How much does a holiday rental in Siesta Key cost?

$515 per night is how much a holiday rental in Siesta Key costs, on average. $78 per night was the cheapest price recently found by our users, though anything for $426 per night or less is a good deal. Keep in mind that Siesta Key holiday rental prices fluctuate throughout the year: the most expensive month to book is April, and the cheapest time to book is October.

Are there any Resort holiday rentals in Siesta Key?

If you’re looking to book a Resort holiday rental in Siesta Key, then you have 9 to choose from. We recommend looking at Captiva Beach Resort (open private beach access) as it’s currently the most popular Resort rental among our users.

Holiday hires in Siesta Key

Search and compare Siesta Key, FL holiday rentals from hundreds of travel sites on HotelsCombined and save.

Travel insights for holiday rentals 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 ($335). Conversely, the most expensive month to stay in Siesta Key is March ($784).

What is the cheapest day to stay in a vacation rental in Siesta Key?

The cheapest day to stay in Siesta Key is Tuesday ($394). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $1,164.

How far ahead should you book a vacation rental in Siesta Key?

Save money by booking a vacation rental at least 61 days before your trip to Siesta Key. The lowest price found when booking 61 days ahead was $311 per night.

Cheapest holiday rentals in Siesta Key, Florida

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.

Other accommodations in Siesta Key

Find the perfect holiday rental for your stay in Siesta Key. There are 2,381 hotels in Siesta Key and price data was last updated on 27 January 2026. The average price for a hotel in Siesta Key is $514/night.

Where to stay in Siesta Key

Explore different neighbourhoods and areas within Siesta Key to find the perfect location for your stay. Map data was last updated on 27 January 2026.

Utilise the map to find properties close to the Siesta Key area(s) or attractions you plan on visiting. Clicking on a holiday rental name will take you to a page with pricing, reviews, and more useful information.

Facts about staying in Siesta Key

Find useful tips and insights about staying in Siesta Key to help you make the most of your experience. FAQs were last updated on 27 January 2026.

How much does a holiday rental in Siesta Key cost?

Are there any Resort holiday rentals in Siesta Key?

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