Holiday rentals in Sarasota

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Top-rated holiday rentals in Sarasota

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Sarasota

4.89 out of 5 average rating, 111 reviews

Downtown privacy, beaches and nightlife all around

For the couple (or individual) who wants a fabulous private home and is in a centrally-located space in downtown Sarasota. Where the beaches meet the nightlife (Legacy Trail is 5 short blocks away, pickle ball 3 and Robarts Arena 2), this separate In-Law Suite has its own entrance, private patio and lots of space (1,000 sq. feet). 2 bikes and beach items for use are: chairs, umbrellas, noodles and coolers. The washer/dryer is attached, high-speed internet/cable; there is a gas grill, 2 tvs

20–27 Jul

$173 SGD per night

Guest favourite

Guest suite in Indian Beach-Sapphire Shores

4.97 out of 5 average rating, 293 reviews

Mid-Century Suite w/ Private Entrance

Cute master suite w/ private bathroom and private entrance through backyard (no access to main house- think "mother in law suite"). Private and no access to rest of home. Self check in w/ coded lock. Lanai has washer/dryer and seating area. Mini fridge (w/ small freezer), microwave and nespresso machine, water kettle. Filtered water provided. TV w/ Netflix. Wifi. Queen bed. Small desk. Private full bathroom w/ bidet. Also has outdoor sink and shower (cold only). Controllable a/c unit in room.

29 Jun – 6 Jul

$156 SGD per night

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 129 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.

26 Sep – 3 Oct

$180 SGD per night

Guest favourite

Guest suite in Sarasota

4.98 out of 5 average rating, 194 reviews

The Sapphire Suite 1Bed/1Bath

Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renovated living area complete with all necessities such as wifi, an outdoor patio and your own free parking. The suite is located MINUTES away from all of Sarasota's famous hotspots! It is down the street from Jungle Gardens. A 10minute walk to The Ringling Museum. 10minute drive to Downtown, 15 minute drive to both Siesta Key and St. Armand's Circle. It could not be located more ideally!

29 Jul – 5 Aug

$173 SGD per night

Guest favourite

Guest house in Sarasota

4.93 out of 5 average rating, 371 reviews

Clean and Modern Sarasota Studio w/ Beach Gear!

Our studio is private, comfortable, stylish, & efficient. Whether you are coming for business or leisure, we are sure you will have everything you need. Our home is newer (built in 2020) and we designed this space specifically with Airbnb guests in mind. Our neighborhood is central to almost all of Sarasota! We were born and raised here, and in our opinion this area is central to everything! Whether you are headed to Siesta, Myakka State Park, or UTC mall, you won't be driving for long!

17–24 Aug

$112 SGD per night

Guest favourite

Guest house in Sarasota

4.89 out of 5 average rating, 168 reviews

Supercute Beach Themed Retreat Free Parking Wi-FI

Come and enjoy our newly remodeled 400 square foot laid back beached themed guest house. Located just 1.5 miles away from Sarasota/ Bradenton airport, and less than 10 miles away from our world famous beaches. Whether you are a single person in search of a long term stay or a family looking for a short vacation, we have the place for you. Our guest area is attached to our main residence and has a private entrance. Enjoy our shared swimming pool and outside patio areas.

3–10 Sep

$141 SGD per night

Guest favourite

Guest house in Sarasota

4.99 out of 5 average rating, 131 reviews

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

16–23 Aug

$184 SGD per night

Guest favourite

Guest suite in Arlington Park

4.91 out of 5 average rating, 135 reviews

★PRIVATE★ZEN STUDIO ★1 BLOCK TO SIESTA DRIVE

Japanese inspired relaxing 1 room studio attached to a home. Enjoy your own private entry which includes a large enclosed outdoor patio with Zen Rock Garden. Mini Kitchen for light cooking. The plush queen bed is a guest favorite for comfort! Listing price reflects the size (Charming 210sqf) without sparing comfort, quality, or location. Minutes drive to picturesque downtown Sarasota, and a few minutes more to Siesta Key & Lido Beaches.

18–25 Sep

$137 SGD per night

Guest favourite

Guest house in Sarasota

4.97 out of 5 average rating, 235 reviews

Casita Lantana, a 1925 cottage in a Tropical Oasis

Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area offers. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.

27 Sep – 4 Oct

$193 SGD per night

Guest favourite

Guest house in Sarasota

4.86 out of 5 average rating, 372 reviews

The Cottage, very close to Siesta Beach!

The cottage was built in 1926 and is in a Historic Neighborhood. Our location is a 10 min car ride or 25 min bike ride to the #1 Rated Siesta Key Beach and a short stroll to popular eateries and shopping areas. The cottage is cozy and has all the essentials of home. Private entrance, backyard, kitchenette with a full fridge. Ideal for 2 people but can accommodate more. Dogs welcome

29 Nov – 6 Dec

$158 SGD per night

Guest favourite

Townhouse in Sarasota

4.96 out of 5 average rating, 140 reviews

Upgraded, spacious duplex in Sarasota!

Welcome to our home in Sarasota which is back on Airbnb after a 3 year hiatus! It's a beautiful, comfortable and well designed space, close to everything Sarasota has to offer. You are close to all the beaches, downtown Sarasota, SRQ Airport, Ringling museum and did I say beaches! I absolutely loved living here and I hope you find Sarasota to be a really enjoyable place.

17–24 May

$153 SGD per night

Guest favourite

Flat in Sarasota

4.92 out of 5 average rating, 252 reviews

The Tangerine Apart (Near Downtown/ Spacious)

Escape to this delightful attached apartment with private entrance and parking. Enjoy a bright, spacious interior with a small kitchen and dishwasher. Explore downtown Sarasota, Siesta Key (7.2 mi), and Lido Beach (5.7 mi). Access Pinecraft and Amish dining. Accommodate guests with a queen mattress and comfy couch. Your Sarasota retreat awaits.

24–31 Aug

$118 SGD per night