Cottages 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:

• Key West style beach cottage JUST STEPS from #1 SIESTA KEY BEACH!
• Location 1 Bdrm Cottage 1 Block from Beach and 2 Blocks from Siesta Village
• Siesta Key Village Cottage , 3 blocks to beach, Large private heated pool
• Location. 3 bedroom cottage block from beach and two blocks from Siesta Village
• Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool.
• Sandy Seahorse Cottage
• Parrot Beach Cottages Suite #1
• Crescent Cottage - 1034
• Unwind Poolside + Walk to Beach! Sarasota Retreat
• Parrot Beach Cottages Suite #2

The average cost for a cottage rental in Siesta Key is $498 per night. Smartours 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:

• Across The Street From #1 Beach
• Coriander Cottage
• The Inn On Siesta Key
• Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

See all pet-friendly vacation rentals in Siesta Key on Smartours

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 Smartours shows that there are Over 91 private swimming pools or cottages with indoor pools in the Siesta Key area along with other great amenities.