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
Pets allowed
Sarasota Beach, Siesta Key
10.0
Vacation rental for 2 people, with garden and pool, with pets
Free cancellation
from CA$801 per night
Pets allowed
Sarasota Beach, Siesta Key
9.9
Vacation rental for 3 people, with terrace and pool, with pets
Free cancellation
from CA$246 per night
Pets allowed
Sarasota Beach, Siesta Key
9.1
Vacation rental for 3 people
Free cancellation
from CA$380 per night
Pets allowed
Sarasota Beach, Siesta Key
7.3
Vacation rental for 3 people, with pets
Free cancellation
from CA$542 per night
Vacation Rentals in Siesta Key
Siesta Key, Sarasota County
6.8
Vacation rental for 4 people, with pool
Free cancellation
from CA$185 per night
Siesta Key, Sarasota County
9.2
Vacation rental for 4 people, with pool and balcony/terrace
Free cancellation
from CA$563 per night
Siesta Key Beach, Siesta Key
9.9
Vacation rental for 6 people, with pool and garden as well as terrace
Free cancellation
from CA$497 per night
Siesta Key, Sarasota County
9.2
Vacation rental for 4 people, with garden
Free cancellation
from CA$317 per night
Vacation rentals with free cancellation
Siesta Key Beach, Siesta Key
9.6
Vacation rental for 4 people, with garden and pool as well as terrace
Free cancellation
from CA$438 per night
Siesta Key Beach, Siesta Key
8.9
Vacation rental for 2 people, with terrace and garden as well as pool
Free cancellation
from CA$296 per night
Sarasota Beach, Siesta Key
8.8
Vacation rental for 2 people, with terrace
Free cancellation
from CA$325 per night
Sarasota Beach, Siesta Key
9.2
Vacation rental for 2 people, with pool
Free cancellation
from CA$589 per night
Holiday rentals & lettings with pool
Pool
Siesta Key Beach, Siesta Key
7.5
Vacation rental for 5 people, with hot tub
from CA$570 per night
Pool
Siesta Key Beach, Siesta Key
9.6
Vacation rental for 2 people, with garden and pool
from CA$357 per night
Pool
Siesta Key Beach, Siesta Key
9.9
Vacation rental for 2 people, with balcony and hot tub
from CA$584 per night
Pool
Siesta Key, Sarasota County
9.3
Vacation rental for 2 people, with terrace
Free cancellation
from CA$814 per night
Child-friendly holiday lettings
Child friendly
Siesta Key, Sarasota County
10.0
Vacation rental for 6 people, with pool and garden
Free cancellation
from CA$252 per night
Child friendly
Siesta Key, Sarasota County
Vacation rental for 5 people, with pool and garden, child-friendly
Free cancellation
from CA$266 per night
Child friendly
Siesta Key, Sarasota County
Vacation rental for 6 people, with garden
Free cancellation
from CA$335 per night
Child friendly
Siesta Key, Sarasota County
Vacation rental for 6 people, with lake view and balcony, child-friendly
Free cancellation
from CA$537 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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Siesta Key, Sarasota County
Vacation Rental • 14 Guests • 6 Bedrooms
Siesta Key, Sarasota County
Discover the ultimate Siesta Key luxury in this magnificent 6-bedroom coastal retreat, an exquisite haven that comes with its own private pool, spa, and direct access to the stunning beaches. This beautifully designed property combines smart home technology with classic charm, ensuring a comfortable and convenient stay. The lush tropical landscaping enveloping the residence creates an enchanting setting perfect for relaxation and outdoor gatherings.Located in the desirable Tortoise Estates, this luxurious 6-bedroom, 4-bathroom home is packed with exceptional features. With a spacious game a...
from CA$1,075 / night
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Sarasota Beach, Siesta Key
Vacation Rental • 8 Guests • 3 Bedrooms
Sarasota Beach, Siesta Key
Escape to a world of luxury and comfort in our serene Sarasota home, perfect for families and groups seeking an idyllic vacation experience. Nestled just minutes away from some of the finest beaches in the area, this stunning rental features a private oasis complete with a sparkling pool, relaxing hot tub, and an expansive backyard for outdoor fun. With an open-concept living space and three cozy bedrooms designed for ultimate comfort, you can unwind and make cherished memories during your stay.Comfortable Accommodation:This luxurious property offers three spacious bedrooms to ensure a rest...
from CA$665 / 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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