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
Siesta Key Beach, Siesta Key
Vacation rental for 5 people, with balcony and garden
Free cancellation
from CA$547 per night
Pets allowed
Sarasota Beach, Siesta Key
10.0
Vacation rental for 2 people, with garden and pool, with pets
Free cancellation
from CA$820 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$251 per night
Pets allowed
Sarasota Beach, Siesta Key
10.0
Vacation rental for 4 people
Free cancellation
from CA$657 per night
Vacation Rentals in Siesta Key
Siesta Key, Sarasota County
6.8
Vacation rental for 4 people, with pool
Free cancellation
from CA$194 per night
Siesta Key Beach, Siesta Key
9.9
Vacation rental for 6 people, with garden and pool
Free cancellation
from CA$483 per night
Siesta Key, Sarasota County
9.2
Vacation rental for 4 people, with balcony/terrace and pool
Free cancellation
from CA$544 per night
Siesta Key, Sarasota County
9.2
Vacation rental for 4 people, with garden
Free cancellation
from CA$309 per night
Vacation rentals with free cancellation
Siesta Key Beach, Siesta Key
9.6
Vacation rental for 4 people, with garden and terrace as well as pool
Free cancellation
from CA$565 per night
Siesta Key Beach, Siesta Key
8.9
Vacation rental for 2 people, with pool and garden as well as terrace
Free cancellation
from CA$354 per night
Sarasota Beach, Siesta Key
8.8
Vacation rental for 2 people, with terrace
Free cancellation
from CA$303 per night
Sarasota Beach, Siesta Key
9.2
Vacation rental for 2 people, with pool
Free cancellation
from CA$566 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$562 per night
Pool
Siesta Key, Sarasota County
9.3
Vacation rental for 2 people, with terrace
Free cancellation
from CA$823 per night
Pool
Nokomis Beach, Siesta Key
10.0
Vacation rental for 2 people, with terrace and pool as well as garden
Free cancellation
from CA$455 per night
Pool
Nokomis Beach, Siesta Key
9.2
Hotel for 2 people, with pool
Free cancellation
from CA$373 per night
Child-friendly holiday lettings
Child friendly
Siesta Key, Sarasota County
10.0
Vacation rental for 6 people, with garden and pool
Free cancellation
from CA$253 per night
Child friendly
Siesta Key, Sarasota County
Vacation rental for 5 people, with garden and pool, child-friendly
Free cancellation
from CA$282 per night
Child friendly
Siesta Key, Sarasota County
Vacation rental for 6 people, with garden
Free cancellation
from CA$279 per night
Child friendly
Siesta Key, Sarasota County
Vacation rental for 6 people, with balcony and lake view, child-friendly
Free cancellation
from CA$387 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, where relaxation meets indulgence. This stunning property offers a private oasis featuring a sparkling pool, hot tub, and an expansive backyard. With an open-concept living area and three cozy bedrooms designed for ultimate comfort, this home is the perfect retreat for families and groups. Just a 3-minute drive to the renowned Siesta Beach, another 10 minutes to Crescent Beach, and a pleasant 13-minute walk to a local beach makes the location incredibly convenient for easy access to Sarasota's best beach destinations.Comfortable Accommodation:Th...
from CA$634 / 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 6-bedroom coastal retreat, complete with a private pool, spa, and deeded beach access. This exceptional oasis seamlessly blends modern convenience with timeless charm, featuring smart home technologies, a gourmet kitchen, and a cozy wood-burning fireplace. Surrounded by lush tropical landscaping, this property is the perfect setting for outdoor gatherings, allowing guests to truly experience the ultimate Siesta Key lifestyle.Nestled in the desirable Tortoise Estates, this exceptional property boasts an array of amenities. Enjoy an e...
from CA$809 / 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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