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Distance from center of Key West Property rating Find high-quality hotels and vacation rentals
79% of places to stay are unavailable for your dates on our site. Browse the results for Key West Winslow Breakfast included Only 2 rooms left at this price on our site
Original price $919. Current price $762.
3 nights, 2 adults
Deluxe King Room Breakfast included Only 2 rooms left at this price on our site
Original price $1,249. Current price $874.
3 nights, 2 adults
Queen Room with Balcony Only 7 rooms left at this price on our site
Original price $702. Current price $642.
3 nights, 2 adults
Original price $942. Current price $816.
3 nights, 2 adults
Queen Room with Two Queen Beds Breakfast included Only 5 rooms left at this price on our site
$522 Price $522
3 nights, 2 adults
King Room with Partial Ocean View and Balcony Only 3 rooms left at this price on our site
Original price $667. Current price $512.
3 nights, 2 adults
Signature King Entire studio • 1 bathroom • 301 ft²
1 king bed
$528 Price $528
3 nights, 2 adults
CYPRESS ROOM 1 KING Breakfast included Only 1 room left at this price on our site
Original price $981. Current price $812.
3 nights, 2 adults
Sweet Patio 1 king bed • Free crib always available
Breakfast included Only 2 rooms left at this price on our site
Original price $918. Current price $761.
3 nights, 2 adults
Standard King Room Breakfast included No prepayment needed – pay at the property
Only 5 rooms left at this price on our site
$432 Price $432
3 nights, 2 adults
Two-Bedroom Villa with Pool View Entire villa • 2 bedrooms • 1 living room • 2 bathrooms • 1 kitchen • 947 ft²
3 beds (1 sofa bed, 2 queens)
Only 6 left at this price on our site
$1,167 Price $1,167
3 nights, 2 adults
Sustainability certification Queen Room with Two Queen Beds Only 2 rooms left at this price on our site
$975 Price $975
3 nights, 2 adults
Double Room with Two Double Beds Breakfast included Only 1 room left at this price on our site
$757 Price $757
3 nights, 2 adults
Queen Suite with Sea View Entire apartment • 1 bedroom • 1 living room • 1 bathroom • 495 ft²
3 beds (1 sofa bed, 2 queens)
Original price $612. Current price $531.
3 nights, 2 adults
Classic Double Queen with City View and Balcony Breakfast included Only 3 rooms left at this price on our site
$657 Price $657
3 nights, 2 adults
Guest room, 2 Queen No prepayment needed – pay at the property
Only 5 rooms left at this price on our site
$583 Price $583
3 nights, 2 adults
Queen Room Breakfast included Only 1 room left at this price on our site
$780 Price $780
3 nights, 2 adults
Featured This property matches your criteria and may be ranked higher in your search results. It will pay us a higher commission if you make a booking.
Two-Bedroom Villa Entire villa • 1 bedroom • 1 bathroom • 1 kitchen • 1,066 ft²
3 beds (1 king, 1 sofa bed, 1 queen)
No prepayment needed – pay at the property
$942 Price $942
3 nights, 2 adults
Bamboo Breakfast included Only 2 rooms left at this price on our site
$990 Price $990
3 nights, 2 adults
Luxury Second Floor Balcony Suite Only 1 left at this price on our site
$1,517 Price $1,517
3 nights, 2 adults
Queen Conch Breakfast included Only 1 room left at this price on our site
Original price $732. Current price $613.
3 nights, 2 adults
Cabana Queen Room Breakfast included Only 2 rooms left at this price on our site
$607 Price $607
3 nights, 2 adults
King Room Breakfast included No prepayment needed – pay at the property
Only 5 rooms left at this price on our site
$462 Price $462
3 nights, 2 adults
Featured This property matches your criteria and may be ranked higher in your search results. It will pay us a higher commission if you make a booking.
Sustainability certification Original price $477. Current price $428.
3 nights, 2 adults
Sustainability certification Queen Room with Two Queen Beds and Garden View Only 6 rooms left at this price on our site
Original price $810. Current price $757.
3 nights, 2 adults
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