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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
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Review score
Siesta Heron Suites & Villas
Siesta Key
Siesta Heron Suites & Villas offers accommodations in Siesta Key, 12 miles from The John and Mable Ringling Museum of Art and 8.8 miles from Sarasota Opera.
M
Michael
From
United StatesQuiet, roomy, comfortable sleeping, pool.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 213 reviews
Price from
GEL 287.96
1 night, 2 adults
Heat of Siesta Village Walk to Beach w heated Pool
Siesta Key
Heat of Siesta Village Walk to Beach w heated Pool offers accommodations in Siesta Key, a 7-minute walk from Siesta Key Beach and 9.5 miles from The John and Mable Ringling Museum of Art.
A
Amy
From
United StatesConvenient, comfortable, and clean! Spacious for 4 guests. Perfect for a family.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 13 reviews
Price from
GEL 326.10
1 night, 2 adults
Siesta Key Island Rentals
Siesta Key
Siesta Key Island Rentals in Siesta Key provides accommodations with an indoor pool, a garden, and a tennis court. With pool views, this accommodation provides a swimming pool.
K
Kelly
From
United StatesClean, great location, comfortable
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 53 reviews
Price from
GEL 407.67
1 night, 2 adults
Siesta Key Beach 665 #1
Siesta Key
Siesta Key Beach 665 #1 offers accommodations in Siesta Key, a few steps from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
K
Kris
From
United Stateseverything. it was a wonderful little nook in the middle of everything ❤️. I loved it. would stay again in n a heart beat.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 18 reviews
Price from
GEL 481.87
1 night, 2 adults
Poolside Paradise Near Siesta Key Beach
Sarasota (Near Siesta Key)
Poolside Paradise Near Siesta Key Beach is located in Sarasota, just 13 miles from Sarasota International Convention Center and 8.3 miles from Marina Jack Restaurant And Marina.
S
Saralee
From
United StatesPerfect home for us during our vacation. Beds are comfy, everything you could need in the kitchen, pool felt great, kids love ping pong, love the decor and overall feel of the home. Location was convenient for beach days, shopping and any meals out. We really loved our stay!!
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews
Price from
GEL 871.81
1 night, 2 adults
2bed/2bath Condo next to Siesta Key ~A Hidden Gem
Sarasota (Near Siesta Key)
2bed/2bath Condo next to Siesta Key ~A Hidden Gem offers accommodations in Sarasota, a 19-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.
B
Bob
From
United StatesOf the best outfitted condos I have ever stayed at. Had everything I needed, and even had a 'happy cabinet' above the stove. Very easy 5 minute walk to the main strip. I also Loved the bikes. I rode the larger bike around town and to the beach and very much appreciated having it there for my use!(tire pump was in kitchen closet). Great place to stay in Siesta Key!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 27 reviews
Price from
GEL 400.21
1 night, 2 adults
Location Siesta 1 mile away Home with HOT SPA
Sarasota (Near Siesta Key)
Location Siesta 1 mile away Home with HOT SPA is a recently renovated vacation home in Sarasota where guests can make the most of the indoor pool and garden.
N
Nicole
From
United StatesBeautiful home and had every amenity that we could have needed and more. First time staying in an Air B and B and it far exceeded my expectations.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 11 reviews
Price from
GEL 488.50
1 night, 2 adults
Vintage Vibes - Grill, Chill & Beach Thrills
Sarasota (Near Siesta Key)
Providing a garden, Vintage Vibes - Grill, Chill & Beach Thrills provides accommodations in Sarasota. This property offers access to a terrace, free private parking, and free Wifi.
L
Lori
From
United StatesLovely little home with 2 bedrooms, a pretty back yard and close to beaches, shopping and great restaurants.
The house is very comfortable and had everything we needed. Wonderful hosts made our stay stress free
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 7 reviews
Price from
GEL 113.19
1 night, 2 adults
Florinda 3bdr/2bth 2car garage with New Pool
Sarasota (Near Siesta Key)
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.
J
Julie
From
United StatesThe home was a perfect size for two couples traveling together. The location was perfect! Everything we had planned was within 15 minutes. The pool was a wonderful feature that we took advantage of. I was also impressed with the information given in the property description. Specifically that feather pillows are used in the bedrooms. I am allergic and was grateful that I was able to plan ahead and bring my own pillows instead of making an impromptu shopping trip.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 50 reviews
Price from
GEL 555.44
1 night, 2 adults
House by Siesta Key
Sarasota (Near 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.
T
Tina
From
United StatesThe feel of being home. Clean and beautiful yet comfy and realistic
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 8 reviews
Price from
GEL 284.89
1 night, 2 adults
Looking for a cottage?
Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.
Most booked cottages in Siesta Key and surrounding area in the past month
Popular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 9.2Wonderful - What previous guests thought, 24 reviewsPopular with guests booking cottages in Siesta Key
Popular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 7 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 9.4Wonderful - What previous guests thought, 23 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.0Very Good - What previous guests thought, 1 reviewPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.4Very Good - What previous guests thought, 51 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.6Excellent - What previous guests thought, 53 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 7.8Good - What previous guests thought, 64 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.6Excellent - What previous guests thought, 110 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.5Very Good - What previous guests thought, 213 reviews
Enjoy breakfast in Siesta Key and nearby
The Sun Dial - 827
Siesta KeyBreakfast optionsThe 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.
Sand Dollar Cottage - 910
Siesta KeyBreakfast optionsSand 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
SarasotaBreakfast optionsA 6-minute walk from Siesta Key Beach in Sarasota, Oasis on Siesta Key features accommodations with access to a fitness room.
