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Siesta Key Cottage Rentals & Holiday Homes

Find the best cottages in Siesta Key - We found 87 exact matches

About Siesta Key Cottage Rentals on Treehouse Rentals

Looking for enchanting cottages near Siesta Key for your next getaway? Treehouse Rentals offers more than 87 unique treetop escapes and forest hideaways, perfect for your family or group trip. Discover treehouses nestled amidst nature, featuring amenities like private decks, kid-friendly designs, and proximity to local attractions. These rentals provide an exceptional experience, catering to families, friends, couples, or adventurous travelers.

Planning a treetop retreat or a nature-based getaway for your group? Treehouse Rentals provides a variety of accommodations, including luxury treehouses, off-grid cabins, and cozy forest homes, connecting you directly with property owners to secure the best rates.

Explore 87 treehouses and exceptional nature-based accommodations in Siesta Key with Treehouse Rentals. Find unique Airbnb-style and VRBO-style treehouses perfect for your weekend escape, summer vacation, or romantic retreat, all within your budget.

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Frequently Asked Questions About Siesta Key Rental Cottages

There are a lot of options in Siesta Key. If you plan on staying in the Siesta Key area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Siesta Key:

The average cost for a cottage rental in Siesta Key is $531 per night. TreehouseRentals.com has a wide list of great cottages near Siesta Key that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Siesta Key that allow you to bring your pet:

See all pet-friendly vacation rentals in Siesta Key on Treehouse Rentals

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Siesta Key to find one that works for you.
As of 2026, the data from Treehouse Rentals shows that there are Over 87 private swimming pools or cottages with indoor pools in the Siesta Key area along with other great amenities.
About 87 cottages in Siesta Key boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Siesta Key on Treehouse Rentals
Yes, there are luxury cottages in Siesta Key. Find more luxury, lakefront, winter, & last-minute cottage rentals near Siesta Key.