Old Town 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 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? 13-24 of 48 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 Colony Calypso 1 1 2 Key West From $219.00/night Colony Conch Casa 3 2.5 6 Key West From $181.00/night Colony Poolside 1 1 2 Key West From $278.00/night Duval Square Courtyard Condo 31 3 2 8 Key West From $475.00/night Duval Square Delight 2 2.5 4 Key West From $160.00/night Duval Square Penthouse 4 4.5 10 Key West From $795.00/night Duval Square Retreat 2 2.5 4 Key West From $354.00/night Elizabeth Retreat 3 2 6 Key West From $220.00/night Escape on Fleming 2 1 4 Key West From $100.00/night Havana Lane 2 2 4 Key West From $800.00/night Louisa House 4 3.5 8 Key West From $576.00/night Louisas Hideaway 3 3 6 Key West From $895.00/night Prev1234LastNext