Nightly properties
30 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 Space:
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
Duval Hideaway | Dog-Friendly Home with Shared Hot Tub, Patio & Prime Location
Duval Hideaway is the perfect home base for your island getaway! Located in the heart of Key West’s on Duval Street, this charming home offers a relaxing shared hot tub, a patio with a grill, and dog-friendly accommodations—just two blocks from the beach at Fort Zachary
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
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
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 h
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 isl
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
Meadows Manor | Elegant Oasis with Private Pool & Parking
Discover the perfect blend of luxury and tranquility at the Mansion in the Meadows, a beautifully landscaped 4-bedroom, 4-bathroom haven in the heart of Key West. This stunning home features a private pool surrounded by lush greenery, providing an ideal oasis for families or groups seeking
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 features
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
Yellowfin Ledge is the ideal choice for your Key West adventure! This inviting, dog-friendly condo offers a perfect home base, just moments away from the lively bars, shops, and restaurants of Duval Street. With a kitchenette, two TVs, and complimentary WiFi, you’ll enjoy all the comforts of ho
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 ju
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