Vacation rentals in Siesta Key
Search and compare Siesta Key, FL vacation rentals from hundreds of travel sites on HotelsCombined and save.
Siesta Key, United States
May 7 — May 82
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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 December ($260). Conversely, the most expensive month to stay in Siesta Key is March ($604).
What is the cheapest day to stay in a vacation rental in Siesta Key?
The cheapest day to stay in Siesta Key is Tuesday ($288). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $380.
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 $252 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 April 30, 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 3,021 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
$293
Avg. per night
Siesta Key, FL, United States
0.5 mi from city centre
Air Conditioning
Parking
$309
Avg. per night
$318
Avg. per night
Other accommodations in Siesta Key
Find the perfect vacation rental for your stay in Siesta Key. There are 3,021 hotels in Siesta Key and price data was last updated on April 30, 2025. The average price for a hotel in Siesta Key is $357/night.
Show all 3,021 stays
1017 Point Of Rocks Road, Siesta Key, FL, United States
1.6 mi from city centre
Free Wi-Fi
Parking
$378
Avg. per night
$318
Avg. per night
Siesta Key, FL, United States
3.0 mi from city centre
Air Conditioning
$215
Avg. per night
9049 Midnight Pass Road, Siesta Key, FL, United States
4.0 mi from city centre
Free Wi-Fi
Parking
$326
Avg. per night
574 Canal Road, Siesta Key, FL, United States
0.8 mi from city centre
Free Wi-Fi
Air Conditioning
$383
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
1125 Point of Rocks Rd, Siesta Key, FL, United States
1.6 mi from city centre
Free Wi-Fi
$370
Avg. per night