A beach with a wooden pier extending into the turquoise sea, palm trees, and people walking on the pier.

Sarasota Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Sarasota holiday rentals

A pool area with a waterfall feature, lounge chairs, and palm trees.

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,018 reviews)
"Loved our stay"
United States
Julie anne
The price is S$226
includes taxes & fees
28 Oct - 29 Oct
Tropical Beach Resorts
An outdoor patio with a grill, white chairs, and a red umbrella.

2. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,475 reviews)
"This place was perfect!"
United States
Kat
The price is S$188
includes taxes & fees
28 Oct - 29 Oct
Hibiscus Suites - Gateway to Siesta Key
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

3. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,326 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is S$248
includes taxes & fees
28 Oct - 29 Oct
Captiva Beach Resort
A bedroom with a view of a swimming pool and outdoor seating.

4. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (202 reviews)
"The room was clean and the staff were very kind."
United States
Geraldine
The price is S$305
includes taxes & fees
2 Nov - 3 Nov
SeaSpray Resort
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

5. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (481 reviews)
"Great location and walking distance to the beach"
United States
Francesca
The price is S$247
includes taxes & fees
17 Nov - 18 Nov
Pelican Post at Anna Maria Island Inn
A modern dining area with a large table, chairs, and a patterned rug.

6. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
The price is S$498
includes taxes & fees
4 Nov - 5 Nov
Siesta Vibe Pool Walk To Crescent Beach
A patio with a sun lounger, a table with chairs, and an umbrella.

7. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
The price is S$484
includes taxes & fees
28 Oct - 29 Oct
Beach View 100ft To Beach and SPA
A hot tub surrounded by a wooden fence, with lounge chairs and an umbrella in the background.

8. PinkMango Cottage Steps to Beach&Village

PinkMango Cottage Steps to Beach&Village
2.0 star property
Siesta Key Village
The price is S$495
includes taxes & fees
31 Oct - 1 Nov
PinkMango Cottage Steps to Beach&Village
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

9. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (695 reviews)
"Enjoyed our stay"
United States
Robin
The price is S$267
includes taxes & fees
4 Nov - 5 Nov
A Beach Retreat
An outdoor patio with green metal chairs and tables, a red umbrella, and a building with balconies in the background.

10. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
Beach Tree Cottage,Walk To Beach& Siesta
A hot tub surrounded by a wooden fence, with lounge chairs and an umbrella in the background.

11. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
Yellow Palm Cottage, Heart of Siesta Key
A balcony with a table and chairs, overlooking a beach with palm trees and a blue building with an American flag.

12. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (842 reviews)
"I loved this hotel"
United States
Raisare
The price is S$454
includes taxes & fees
1 Nov - 2 Nov
Bridgewalk Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sarasota Hotel Reviews

Carlisle Inn

Carlisle Inn

10/10 Excellent
"Staff is great facility is perfect for any travel to local destinations Cookies are a nice touch"
Mark 6-night trip
Posted 1 hour ago
Carlisle Inn

Frequently asked questions

Are there holiday rentals in Sarasota?

Yes, there are holiday rentals in Sarasota close to Marie Selby Botanical Gardens, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Sarasota like the popular beaches and fascinating museums this destination is known for. While you're in the area, you can also enjoy the picturesque gardens and entertainment choices.

How many holiday rentals are there in Sarasota?

With 337 Expedia holiday rentals, you're guaranteed to find just the right place for your Sarasota stay.

What’s there to see and do in Sarasota?

Enjoy the outdoors at Lido Beach and Marie Selby Botanical Gardens, or simply take in cultural attractions like Sarasota Opera House and John and Mable Ringling Museum of Art. Marina Jack and Van Wezel Performing Arts Hall are other places to visit while you're in town.

What’s a holiday rental in Sarasota like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sarasota. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family gatherings.