How much does a holiday rental in Siesta Key cost?

Siesta Key holiday rentals are £283/night on average. However, you may find that prices fluctuate depending on the time of year. For example, September is the most expensive month to book a holiday rental in Siesta Key, and December is often the cheapest month to book. Recently, our users found rentals for £55/night - which is currently the cheapest price. Keep in mind that anything £236/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 11 to choose from. We recommend looking at Captiva Beach Resort as it’s currently the most popular Resort rental among our users.

Siesta Key Holiday Rentals, Apartments & Condos

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 day to stay in a vacation rental in Siesta Key?

The cheapest day to stay in Siesta Key is Wednesday (£207). On the other hand, travellers can expect to pay the most on Tuesday, when the average nightly price is £427.

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

Save money by booking a vacation rental at least 86 days before your trip to Siesta Key. The lowest price found when booking 86 days ahead was £176 per night.

Find deals

Cheapest holiday rentals in Siesta Key, Florida

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.

Show all 2,687 holiday rentals

Siesta Heron Suites & Villas

Siesta Key, FL, United States

3.0 mi from city centre

Air conditioning

£109

Avg. per night

View Deal

Hidden Paradise Among Tropical Landscape on Lakefront Property on Siesta Key

Siesta Key, FL, United States

3.0 mi from city centre

Air conditioning

Free Wi-Fi

£114

Avg. per night

View Deal

Updated unit with easy beach access on Siesta Key

Siesta Key, FL, United States

1.7 mi from city centre

Air conditioning

Free Wi-Fi

£126

Avg. per night

View Deal

Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

Siesta Key, FL, United States

1.6 mi from city centre

Air conditioning

Free Wi-Fi

£131

Avg. per night

View Deal

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Siesta Key, FL, United States

0.6 mi from city centre

Air conditioning

Free Wi-Fi

£134

Avg. per night

View Deal

The Ringling Beach House

Siesta Key, FL, United States

0.9 mi from city centre

Air conditioning

£145

Avg. per night

View Deal

Siesta Key Palms

1017 Point Of Rocks Road, Siesta Key, FL, United States

1.6 mi from city centre

Free Wi-Fi

Parking

£156

Avg. per night

View Deal

Tropical Beach Cottage-Steps to the Beach-Short Walk to Siesta Key Village

Siesta Key, FL, United States

1.4 mi from city centre

Air conditioning

£156

Avg. per night

View Deal

Siesta Key Beachside Villas

Siesta Key, FL, United States

1.4 mi from city centre

Air conditioning

£157

Avg. per night

View Deal

Villa 41 - Premium Plus

Siesta Key, FL, United States

0.5 mi from city centre

Air conditioning

£170

Avg. per night

View Deal

Fully Renovated Beachside Getaway With Heated Pool Walk to Restaurants

Siesta Key, FL, United States

1.6 mi from city centre

Air conditioning

Free Wi-Fi

£184

Avg. per night

View Deal

Other accommodation in Siesta Key

Show all 2,687 stays

Turtle Beach Resort

9049 Midnight Pass Road, Siesta Key, FL, United States

4.0 mi from city centre

Free Wi-Fi

Parking

£177

Avg. per night

View Deal

Where to stay in Siesta Key

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

How much does a holiday rental in Siesta Key cost?
Siesta Key holiday rentals are £283/night on average. However, you may find that prices fluctuate depending on the time of year. For example, September is the most expensive month to book a holiday rental in Siesta Key, and December is often the cheapest month to book. Recently, our users found rentals for £55/night - which is currently the cheapest price. Keep in mind that anything £236/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 11 to choose from. We recommend looking at Captiva Beach Resort as it’s currently the most popular Resort rental among our users.

Find better results for your stay in Siesta Key

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Star ratings

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Popular holiday rental in Siesta Key

Discover well-known properties in Siesta Key that are favoured by visitors more than others. There are 2,687 hotels in Siesta Key and price data was last updated on 9 September 2026. The average price for a hotel in Siesta Key is .

Filter by star ratings

Travel insights for holiday rentals in Siesta Key

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

The cheapest day to stay in Siesta Key is Wednesday (£207). On the other hand, travellers can expect to pay the most on Tuesday, when the average nightly price is £427.

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

Save money by booking a vacation rental at least 86 days before your trip to Siesta Key. The lowest price found when booking 86 days ahead was £176 per night.

Cheapest holiday rentals in Siesta Key, Florida

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.

Other accommodation in Siesta Key

Find the perfect holiday rental for your stay in Siesta Key. There are 2,687 hotels in Siesta Key and price data was last updated on 9 September 2026. The average price for a hotel in Siesta Key is .

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 2026.

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

How much does a holiday rental in Siesta Key cost?

Are there any Resort holiday rentals in Siesta Key?

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

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Holiday rentals in Siesta Key

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

Refine Your Search

Star ratings

Guest Ratings

Amenities

Freebies

Popular holiday rental in Siesta Key

Discover well-known properties in Siesta Key that are favoured by visitors more than others. There are 2,687 hotels in Siesta Key and price data was last updated on 9 September 2026. The average price for a hotel in Siesta Key is .

Filter by star ratings

Travel insights for holiday rentals in Siesta Key

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

The cheapest day to stay in Siesta Key is Wednesday (£207). On the other hand, travellers can expect to pay the most on Tuesday, when the average nightly price is £427.

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

Save money by booking a vacation rental at least 86 days before your trip to Siesta Key. The lowest price found when booking 86 days ahead was £176 per night.

Cheapest holiday rentals in Siesta Key, Florida

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.

Other accommodation in Siesta Key

Find the perfect holiday rental for your stay in Siesta Key. There are 2,687 hotels in Siesta Key and price data was last updated on 9 September 2026. The average price for a hotel in Siesta Key is .

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 2026.

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

How much does a holiday rental in Siesta Key cost?

Are there any Resort holiday rentals in Siesta Key?

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

Explore these cities in Florida

Looking to explore Florida during your trip? These are other popular cities nearby that HotelsCombined users visit

Visit Top Destinations

These destinations around the world are some of the most sought after locations from our users

Cities our users search for

Based on the last 12 months of user searches on HotelsCombined