Siesta Key villa rentals

We found 433 villa rentals — enter your dates for availability

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday villa rentals in Siesta Key?
Opt for one of our 433 villa rentals in Siesta Key and you'll have the ideal base for your next group or family travel experience. Siesta Key Village, Aloha Kai and Bay Isle are some of the city's most popular areas to stay.
How much does it cost to stay in a villa rental in Siesta Key?
Our filters make it a cinch to find a villa rental in Siesta Key that suits your budget. Fine-tune your search by entering your maximum total or nightly price. Also think about when you go. Prices often vary based on busy seasons, local holidays or special events or festivals. Off-peak times may offer lower rates.
When is the best time to rent a villa in Siesta Key?
First, consider whether you prefer the bustle of peak season or the quieter vibe of the off-season. Also think about factors like the weather conditions and what you want to see in Siesta Key. Whenever you go, there'll be a character-filled villa rental waiting for you.
Where can I rent a Siesta Key villa with great views?
Add something extra special to your trip by settling into one of our villa rentals with beach views. An easy way to look for a villa in Siesta Key with a beautiful outlook is to use the "Rated highly for location" filter. These are the stays Stayz guests can't help but rave about!
Can I book a luxury villa in Siesta Key?
Take your trip to the next level when you stay in one of our villa rentals in Siesta Key. Often boasting modern conveniences such as gourmet kitchens, high-tech home entertainment systems and plush furnishings, you and your guests will feel like VIPs. Use our filters to find properties with high-class perks like hot tubs and swimming pools for that extra layer of luxury.
What are the top things to do in Siesta Key?
It's no surprise why many families love Siesta Key, with cool attractions like Siesta Key Beach, Mote Marine Laboratory & Aquarium and Sarasota Jungle Gardens to explore. Uncover this destination's best sights together and then return to the cosy comforts of your villa rental.
Why should I book my villa holiday with Stayz?
Booking a villa rental with Stayz means you'll have the entire place for your exclusive use — your private oasis, without any interruptions or distractions from anybody else. What's more, our easy payment and cancellation policies allow you to amend your plans if required.