Holiday hires in Siesta Key
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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 ($627). Conversely, the most expensive month to stay in Siesta Key is November ($1,258).
What is the cheapest day to stay in a vacation rental in Siesta Key?
The cheapest day to stay in Siesta Key is Sunday ($774). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $1,079.
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 $394 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 $400 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 13 May 2025
Out of the holiday 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 3,018 holiday rentals
Siesta Key, FL, United States
0.9 km from city centre
Air conditioning
Parking
$400
Avg. per night
$497
Avg. per night
Siesta Key, FL, United States
0.9 km from city centre
Air conditioning
Parking
$505
Avg. per night
Siesta Key, FL, United States
0.9 km from city centre
Air conditioning
$505
Avg. per night
Other accommodations in Siesta Key
Find the perfect holiday rental for your stay in Siesta Key. There are 3,018 hotels in Siesta Key and price data was last updated on 13 May 2025. The average price for a hotel in Siesta Key is $598/night.
Show all 3,018 stays
1017 Point Of Rocks Road, Siesta Key, FL, United States
2.6 km from city centre
Free Wi-Fi
Parking
$591
Avg. per night
$497
Avg. per night
1125 Point of Rocks Rd, Siesta Key, FL, United States
2.6 km from city centre
Free Wi-Fi
$577
Avg. per night
Siesta Key, FL, United States
1.0 km from city centre
Air conditioning
$324
Avg. per night
9049 Midnight Pass Road, Siesta Key, FL, United States
6.4 km from city centre
Free Wi-Fi
Parking
$518
Avg. per night