Monthly properties
9 properties available
Heron House | Canal Front 3-Bedroom Home with Private Boat Docking in Key Haven
Located in the serene and sought-after Key Haven neighborhood, just minutes from Key West, Heron House offers a peaceful and picturesque escape on the water. This 3-bedroom, 3-bathroom canal-front home boasts private boat docking, making it the perfect destination for
Ritaville | New! Waterfront Paradise with Private Pool
Experience a serene retreat at Ritaville, a stunning waterfront home in Geiger Key, Florida. This expansive two-story, 4-bedroom, 3-bathroom getaway offers the perfect mix of relaxation and adventure. Enjoy breathtaking views, your own private pool, and direct boat access right from your backy
Casa De Cubana | New! Historic Cuban-Style Home Steps from Duval Street
Discover the charm and elegance of Key West at Casa De Cubana, a newly constructed 2-bedroom, 2.5-bathroom home that blends the rich history of Old Town with modern comforts. Located just half a block off the iconic Duval Street, this single-story elevated home draws inspirati
Charming 2-Bedroom Retreat with Golf Course Views | Key West Golf Club Community
Nestled in the picturesque Key West Golf Club community, this charming 2-bedroom, 1.5-bath home offers the perfect combination of tropical serenity and modern convenience. Surrounded by lush landscaping and featuring beautiful views of the adjacent golf course, this t
Garden of Roses | Private Hot Tub, Prime Key West Location!
Experience the essence of Key West living at Garden of Roses, a beautifully restored conch-style home in a fantastic location. Just a block away from Duval Street, this monthly rental offers the perfect retreat for those looking to enjoy both comfort and convenience. With a private hot tu
Step back in time and embrace the enchanting history of Key West with a stay at First Mate\'s Escape, a stunning loft apartment in the historic Casa Antigua. Built in 1919 as one of the island’s first hotels, this legendary property once hosted luminaries like Ernest Hemingway, who credited it as the beginning of his love affair with Key West. Loca
Abuela\'s @ Casa Antigua | Historic Monthly Rental in the Heart of Old Town!
Step back in time and experience the charm of Old Town Key West with a stay at Abuela\'s in the historic Casa Antigua, the island\'s first hotel, now transformed into a beautiful space offering this 1-bedroom, 1.5-bath home. Nestled just one block from the iconic Duval St
Sailor’s Sanctuary | Stunning Updated Condo Near Duval Street!
Welcome to Sailor’s Sanctuary, a beautifully renovated ground-floor condo nestled in the heart of Key West’s historic Old Town. Located in the prestigious Truman Annex, this charming two-bedroom retreat offers a perfect balance of privacy, comfort, and convenience. Just steps from Duva
Salt Pond Hideaway | Comfortable Condo with Pool, Hot Tub, and Close to Beach!
Salt Pond Hideaway is your ideal retreat for a Key West vacation! This recently renovated, airy condo features two bedrooms and two bathrooms, offering the perfect blend of comfort and convenience. Relax in the expansive shared swimming pool, unwind in the hot tub, and
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