Vacation rentals in Siesta Key
Search and compare Siesta Key, FL vacation rentals from hundreds of travel sites and save.
Siesta Key, United States
Mar 19 — Mar 202
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Travel insights for vacation rentals in Siesta Key
Use our HotelsCombined data-powered tips to help you find your next vacation rental in Siesta Key.
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 October ($290). Conversely, the most expensive month to stay in Siesta Key is February ($841).
What is the cheapest day to stay in a vacation rental in Siesta Key?
The cheapest day to stay in Siesta Key is Monday ($467). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $874.
How far ahead should you book a vacation rental in Siesta Key?
Save money by booking a vacation rental at least 28 days before your trip to Siesta Key. The lowest price found when booking 28 days ahead was $236 per night.
Cheapest vacation 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 $256 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 March 12, 2025
These Siesta Key properties charge the lowest price per night of those we've come across. As prices can vary by date, change the dates if you're flexible to compare rates.
Show all 2,997 vacation rentals
Siesta Key, FL, United States
0.5 mi from city centre
Air Conditioning
Parking
$256
Avg. per night
Siesta Key, FL, United States
0.5 mi from city centre
Air Conditioning
Parking
$280
Avg. per night
Siesta Key, FL, United States
0.5 mi from city centre
Air Conditioning
$293
Avg. per night
$349
Avg. per night
Other accommodations in Siesta Key
Find the perfect vacation rental for your stay in Siesta Key. There are 2,997 hotels in Siesta Key and price data was last updated on March 12, 2025. The average price for a hotel in Siesta Key is $404/night.
Show all 2,997 stays
1125 Point of Rocks Rd, Siesta Key, FL, United States
1.6 mi from city centre
Free Wi-Fi
$395
Avg. per night
1105 Point of Rocks Rd, Siesta Key, FL, United States
1.6 mi from city centre
Free Wi-Fi
$220
Avg. per night
9049 Midnight Pass Road, Siesta Key, FL, United States
4.0 mi from city centre
Free Wi-Fi
Parking
$435
Avg. per night
574 Canal Road, Siesta Key, FL, United States
0.8 mi from city centre
Free Wi-Fi
Air Conditioning
$477
Avg. per night
6772 Sara Sea Circle, Siesta Key, FL, United States
1.6 mi from city centre
Free Wi-Fi
Parking
$236
Avg. per night
1017 Point Of Rocks Road, Siesta Key, FL, United States
1.6 mi from city centre
Free Wi-Fi
Parking
$359
Avg. per night
$349
Avg. per night
Siesta Key, FL, United States
3.0 mi from city centre
Air Conditioning
$228
Avg. per night