Cottage holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Siesta Key cottage rentals
Cottage rentals with a hot tub
Cottage in Sarasota
Charming Coastal Oasis 2 Bed/2 Bath Cottage
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 Bradenton
Shangri-Lodge Cabin on 3 Acres
Cottage in Port Charlotte
Cute Port Charlotte Home w/ Resort Amenities!
Cottage in Sarasota
Cozy Cottage at Sun Outdoors Sarasota
Cottage in Sarasota
Sun Outdoors Sarasota-1 Bedroom Cottage w/Loft
Cottage in Sarasota
Sunny Landings *Florida*
Pet-friendly cottage rentals
Cottage in Englewood
Family-Friendly Beach Cottage Manasota Key
Cottage in Pass-a-Grille Beach
Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
Cottage in Sarasota
Cozy Cottage near Siesta Key Beach
Cottage in Sarasota
Luxury large cottage-studio/wth kitchen & bathroom
Cottage in Siesta Key
Siesta Key Two Bedroom Cottage
Cottage in Lido Key
Lido Key Beach Bungalow with Private Heated Pool!
Cottage in Lido Key
Sunset Shack-steps to beach/walk to St. Armand's
Cottage in Bradenton
Adorable 1 bedroom close to IMG, AMI beaches
Private cottage rentals
Cottage in Lido Key
Walk to Beach & St. Armands/Private cottage &grill
Cottage in Bradenton Beach
Historic Beach Cottage with private garden
Cottage in Sarasota
Heated Pool! Beach! Drift Inn Unit B Siesta Key!
Cottage in Lido Key
Charming Lido Cottage
Cottage in Bradenton Beach
Ohana Gulfside C Historic 1 Bed - 250 ft. to Beach
Cottage in Bradenton Beach
Ebb Tide @ Tides Inn
Cottage in Siesta Key
Surf Shack- Walk to Village/Boat Dock Included
Cottage in Osprey
Mattie’s Cottage by the Bay
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
$242 NZD before taxes and fees
Destinations to explore
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
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- Fitness-friendly rentals Siesta Key
- Beach condo rentals Siesta Key
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- Pet-friendly rentals Siesta Key
- Rentals with a washing machine and dryer Siesta Key
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- Rentals with pools Siesta Key
- Condo rentals Siesta Key
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- Beachfront rentals Siesta Key
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- Villa rentals Siesta Key
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- Monthly Rentals Siesta Key
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- Wheelchair accessible rentals Siesta Key
- Rentals with a sauna Siesta Key
- House rentals Siesta Key
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- Family-friendly rentals Siesta Key
- Rentals with a patio Siesta Key
- Apartment rentals Siesta Key
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