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Holiday rentals in Siesta Key

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Travel insights for holiday rentals in Siesta Key

Use our HotelsCombined data-powered tips to help you find your next holiday 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 October (£111). Conversely, the most expensive month to stay in Siesta Key is December (£448).

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

The cheapest day to stay in Siesta Key is Thursday (£148). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is £167.

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

Save money by booking a vacation rental at least 70 days before your trip to Siesta Key. The lowest price found when booking 70 days ahead was £143 per night.
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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 £148 per night. There is currently one property in Siesta Key that can be booked for this price. Villa 41 - 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 9 September 2025
These Siesta Key properties charge the lowest price per night of those we've come across. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Villa 41 - Aloha Kai Vacation Villas
Villa 41 - Aloha Kai Vacation Villas

Villa 41 - Aloha Kai Vacation Villas

Siesta Key, FL, United States
0.5 mi from city centre
Air conditioning
£148
Avg. per night
View Deal
Siesta Key Beachside Villas
Siesta Key Beachside Villas

Siesta Key Beachside Villas

Siesta Key, FL, United States
1.4 mi from city centre
Air conditioning
£176
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
0.5 mi from city centre
Air conditioning
Parking
£217
Avg. per night
View Deal
Bianco Sands by Beachside Management
Bianco Sands by Beachside Management

Bianco Sands by Beachside Management

Siesta Key, FL, United States
1.7 mi from city centre
Air conditioning
£217
Avg. per night
View Deal

Other accommodations in Siesta Key

Find the perfect holiday rental for your stay in Siesta Key. There are 3,338 hotels in Siesta Key and price data was last updated on 9 September 2025. The average price for a hotel in Siesta Key is £281/night.
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
0.6 mi from city centre
Air conditioning
£125
Avg. per night
View Deal
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
1.6 mi from city centre
Free Wi-Fi
Parking
£158
Avg. per night
View Deal
Avenida De Cortez 5210
Avenida De Cortez 5210

Avenida De Cortez 5210

Siesta Key, FL, United States
1.2 mi from city centre
Air conditioning
£234
Avg. per night
View Deal
Siesta Palms By the Beach
Siesta Palms By the Beach

Siesta Palms By the Beach

1017 Point of Rocks Rd, Siesta Key, FL, United States
1.6 mi from city centre
Free Wi-Fi
£185
Avg. per night
View Deal
Bianco Sands by Beachside Management
Bianco Sands by Beachside Management

Bianco Sands by Beachside Management

Siesta Key, FL, United States
1.7 mi from city centre
Air conditioning
£217
Avg. per night
View Deal
Siesta Key Beachside Villas
Siesta Key Beachside Villas

Siesta Key Beachside Villas

Siesta Key, FL, United States
1.4 mi from city centre
Air conditioning
£176
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 9 September 2025.
Scroll through the map to find holiday rentals close to the Siesta Key neighbourhood(s) you plan on visiting. Clicking a property's name will unlock more information and allow you to book that particular holiday rental.

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 9 September 2025.

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

    Siesta Key holiday rentals are £282/night on average. However, you may find that prices fluctuate depending on the time of year. For example, February is the most expensive month to book a holiday rental in Siesta Key, and October is often the cheapest month to book. Recently, our users found rentals for £57/night - which is currently the cheapest price. Keep in mind that anything £229/night or less is still considered a good deal.

  • 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 as it’s currently the most popular Resort rental among our users.

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Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book the ones that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discounted hotels quickly, including Hotels Under £37 and Hotels Under £74. Discover hotel discounts now and make your hotel reservation today.