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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

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, (5,867 reviews)
"This place is awesome, super clean close to the beach and the pool small But completely renovated and great"
United States
Diana
The price is S$226
includes taxes & fees
27 Sept - 28 Sept
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, (2,443 reviews)
"This place was perfect!"
United States
Kat
The price is S$161
includes taxes & fees
13 Sept - 14 Sept
Hibiscus Suites - Gateway to Siesta Key
A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.

3. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (178 reviews)
"Property and room were beautiful!! Right across the street from the beach ⛱️"
United States
Michelle Suzanne
The price is S$298
includes taxes & fees
13 Oct - 14 Oct
SeaSpray Resort
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

4. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,306 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is S$228
includes taxes & fees
15 Sept - 16 Sept
Captiva Beach Resort
A compact living space with a kitchen, a dining area, and a sofa with cushions.

5. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (385 reviews)
"Great place"
United States
Mario
The price is S$291
includes taxes & fees
19 Sept - 20 Sept
Tiny House Siesta
A modern kitchen with granite countertops, stainless steel appliances, and wooden cabinets.

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$494
includes taxes & fees
13 Sept - 14 Sept
Siesta Vibe Pool Walk To Crescent Beach
A beach with a clear sky and calm sea.

7. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (208 reviews)
"The property was perfect. Walk to down town and the beach. Loved the provisions for the beach which made it so convenient. Room was super clean and overall the property was well maintained."
United States
Stephen
The price is S$406
includes taxes & fees
15 Sept - 16 Sept
The Inn On Siesta Key
A residential property with a patio area featuring outdoor furniture and a well-maintained lawn.

8. Pineapple Paradise 1 13 min to Beach Fire Pit

Pineapple Paradise 1 13 min to Beach Fire Pit
2.0 star property
Central Sarasota
Pineapple Paradise 1 13 min to Beach Fire Pit
A modern bedroom with a large bed, a TV mounted on the wall, a wooden headboard, and a view of the sea through the balcony.

9. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (129 reviews)
"Right on beach, in a good area. Comfy beds, would stay here again"
United States
Katelyn
The price is S$423
includes taxes & fees
29 Sept - 30 Sept
Seabreeze at Anna Maria Island Inn
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

10. 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, (459 reviews)
"Great place to stay,"
United States
Wilson
The price is S$251
includes taxes & fees
30 Sept - 1 Oct
Pelican Post at Anna Maria Island Inn
A two-story building with a balcony, palm trees, and outdoor seating.

11. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (828 reviews)
"The hotel was wonderful. Nice staff, room and location. Free beach chairs, towels and umbrella to use at the beach which is right across the street."
United States
robin
The price is S$450
includes taxes & fees
7 Oct - 8 Oct
Bridgewalk Resort
A wooden boardwalk leading to a beach with a view of the ocean and clouds in the sky.

12. Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (479 reviews)
"Very clean room and just a short walk to the beach!"
United States
Ivet
The price is S$257
includes taxes & fees
15 Sept - 16 Sept
Haley's at The Anna Maria Island Inn
A water slide in a pool area with a rocky backdrop and a small waterfall.

13. Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.4 out of 10, Exceptional, (8 reviews)
"I would stay again, very accommodating"
United States
Deliondra
The price is S$577
includes taxes & fees
13 Sept - 14 Sept
Cedar Run Resort - Roam Hospitality
A wooden structure with a thatched roof overlooking a beach.

14. Casey Key Resort

Casey Key Resort
3.0 star property
Casey Key
8.4 out of 10, Very good, (281 reviews)
"Is was a great place to stay, everything was perfect!"
United States
Tracie Costello
The price is S$174
includes taxes & fees
12 Oct - 13 Oct
Casey Key Resort
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

15. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (678 reviews)
"Great stay!!"
United States
Genghis
The price is S$264
includes taxes & fees
20 Sept - 21 Sept
A Beach Retreat
A wooden-paneled room with a round table and four chairs, a flat-screen TV mounted on the wall, and a refrigerator in the background.

16. Sun Outdoors Sarasota

Sun Outdoors Sarasota
2.5 star property
Fordville
The price is S$619
includes taxes & fees
26 Sept - 27 Sept
Sun Outdoors Sarasota
A spacious living room with a leather sofa, a glass coffee table, and a wooden dining table. Large windows provide ample natural light and a view of the outdoors.

17. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (45 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is S$380
includes taxes & fees
15 Sept - 16 Sept
Siesta Heron Suites & Villas
A modern kitchen with a stainless steel refrigerator, granite countertops, wooden cabinets, and two bar stools.

18. Explore Sarasota: Condo w/ Pool Access, Near Dtwn

Explore Sarasota: Condo w/ Pool Access, Near Dtwn
3.5 star property
Sarasota
The price is S$364
includes taxes & fees
13 Sept - 14 Sept
Explore Sarasota: Condo w/ Pool Access, Near Dtwn
A beach scene with waves gently lapping at the shore and the sun setting in the distance.

19. Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (174 reviews)
"It was just a beautiful stay and love to come back next year!!"
United States
Allison
The price is S$838
includes taxes & fees
13 Sept - 14 Sept
Palm Tree Villas
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

20. House of The Sun Siesta Key Crescent Beach

House of The Sun Siesta Key Crescent Beach
4.0 star property
South Village
8.0 out of 10, Very good, (2 reviews)
"The area is beautiful. The condo was very nice. Has everything in it. You can cook if you prefer. The Gulf of Mexico was right behind the condo walk out on to the beach. It also has a pool. I have no complains I would def go back again . "
United States
Margaret Theresa
The price is S$996
includes taxes & fees
21 Sept - 22 Sept
House of The Sun Siesta Key Crescent Beach
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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"Good location, nearly beach and clean rooms."
Maria 2-night trip
Posted 2 hours ago
Spark by Hilton Sarasota Siesta Key Gateway

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 316 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.