Key West Private Vacation Homes

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Featured Holiday Homes in Key West

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Key West Holiday Homes essential information

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1072 Holiday Homes
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DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!, EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!, Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach, Feb 2-5 spec 279.lodg. + extras Close to beach w full kitchen. & patio , ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!, Captain's Daughter: Oversized home for the whole family w/private pool & dock, BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!, SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!, Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location, LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!, SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!, NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool, OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!, Perfect Location, Private Heated Pool & Pristine Luxury Home!, A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!