Key West Vacation Rentals Filters Bedrooms 0+ 1+ 2+ 3+ 4+ 5+ 6+ 7+ 8+ 9+ 10+ 11+ Bathrooms 1+ 2+ 3+ 4+ 5+ 6+ 7+ Flexible Dates ? +/- 1 days +/- 2 days +/- 3 days Apply Filters Price Range: $0 - $10000 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 Pet Friendly? 49-60 of 76 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 Paradise Place @ Duval Square 2 2.5 6 Key West From $324.00/night Petes Cottages 4 2 8 Key West From $595.00/night Petes East Cottage 2 1 4 Key West From $319.00/night Petes West Cottage 2 1 4 Key West From $340.00/night Portside Suite @ Tucked Away 1 1 3 Key West From $95.00/night Reynolds Retreat 3 3 6 Key West From $232.00/night Rose Key Cottage 2 2 6 Key West From $450.00/night Rose Petal Retreat @ Rose Key Cottage 1 1 2 Key West From $275.00/night Rose Water Haven @ Rose Key Cottage 2 1 4 Key West From $274.00/night Sea Orchid @ La Brisa 405E 2 2 4 Key West From $300.00/night South St. Cottage 2 2 4 Key West From $190.00/night Starboard Suite @ Tucked Away 1 1 3 Key West From $120.00/night Prev1234567LastNext