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
Siesta Key Beach, Siesta Key
9.2
Vacation rental for 6 people, with terrace, with pets
Free cancellation
from CA$744 per night
Sarasota Beach, Siesta Key
9.9
Vacation rental for 2 people, with garden and terrace, with pets
Free cancellation
from CA$306 per night
Siesta Key Beach, Siesta Key
8.0
Vacation rental for 8 people
from CA$790 per night
Sarasota Beach, Siesta Key
9.5
Vacation rental for 8 people
from CA$760 per night
Vacation Rentals in Siesta Key
Siesta Key Beach, Siesta Key
9.9
Vacation rental for 6 people, with garden and pool
Free cancellation
from CA$507 per night
Siesta Key Beach, Siesta Key
9.5
Vacation rental for 4 people, with terrace and garden as well as pool
Free cancellation
from CA$445 per night
Siesta Key, Sarasota County
9.5
Vacation rental for 2 people, with pool and terrace
Free cancellation
from CA$818 per night
Siesta Key, Sarasota County
9.3
Vacation rental for 2 people, with terrace
Free cancellation
from CA$796 per night
Vacation rentals with free cancellation
Siesta Key, Sarasota County
6.8
Vacation rental for 4 people, with pool
Free cancellation
from CA$196 per night
Siesta Key, Sarasota County
9.3
Vacation rental for 2 people
Free cancellation
from CA$257 per night
Sarasota Beach, Siesta Key
9.6
Vacation rental for 4 people, with pool
Free cancellation
from CA$510 per night
Siesta Key, Sarasota County
9.5
Vacation rental for 4 people, with garden and terrace
Free cancellation
from CA$434 per night
Holiday rentals & lettings with pool
Siesta Key, Sarasota County
9.7
Vacation rental for 5 people, with pool and garden
Free cancellation
from CA$445 per night
Siesta Key, Sarasota County
9.3
Vacation rental for 4 people
Free cancellation
from CA$428 per night
Siesta Key Beach, Siesta Key
9.4
Vacation rental for 6 people, with garden and pool
Free cancellation
from CA$430 per night
Siesta Key Beach, Siesta Key
9.8
Vacation rental for 4 people, with pool and balcony
Free cancellation
from CA$379 per night
Child-friendly holiday lettings
Siesta Key, Sarasota County
Vacation rental for 5 people, with garden and pool, child-friendly
Free cancellation
from CA$267 per night
Siesta Key, Sarasota County
10.0
Vacation rental for 6 people, with pool and garden
Free cancellation
from CA$240 per night
Siesta Key, Sarasota County
Vacation rental for 6 people, with garden
Free cancellation
from CA$261 per night
Siesta Key, Sarasota County
Vacation rental for 6 people, with balcony and lake view, child-friendly
Free cancellation
from CA$463 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
Experience the unmatched luxury of Siesta Key in this exquisite 6-bedroom coastal retreat, set within the sought-after Tortoise Estates. With a stunning combination of modern amenities and classic charm, this exceptional residence features a private pool, spa, and deeded beach access—all designed for the ultimate coastal living experience. The elegance of this home is accentuated by smart home capabilities, enhancing your stay with modern convenience while the cozy wood-burning fireplace brings a sense of warmth and timeless appeal.This expansive property includes roomy living spaces optimi...
from CA$1,188 / night
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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 you can relax in your private oasis complete with a sparkling pool, soothing hot tub, and expansive backyard. This stunning property features an open-concept living area and three cozy bedrooms designed for ultimate comfort, making it an ideal getaway for families or groups.Located just a quick 3-minute drive from the stunning Siesta Beach, this home provides the perfect base for your beach adventures. Explore the beautiful Crescent Beach within a 10-minute drive or take a leisurely 13-minute walk to a nearby local beach. The prime locatio...
from CA$584 / 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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