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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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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, 56 reviews
Price from
$442.98
1 night, 2 adults
Beautiful property on Siesta Key
Siesta Key
Providing an outdoor swimming pool, Beautiful property on Siesta Key features accommodations in Siesta Key. This villa provides air-conditioned accommodations with a patio.
J
Jacki
From
United StatesBeautiful property. It had everything needed for a wonderful stay.
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 53 reviews
Price from
$200
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
$392.32
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
$148.50
1 night, 2 adults
5min from the beach 8 min from Siesta Key
Sarasota (Near Siesta Key)
5min 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.
E
Edila
From
United Statesnear to the good market & beach
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 20 reviews
Price from
$198
1 night, 2 adults
Pool Home on Gulf Gate 5min away from Siesta Key
Sarasota (Near Siesta Key)
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.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 6 reviews
Price from
$3,000
1 night, 2 adults
Tiny House Siesta
Sarasota (Near Siesta Key)
Tiny 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.
A
Agota
From
United StatesThe house is so cute, well equipped. We had everything what we needed.
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 636 reviews
Price from
$101
1 night, 2 adults
Siesta Key Beachside Villas
Sarasota (Near Siesta Key)
Siesta 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.
s
sylvia
From
BrazilThis is the perfect place for a family vacation! It is right next to the beach, they have beach chairs and even though they don’t offer beach umbrellas, they have lots of them left from previous guests that they are more than welcome to lend you! Staff is extra nice and always there to help. There are bikes that you can use all day long, no cost! It is right next to the local stores, walking distance to every restaurant or bar! Our room had a kitchen/living room which was perfect because we had our 5 yr old son with us and the kitchen made it easy to arrange breakfast and dinner
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 397 reviews
Price from
$228.33
1 night, 2 adults
Siesta Key Beach Resort and Suites
Sarasota (Near Siesta Key)
Located 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.
B
Brady
From
CanadaAwesome staff, great location and fantastic pool kids loved it!
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 683 reviews
Price from
$286.25
1 night, 2 adults
Sarasota Updated pool home, Near Siesta Key
Sarasota (Near Siesta Key)
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.
D
Dona
From
United StatesWe loved that there was enough room for all of us. The decor was very nice.
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 10 reviews
Price from
$546.70
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 9.4Wonderful - What previous guests thought, 23 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 9.3Wonderful - What previous guests thought, 15 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.3Very Good - What previous guests thought, 24 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 9.3Wonderful - What previous guests thought, 3 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 9.1Wonderful - What previous guests thought, 24 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.7Excellent - What previous guests thought, 109 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.1Very Good - What previous guests thought, 53 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 7.9Good - What previous guests thought, 66 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.6Excellent - What previous guests thought, 56 reviewsPopular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.5Very Good - What previous guests thought, 202 reviews
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!
Bailey HallFree parkingSea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
From $815.55 per nightSea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bailey HallFree parkingSea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
From $815.55 per nightSea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bailey HallFree parkingSea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta on Lee - SRQ Pool Home Near Top Beaches! is located in Sarasota, just 7.9 miles from John and Mable Ringling Museum of Art and 8 miles from The John and Mable Ringling Museum of Art.
From $563.34 per night- Scored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 review
A recently renovated vacation home, Siesta Beach Getaway - Minutes to Beach, Shops, Dining offers accommodations in Sarasota.
From $363.30 per night - Scored out of 10, guest rating 8.9Excellent - 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.
From $578 per night - Scored out of 10, guest rating 9.1Wonderful - What previous guests thought, 56 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, 3 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.
From $1,019.83 per night
These cottages in Siesta Key and nearby have options with free cancellation
Tiny House Siesta
SarasotaFree cancellation options availableScored out of 10, guest rating 8.3Very Good - What previous guests thought, 636 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.
From $167.24 per nightTiny House Pirate Ship - Sleeps 2 near Siesta Key beach
Siesta KeyFree cancellation options availableTiny 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...
From $161.98 per nightCozy 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.
From $435.50 per nightCozy 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.
From $338.66 per nightMidcentury Modern Beach Home - 8 min to the beach
SarasotaFree cancellation options availableMidcentury 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.
From $526.70 per night5min 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.
From $352.09 per nightSiesta Heron 1
White BeachFree cancellation options availableSiesta Heron 1 is located in White Beach, just 12 miles from John and Mable Ringling Museum of Art and 12 miles from The John and Mable Ringling Museum of Art.
From $545.39 per nightSiesta Heron 2
White BeachFree cancellation options availableSiesta Heron 2 offers accommodations in White Beach, 12 miles from John and Mable Ringling Museum of Art and 12 miles from The John and Mable Ringling Museum of Art.
From $490.76 per night
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.
Siesta Dreamin'
Siesta KeyBreakfast optionsSiesta 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
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.
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...
FAQ about cottages in Siesta Key
Cottages That Guests Love in Siesta Key
- Scored out of 10, guest rating 8.1Very Good - What previous guests thought, 53 reviewsBeautiful location and close to the beach. Pretty and comfortable bungalow.Guest review byHollyFamily with young children
- Scored out of 10, guest rating 9.5Exceptional - What previous guests thought, 4 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 8.1Very Good - What previous guests thought, 53 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
