Featured Stays: Room at the Table
The pie is the easy part. The harder part is a kitchen big enough and a table long enough for everyone who wants to come. Two of our historic homes were made for exactly that, and both are available to book now.
Gardenia Cottage (2 Bedrooms 1 Bathroom 4 Guests)
Originally home to artisan cigar workers, this inviting cottage blends historic character with an unbeatable location. Enjoy a leisurely stroll to Duval Street, where you'll find some of Key West's best restaurants, bars, and attractions. After a day of island adventures, cool off or unwind by the shared pool. It's the perfect home base for experiencing all the fun, flavor, and history of Key West! Ideal for: Adults Only stays for solo travelers or couples.
Magnolia Manor (1 Bedroom 1 Bathroom 2 Guests)
Escape to paradise in this romantic, poolside king retreat in the heart of Key West! Nestled inside a beautifully restored Conch-style home, this Adults-Only getaway offers a peaceful, secluded setting just a short walk from Duval Street. Step outside your door to enjoy the shared pool, then spend your days exploring all the charm and excitement of Old Town. Romance, relaxation, and island magic await! Ideal for: An elegant, Key West couple's getaway.
Both homes are managed by Historic Key West Vacation Rentals. Book direct and save — and ask our concierge team where to find their favorite slice on the island.