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, 292 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.

9–16 Jul

$139 SGD per night

Guest favourite

Guest suite in Indian Beach-Sapphire Shores

4.98 out of 5 average rating, 193 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!

27 Jun – 4 Jul

$174 SGD per night

Guest favourite

Guest house in Sarasota

5.0 out of 5 average rating, 101 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

23–30 Sep

$184 SGD per night

Guest favourite

Cottage in Sarasota

4.94 out of 5 average rating, 138 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.

4–11 Sep

$159 SGD per night

Guest favourite

Guest house in Sarasota

4.91 out of 5 average rating, 114 reviews

Perfect Florida location: Craftsman Carriage House

Beautiful, new construction in downtown Sarasota designed to match and complement our historic 1920s bungalow main house, which can be booked separately on AirBnB. The 1BR/1BA carriage house apartment has all modern amenities, with a dedicated garage parking spot and a lovely outdoor porch. The carriage house features Craftsman-style details and is available for short- or long-term stays. Locally-based property management team on-call to ensure a pleasant stay.

13–20 Aug

$105 SGD per night

Guest favourite

Guest suite in Sarasota

4.91 out of 5 average rating, 273 reviews

Siesta Keys stylish and affordable Airbnb.

Relax while you stay in a colorful and warm Siesta Key/Sarasota neighborhood home that is only minutes from the famous Siesta Key beach. Enjoy your private, safe, and comfortable suite while being in close reach to all that Florida has to offer. Your suite is spacious and accommodating, wether your an individual, couple, family, or group of friends we have the space and amenities for you to maximize both your comfort and fun time while here in Florida :-)

19–26 Jul

$137 SGD per night

Guest favourite

Guest house in Sarasota

4.99 out of 5 average rating, 129 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!

7–14 Dec

$188 SGD per night

Guest favourite

Guest house in Sarasota

4.86 out of 5 average rating, 371 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

2–9 Dec

$159 SGD per night

Guest favourite

Townhouse in Sarasota

4.96 out of 5 average rating, 139 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.

13–20 Jun

$147 SGD per night

Guest favourite

Flat in Sarasota

4.92 out of 5 average rating, 251 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

$119 SGD per night

Guest favourite

Cottage in Sarasota

4.9 out of 5 average rating, 175 reviews

"Honeybee Hideaway" Cozy Cottage Near SIESTA KEY

Experience the Honeybee cottage, a classic coastal retreat in historic Sarasota, minutes from Siesta key Beach. Enjoy, cozy vibes, modern amenities, fast, Wi-Fi, and shared laundry facilities. Embrace, tranquility and convenience in this charming oasis, combining rich history, with world-class beaches for a memorable getaway.

2–9 Aug

$161 SGD per night

Guest favourite

Guest house in Rosemary District

4.98 out of 5 average rating, 130 reviews

The Mermaid and Corkscrew Loft

Summer specials being offered for longer term stays. Downtown Sarasota Luxury at "The Cork Screw Loft". Located in a quiet area with modern amenities and decor that feels whimsical and sophisticated -- all at once. The location is sublime -- walking distance to vibrant downtown SRQ & short car-ride to the beach.

26 Jun – 3 Jul

$182 SGD per night