Insights
Cheapest hotels
Where to stay

Holiday hires in Siesta Key

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

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

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 July ($346). Conversely, the most expensive month to stay in Siesta Key is March ($1,533).

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

The cheapest day to stay in Siesta Key is Tuesday ($374). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $542.

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

Save money by booking a vacation rental at least 77 days before your trip to Siesta Key. The lowest price found when booking 77 days ahead was $263 per night.

Find deals

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 $259 per night. There is currently one property in Siesta Key that can be booked for this price. Siesta Heron Suites & Villas is one of the hotels that can be booked for the lowest price in Siesta Key. Price data was last updated on 12 December 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.
Siesta Heron Suites & Villas
Siesta Heron Suites & Villas

Siesta Heron Suites & Villas

Siesta Key, FL, United States
4.8 km from city centre
Air conditioning
$259
Avg. per night
View Deal
Siesta Key Beachside Villas
Siesta Key Beachside Villas

Siesta Key Beachside Villas

Siesta Key, FL, United States
2.3 km from city centre
Air conditioning
$321
Avg. per night
View Deal
Villa 41 - Aloha Kai Vacation Villas
Villa 41 - Aloha Kai Vacation Villas

Villa 41 - Aloha Kai Vacation Villas

Siesta Key, FL, United States
0.9 km from city centre
Air conditioning
$517
Avg. per night
View Deal
Villa 38 - Aloha Kai Vacation Villas
Villa 38 - Aloha Kai Vacation Villas

Villa 38 - Aloha Kai Vacation Villas

Siesta Key, FL, United States
0.9 km from city centre
Air conditioning
Parking
$526
Avg. per night
View Deal

Other accommodations in Siesta Key

Find the perfect holiday rental for your stay in Siesta Key. There are 2,409 hotels in Siesta Key and price data was last updated on 12 December 2025. The average price for a hotel in Siesta Key is $583/night.
Siesta Palms By The Beach
Siesta Palms By The Beach

Siesta Palms By The Beach

1017 Point Of Rocks Road, Siesta Key, FL, United States
2.6 km from city centre
Free Wi-Fi
Parking
$279
Avg. per night
View Deal
Siesta Key Inn
Siesta Key Inn

Siesta Key Inn

1125 Point of Rocks Rd, Siesta Key, FL, United States
2.6 km from city centre
Free Wi-Fi
Air conditioning
$330
Avg. per night
View Deal
Beachside Studio Located Across From Main Beach And Half Mile To Village
Beachside Studio Located Across From Main Beach And Half Mile To Village

Beachside Studio Located Across From Main Beach And Half Mile To Village

Siesta Key, FL, United States
1.0 km from city centre
Air conditioning
Free Wi-Fi
$342
Avg. per night
View Deal
Captiva Beach Resort (open private beach access)
Captiva Beach Resort (open private beach access)

Captiva Beach Resort (open private beach access)

6772 Sara Sea Circle, Siesta Key, FL, United States
2.5 km from city centre
Free Wi-Fi
Parking
$195
Avg. per night
View Deal

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 12 December 2025.
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 12 December 2025.

  • How much does a holiday rental in Siesta Key cost?

    $583 per night is how much a holiday rental in Siesta Key costs, on average. $81 per night was the cheapest price recently found by our users, though anything for $456 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 March, 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.

Find better results for your stay in Siesta Key

Popular holiday destinations in Florida

Find holiday rentals in popular Florida cities that fit your unique needs
Orlando holiday rentals
Miami Beach holiday rentals
Miami holiday rentals
Lake Buena Vista holiday rentals
Key West holiday rentals
Fort Lauderdale holiday rentals
St. Augustine holiday rentals
Kissimmee holiday rentals
Hollywood holiday rentals
Celebration holiday rentals
Cape Canaveral holiday rentals
Cocoa Beach holiday rentals
Jacksonville holiday rentals
Four Corners holiday rentals
Tampa holiday rentals
Winter Haven holiday rentals
Titusville holiday rentals
Daytona Beach holiday rentals
Clearwater holiday rentals
Panama City Beach holiday rentals
Winter Garden holiday rentals
Naples holiday rentals
Sunny Isles Beach holiday rentals
Marathon holiday rentals
Bay Lake holiday rentals
West Palm Beach holiday rentals
Pensacola holiday rentals
Sarasota holiday rentals
Largo holiday rentals
Delray Beach holiday rentals
Anna Maria holiday rentals
Bradenton holiday rentals
Fernandina Beach holiday rentals
Homestead holiday rentals
Pompano Beach holiday rentals
Fort Myers holiday rentals
Panama City holiday rentals
Boynton Beach holiday rentals
Davie holiday rentals
Fort Pierce holiday rentals
Palm Beach holiday rentals
North Fort Myers holiday rentals
Key Largo holiday rentals