Siesta Key holiday rentals

We found 7,183 holiday rentals — enter your dates for availability
Discover a selection of 401 homes, 73 apartments and other holiday rentals in Siesta Key that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as a garden and pool. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Siesta Key

Showing deals for:29 Jan - 5 Feb

Image gallery for Rare private beachfront estate on the Gulf.

Pool
10 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)

Rare private beachfront estate on the Gulf.

Nokomis

8% off
Price is S$34,327
for 7 nights, 1 home
S$4,904 per night
includes taxes & fees
Rare private beachfront estate on the Gulf.

Find spaces that suit your style

Find properties near top attractions in Siesta Key

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Find the best place to stay - Siesta Key

Image of New to Rental market Luxury remodeled condo located directly on Siesta Key Beach
Premier Host

New to Rental market Luxury remodeled condo located directly on Siesta Key Beach

Sleeps 6 · 2 bedrooms · 2 bathrooms
10 out of 10
exceptional
(26 reviews)
More information about New to Rental market Luxury remodeled condo located directly on Siesta Key Beach, opens in a new tab

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently Asked Questions

What is the most popular type of holiday rental accommodation in Siesta Key?

The most in-demand types of holiday rentals in Siesta Key are condos. Want something different? Vrbo has plenty of options to match the needs of our guests, so you'll see holiday properties in all sizes, and for all budgets. The perfect fit is waiting for you — discover yours today.

How much does it cost to rent a holiday rental in Siesta Key?

The average price for a holiday home in Siesta Key is determined by a number of factors, such as length of stay, property type and season. Whether you're thinking about a sprawling villa with space for the whole family or a cosy cabin for just you and the kids, just enter your travel dates to see stays that offer great value.

How much does it cost to rent a beach house in Siesta Key?

Prices for beach houses in Siesta Key can vary depending on the size and type of the property and time of year you're travelling. All you have to do is enter your travel dates into Vrbo and how many guests to see available options and prices. From there you can use the filters to narrow your search by ratings, amenities and more.

What are popular rental amenities in Siesta Key?

An electric car charging station, tennis and a garden top the list of most popular rental amenities in Siesta Key. Whether you plan to travel solo, with your spouse or a group of friends, Vrbo can help you find a holiday rental that fits your style with all the features you need.

What are the top attractions for families in Siesta Key?

Keep your kids busy at these leading family-friendly attractions in Siesta Key:

  • Siesta Key Beach
  • Lido Beach
  • Turtle Beach

Can I find two-bedroom holiday rentals in Siesta Key?

Gather your loved ones and enjoy a relaxing escape in one of the 1,076 two-bedroom holiday properties Siesta Key has to offer.

Are there holiday rentals with WiFi in Siesta Key?

Whether you'd like to keep up with the headlines, write a few emails or surf social media, there are 403 holiday homes with WiFi in Siesta Key. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.

How old do you have to be to rent a holiday rental in Siesta Key?

We recommend checking with the Siesta Key holiday home you're looking at on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.

How long can I rent a holiday rental in Siesta Key for?

It really depends on the Siesta Key property. To see all available options offering extended stays, simply type your travel dates and number of people into Vrbo's search page. You can look forward to having the entire place to yourself, along with the comforts of home like air conditioning, a fully-equipped kitchen and outdoor spaces to run around in. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

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