Nightly properties
50 properties available
Andy\'s Attic | Budget-Friendly!
Andy\'s Attic is an affordable, cozy studio designed for two guests. Located in Bahama Village, this budget-friendly rental offers easy access to Key West\'s most famous sights. Key West may be small, but the experiences you\'ll have here are grand—and Andy\'s Attic provides a perfect place to enjoy it all.
The Sp
Chicken Water Cabana at Custom House Inn
Located in the heart of vibrant Duval Street, Chicken Water Cabana at Custom House Inn offers the ultimate Key West experience with two beautifully designed, modern, adjacent suites, Underwater Cabana and Chicken Run. Just steps from the island\'s best bars, restaurants, and attractions, these colorful, fre
Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location
Casa Bonita is your ideal home base for exploring the best of Old Town Key West! Nestled just steps from vibrant Duval Street, this spacious condo offers a perfect blend of comfort, style, and tropical charm. With lush gardens, a relaxing pool, and pleasant décor, this vacati
Wahoo Way | Charming Hideaway On Duval Street!
Escape to Wahoo Way for an unforgettable couple\'s retreat in Key West! This delightful suite is perfectly situated on vibrant Duval Street, placing you just moments away from the finest nightlife, dining, and attractions the island has to offer. Plus, the iconic Southernmost Point and the beach are j
Welcome to African Queen Cottage, a charming retreat within the serene Harbor Walk Hideaways complex in Key West\'s Historic Seaport district. This inviting one-bedroom, one-bathroom cottage combines modern comforts with a prime location, perfect for enjoying the local attractions and beautiful waterfront.
Comfort and Amenities:
African Queen Cotta
Truman @ Duval Unit A | Perfect for a Getaway in Key West
Escape to this cozy, vibrant cottage in the heart of downtown Key West, where adventure and relaxation await just outside your door. Ideal for couples or solo travelers, this charming retreat offers the perfect spot to enjoy all that Key West has to offer, from historic landmarks to lively
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
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Seagull Suite is the perfect choice for your next getaway in Key West! This cozy suite is part of Southernmost Sanctuary, offering easy access to shared hot tubs and a charming patio to soak up the island atmosphere. Equipped with a kitchenette, cable TV, and complimentary WiFi, you
Kingfish Keep | Lively Escape on Duval! Balcony!
Kingfish Keep is the perfect escape in the heart of the historic district! This charming flat features an upstairs balcony that offers lovely views of the Duval Street, just steps away from shopping, dining, and the beach.
The Space:
Kingfish Keep comfortably accommodates up to four guests, ideal f
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Osprey Suite is the perfect choice for your next getaway in Key West! This charming suite is part of Southernmost Sanctuary, offering easy access to shared hot tubs and a delightful patio to soak up the island atmosphere. Equipped with a kitchenette, cable TV, and complimentary WiFi, you\
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
Truman @ Duval - Unit C | Cozy Studio Perfect for Couples
Experience your perfect romantic retreat, offering a charming and vibrant atmosphere right in the heart of downtown Key West! Whether you\'re here for the local culture, waterfront activities, or a peaceful island escape, this cozy condo is the ideal home base to experience it all.
The Amb
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