Vacation rentals in Siesta Key
Search and compare Siesta Key, FL holiday rentals from hundreds of travel sites on HotelsCombined and save.
Siesta Key, United States
7 May — 8 May2
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Travel insights for holiday rentals in Siesta Key
Use these up-to-date, data-driven insights about booking a holiday rental in Siesta Key including ideal times to book, pricing trends, and more.
What is the cheapest month to book a vacation rental in Siesta Key?
The cheapest month to book a vacation rental in Siesta Key is December (S$ 446). Conversely, the most expensive month to stay in Siesta Key is March (S$ 1,034).
What is the cheapest day to stay in a vacation rental in Siesta Key?
The cheapest day to stay in Siesta Key is Tuesday (S$ 494). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is S$ 651.
How far ahead should you book a vacation rental in Siesta Key?
Save money by booking a vacation rental at least 14 days before your trip to Siesta Key. The lowest price found when booking 14 days ahead was S$ 330 per night.
Cheapest holiday rentals in Siesta Key, Florida
Discover affordable stays in Siesta Key that provide a quality experience without breaking the bank. Hotels in Siesta Key can be found for as low as S$ 335 per night. There is currently one property in Siesta Key that can be booked for this price. Villa 38 - Aloha Kai Vacation Villas is one of the hotels that can be booked for the lowest price in Siesta Key. Price data was last updated on 30 April 2025
Out of the vacation rentals in Siesta Key we've come across, these properties are priced the lowest. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Show all 3,021 holiday rentals
Siesta Key, FL, United States
0.9 km from city centre
Air conditioning
Parking
S$ 335
Avg. per night
Siesta Key, FL, United States
0.9 km from city centre
Air conditioning
S$ 383
Avg. per night
Siesta Key, FL, United States
0.9 km from city centre
Air conditioning
Parking
S$ 404
Avg. per night
S$ 416
Avg. per night
Other accommodations in Siesta Key
Find the perfect holiday rental for your stay in Siesta Key. There are 3,021 hotels in Siesta Key and price data was last updated on 30 April 2025. The average price for a hotel in Siesta Key is S$ 464/night.
Show all 3,021 stays
1125 Point of Rocks Rd, Siesta Key, FL, United States
2.6 km from city centre
Free Wi-Fi
S$ 484
Avg. per night
1017 Point Of Rocks Road, Siesta Key, FL, United States
2.6 km from city centre
Free Wi-Fi
Parking
S$ 495
Avg. per night
S$ 416
Avg. per night
S$ 419
Avg. per night
Siesta Key, FL, United States
1.0 km from city centre
Air conditioning
S$ 284
Avg. per night
Siesta Key, FL, United States
1.0 km from city centre
Air conditioning
S$ 525
Avg. per night
S$ 309
Avg. per night
1105 Point of Rocks Rd, Siesta Key, FL, United States
2.6 km from city centre
Free Wi-Fi
S$ 288
Avg. per night