 4 in 2 bedrooms. Fabulous location with only 16 blocks to downtown, 10 minutes to St. Armands Circle, beautiful Lido Key . Directly on bus line for public transportation and 10 minutes to SRQ airport.

Guest favorite

Home in Sarasota

4.97 out of 5 average rating, 111 reviews

Sunshine House, close to Downtown Sarasota

Great location! This is a family friendly home, close to downtown and beaches, with a pool, fenced yard, and a large screened porch for lounging and having meals outside. Close to all the great things Sarasota has to offer- museums, gardens, theaters, shopping, Sarasota Bay, and beaches. The house is 1.5 miles from downtown, 10 min to St. Armands, 15 min to Lido Beach, and about 20 min Siesta Key Beach. One dog considered with a fee. Children must be supervised at all times in the pool area.

Guest favorite

Home in Sarasota

4.95 out of 5 average rating, 448 reviews

The Cottage At Central Park

There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

Superhost

Home in Sarasota

4.88 out of 5 average rating, 139 reviews

Cottage On Bay (private backyard, near beaches)

Welcome to our newly renovated, stunning mid-century modern 3-bedroom home. Explore the #1 top-rated Siesta Key Beach, just 7.9 miles away, and Lido Key Beach, a short 6.5 miles away. Discover downtown Sarasota and the fascinating Amish village of Pinecraft nearby. Indulge in ample amenities, plush bedding, and relax in the spacious backyard and screened-in lanai. Spend the day lounging by the heated, saltwater pool and experience a vacation like no other in this gorgeous rental property.

Guest favorite

Home in Downtown Sarasota

4.92 out of 5 average rating, 227 reviews

*Downtown home 10min. drive to beach; walk DT*

In the heart of Gillespie Park, this bright & spacious home is a 10 min. drive to Lido Beaches and within walking distance to downtown shops, grocery, farmer's market, opera house, restaurants, bars, live music, tennis, parks, antique shops and performing arts centers. Old Florida bungalow on the outside, inside it's a recent, modern remodel with new appliances, kitchen, bathrooms, flooring and fixtures. A banyan tree offers private, shady repose on the back deck w/ grill and dining area.

Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 131 reviews

Ruby's Place - Close to Beach, Downtown, Pinecraft

Ruby's Place is 7 miles from the white sands of Siesta Key Beach. 6 miles to Lido Key and St Armand's Circle. We are 1/2 mile from Pinecraft and 1/2 mile from the New Legacy Trail Bike and walking path. Enjoy the beaches, explore downtown Sarasota, Kayak through the mangroves, or go see the alligators at Myakka State Park. Sarasotas Best Picklball (Pompano Park Pickleball) is only 5 minutes away Our house is on The corner of a popular Street in Sarasota and on a no-through street.

Guest favorite

Home in Sarasota

4.92 out of 5 average rating, 284 reviews

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just 5-mins ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! We’ve poured our hearts & souls into this villa, it's our family business.

Guest favorite

Home in Sarasota

4.94 out of 5 average rating, 186 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown and more. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack.

Guest favorite

Home in Sarasota

4.9 out of 5 average rating, 114 reviews

Home near Lido Beach - Hot Tub + Fire Pit

*Place is ready and available post Hurricane Milton, with 5 Star reviews from recent guest Come find a space away in this 2 bedroom 2 bathroom Guest House with a backyard pergola and inflatable hot tub located less than 15 Minutes from Lido Beach in Sarasota. Enjoy all that the area has to offer, and come home to the private and peaceful ambience of an outdoor fire pit. The home is in a safe and friendly neighborhood, with the Legacy Bike Trail right around the corner

Guest favorite

Home in Sarasota

4.93 out of 5 average rating, 109 reviews

The Sunkissed Haven- cheerful 3/2 near beaches.

Unwind in this serene, stylish 3-bedroom, 2-bathroom haven drenched in sunlight and adorned with thoughtful decor. Enjoy plush bedding – a king and two queens – perfect for your family retreat. The well-equipped kitchen and fully fenced backyard make it an ideal spot for relaxation. Just 5.4 miles to Lido Beach and 7.5 miles to Siesta Key Beach, minutes from Downtown Sarasota, the Sarasota Airport, and the charming Amish Village of Pinecraft, your getaway awaits.