Rachel's Recommended Key West Accommodations

Whether you'll be visiting Key West for your own wedding or for a loved one's, make your trip to paradise a great one by booking your stay at one of the Conch Republic's best hotels, B&Bs, or resorts! Over my 11+ years as a local, both hosting guests as well as shooting photos all over this island, here are my recommendations for Key West's best places to stay, in alphabetical order! (Many of these are also perfect wedding venues!)

Angelina Guest House

For those seeking to unwind and go off the grid, this bed and breakfast offers quiet comfort at budget rates. With no phones, and a television in only one room, you can remove yourself from your routine and relax in a hammock by the poolside with a lush waterfall and palms. The Angelina Guest House is clean, charming, and only two blocks away from Duval Street.

Casa Marina

Casa Marina is a Waldorf Astoria Resort is listed on the National Register of Historic Places and overlooks more than 1,100 feet of beach reserved exclusively for guests. Outside, the lush grounds feature two swimming pools, swaying palm trees, an outdoor restaurant, and other amenities such as foosball and oceanside hammocks. Inside, the decor is simple, elegant, and contemporary with cool, neutral colors. Pet friendly and family oriented, the resort also offers many water activities such as snorkeling, fishing, and cruises.

Curry Mansion Inn

Built in 1869 by a prominent family in Key West's history but lovingly restored by Edith and Al Amsterdam, this wedding cake of a building is a unique bed and breakfast just steps from Duval Street. The mansion has 28 unique guest rooms in three different structures; tours of the historical property are available every day. Along with all its other amenities, your stay includes a wonderful two-hour cocktail party every evening!

Last Key Realty

Last Key Realty is a Key West vacation rental broker, a buyers' broker, and property manager. The rental properties include beautiful homes ranging from one to nine bedrooms with vibrant and elegant yet comfortable decor and features such as picket fences, pools, and lush gardens. A professional concierge service is available to guests seven days a week, as well as numerous activities such as kayaking, custom charters, bicycle rentals, and dinner cruises.

The Mermaid & The Alligator

This chic and stunning bed and breakfast, built in a Victorian style around 1904, offers classic and cozy decor - beautiful hardwood floors, elegant window treatments, four poster beds. The gardens are an especially delightful oasis where guests can retreat and unwind. Enjoy tropical plants, exotic flowers, and a chorus of lovebirds and parakeets. Breakfast, afternoon lemonade, and early evening wine are served for poolside every day for guests.

Ocean Key Resort & Spa

Recharge and re-energize at Ocean Key Resort & Spa, where the turquoise waters of the Gulf of Mexico and the Atlantic Ocean converge. The vibrant teal and Caribbean decor of the guest rooms, suites, and penthouse are casual yet opulent. Stroll on the resort's iconic pier or relax in the gorgeous pool lounge that provides towels, magazines, newspapers, fruit infused water, and a full cocktail and food menu. 

Old Town Manor

A top-rated bed and breakfast built in 1866, Old Town Manor unites the charm and beauty of the Victorian era with tropical decor and modern amenities. Enjoy the manor's fourteen beautiful rooms, each uniquely decorated and all including Wi-Fi and keyless entry. And if organic food and traveling with your pets are important to you, Old Town Manor offers a vegetarian, organic continental breakfast and allows pets of all sizes.

The Reach

A Waldorf Astoria Resort, The Reach is located on Key West's only private natural sand beach. The resort's 150 rooms are contemporary with classic color palettes, dark woods, a private balcony, and flat screen TVs. Stroll the beautiful pier or enjoy a game of chess on the giant chessboard set between giant palms near the pool.

Sunset Key Cottages

If you are seeking a secluded and luxurious escape, book your stay at Sunset Key Cottages, located on a 27-acre island just a short ferry ride from Key West. The resort offers beautifully appointed cottages with as many as four rooms, as well as a spa, pool, tennis courts, and waterfront dining. It's a perfect place for a honeymoon, too! In fact, the island so perfectly embodies paradise, its private beach was featured in the film Office Space's final scene!

Southernmost Beach Resort

This six-acre resort on a secluded part of the island offers 261 well-appointed rooms, as well as an extended stay residence. With the resorts' three pools, four tropical bars, and hammocks throughout the grounds, you may be tempted not to leave to explore the nearby boutiques, art galleries, and night life on Duval Street, all within walking distance. Enjoy a stroll or the sunset from the gorgeous pier overlooking the Atlantic Ocean. 


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