Cottage vacation rentals in Siesta Key
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Top-rated cottage rentals in Siesta Key
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Siesta Key cottage rentals
Beachfront cottage rentals
Cottage in Sarasota
4.67 out of 5 average rating, 123 reviewsHeated Pool! Beach! Drift Inn Unit A Siesta Key!
Cottage in St Pete Beach
4.97 out of 5 average rating, 164 reviewsPass-a-Grille Historic Cottage Unit 1
Cottage in Sarasota
4.83 out of 5 average rating, 108 reviewsWalk to Beach & St. Armands/Private cottage &grill
Cottage in Saint Pete Beach
4.87 out of 5 average rating, 156 reviewsSunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
Cottage in Siesta Key
4.94 out of 5 average rating, 68 reviewsSurf Shack- Walk to Village/Boat Dock Included
Cottage in Nokomis
4.92 out of 5 average rating, 85 reviewsThe "Turtle Cottage" - a charming beachy retreat.
Cottage in Sarasota
4.82 out of 5 average rating, 82 reviewsThe Best Villa on Siesta Key
Cottage in Sarasota
5.0 out of 5 average rating, 4 reviewsSunset Shack-steps to beach/walk to St. Armand's
Cottage rentals with a pool
Cottage in Sarasota
4.96 out of 5 average rating, 70 reviewsLuxury large cottage-studio/wth kitchen & bathroom
Cottage in Sarasota
4.91 out of 5 average rating, 35 reviewsLa Casita ~ Charming Pool Cottage ~ Tropical Oasis
Cottage in Sarasota
4.93 out of 5 average rating, 41 reviewsSarasota Home with pool in resort community
Cottage in Sarasota
5.0 out of 5 average rating, 34 reviewsBee Keepers Cottage
Cottage in Nokomis
5.0 out of 5 average rating, 53 reviewsNew Pool Tropical Waterfront Dock & Optional Boat
Cottage in Bradenton
4.96 out of 5 average rating, 73 reviews*Pool home on water* Beach Supplies*Outdoor Shower
Cottage in Bradenton
4.85 out of 5 average rating, 61 reviewsCozy! near restaurants, beaches, airport & more
Cottage in Bradenton
4.95 out of 5 average rating, 43 reviewsCheerful 2 bedroom , plus bunk room vacation home.
Cottage rentals with a hot tub
Cottage in Sarasota
4.96 out of 5 average rating, 24 reviewsCharming Coastal Oasis 2 Bed/2 Bath Cottage
Cottage in Sarasota
4.83 out of 5 average rating, 35 reviewsSiesta Key Cottages Crescent 1C Beach/Pool/Hot Tub
Cottage in Siesta Key
4.92 out of 5 average rating, 48 reviewsCozy Cottage 1 block from Beach
Cottage in Holmes Beach
4.91 out of 5 average rating, 46 reviewsKiwi Cottage *Heated Pool+Spa+ walk to the Beach!
Cottage in Palmetto
5.0 out of 5 average rating, 21 reviewsCharming Home w/ Hot Tub, 20 min to Beach + Garden
Cottage in Bradenton
5.0 out of 5 average rating, 4 reviewsCozy Casita Close to Anna Maria Island!
Cottage in Holmes Beach
Yacht Rock Ranch
Cottage in Bradenton
4.87 out of 5 average rating, 31 reviewsShangri-Lodge Cabin on 3 Acres
Quick stats about cottage rentals in Siesta Key
Total rentals
20 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
$150 before taxes and fees
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