Search Holiday Rentals in Sarasota

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Sep - 7 Sep
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Top Holiday Rentals in Sarasota

Our top choices for Sarasota holiday rentals

Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2165)
"Bed comfort , great location, friendly staff. "
Hibiscus Suites - Gateway to Siesta Key
Tiny House Siesta
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services

Tiny House Siesta

2.0 star property
8.4 out of 10, Very good, (314)
"Super helpful staff."
The price is 2.108.640 ₫
3.871.990 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Tiny House Siesta
Tropical Beach Resorts
Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4903)
"Very Nice Resort!"
The price is 3.674.305 ₫
4.747.339 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Tropical Beach Resorts
SeaSpray Resort
Deluxe Suite, 2 Bedrooms | Living area

SeaSpray Resort

4.0 star property
9.4 out of 10, Exceptional, (21)
"Renovated resort, a block away from the beach, very clean and friendly staff. Would stay there again. "
The price is 5.523.661 ₫
6.241.737 ₫ total
includes taxes & fees
1 Sept - 2 Sept
SeaSpray Resort
Pelican Post at Anna Maria Island Inn
Exterior

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (294)
"Place was very clean and perfect location for the beach/surrounding restaurants."
The price is 5.256.312 ₫
6.652.389 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Pelican Post at Anna Maria Island Inn
The Ringling Beach House
Front of property

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (319)
"We loved the Villa!! It was spacious and stocked with every kitchen item you can imagine. "
The Ringling Beach House
Seabreeze at Anna Maria Island Inn
Exterior

Seabreeze at Anna Maria Island Inn

3.0 star property
9.0 out of 10, Wonderful, (32)
"Awesome place to stay "
The price is 6.500.410 ₫
8.226.917 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Seabreeze at Anna Maria Island Inn
Captiva Beach Resort
Front of property – evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1124)
"Everything was great and a walking distance to the beach❤️❤️❤️❤️❤️. Everyone was very friendly and kind, thank you so much."
Captiva Beach Resort
Sea Club I Beach Resort
On the beach, white sand

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (320)
"just an amazing staff and clean rooms! it was paradise will go back next year for sure!!"
Sea Club I Beach Resort
Bridgewalk Resort
Outdoor pool, pool umbrellas, pool loungers

Bridgewalk Resort

3.5 star property
9.2 out of 10, Wonderful, (737)
"Very nice rooms and location "
The price is 7.045.493 ₫
7.961.408 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Bridgewalk Resort
Kon Tiki Inn
Exterior

Kon Tiki Inn

2.0 star property
10.0 out of 10, Exceptional, (227)
"We love everything about this place Debbie and her husband are awesome from check in to check out this is a 5 star resort and we will be back many more times"
The price is 3.668.506 ₫
4.145.413 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Kon Tiki Inn
Siesta Palms By the Beach
Garden

Siesta Palms By the Beach

3.5 star property
9.2 out of 10, Wonderful, (126)
"An outstanding experience — a place that leaves you with a strong desire to return."
Siesta Palms By the Beach
The Residences at Siesta Key Beach by Hyatt Vacation Club
Property amenity

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (282)
"Great location. Everyone was very friendly and accommodating!"
The price is 12.968.136 ₫
15.994.297 ₫ total
includes taxes & fees
25 Aug - 26 Aug
The Residences at Siesta Key Beach by Hyatt Vacation Club
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sarasota Hotel Reviews

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

10/10 Excellent
"Never disappoints"
Evelyn A 2-night trip
Posted 15 hours ago
Hibiscus Suites - Gateway to Siesta Key

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 entertainment choices this destination is known for. While you're in the area, you can also enjoy the picturesque gardens and fascinating museums.

How many holiday rentals are there in Sarasota?

With 1686 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 Van Wezel Performing Arts Hall. Marina Jack and Ed Smith Stadium 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.