

Winslow's Bungalows spans a lush, landscaped campus in the heart of Old Town. Named for famous painter and summer resident Winslow Homer, this expansive haven boasts three private pools, an outdoor bar and vibrant gardens. It’s an idyllic scene for couples, families, groups and wedding parties.
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Named for landscape painter Winslow Homer, who wintered in Key West around the turn of the 19th century, this is the largest hotel in the Kimpton Key West collection comprised from multiple historic homes that make no guest room designed the same.
Wander down brick walkways through vibrant greenery, stopping to play a game of corn hole or snap a photo at our “Instagram Tree” — all on grounds that were once covered in fruit groves. Today, wedding parties, families and couples enjoy coveted moments of relaxation and play in a central Old Key West locale.
Bungalow Bar: Step into the Key West state of mind with a famous Rum Runner featuring local Papa's Pilar rum. With an assortment of specialty 'Keyzy' cocktails, beer and wine, there is always something to quench your thirst.
Housekeeping is available on a request basis only.
Available in All Rooms:Children under age 17 stay free in room using existing bedding.
A hidden escape for the explorer; the Essential Room is equipped with all you need including Atelier Bloem bath products, a 49-inch Samsung HD TV, Turkish robes, a ceiling fan, retro rotary push button phones, a mini-fridge, and the Kimpton "Forgot it? We've got it" program.
A hidden escape for the explorer; the Essential Room is equipped with all you need including Atelier Bloem bath products, a 49-inch Samsung HD TV, Turkish robes, a ceiling fan, retro rotary push button phones, a mini-fridge, and the Kimpton "Forgot it? We've got it" program.
A comfortable guestroom featuring an outdoor patio space or balcony. Additional amenities include Atelier Bloem bath products, a 49-inch Samsung HDTV, Turkish robes, a ceiling fan, a mini-fridge, and the Kimpton "Forgot it? We've got it" program.
Get comfortable and sleep more friends or family. Enjoy in-room amenities including Atelier Bloem bath products, a 49-inch Samsung HD TV, Turkish robes, a ceiling fan, retro rotary push button phone, a mini-fridge, and the Kimpton "Forgot it? We've got it" program.
A relaxing retreat awaits you in the Premium King Spa Room featuring a soaking tub; perfect for the Atelier Bloem bath products. Additional amenities include Turkish robes to lounge in, a 49-inch Samsung HD TV, a ceiling fan, a mini-fridge, and if anything else is needed, the Kimpton "Forgot it? We've got it" program.
Bring the whole gang for a getaway and enjoy the island with plenty of space, plus in-room amenities such as Atelier Bloem bath products, a 49-inch Samsung HD TV, Turkish robes, a ceiling fan, retro rotary push button phone, a mini-fridge and the Kimpton "Forgot it? We've got it" program.
Rooms feature two queen beds, poolside, with an ADA accessible roll-in shower. Additional amenities include Atelier Bloem bath products, a 49-inch Samsung HD TV, Turkish robes, retro rotary push button phone, a mini-fridge, and the Kimpton "Forgot it? We've got it" program.
Bring the whole gang for a getaway and enjoy the island with an outside private nook, offering plenty of space. Additional amenities include Atelier Bloem bath products, a 49-inch Samsung HD TV, Turkish robes, a ceiling fan, retro rotary push button phone, a mini-fridge and the Kimpton "Forgot it? We've got it" program.
Climb 46 steps to the 3rd floor in the sky and enjoy endless views, a private patio and a king bed with a sectional pull-out sofa bed. Additional amenities include a 49-inch Samsung HD TV, his and her sinks, a soaking tub, Turkish robes, and a separate standup shower that will let you enjoy the Atelier Bloem bath products and more.
Live the island life with a private patio secluded on the second floor to yourself. Additional amenities include a combined living and sleeping space with sofa, Atelier Bloem bath products, a 49-inch Samsung HD TV, Turkish robes, a ceiling fan, a mini-fridge and the Kimpton "Forgot it? We've got it" program.
Costco Travel makes every effort to verify the accuracy of all information provided. Additional fees for amenities or services may be charged by the hotel, resort or cruise line. Amenities or services may be discontinued or revised by the provider without notice. Hotels, resorts, ships or accommodations designated as wheelchair-accessible do not necessarily meet ADA requirements. Costco Travel is not responsible for inaccuracies or provider modifications.
Guests may satisfy their cravings at the hotel's two on-site restaurants, featuring all-day delights like Starbucks® coffee and specialties of the Florida Keys.
Located on Roosevelt Avenue, just a short drive from both Key West International airport and Old Town, the Fairfield Inn & Suites at The Keys Collection is a convenient home base for all Key West adventures.
An intimate retreat in the center of Old Town Key West, Ella’s Cottages blend cottage charm with historic character. Enjoy a front-porch seat to the lively Key West scene, unwind by the secluded pool or wander through hidden gardens.
Minutes from the Key West Historic Seaport, Fitch Lodge welcomes on-the-go explorers to authentic conch-house lodging in a neighborhood setting. Return from a day of shopping on Duval Street to informal, bohemian accommodations and a refreshing pool.
Located mango-throwing distance to iconic Key West Lighthouse and Hemingway’s home, Lighthouse Hotel brings guests together around the lively pool, bustling bar and brick-garden grounds. Groups and weddings fit right into this magical scene.
Once the estate of a prosperous industrialist, Ridley House is tucked behind classic picket fences and low-hanging trees. Immersed in a verdant oasis of ease and refinement, Ridley House is ideal for honeymooners and VIP stays.
Ocean Key Resort & Spa has the distinction of having 0 Duval Street as its address. Overlooking the Gulf of Mexico, every room comes with a view. Adjacent to Mallory Square in historic Old Town Key West, the hotel boasts a long history of hosting artists, authors and characters of all kinds. You’ll thrive in the wonderfully diverse, positively eclectic, sundrenched neighborhood.
Poised on the pristine waterfront of the island’s historic seaport, The Marker Key West Harbor Resort is a fresh approach to luxury, seamlessly blending the elegance of classic Florida Keys resorts with an understated air of modern glamour. Set on two acres of lush, tropical landscape, The Marker Key West Harbor Resort features 96 vibrant rooms and suites, 3 stunning pools, and one onsite restaurant and bar for a secluded island escape tucked away in Old Town Key West.
You can navigate into the Hotel property pages, Costco warehouse locations and Region maps by clicking on the following icons on the map:
You can see the names of other important landmarks by pointing your mouse over the following icons on the map:
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