Key West Vacation Rentals Filters Bedrooms 0+ 1+ 2+ 3+ 4+ 5+ 6+ 7+ 8+ 9+ 10+ 11+ 12+ Bathrooms 1+ 2+ 3+ 4+ 5+ 6+ 7+ 8+ 9+ 10+ 11+ Flexible Dates ? +/- 1 days +/- 2 days +/- 3 days Apply Filters Price Range: $0 - $100000 Total trip price, includes all fees Amenities Air Conditioning Balcony BBQ Area Beach View Elevator Free Parking Hot Tub Ocean View Pool Private Pool Wifi Type Apartment Condo Cottage Duplex House Studio Townhouse Villa Guests Any 2 Adults 3 Adults 4 Adults 5 Adults 6 Adults 7 Adults 8 Adults 9 Adults 10 Adults 11 Adults 12 Adults 13 Adults 14 Adults 15 Adults 16 Adults 17 Adults 18 Adults 19 Adults 20 Adults 21 Adults 22 Adults 23 Adults 24 Adults 25 Adults 26 Adults 27 Adults 28 Adults 29 Adults 30 Adults Pet Friendly? 1-49 of 49 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to Low Favorites Your Name: Your Email: Recipients Email: Enter one or more recipient email addresses separated by comma Message: Share MAP A Slice of Paradise -Shipyard Palms 2 1.5 4 Key West Choose dates to calculate price Ashe Splashe 2 3 6 Key West Choose dates to calculate price Bahama Dreams 3 2 6 Key West Choose dates to calculate price Beach Club Oasis #304 2 2 4 Key West Choose dates to calculate price Beach Club Paradise Penthouse #401 3 3 6 Key West Choose dates to calculate price Beach Club Seabreeze #103 2 2 5 Key West Choose dates to calculate price Beach Club Shangra La #206 3 2 6 Key West Choose dates to calculate price Beach Club Siesta #104 2 2 6 Key West Choose dates to calculate price Beach Club Sunrise #112 2 2 5 Key West Choose dates to calculate price Beach Club Tranquil Seas #107 2 2 4 Key West Choose dates to calculate price Casa Caribe 4 4 8 Key West Choose dates to calculate price Casa de Cuba 3 2 6 Key West Choose dates to calculate price Casa Loca 3 2.5 8 Key West Choose dates to calculate price Catherine House 2 2 4 Key West Choose dates to calculate price Ceasar's Paradise 5 5.5 10 Key West Choose dates to calculate price Coconut Cabana 3 2 6 Key West Choose dates to calculate price Colony Conch Casa 3 2.5 6 Key West Choose dates to calculate price Duval Square Courtyard Condo 31 3 2 8 Key West Choose dates to calculate price Duval Square Delight 2 2.5 4 Key West Choose dates to calculate price Duval Square Penthouse 4 4.5 10 Key West Choose dates to calculate price Duval Square Retreat 2 2.5 4 Key West Choose dates to calculate price Elizabeth Retreat 3 2 6 Key West Choose dates to calculate price Glimmer Glass @ KW Beach Club 2 2 4 Key West Choose dates to calculate price Key West Crown Jewel 2 2 6 Key West Choose dates to calculate price La Brisa #303W 2 2 4 Key West Choose dates to calculate price Louisa House 4 3.5 8 Key West Choose dates to calculate price Louisas Hideaway 3 3 6 Key West Choose dates to calculate price MANSION @ The Watson House 7 7 14 Key West Choose dates to calculate price Ocean Vista 403E @ La Brisa 2 2 4 Key West Choose dates to calculate price Paradise Place @ Duval Square 2 2.5 6 Key West Choose dates to calculate price Petes Cottages 4 2 8 Key West Choose dates to calculate price Petes East Cottage 2 1 4 Key West Choose dates to calculate price Petes West Cottage 2 1 4 Key West Choose dates to calculate price Reynolds Retreat 3 3 6 Key West Choose dates to calculate price Sea Orchid @ La Brisa 405E 2 2 4 Key West Choose dates to calculate price Tiki Beach - Big Pine Key 4 3 10 Big Pine Key Choose dates to calculate price Toon Hall @ Tropical Village 3 2 10 Key West Choose dates to calculate price Tropical Village 12 9 30 Key West Choose dates to calculate price VILLA @ The Watson House 4 4 8 Key West Choose dates to calculate price Villa Bella 5 4 12 Key West Choose dates to calculate price Villa de Palmas 3 3 6 Key West Choose dates to calculate price Villa Serena @ Duval Square 2 2.5 4 Key West Choose dates to calculate price Vista Fresco 2 2 6 Key West Choose dates to calculate price Watson House Grand Estate 11 11 22 Key West Choose dates to calculate price Windsor Townhomes #3 3 3.5 6 Key West Choose dates to calculate price Windsor Townhomes #4 3 3.5 6 Key West Choose dates to calculate price Windsor Townhomes #5 3 3.5 6 Key West Choose dates to calculate price Windsor Townhomes #6 3 3.5 6 Key West Choose dates to calculate price Windward Breeze 2 2 4 Key West Choose dates to calculate price Prev1LastNext