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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 October (C$ 389). Conversely, the most expensive month to stay in Siesta Key is December (C$ 1,568).

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$ 518). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 584.

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 C$ 267 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$ 277 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 8 septiembre 2025
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.
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
C$ 277
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$ 330
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
C$ 405
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
2.7 km from city centre
Air Conditioning
C$ 406
Avg. per night
View Deal

Other accommodations in Siesta Key

Find the perfect vacation rental for your stay in Siesta Key. There are 3,338 hotels in Siesta Key and price data was last updated on 8 septiembre 2025. The average price for a hotel in Siesta Key is C$ 527/night.
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$ 329
Avg. per night
View Deal
Captiva Beach Resort
Captiva Beach Resort

Captiva Beach Resort

6772 Sara Sea Circle, Siesta Key, FL, United States
2.5 km from city centre
Free Wi-Fi
Parking
C$ 281
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$ 323
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
2.7 km from city centre
Air Conditioning
C$ 406
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$ 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
C$ 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
2.6 km from city centre
Free Wi-Fi
C$ 347
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
2.6 km from city centre
Free Wi-Fi
Parking
C$ 296
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 8 septiembre 2025.
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 8 septiembre 2025.

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

    Siesta Key vacation rentals are C$ 527/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 vacation rental in Siesta Key, and October is often the cheapest month to book. Recently, our users found rentals for C$ 107/night - which is currently the cheapest price. Keep in mind that anything C$ 428/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 is currently the most popular Resort rental in the city.

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