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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 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, (5,937 reviews)
"Amazing resort,"
United States
kurt
The price is HK$1,060
HK$1,402 total
includes taxes & fees
5 Oct - 6 Oct
Tropical Beach Resorts
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

2. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,314 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is HK$1,223
HK$1,515 total
includes taxes & fees
6 Oct - 7 Oct
Captiva Beach Resort
An outdoor patio with a grill, white chairs, and a red umbrella.

3. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,456 reviews)
"This place was perfect!"
United States
Kat
The price is HK$1,068
HK$1,206 total
includes taxes & fees
5 Oct - 6 Oct
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.

4. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (187 reviews)
"Great place with a bunch of little touches that put it above and beyond"
United States
Rafe
The price is HK$1,759
HK$1,987 total
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, (474 reviews)
"Great location and walking distance to the beach"
United States
Francesca
The price is HK$1,347
HK$1,704 total
includes taxes & fees
6 Oct - 7 Oct
Pelican Post at Anna Maria Island Inn
A living room with a sofa, armchair, coffee table, and a potted plant.

6. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
The price is HK$937
HK$3,060 total
includes taxes & fees
4 Oct - 5 Oct
Siesta Vibe Pool Walk To Crescent Beach
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

7. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (686 reviews)
"Great stay!!"
United States
Genghis
The price is HK$1,483
HK$1,676 total
includes taxes & fees
4 Oct - 5 Oct
A Beach Retreat
A multi-story building with a light blue facade, featuring a restaurant named 'Bridge Street Bistro' and a sign for 'Island Time.'

8. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (834 reviews)
"I loved this hotel"
United States
Raisare
The price is HK$2,267
HK$2,784 total
includes taxes & fees
6 Oct - 7 Oct
Bridgewalk Resort
A covered outdoor area with a wooden table and chairs, a white door, and a yellow wall.

9. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is HK$1,158
HK$2,878 total
includes taxes & fees
4 Oct - 5 Oct
Yellow Palm Cottage, Heart of Siesta Key
A pair of stacked front-loading washing machines in a commercial setting.

10. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
The price is HK$1,045
HK$2,750 total
includes taxes & fees
4 Oct - 5 Oct
Beach View 100ft To Beach and SPA
A wooden boardwalk leading to a beach with a view of the ocean and clouds in the sky.

11. 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, (485 reviews)
"perfect"
United States
Danielle
The price is HK$1,256
HK$1,590 total
includes taxes & fees
7 Oct - 8 Oct
Haley's at The Anna Maria Island Inn
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

12. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
United States
maureen p.
The price is HK$839
HK$2,082 total
includes taxes & fees
6 Oct - 7 Oct
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A beach with waves and a sunset sky.

13. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (287 reviews)
"We had a wonderful stay! The place was clean, comfortable, and exactly as described. The location was great, and everything we needed was available. The host was friendly, responsive, and made the whole experience easy and enjoyable. We would definitely stay here again and highly recommend it! ⭐️⭐️⭐️⭐️⭐️"
United States
Elizabeth
The price is HK$1,095
HK$2,294 total
includes taxes & fees
4 Oct - 5 Oct
Anna Maria Sunsets - studio
A covered patio with a table and chairs, a view of the sky, and a white lattice fence.

14. Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.2 out of 10, Wonderful, (10 reviews)
"I would stay again, very accommodating"
United States
Deliondra
Cedar Run Resort - Roam Hospitality
A wooden pathway leading to a beach with lush greenery on either side.

15. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
The price is HK$1,020
HK$2,363 total
includes taxes & fees
4 Oct - 5 Oct
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A modern living room with a balcony overlooking the sea, a flat-screen TV, a sofa, and a coffee table.

16. Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (119 reviews)
"TCI is a great place to stay. Close to the beach, grocery store, shopping and walking paths. The condo was very clean and has all the amenities needed. The staff if very approachable and easy to connect with for any questions. This is our 2nd stay and we will return."
United States
Anonymous traveller
The price is HK$1,224
HK$2,978 total
includes taxes & fees
4 Oct - 5 Oct
Sunset and beach view from your balcony Unit 403
A beach with tall grasses and a sunset.

17. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Siesta Key
9.2 out of 10, Wonderful, (145 reviews)
"We loved it!"
United States
John S.
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
A wide sandy beach with clear turquoise water and a clear blue sky.

18. THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (100 reviews)
"Beautiful property. Will definitely stay again."
United States
Tami T.
The price is HK$2,040
HK$3,658 total
includes taxes & fees
3 Nov - 4 Nov
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
A beach with a wooden picnic table, palm trees, and a clear blue sea.

19. Studio Retreat Across the Street from Beautiful Siesta Key Beach

Studio Retreat Across the Street from Beautiful Siesta Key Beach
Siesta Key
9.0 out of 10, Wonderful, (167 reviews)
"Perfect location, cozy couples get away."
United States
Hetty B.
The price is HK$1,506
HK$2,474 total
includes taxes & fees
25 Oct - 26 Oct
Studio Retreat Across the Street from Beautiful Siesta Key Beach
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

20. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (233 reviews)
"Great place to stay!"
United States
Donna B.
The price is HK$1,200
HK$2,927 total
includes taxes & fees
4 Oct - 5 Oct
Anna Maria Beach Condo 1/1
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

Ramada by Wyndham Sarasota Waterfront

Ramada by Wyndham Sarasota Waterfront

8/10 Good
"Like the location"
Quintana 8-night trip
Posted 7 hours ago
Ramada by Wyndham Sarasota Waterfront

Find out more about Sarasota

Search for holiday rentals in Sarasota on Expedia! You can easily find your home rentals, villas, holiday apartments in Sarasota using one of the methods below:

  • View our selection of featured holiday rentals in Sarasota
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Look no further and take a look at our great range of rental properties in Sarasota!

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.

What are some of the best holiday rentals that Sarasota has to offer?

BEAUTIFULL VACATION HOUSE: This highly rated holiday home rental in Sarasota is located by the ocean, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Other favourite homes for rent in Sarasota are Casa Siesta - Luxury Siesta Key Beach House and Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido..

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.