Cottage vacation rentals in Siesta Key
Find and book unique cottages on Airbnb
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 Lido Key
Walk to Beach & St. Armands/Private cottage &grill
Cottage in Sarasota
Heated Pool! Beach! Drift Inn Unit B Siesta Key!
Cottage in Pass-a-Grille Beach
Sunny PaG Island rental w/bikes-just steps2beach
Cottage in Siesta Key
Surf Shack- Walk to Village/Boat Dock Included
Cottage in Nokomis
The "Turtle Cottage" - a charming beachy retreat.
Cottage in Sarasota
The Best Villa on Siesta Key
Cottage in Siesta Key
Walk to Beach & 5 blocks to Village
Cottage in Holmes Beach
Oleander Villa by Beach Boutique Rentals
Cottage rentals with a pool
Cottage in Sarasota
Luxury large cottage-studio/wth kitchen & bathroom
Cottage in Lake Sarasota
Bee Keepers Cottage
Cottage in Indian Beach-Sapphire Shores
La Casita ~ Charming Pool Cottage ~ Tropical Oasis
Cottage in Sarasota
Sarasota Home with pool in resort community
Cottage in Nokomis
New Pool Tropical Waterfront Dock & Optional Boat
Cottage in Bradenton
*Pool home on water* Beach Supplies*Outdoor Shower
Cottage in Bradenton
Cozy! near restaurants, beaches, airport & more
Cottage in Bradenton
Cheerful 2 bedroom , plus bunk room vacation home.
Cottage rentals with a hot tub
Cottage in Siesta Key
Cozy Cottage 1 block from Beach
Cottage in Sarasota
Charming Coastal Oasis 2 Bed/2 Bath Cottage
Cottage in Sarasota
Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub
Cottage in Holmes Beach
Kiwi Cottage *Heated Pool+Spa+ walk to the Beach!
Cottage in Palmetto
Charming Home w/ Hot Tub, 20 min to Beach + Garden
Cottage in Bradenton
Cozy Casita Close to Anna Maria Island!
Cottage in Holmes Beach
Yacht Rock Ranch
Cottage in Bradenton
Shangri-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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