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: <a href="/property/location-1-bdrm-cottage-1-block-from-beach-and-2-blocks-from-siesta-village/HA-3211683203" class="class="static-page-link"">Location 1 Bdrm Cottage 1 Block from Beach and 2 Blocks from Siesta Village</a> <a href="/property/siesta-key-beach-cottage/HA-3211165241" class="class="static-page-link"">Siesta Key Beach Cottage</a> <a href="/property/siesta-key-village-cottage-3-blocks-to-beach-large-private-heated-pool/HA-3213726515" class="class="static-page-link"">Siesta Key Village Cottage , 3 blocks to beach, Large private heated pool</a> <a href="/property/5-min-walk-to-beach-village-private-pool-on-the-canal/HA-3213837572" class="class="static-page-link"">5 Min walk to Beach &amp; Village, Private Pool,On the Canal</a> <a href="/property/haven-cottage-across-street-from-beach-and-heated-pool/HA-3211348540" class="class="static-page-link"">Haven cottage Across street from beach and Heated Pool</a> <a href="/property/drift-inn-a-heated-pool-beach-and-amenities-2-3-min-walk/HA-3211569277" class="class="static-page-link"">Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.</a> <a href="/property/location-3-bedroom-cottage-block-from-beach-and-two-blocks-from-siesta-village/HA-3211676858" class="class="static-page-link"">Location. 3 bedroom cottage block from beach and two blocks from Siesta Village</a> <a href="/property/luxury-beach-cottage-on-siesta-key-perfect-getaway-private-pool/HA-121213515" class="class="static-page-link"">Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool.</a> <a href="/property/siesta-key-beachside-getaway-cottage-walking-distance-to-beach-and-village/HA-121383470" class="class="static-page-link"">Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village</a> <a href="/property/siesta-key-sanctuary-pool-kayaks-tikihut-king-bed/HA-3213712630" class="class="static-page-link"">Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed</a>

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. Ownerdirect 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: Chic Studio Cottage - Walk to Siesta Key Beach! Across The Street From #1 Beach The Inn On Siesta Key Coriander Cottage <a href="/all/usa/florida/siesta-key" class="class="static-page-link"">See all pet-friendly vacation rentals in Siesta Key on Ownerdirect</a>

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 Ownerdirect shows that there are Over 87 private swimming pools or cottages with indoor pools in the Siesta Key area along with other great amenities.