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, 268 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, 121 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

4.84 out of 5 average rating, 182 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

4.96 out of 5 average rating, 142 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

Guest favorite

Home in Sarasota

4.95 out of 5 average rating, 450 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!

Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 224 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

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.

Superhost

Home in Sarasota

4.78 out of 5 average rating, 135 reviews

Comfortable + Functional Private Studio Apartment

This comfortable, clean, and private studio apartment is the perfect spot to relax- whether you're here on business or you've spent the whole day on the beach! Recently remodeled with a dining table to take your meals, hot water, a comfortable bed, and well equipped kitchenette, you will be lacking nothing here. This apartment is a guest suite attached to the main living area of the home and is completely private, however there is a resident who lives in the main part of the home.

Guest favorite

Home in Sarasota

4.94 out of 5 average rating, 187 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.

Superhost

Home in Sarasota

4.91 out of 5 average rating, 230 reviews

Cozy Getaway Home in Sarasota Near Beaches & More!

Escape to our peaceful home in Sarasota. Conveniently situated near our famous beaches, UTC, Benderson Park, downtown, and only within a mile of grocery stores and other shops. Enjoy outdoor moments on the patio and spacious yard. Modern amenities include high-speed internet, smart TVs, and a well-equipped updated kitchen and workspace. Washer/dryer on-site as well. Your gateway to relaxation and Sarasota's charm awaits! Please reach out if you have any further questions.