Siesta Key cottage rentals

We found 91 cottage rentals — enter your dates for availability

  • 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

Are there any cottage rentals in Siesta Key?
Select from 91 cottage rentals in Siesta Key that offer a restful, quiet retreat among the sights and sounds of nature. Look into cottages in popular areas such as Siesta Key Village, Aloha Kai and Bay Isle.
How much does it cost to stay in a cottage rental in Siesta Key?
A number of factors will determine the price of a cottage rental in Siesta Key, such as the size of the property and how long and when you're travelling. All you have to do is enter your holiday dates and preferences to find a cottage that fits your style and budget.
When is the best time to rent a cottage in Siesta Key?
To get your ideal cottage rental in Siesta Key, timing plays a big part. Book early and you'll have a greater range of properties to pick from, especially if you're travelling during peak seasons. You can usually find more affordable prices or special early booking discounts.
Where can I rent a Siesta Key holiday cottage with great views?
Let stress fade away as you relax and take in the beach views from your inviting cottage rental in Siesta Key. Use our filter tools to search for cottages with outdoor areas, such as a patio or deck, so you can enjoy the vistas even more.
Does Siesta Key have any lakeside cottages?
Glorious views of glistening water, the peacefulness of nature and outdoor activities are just a few of the things you can look forward to in one of Stayz's lakeside cottage rentals. Use our handy "Location" filter and click on "Lake" to see if there are any cosy retreats in Siesta Key near the water.
What are the top things to do in Siesta Key?
Siesta Key Beach, Mote Marine Laboratory & Aquarium and Sarasota Jungle Gardens are popular attractions that'll keep the whole family busy in Siesta Key. There's nothing like travel to get everyone together, so browse our cottage rentals in this vibrant destination.
Why should I book my holiday cottage with Stayz?
Stayz offers customer support from booking until the end of your trip, so every aspect of your holiday is hassle-free. Plus we think our cottage rentals are pretty special — think amenity-packed stays ideal for families and charming options that are perfect for a romantic interlude. When you book with us, you can also take advantage of flexible cancellation policies and other benefits like payment and deposit protection.

More holiday ideas