Siesta Key Cottage Rentals & Holiday Homes

Frequently Asked Questions About Siesta Key Rental Cottages

What are the top rated Cottage Rentals in Siesta Key?

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:

• Siesta Key Village Cottage , 3 blocks to beach, Large private heated pool
• 5 Min walk to Beach & Village, Private Pool,On the Canal
• Location. 3 bedroom cottage block from beach and two blocks from Siesta Village
• Parrot Beach Cottages Suite #4
• Parrot Beach Cottages Suite #2
• Crescent Cottage - 1034
• Mulberry Cottage
• Topsail Cottage - 1025
• Beach Club Cute Cottage in C Bldg
• Siesta Beach Cottage, Sleeps 6, Walk to Beach, Stores, & Restaurants

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

The average cost for a cottage rental in Siesta Key is $535 per night. Vacation Cottage 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.

Are there any cottages in Siesta Key that allow pets?

Yes, here are the top cottage rentals in Siesta Key that allow you to bring your pet:

• Across The Street From #1 Beach
• Chic Studio Cottage - Walk to Siesta Key Beach!
• The Inn On Siesta Key
• Key West style beach cottage JUST STEPS from #1 SIESTA KEY BEACH!

See all pet-friendly vacation rentals in Siesta Key on Vacation Cottage

Do you have any rental cottages in Siesta Key that are suitable for families?

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.

Are there quality cottages in Siesta Key that have indoor swimming pools?

As of 2026, the data from Vacation Cottage shows that there are Over 87 private swimming pools or cottages with indoor pools in the Siesta Key area along with other great amenities.

Do any cottages in Siesta Key have hot tubs?

About 87 cottages in Siesta Key boast of premium hot tubs. Some of the popular places to stay with hot tubs include:

• Siesta Key rentals with hot tub

Are there luxury cottages in Siesta Key?

Yes, there are luxury cottages in Siesta Key. Find more luxury, lakefront, winter, & last-minute cottage rentals near Siesta Key.