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/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/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/parrot-beach-cottages-suite-4/BC-7167822" class="class="static-page-link"">Parrot Beach Cottages Suite #4</a> <a href="/property/parrot-beach-cottages-suite-2/BC-7167814" class="class="static-page-link"">Parrot Beach Cottages Suite #2</a> <a href="/property/sandy-seahorse-cottage/BC-10615386" class="class="static-page-link"">Sandy Seahorse Cottage</a> <a href="/property/lulu-s-crescent-cottage-1/BC-10801833" class="class="static-page-link"">Lulu&#39;s Crescent Cottage #1</a> <a href="/property/crescent-cottage-1034/BC-10604523" class="class="static-page-link"">Crescent Cottage - 1034</a> <a href="/property/mulberry-cottage/BC-5586696" class="class="static-page-link"">Mulberry Cottage</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. Holidayinthehamptons 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 Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village <a href="/all/usa/florida/siesta-key" class="class="static-page-link"">See all pet-friendly vacation rentals in Siesta Key on Holidayinthehamptons</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 Holidayinthehamptons shows that there are Over 85 private swimming pools or cottages with indoor pools in the Siesta Key area along with other great amenities.

Siesta Key Cottage Rentals By Owner

From US $304

10.0 (323 Reviews)

Cottage

Across The Street From #1 Beach

Air Conditioner
Parking
Pet Friendly

Siesta Key Cottage Rentals & Holiday Homes

Find the best cottages in Siesta Key - We found 85 exact matches

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