Nightly properties
50 properties available
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Egret Suite is the perfect spot for your next adventure in Key West! This inviting suite is part of Southernmost Sanctuary, providing easy access to shared hot tubs and a delightful patio to enjoy the island vibes. With a kitchenette, cable TV, and complimentary WiFi, you\'ll feel right at
Carey\'s Corner | Updated Studio with Heated Pool
Carey\'s Corner is a cozy, updated studio nestled in the heart of Bahama Village. Key West may be small, but its magic is immense, and Carey\'s Corner is the perfect base for experiencing it all—from the relaxing poolside to the lively nearby attractions.
The Space:
This second-floor studio featur
Chicken Run at Custom House Inn | Stay on Duval Street!
Welcome to Chicken Run, a vibrant and uniquely themed studio located at the Custom House Inn—right in the heart of historic Duval Street. This newly remodeled studio offers modern, edgy design with a splash of bright green, perfectly complementing the colorful atmosphere of Key West. Whether
Underwater Cabana at Custom House Inn | Stay on Duval Street!
Experience the heart of Key West with a stay at the Underwater Cabana, one of five uniquely designed suites at the Custom House Inn. Nestled on the iconic Duval Street, this aquatic-themed suite offers the perfect blend of comfort, style, and location. Whether you\'re here to explore th
Citrus Queen at Custom House Inn | On Duval St! | Bright & Modern Studio
Welcome to Citrus Queen, your vibrant, modern escape in the heart of Key West! Located at the Custom House Inn on the iconic Duval Street, this newly remodeled studio is perfect for a fun and comfortable stay. Each unit in this charming five-apartment complex is uniquely desi
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
Conch Cove | Heated Pool & Prime Location!
Conch Cove is your private oasis in Old Town Key West! This 3-bedroom, 3-bathroom retreat, just one block from bustling Duval Street, offers the perfect balance of luxury, comfort, and charm. Nestled within Key West\'s enchanting surroundings, Conch Cove ensures everyone can experience the magic of the is
Welcome to Harborwalk Hideaways!
Overview:
Discover Harbor Walk Hideaways, a beautifully renovated vacation rental complex nestled in the Historic Seaport district of Old Town Key West. This sought-after destination features three charming cottages—Atocha, Pilar, and African Queen—each named after legendary vessels that frequented Key West. Ideal
Butterfly Nest | Newly Updated w/ Shared Pool
Escape to Butterfly Nest, a serene, beautifully designed 2-bedroom condo located in the tranquil Sunrise Suites community on the southeast side of Key West. Just a mile from the pristine beach and a quick 10-minute ride to the lively Duval Street, Butterfly Nest offers the perfect blend of relaxation a
Experience the vibrant charm of Key West with a stay at Sea Esta Suite, a stunning two-story townhouse located in the exclusive Duval Square condominium complex. Perfectly situated at the intersection of Truman Avenue and Duval Street, this vacation rental puts you just steps away from world-class dining, shopping, and iconic attractions like the S
Chagall\'s Corner | Newly Remodeled!
Chagall\'s Corner offers a relaxing, second-floor retreat in the heart of Key West. This newly remodeled micro-efficiency is perfect for those seeking a serene escape while still being close to all that makes Key West magical and unique.
The Space:
This studio features a Queen bed, en-suite bathroom, and a ki
The Andros | Incredible Views w/ Shared Pool
Escape to The Andros, a serene, beautifully designed 2-bedroom, 2-bath condo nestled in the tranquil Sunrise Suites community on the southeast side of Key West. Just a mile from the beach with its stunning aqua-blue waters and loungers, this charming retreat offers the perfect mix of relaxation and adve
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