Holiday 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
2 May — 3 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 October ($674). Conversely, the most expensive month to stay in Siesta Key is February ($2,838).
What is the cheapest day to stay in a vacation rental in Siesta Key?
The cheapest day to stay in Siesta Key is Tuesday ($848). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $1,059.
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 $422 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 $428 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 25 April 2025
Currently, these are the lowest-priced holiday rentals in Siesta Key we've come across for the dates selected. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Show all 3,004 holiday rentals
Siesta Key, FL, United States
0.9 km from city centre
Air conditioning
Parking
$428
Avg. per night
Siesta Key, FL, United States
0.9 km from city centre
Air conditioning
$480
Avg. per night
Siesta Key, FL, United States
0.9 km from city centre
Air conditioning
Parking
$517
Avg. per night
$532
Avg. per night
Other accommodations in Siesta Key
Find the perfect holiday rental for your stay in Siesta Key. There are 3,004 hotels in Siesta Key and price data was last updated on 25 April 2025. The average price for a hotel in Siesta Key is $707/night.
Show all 3,004 stays
1017 Point Of Rocks Road, Siesta Key, FL, United States
2.6 km from city centre
Free Wi-Fi
Parking
$635
Avg. per night
$388
Avg. per night
9049 Midnight Pass Road, Siesta Key, FL, United States
6.4 km from city centre
Free Wi-Fi
Parking
$559
Avg. per night
6772 Sara Sea Circle, Siesta Key, FL, United States
2.5 km from city centre
Free Wi-Fi
Parking
$395
Avg. per night
523 Beach Road, Siesta Key, FL, United States
1.4 km from city centre
Free Wi-Fi
Parking
$629
Avg. per night
1105 Point of Rocks Rd, Siesta Key, FL, United States
2.6 km from city centre
Free Wi-Fi
$368
Avg. per night
1125 Point of Rocks Rd, Siesta Key, FL, United States
2.6 km from city centre
Free Wi-Fi
$626
Avg. per night
$532
Avg. per night