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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 provides an indoor pool and air-conditioned accommodations in Siesta Key, a 4-minute walk from Siesta Key Beach.
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 9.4
Wonderful - What previous guests thought, 28 reviews
Price from
$148.50
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.
j
juan
From
VenezuelaBeautiful tiny house, excellent location close to everything and very comfortable
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 635 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.
H
Heidi
From
United StatesCloseness to downtown and beach. Walk ability
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 8.4
Very Good - What previous guests thought, 682 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
The Sapphire Suite
Sarasota (Near Siesta Key)
Just a 7-minute walk from Indian Beach and 1.2 miles from The John and Mable Ringling Museum of Art, The Sapphire Suite features accommodations in Sarasota with a garden.
T
Taylor
From
United StatesThe room was beautiful, and very comfortable. The house is in a very good location in Sarasota and close to the beach, shopping, virtually anywhere I wanted to go. I would definitely stay here again when I come back to visit.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 12 reviews
Price from
$93
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 9.0
Wonderful - What previous guests thought, 1 review
Popular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 11 reviews
Popular with guests booking cottages in Siesta Key
Popular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 24 reviews
Popular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 66 reviews
Popular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 109 reviews
Popular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 54 reviews
Popular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 23 reviews
Popular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 56 reviews
Popular with guests booking cottages in Siesta Key
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 200 reviews
Enjoy breakfast in Siesta Key and nearby
The Sun Dial - 827
Siesta Key
Breakfast options
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.
Sand Dollar Cottage - 910
Siesta Key
Breakfast options
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
Sarasota
Breakfast options
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 Key
Breakfast options
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
Siesta Key
Breakfast options
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review
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
Siesta Key
Breakfast options
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
Siesta Key
Breakfast options
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 1 review
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.
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...
These cottages in Siesta Key and nearby have options with free cancellation
Tiny House Siesta
Sarasota
Free cancellation options available
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 636 reviews
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.
From $167.24 per night
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
Siesta Key
Free cancellation options available
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...
From $161.98 per night
Crescent Beach 1011 #1
Sarasota
Free cancellation options available
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 21 reviews
Crescent 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.
From $401.24 per night
Cozy Beach House next to Siesta Key
Sarasota
Free cancellation options available
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 4 reviews
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.
From $435.50 per night
Cozy Getaway Home - near Siesta Key Beach
Sarasota
Free cancellation options available
Cozy 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 night
Midcentury Modern Beach Home - 8 min to the beach
Sarasota
Free cancellation options available
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.
From $526.70 per night
Siesta Heron 1
White Beach
Free cancellation options available
Siesta 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.
Siesta Heron 2
White Beach
Free cancellation options available
Siesta 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 $497.59 per night
Traveling by car? These cottages in Siesta Key and nearby offer free parking
Sea Foam - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bailey Hall
Free parking
Sea Foam - 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!
Bailey Hall
Free parking
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
From $842.21 per night
Sea Coast - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bailey Hall
Free parking
Sea Coast - 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!
Bailey Hall
Free parking
Sea 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
Exceptional - 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 8.9
Excellent - 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 $657.34 per night
Scored out of 10, guest rating 10
Exceptional - 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
FAQ about cottages in Siesta Key
Cottages That Guests Love in Siesta Key
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 54 reviews
Beautiful location and close to the beach. Pretty and comfortable bungalow.
Guest review by
HollyFamily with young children
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews
Amazing location of a beautifuly and well equiped cozy house. Will definitely come back
Guest review by
AgustinTravelers with friends
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 5 reviews
Everything! 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 by
JenniferFamily with young children
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 54 reviews
Spacious 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 by
Elias HummelYoung couple
