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Vacation rentals in Siesta Key

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Travel insights for vacation rentals in Siesta Key

Use these up-to-date, data-driven insights about booking a vacation 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 January (C$ 289). Conversely, the most expensive month to stay in Siesta Key is December (C$ 970).

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

The cheapest day to stay in Siesta Key is Thursday (C$ 506). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 876.

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 C$ 304 per night.

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Cheapest vacation 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 C$ 297 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 14 March 2026
Currently, these are the lowest-priced vacation rentals in Siesta Key we've come across for the dates selected. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
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
C$ 297
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
C$ 461
Avg. per night
View Deal

Other accommodations in Siesta Key

Find the perfect vacation rental for your stay in Siesta Key. There are 2,482 hotels in Siesta Key and price data was last updated on 14 March 2026. The average price for a hotel in Siesta Key is C$ 520/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
C$ 250
Avg. per night
View Deal
Turtle Beach Resort
Turtle Beach Resort

Turtle Beach Resort

9049 Midnight Pass Road, Siesta Key, FL, United States
6.4 km from city centre
Free Wi-Fi
Parking
C$ 399
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
C$ 285
Avg. per night
View Deal
The Ringling Beach House
The Ringling Beach House

The Ringling Beach House

523 Beach Road, Siesta Key, FL, United States
1.4 km from city centre
Free Wi-Fi
Parking
C$ 465
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
C$ 461
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 14 March 2026.
Scroll through the map to find vacation rentals close to the Siesta Key neighborhood(s) you plan on visiting. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation 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 14 March 2026.

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

    Siesta Key vacation rentals are C$ 521/night on average. However, you may find that prices fluctuate depending on the time of year. For example, May is the most expensive month to book a vacation rental in Siesta Key, and January is often the cheapest month to book. Recently, our users found rentals for C$ 79/night - which is currently the cheapest price. Keep in mind that anything C$ 391/night or less is still considered a good deal.

  • What’s the closest vacation rental to Sarasota Bradenton Intl Airport?

    It’s only 16.6 km from Sarasota Bradenton Intl Airport to Bianco Sands by Beachside Management (the nearest Siesta Key vacation rental to the airport).

  • Are there any Resort vacation rentals in Siesta Key?

    Yes, there are 9 Resort vacation rentals in Siesta Key. According to our data, Captiva Beach Resort (open private beach access) is currently the most popular Resort rental in the city.

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