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
Vacation rental for 5 people, with balcony and garden
Free cancellation
from CA$521 per night
Sarasota Beach, Siesta Key
10.0
Vacation rental for 2 people, with pool and garden, with pets
Free cancellation
from CA$789 per night
Sarasota Beach, Siesta Key
9.9
Vacation rental for 3 people, with terrace and pool, with pets
Free cancellation
from CA$246 per night
Sarasota Beach, Siesta Key
9.1
Vacation rental for 3 people
Free cancellation
from CA$567 per night
Vacation Rentals in Siesta Key
Siesta Key, Sarasota County
6.8
Vacation rental for 4 people, with pool
Free cancellation
from CA$195 per night
Siesta Key Beach, Siesta Key
9.9
Vacation rental for 6 people, with garden and pool
Free cancellation
from CA$464 per night
Siesta Key, Sarasota County
9.2
Vacation rental for 4 people, with balcony/terrace and pool
Free cancellation
from CA$486 per night
Siesta Key, Sarasota County
9.2
Vacation rental for 4 people, with garden
Free cancellation
from CA$296 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$438 per night
Sarasota Beach, Siesta Key
8.8
Vacation rental for 2 people, with terrace
Free cancellation
from CA$279 per night
Siesta Key, Sarasota County
9.3
Vacation rental for 2 people, with terrace
Free cancellation
from CA$790 per night
Nokomis Beach, Siesta Key
9.2
Hotel for 2 people, with pool
Free cancellation
from CA$359 per night
Holiday rentals & lettings with pool
Siesta Key Beach, Siesta Key
7.5
Vacation rental for 5 people, with hot tub
from CA$549 per night
Nokomis Beach, Siesta Key
10.0
Vacation rental for 2 people, with pool and garden as well as terrace
Free cancellation
from CA$438 per night
Sarasota Beach, Siesta Key
9.2
Vacation rental for 2 people, with pool
Free cancellation
from CA$516 per night
Nokomis Beach, Siesta Key
9.7
Hotel for 2 people, with pool
Free cancellation
from CA$359 per night
Child-friendly holiday lettings
Siesta Key, Sarasota County
10.0
Vacation rental for 6 people, with garden and pool
Free cancellation
from CA$239 per night
Siesta Key, Sarasota County
Vacation rental for 5 people, with pool and garden, child-friendly
Free cancellation
from CA$266 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 lake view and balcony, child-friendly
Free cancellation
from CA$460 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 unparalleled luxury in the heart of Siesta Key with this stunning 6-bedroom, 4-bathroom coastal retreat. Located in the coveted Tortoise Estates, this exceptional property features deeded beach access, a private pool, a relaxing spa, and a plethora of modern amenities to elevate your vacation experience. With smart home technology, a gourmet kitchen, and architectural grace, this residence harmonizes modern convenience with timeless charm, creating an idyllic setting for families and friends to gather.This luxurious oasis hosts a spacious game/workout room and a state-of-the-art mo...
from CA$1,399 / night
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Sarasota Beach, Siesta Key
Vacation Rental • 8 Guests • 3 Bedrooms
Sarasota Beach, Siesta Key
Escape to luxury with a stay at our tranquil Sarasota home, where elegance meets comfort in a pristine setting. This stunning property features a private oasis complete with a sparkling pool and hot tub, inviting you to unwind in the expansive backyard. The open-concept living area provides the perfect backdrop for family gatherings, while the three cozy bedrooms promise a restful stay, ensuring you feel right at home in this slice of paradise.Located just a short drive from the famous Siesta Beach, where you can indulge in sun-soaked days by the water, this home perfectly combines relaxati...
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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