Search Holiday Rentals in Siesta Key
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Our top choices for Siesta Key holiday rentals

Aparthotel in South Village
Tropical Beach Resorts9.4 out of 10, Exceptional, (5164)
The price is 3.332.795 ₫
4.360.777 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The price is 7.488.986 ₫
9.919.615 ₫ total
includes taxes & fees
23 Dec - 24 Dec

Holiday Home in Siesta Key
Siesta Heron Suites & Villas8.6 out of 10, Excellent, (38)
The price is 4.895.379 ₫
10.824.778 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026

Holiday Home in Siesta Key
Siesta Key Island Rentals9.6 out of 10, Exceptional, (54)

Aparthotel in Sarasota
Hibiscus Suites - Gateway to Siesta Key8.6 out of 10, Excellent, (2216)
The price is 2.999.910 ₫
6.587.171 ₫ total
includes taxes & fees
23 Dec - 24 Dec

Aparthotel in South Village
The Residences at Siesta Key Beach by Hyatt Vacation Club9.6 out of 10, Exceptional, (301)
The price is 10.420.740 ₫
13.113.554 ₫ total
includes taxes & fees
21 Jan - 22 Jan 2026
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.
Top Siesta Key Hotel Reviews

Tropical Breeze Resort
10/10 Excellent








































