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 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.

22–29 Jun

$152 SGD per night

Guest favourite

Guest suite in Sarasota

4.98 out of 5 average rating, 106 reviews

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

26 Aug – 2 Sep

$150 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!

17–24 Sep

$155 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!

28 Aug – 4 Sep

$123 SGD per night

Guest favourite

Guest house in Sarasota

5.0 out of 5 average rating, 103 reviews

Magical Guesthouse 1 mi from SRQ airport

Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

11–18 Sep

$185 SGD per night

Guest favourite

Cottage in Sarasota

4.94 out of 5 average rating, 140 reviews

Sea-esta Cottage-cheerful 2bd/1ba w/ free parking

Experience ultimate relaxation in this serene and stylish rental. A brand new home in the heart of Amish Village, Pinecraft. Two cozy bedrooms with plush bedding and soothing coastal decor. Sip your coffee on the front porch, immersed in the tranquility of this idyllic neighborhood. Take a short walk to Yoder's Fresh Market & Restaurant, Coastal 98 Cafe, and the Pinecraft Ice Cream Shop. Just 6 miles to Siesta Key and 7 miles to Lido Beach for endless coastal adventures.

19–26 Sep

$164 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!

15–22 Aug

$180 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.

16–23 Sep

$134 SGD per night

Guest favourite

Guest suite in Sarasota

4.97 out of 5 average rating, 351 reviews

Adorable studio close to Siesta beach!

Come stay in this private studio with its own fenced in patio in the back! Has shared washer and dryer. New Queen bed ,pullout couch (twin). gas grill,toaster oven/airfryer, microwave , hot plate for cooking and full fridge plus ac unit. Rainfall showerhead and river stones on shower floor. beach chairs ,towels available. Off street parking in driveway. The famous, huge fresh market " Detweilers" is only 1.5 miles away

23–30 Sep

$124 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

24 Apr – 1 May

$155 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.

19–26 Jun

$149 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.

28 Aug – 4 Sep

$116 SGD per night