Vacation Rentals & Apartments in Siesta Key
Start comparing over 1,935 rentals in Siesta Key and book at the best price!
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Holiday lettings with pets allowed
Sarasota Beach, Siesta Key
9.7
Vacation rental for 4 people, with terrace, with pets
Free cancellation
from CA$464 per night
Sarasota Beach, Siesta Key
10.0
Vacation rental for 4 people
Free cancellation
from CA$1,225 per night
Sarasota Beach, Siesta Key
9.9
Vacation rental for 2 people, with garden and terrace, with pets
Free cancellation
from CA$305 per night
Sarasota Beach, Siesta Key
10.0
Vacation rental for 2 people, with terrace, with pets
Free cancellation
from CA$366 per night
Vacation Rentals in Siesta Key
Siesta Key, Sarasota County
6.8
Vacation rental for 4 people, with pool
Free cancellation
from CA$447 per night
Siesta Key Beach, Siesta Key
9.9
Vacation rental for 6 people, with garden and pool
Free cancellation
from CA$488 per night
Siesta Key, Sarasota County
9.2
Vacation rental for 4 people, with garden
Free cancellation
from CA$294 per night
Siesta Key Beach, Siesta Key
9.6
Vacation rental for 4 people, with garden and terrace as well as pool
Free cancellation
from CA$470 per night
Vacation rentals with free cancellation
Sarasota Beach, Siesta Key
9.7
Vacation rental for 8 people, with garden and terrace
Free cancellation
from CA$2,106 per night
Nokomis Beach, Siesta Key
9.9
Vacation rental for 2 people, with garden
Free cancellation
from CA$267 per night
Siesta Key, Sarasota County
9.7
Vacation rental for 2 people
Free cancellation
from CA$230 per night
Sarasota Beach, Siesta Key
9.2
Vacation rental for 2 people, with pool
Free cancellation
from CA$332 per night
Holiday rentals & lettings with pool
Siesta Key Beach, Siesta Key
9.6
Vacation rental for 2 people, with hot tub and balcony
from CA$582 per night
Siesta Key, Sarasota County
9.4
Vacation rental for 2 people, with balcony and pool as well as hot tub
Free cancellation
from CA$434 per night
Siesta Key Beach, Siesta Key
7.5
Vacation rental for 5 people, with hot tub
from CA$514 per night
Siesta Key Beach, Siesta Key
9.6
Vacation rental for 2 people, with garden and pool
from CA$260 per night
Child-friendly holiday lettings
Siesta Key, Sarasota County
10.0
Vacation rental for 6 people, with pool and garden
Free cancellation
from CA$176 per night
Siesta Key, Sarasota County
Vacation rental for 6 people, with lake view and balcony, child-friendly
Free cancellation
from CA$360 per night
Siesta Key, Sarasota County
Vacation rental for 5 people, with pool and garden, child-friendly
Free cancellation
from CA$142 per night
Siesta Key, Sarasota County
Vacation rental for 6 people, with garden
Free cancellation
from CA$179 per night
Find Vacation Rentals and Apartments in Siesta Key
Best Vacation Rentals and Apartments in Siesta Key
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Sarasota Beach, Siesta Key
Vacation Rental • 8 Guests • 3 Bedrooms
Sarasota Beach, Siesta Key
Escape to luxury in our serene Sarasota home! Relax in your private oasis with a sparkling pool, hot tub, and expansive backyard. Enjoy the open-concept living area and three cozy bedrooms designed for ultimate comfort. Experience a High-End Vacation Getaway in Sarasota! Welcome to your dream vacation rental in Sarasota! This stunning home offers a blend of luxury, comfort, and convenience, perfect for families and groups looking to enjoy the best of Sarasota. With a private pool, hot tub, and prime location, you’ll have everything you need for a memorable stay.Key Features:Spacious Bedroom...
from CA$541 / night
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Siesta Key, Sarasota County
Vacation Rental • 14 Guests • 6 Bedrooms
Siesta Key, Sarasota County
Discover the epitome of Siesta Key luxury in this stunning 6BR coastal retreat, complete with a private pool, spa, and deeded beach access. Boasting smart home features, a gourmet kitchen, and a cozy wood-burning fireplace, this residence offers both modern convenience and timeless charm. The lush tropical landscaping adds to the allure of this Florida paradise, providing an ideal setting for outdoor gatherings. Don't miss this opportunity to experience the ultimate Siesta Key lifestyle. Exceptional Siesta Key Oasis with 6 Bedrooms, Deeded Beach Access, and Luxury Amenities!Nestled in the c...
from CA$1,214 / night
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Prices and availability
FAQs: Vacation Rentals and Apartments in Siesta Key
On average, what was the cost for vacation rentals in Siesta Key in 2020, during coronavirus pandemic?
The COVID-19 pandemic strongly impacted the travel industry in 2020. This destination had an annual average of around CA$492.83 per night.
What time of year offers, on average, the best vacation rental prices in Siesta Key?
If you want to save as much as possible during your visit to Siesta Key, pack your bags and travel there in October (CA$367.15 per night on average), November (CA$414.55), or December (CA$451), to find the lowest prices for the whole year.
In which months is it more expensive to rent a vacation rental in Siesta Key?
When booking a vacation rental in Siesta Key, the highest prices can usually be seen in the month of March (with an average of CA$634.55 per night), followed by February (CA$624.81), and April (CA$563.41).
Is Siesta Key a good location for a last-minute getaway?
It's worthwhile if you can book your stay in plenty of time when visiting Siesta Key, as only 22% of our accommodations are usually available throughout the year.
When are more vacation rentals available?
September, April and May are, in order of highest to lowest, the months that present the largest number of properties free, with respective average availability figures of 38.75%, 33.75%, and 30.6%.
When are fewer rentals available in Siesta Key?
The month with the highest average booked rental figures is February (only 2.6% of properties were available on average in 2020). Followed by March (6.5%), and July (11.75%).
Are there many rentals in Siesta Key?
Our inventory features around 2500 properties from 7 partners, giving you plenty of choice when searching for your next dream vacation rental!
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