A coastal cityscape with a golf course, marina, and beachfront hotels.

Sarasota County Holiday Rentals

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Top Cities in Sarasota County

Our top choices for Sarasota County holiday rentals

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,033 reviews)
"Great resort and location!"
United States
Christine
The price is AU$251
includes taxes & fees
2 Dec - 3 Dec
Tropical Beach Resorts

2. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,479 reviews)
"This place was perfect!"
United States
Kat
The price is AU$239
includes taxes & fees
3 Nov - 4 Nov
Hibiscus Suites - Gateway to Siesta Key

3. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (204 reviews)
"The room was clean and the staff were very kind."
United States
Geraldine
The price is AU$331
includes taxes & fees
8 Nov - 9 Nov
SeaSpray Resort

4. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (697 reviews)
"Enjoyed our stay"
United States
Robin
The price is AU$296
includes taxes & fees
4 Nov - 5 Nov
A Beach Retreat

5. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,332 reviews)
"We liked the clean room, friendly staff, close to the beach and outdoor amenities."
United States
Andriy
The price is AU$272
includes taxes & fees
3 Nov - 4 Nov
Captiva Beach Resort

6. Casey Key Resort

Casey Key Resort
3.0 star property
Casey Key
8.4 out of 10, Very good, (284 reviews)
"Is was a great place to stay, everything was perfect!"
United States
Tracie Costello
The price is AU$341
includes taxes & fees
30 Nov - 1 Dec
Casey Key Resort

7. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (391 reviews)
"It's a very cute tiny house in a great location. Walking distance to Siesta Keys beach and numerous restaurants. I loved the decor in the sea turtle house. I would definitely stay here again next time I'm in Florida."
United States
Staci
The price is AU$295
includes taxes & fees
8 Nov - 9 Nov
Tiny House Siesta

8. THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (104 reviews)
"Close to beach and cozy"
United States
Peter
The price is AU$598
includes taxes & fees
3 Nov - 4 Nov
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

9. Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (140 reviews)
"The ocean view was great. The room was very clean and we enjoyed the stay."
United States
Sherri G.
The price is AU$493
includes taxes & fees
19 Nov - 20 Nov
Oceanfront Oasis – Longboat Key 226 by RVA

10. 🌷Steps to Siesta Beach, Chic Studio, Pool & Patio

🌷Steps to Siesta Beach, Chic Studio, Pool & Patio
Siesta Key
9.6 out of 10, Exceptional, (89 reviews)
"Great time in siesta key for a long weekend. Have stayed at this property many times. Always great experience and location to the beach and short walk into the village"
United States
Colleen O.
The price is AU$731
includes taxes & fees
3 Nov - 4 Nov
🌷Steps to Siesta Beach, Chic Studio, Pool & Patio

11. 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 AU$343
includes taxes & fees
3 Nov - 4 Nov
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

12. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
The price is AU$579
includes taxes & fees
5 Nov - 6 Nov
Beach View 100ft To Beach and SPA

13. Siesta Key Village-Suite #1: A block to the Beach!

Siesta Key Village-Suite #1: A block to the Beach!
Siesta Key Village
9.8 out of 10, Exceptional, (48 reviews)
"Just as expected and great communication"
United States
Kris
Siesta Key Village-Suite #1: A block to the Beach!

14. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (45 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is AU$409
includes taxes & fees
9 Nov - 10 Nov
[Beach Elements] pool view withprivate beach access

15. Direct Oceanview on LBK: Open Nov 9th & 10th!

Direct Oceanview on LBK: Open Nov 9th & 10th!
Longboat Key
10.0 out of 10, Exceptional, (138 reviews)
"the absolute best views and beyond better hosts"
United States
Ivan
The price is AU$545
includes taxes & fees
2 Dec - 3 Dec
Direct Oceanview on LBK: Open Nov 9th & 10th!

16. PinkMango Cottage Steps to Beach&Village

PinkMango Cottage Steps to Beach&Village
2.0 star property
Siesta Key Village
The price is AU$556
includes taxes & fees
3 Nov - 4 Nov
PinkMango Cottage Steps to Beach&Village

17. 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, (168 reviews)
"No oven, but it was an excellent place to stay!"
United States
Brittany K.
The price is AU$384
includes taxes & fees
16 Nov - 17 Nov
Studio Retreat Across the Street from Beautiful Siesta Key Beach

18. Ivory & Ocean •walk to Lido beach •private patio

Ivory & Ocean •walk to Lido beach •private patio
Lido Key
10.0 out of 10, Exceptional, (6 reviews)
"The room was clean and nice for 2 people. Close to the beach, great location."
United States
Kathy P.
The price is AU$338
includes taxes & fees
5 Nov - 6 Nov
Ivory & Ocean •walk to Lido beach •private patio

19. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is AU$667
includes taxes & fees
6 Nov - 7 Nov
Yellow Palm Cottage, Heart of Siesta Key

20. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is AU$601
includes taxes & fees
6 Nov - 7 Nov
BlueDolphin Cottage Walk To Siesta 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 County Hotel Reviews

Find out more about Sarasota County

Everything you need to know about Sarasota County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sarasota County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sarasota County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sarasota County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sarasota County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sarasota County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Sarasota County holiday rentals we have chosen for you start as low as AU$239 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Sarasota County rentals

At Expedia, we put the best Sarasota County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sarasota County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sarasota County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sarasota County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.