Serene Siesta Key
Siesta KeyBreakfast optionsSerene Siesta Key is located in Siesta Key, just a 5-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Villa Champagne - 5322
Siesta KeyBreakfast optionsScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewVilla 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
Siesta KeyBreakfast optionsBeach 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
Siesta KeyBreakfast optionsScored out of 10, guest rating 8.0Very Good - What previous guests thought, 1 reviewLa 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
Siesta KeyBreakfast optionsScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewAvenida Sanctuary is located in Siesta Key, just a 4-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art. Guests can go for a swim in the private pool.
Traveling by car? These cottages in Siesta Key and nearby offer free parking
A recently renovated vacation home, Siesta Beach Getaway - Minutes to Beach, Shops, Dining offers accommodations in Sarasota.
Sarasota Luxury Estate
SarasotaFree parkingScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewSarasota Luxury Estate offers accommodations in Sarasota, a 16-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.
- Scored out of 10, guest rating 8.8Excellent - What previous guests thought, 10 reviews
Sarasota Updated pool home, Near Siesta Key is located in Sarasota, just 10 miles from John and Mable Ringling Museum of Art and 10 miles from The John and Mable Ringling Museum of Art.
- Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 50 reviews
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.
- Scored out of 10, guest rating 10.0Exceptional - What previous guests thought, 4 reviews
8.3 miles from The John and Mable Ringling Museum of Art in Sarasota, Siesta Key Waterfront Estate W Pool Privacy! offers accommodations with access to a fitness center.
- Scored out of 10, guest rating 9.6Exceptional - What previous guests thought, 11 reviews
Location Siesta 1 mile away Home with HOT SPA is a recently renovated vacation home in Sarasota where guests can make the most of the indoor pool and garden.
Le Grande Peacock! Siesta Key
SarasotaFree parkingLe Grande Peacock! Siesta Key is a recently renovated vacation home in Sarasota, near Crescent Beach. This property offers a private pool, free Wifi, and free private parking.
Tiny House Siesta
SarasotaFree parkingScored out of 10, guest rating 8.1Very Good - What previous guests thought, 631 reviewsTiny House Siesta offers self-catering tiny houses in Sarasota, Florida. Features include a kitchenette, TV, and free WiFi. Siesta Key is less than 1 km away and Siesta Key Beach is 1.6 km away.
These cottages in Siesta Key and nearby have options with free cancellation
Siesta Key Beach Resort and Suites
SarasotaFree cancellation options availableScored out of 10, guest rating 8.3Very Good - What previous guests thought, 722 reviewsLocated just 1 minutes’ walk from the beach, this Siesta Key resort features a swimming pool. Guests can also enjoy access to free WiFi in common areas.
Siesta Key Beachside Villas
SarasotaFree cancellation options availableScored out of 10, guest rating 8.7Excellent - What previous guests thought, 407 reviewsSiesta Key Beachside Villas is located in the heart of Siesta Key. It features an outdoor pool and free WiFi. Beach access is a 2 minutes' walk from the property.
Crescent Beach 1011 #1
SarasotaFree cancellation options availableScored out of 10, guest rating 9.1Wonderful - What previous guests thought, 24 reviewsCrescent Beach 1011 #1 is located in Sarasota, just 11 miles from The John and Mable Ringling Museum of Art and 12 miles from Sarasota International Convention Center.
Cozy Beach House next to Siesta Key
SarasotaFree cancellation options availableScored out of 10, guest rating 9.3Wonderful - What previous guests thought, 4 reviewsCozy 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.
Cozy Getaway Home - near Siesta Key Beach
SarasotaFree cancellation options availableCozy Getaway Home - near Siesta Key Beach is located in Sarasota, just 10 miles from John and Mable Ringling Museum of Art and 10 miles from The John and Mable Ringling Museum of Art.
Coastal Retreat near Siesta Key Beach and Downtown
SarasotaFree cancellation options availableScored out of 10, guest rating 7.0Good - What previous guests thought, 3 reviewsOffering a private beach area, Coastal Retreat near Siesta Key Beach and Downtown provides accommodations in Sarasota. This vacation home offers free private parking and free Wifi.
5min from the beach 8 min from Siesta Key
SarasotaFree cancellation options availableScored out of 10, guest rating 9.0Wonderful - What previous guests thought, 20 reviews5min from the beach 8 min from Siesta Key offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.3 miles from Sarasota Opera.
Location! Tropical oasis close to
SarasotaFree cancellation options availableOffering a garden, Location! Tropical oasis close to features accommodations in Sarasota. This property offers access to a terrace and free private parking.
FAQ about cottages in Siesta Key
Cottages That Guests Love in Siesta Key
- Scored out of 10, guest rating 8.4Very Good - What previous guests thought, 51 reviewsBeautiful location and close to the beach. Pretty and comfortable bungalow.Guest review byHollyFamily with young children
- Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 3 reviewsAmazing location of a beautifuly and well equiped cozy house. Will definitely come backGuest review byAgustinTravelers with friends
- Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 5 reviewsEverything! Location is wonderful, home is as nice or nicer than pics show. Cottages on the Key was great to work with, very attentive to service and making sure we had what we needed for a fabulous week in Siesta Key. Thanks and we hope to be back soon!Guest review byJenniferFamily with young children
- Scored out of 10, guest rating 8.4Very Good - What previous guests thought, 51 reviewsSpacious house with all amenities you could wish, tucked away in a gated neighborhood, we felt very safe and cozy. All useful information has been provided by Mira in advance as well as a Key for Beach access. Parking for the whole day after checkout was possible.Guest review byElias HummelYoung couple
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