Vacation Rentals & Apartments in Siesta Key
Start comparing over 1,935 rentals in Siesta Key and book at the best price!
Find offers
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$524 per night
Pets allowed
Sarasota Beach, Siesta Key
10.0
Vacation rental for 2 people, with pool and garden, with pets
Free cancellation
from CA$704 per night
Pets allowed
Sarasota Beach, Siesta Key
9.9
Vacation rental for 3 people, with pool and terrace, with pets
Free cancellation
from CA$245 per night
Pets allowed
Sarasota Beach, Siesta Key
9.1
Vacation rental for 3 people
Free cancellation
from CA$328 per night
Vacation Rentals in Siesta Key
Siesta Key, Sarasota County
6.8
Vacation rental for 4 people, with pool
Free cancellation
from CA$196 per night
Siesta Key Beach, Siesta Key
9.9
Vacation rental for 6 people, with pool and garden
Free cancellation
from CA$466 per night
Siesta Key, Sarasota County
9.2
Vacation rental for 4 people, with balcony/terrace and pool
Free cancellation
from CA$496 per night
Siesta Key, Sarasota County
9.2
Vacation rental for 4 people, with garden
Free cancellation
from CA$297 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$459 per night
Sarasota Beach, Siesta Key
8.8
Vacation rental for 2 people, with terrace
Free cancellation
from CA$278 per night
Siesta Key, Sarasota County
9.3
Vacation rental for 2 people, with terrace
Free cancellation
from CA$793 per night
Sarasota Beach, Siesta Key
9.2
Vacation rental for 2 people, with pool
Free cancellation
from CA$505 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$542 per night
Pool
Nokomis Beach, Siesta Key
10.0
Vacation rental for 2 people, with terrace and garden as well as pool
Free cancellation
from CA$439 per night
Pool
Siesta Key, Sarasota County
9.6
Vacation rental for 2 people, with terrace
Free cancellation
from CA$726 per night
Pool
Nokomis Beach, Siesta Key
9.7
Hotel for 2 people, with pool
Free cancellation
from CA$360 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$242 per night
Child friendly
Siesta Key, Sarasota County
Vacation rental for 5 people, with garden and pool, child-friendly
Free cancellation
from CA$268 per night
Child friendly
Siesta Key, Sarasota County
Vacation rental for 6 people, with garden
Free cancellation
from CA$264 per night
Child friendly
Siesta Key, Sarasota County
Vacation rental for 6 people, with lake view and balcony, child-friendly
Free cancellation
from CA$459 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.
more...
Siesta Key, Sarasota County
Vacation Rental • 14 Guests • 6 Bedrooms
Siesta Key, Sarasota County
Discover an unparalleled experience of luxury and comfort in this stunning 6-bedroom coastal retreat located in the sought-after Tortoise Estates. This exceptional property is designed for both relaxation and entertainment, featuring a private pool and spa, along with deeded beach access that simply enhances the coastal lifestyle. With sophisticated smart home features, a gourmet kitchen equipped for any culinary endeavor, and the warmth of a cozy wood-burning fireplace, this residence melds modern conveniences with timeless charm, making it an ideal getaway for families and friends.This op...
from CA$1,130 / night
View offer
more...
Sarasota Beach, Siesta Key
Vacation Rental • 8 Guests • 3 Bedrooms
Sarasota Beach, Siesta Key
Escape to an unparalleled luxury getaway in our enchanting Sarasota home, where tranquility meets sophistication. This stunning property features a private oasis dedicated to your relaxation, complete with a sparkling pool and hot tub nestled in an expansive backyard. The heart of the home boasts an inviting open-concept living area with three beautifully designed bedrooms ensuring a restful escape for families or groups seeking a memorable vacation.Conveniently located just a short drive to some of the world’s finest beaches, this property offers the perfect base for exploring the vibrant ...
from CA$589 / night
View offer
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!
Vacation destinations nearby
- Cape CoralVacation Rentals and Apartments
- SarasotaVacation Rentals and Apartments
- ClearwaterVacation Rentals and Apartments
- Naples (FL)Vacation Rentals and Apartments
- TampaVacation Rentals and Apartments
- Anna Maria IslandVacation Rentals and Apartments
- Fort MyersVacation Rentals and Apartments
- Fort Myers BeachVacation Rentals and Apartments
- New OrleansVacation Rentals and Apartments
- GalvestonVacation Rentals and Apartments
- St. Pete BeachVacation Rentals and Apartments
- St. Petersburg (FL)Vacation Rentals and Apartments