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Cottages in Siesta Key
Find the cottages that appeal to you the most
Cottages for every style
Find the right cottage for you in Siesta Key
The best cottages in Siesta Key
Check out our selection of great cottages in Siesta Key
- Scored out of 10, guest rating 8.0Very Good - What previous guests thought, 57 reviewsFrom$2001 night, 2 adults
- Scored out of 10, guest rating 10Exceptional - What previous guests thought, 7 reviewsFrom$1931 night, 2 adults
- Scored out of 10, guest rating 9.4Wonderful - What previous guests thought, 5 reviewsFrom$3141 night, 2 adults
- Scored out of 10, guest rating 9.3Wonderful - What previous guests thought, 29 reviewsFrom$1491 night, 2 adults
- Scored out of 10, guest rating 9.2Wonderful - What previous guests thought, 8 reviewsFrom$1051 night, 2 adults
- Scored out of 10, guest rating 9.4Wonderful - What previous guests thought, 6 reviewsFrom$3,0001 night, 2 adults
- Scored out of 10, guest rating 8.7Excellent - What previous guests thought, 391 reviewsFrom$2321 night, 2 adults
- Scored out of 10, guest rating 8.4Very Good - What previous guests thought, 663 reviewsFrom$2861 night, 2 adults
- Scored out of 10, guest rating 8.9Excellent - What previous guests thought, 10 reviewsFrom$4741 night, 2 adults
- Scored out of 10, guest rating 6.2Pleasant - What previous guests thought, 13 reviewsFrom$1031 night, 2 adults
- Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 12 reviewsFrom$921 night, 2 adults
- Scored out of 10, guest rating 9.5Exceptional - What previous guests thought, 26 reviewsFrom$891 night, 2 adults
- Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 21 reviewsFrom$2641 night, 2 adults
- Scored out of 10, guest rating 9.8Exceptional - What previous guests thought, 41 reviewsFrom$891 night, 2 adults
- Scored out of 10, guest rating 9.2Wonderful - What previous guests thought, 6 reviewsFrom$1741 night, 2 adults
- Scored out of 10, guest rating 9.9Exceptional - What previous guests thought, 9 reviewsFrom$2001 night, 2 adults
- Scored out of 10, guest rating 10Exceptional - What previous guests thought, 7 reviewsFrom$2701 night, 2 adults
- Scored out of 10, guest rating 9.1Wonderful - What previous guests thought, 16 reviewsFrom$4281 night, 2 adults
- Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 35 reviewsFrom$2661 night, 2 adults
- Scored out of 10, guest rating 9.8Exceptional - What previous guests thought, 5 reviews
Looking for a cottage?
Most booked cottages in Siesta Key and surrounding area in the past month
Popular with guests booking cottages in Siesta Key
Popular with guests booking cottages in Siesta Key
Popular with guests booking cottages in Siesta Key
Popular with guests booking cottages in Siesta Key
Popular with guests booking cottages in Siesta Key
Popular with guests booking cottages in Siesta Key
Popular with guests booking cottages in Siesta Key
Popular with guests booking cottages in Siesta Key
Popular with guests booking cottages in Siesta Key
Popular with guests booking cottages in Siesta Key
These cottages in Siesta Key and nearby have options with free cancellation
Florinda 3bdr/2bth 2car garage with New Pool
Florinda 3bdr/2bth 2car garage with New Pool is located in Sarasota, just 7.8 miles from The John and Mable Ringling Museum of Art and 4.2 miles from Sarasota Opera.
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach offers accommodations in Siesta Key, 10 miles from John and Mable Ringling Museum of Art and 10 miles from The John and Mable Ringling Museum of...
RR Beach Residence
RR Beach Residence offers accommodations in Sarasota, 10 miles from The John and Mable Ringling Museum of Art and 11 miles from Sarasota International Convention Center.
Cozy Beach House next to Siesta Key
Cozy Beach House next to Siesta Key offers accommodations in Sarasota, 10 miles from The John and Mable Ringling Museum of Art and 6 miles from Sarasota Opera.
Midcentury Modern Beach Home - 8 min to the beach
Midcentury Modern Beach Home - 8 min to the beach offers accommodations in Sarasota, 11 miles from John and Mable Ringling Museum of Art and 11 miles from The John and Mable Ringling Museum of Art.
Bernice 3bd2bth With Heated Pool Near Siesta Key!
Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.7 miles from Sarasota Opera.
Comfortable Stay Near Golf Attractions Rm3 shared home
Comfortable Stay Near Golf Attractions Rm3 shared home is located in Sarasota, just 5.4 miles from Sarasota International Convention Center and 2.2 miles from Sarasota County Visitor Information...
The Sun Dial - 827
The Sun Dial - 827 offers accommodations in Siesta Key, 1.1 miles from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Traveling by car? These cottages in Siesta Key and nearby offer free parking
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Dream - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
A recently renovated vacation home, Siesta Beach Getaway - Minutes to Beach, Shops, Dining offers accommodations in Sarasota.
Enchanted & peaceful Oasis 10 min away from one of the most beautiful beaches in the World Siesta key offers accommodations in Sarasota, 7.9 miles from John and Mable Ringling Museum of Art and 7.9...
House by Siesta Key
House by Siesta Key offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.1 miles from Sarasota Opera.
Offering a garden, Pool Home on Gulf Gate 5min away from Siesta Key provides accommodations in Sarasota. This property offers a private pool, free Wifi, and free private parking.
Enjoy breakfast in Siesta Key and nearby
Sand Dollar Cottage - 910
Sand Dollar Cottage - 910 offers accommodations in Siesta Key, a 15-minute walk from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art.
Oasis on Siesta Key
A 6-minute walk from Siesta Key Beach in Sarasota, Oasis on Siesta Key features accommodations with access to a fitness room.
Siesta Dreamin'
Siesta Dreamin' offers accommodations in Siesta Key, a 15-minute walk from Siesta Key Beach and 10 miles from John and Mable Ringling Museum of Art.
Villa Champagne - 5322
Villa Champagne - 5322 is located in Siesta Key, just a 9-minute walk from Siesta Key Beach and 11 miles from The John and Mable Ringling Museum of Art.
Beach Palm Villa - 5533
Beach Palm Villa - 5533 is located in Siesta Key, just a 11-minute walk from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art.
La Contento Casa - 5560
La Contento Casa - 5560 is located in Siesta Key, just a 15-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Avenida Sanctuary
Avenida Sanctuary is located in Siesta Key, just a 4-minute walk from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art. Guests can go for a swim in the private pool.
Siesta Key Paradise, Vacation Pool Home, Near Beach, Restaurants and More offers accommodations in Sarasota, 10 miles from John and Mable Ringling Museum of Art and 10 miles from The John and Mable...
