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? 1-19 of 19 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 Ann Street Cottage 1 1.5 2 Key West Choose dates to calculate price Bali Hideaway 0 1 2 Key West Choose dates to calculate price Colony Calypso 1 1 4 Key West Choose dates to calculate price Colony Poolside 1 1 2 Key West Choose dates to calculate price Havana Lane 2 2 4 Key West Choose dates to calculate price Hidden Oasis @ Colony 1 1 4 Key West Choose dates to calculate price Hidden Treasure @ Colony 2 2 6 Key West Choose dates to calculate price Island Style @ Colony 1 1 4 Key West Choose dates to calculate price Key Lime Cottage 2 3 4 Key West Choose dates to calculate price Namaste 1 2 2 Key West Choose dates to calculate price Osprey @ Colony 0 1 4 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 Pineapple Cottage 2 1.5 4 Key West Choose dates to calculate price Sunset Suite @ Colony 1 1 4 Key West Choose dates to calculate price The Southern Cross @ Tropical Village 2 2 6 Key West Choose dates to calculate price Tranquility On Ann Street 1 1 2 Key West Choose dates to calculate price Tropical Cottage @ Tropical Village 2 2 5 Key West Choose dates to calculate price Prev1LastNext