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 Bit of Heaven 3 3 6 Key West Choose dates to calculate price A Windsong Delight 2 2.5 4 Key West Choose dates to calculate price Absolutely Paradise 3 2.5 8 Key West Choose dates to calculate price Aloha 4 4 10 Key West Choose dates to calculate price Ashe Splashe 2 3 6 Key West Choose dates to calculate price Bahama Breeze 3 3.5 6 Key West Choose dates to calculate price Bahama Dreams 3 2 6 Key West Choose dates to calculate price Casa Amor 3 2.5 8 Key West Choose dates to calculate price Casa Blanca 4 3 8 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 Lima 3 2 6 Key West Choose dates to calculate price Casa Loca 3 2.5 8 Key West Choose dates to calculate price Casa Margarita 3 3 8 Key West Choose dates to calculate price Catherine House 2 2 4 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 Conch Easy Livin' 2 3 6 Key West Choose dates to calculate price Elizabeth Retreat 3 2 6 Key West Choose dates to calculate price Esperanza Suite 1 2 4 Key West Choose dates to calculate price Fleming-O 2 1 6 Key West Choose dates to calculate price Higgs Beach Hideaway 3 2 8 Key West Choose dates to calculate price Key West Conch 3 4.5 6 Key West Choose dates to calculate price Knot a Worry 2 2.5 6 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 Mango Cottage 3 2 6 Key West Choose dates to calculate price MANSION @ The Watson House 7 7 14 Key West Choose dates to calculate price Margaret Street Retreat 2 2 6 Key West Choose dates to calculate price Ole' Olivia 4 3.5 8 Key West Choose dates to calculate price Olivia's Landing 1 1 2 Key West Choose dates to calculate price Olivia's Nest 1 1 4 Key West Choose dates to calculate price Paradise Found 2 2 4 Key West Choose dates to calculate price Reynolds Retreat 3 3 6 Key West Choose dates to calculate price Royal Escape 3 3 10 Key West Choose dates to calculate price Royal Haven 3 2 6 Key West Choose dates to calculate price Sans Souci 3 2.5 7 Key West Choose dates to calculate price Secret Courtyard 2 1 4 Key West Choose dates to calculate price Soleil Chalet 3 3 8 Key West Choose dates to calculate price South St. Cottage 2 2 4 Key West Choose dates to calculate price Starfish 2 2 6 Key West Choose dates to calculate price Tiki Beach - Big Pine Key 4 3 10 Big Pine Key Choose dates to calculate price Tobago House 3 3 6 Key West 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 de Palmas 3 3 6 Key West Choose dates to calculate price Villa Paradiso 3 3 6 Key West Choose dates to calculate price Watson House Grand Estate 11 11 22 Key West Choose dates to calculate price Prev1LastNext