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Key West has hundreds of hotel, B & B, and vacation rental options ranging from budget to luxury accommodations. We’ve included a list of our favorites below.(painting at left by Karen Beauprie)
Alexander’s Guesthouse 1118 Fleming Street / 800-654-9919
Key West’s Premier Gay & Lesbian Resort. Setting a new standard for comfort and style in Key West Alexander’s delights with lush tropical gardens, historic charm mixed with contemporary accents throughout and an intimate atmosphere created in the spirit of wellness, ease and comfort.
The Mermaid and the Alligator 729 Truman Avenue / 800-773-1894
Our beautiful circa 1904 Victorian Home, located in the heart of Old Town Key West, offers the warm hospitality of a traditional bed & breakfast. Start each day with a wonderful full breakfast to keep you going whether your plans take you to the beach, out snorkeling and diving, or touring the many shops, galleries and restaurants of Duval Street, just three blocks away.
Key West Bed and Breakfast 415 William Street / 800-438-6155
The Key West Bed & Breakfast is located in the William Russell house (circa 1898), and is listed in the National Historic Register. Constructed by Bahamian shipbuilders, this lovely 3-story Victorian is located on a quite, tree-shaded street in the heart of Key West’s “Old Town”.
Hotels and Resorts
Doubletree Grand Key Resort 3990 S. Rooselvelt Boulevard / 1-305-293-1818
Business travelers and vacationers alike will appreciate this Doubletree hotel’s 216 guest rooms that feature island-style décor, complimentary wired and wireless high-speed Internet access, all the comforts of home and all the conveniences of a full-service resort hotel.
Island House 1129 Fleming Street / 800-890-6284
Island House is an award-winning gay resort in Old Town Key West, set in a completely secure private compound where the choice to wear something, or nothing at all, is yours.
Marquesa Hotel and Cafe 600 Fleming Street / 800-869-4631
Set in the center of the historic district in Old Town, the Marquesa was named to the Conde Nast Traveler Magazine’s “2011 Gold List of World’s Best Places to Stay,” For the best of Key West hotels, the Marquesa offers a quiet retreat for those wanting luxury and privacy. Our guest rooms will enchant you. They’re immaculate, light and airy, equipped with all amenities to make you feel at home…only more pampered.
Pier House One Duval Street / 800-723-2791
For nearly 40 years Pier House Resort and Caribbean Spa has been a Key West icon reflecting the free-spirited attitude of our island. As the first true resort on the island, we continue to offer our guests the authentic experience that has made Key West a favorite destination for all generations. Our resort is located on a six acre compound at the corner of the Gulf of Mexico and Duval Street. Beautiful tropical gardens surround our pool in the center of the property and open directly onto the private beach that includes a discreet “top-optional” sunning area.
Southernmost Hotel 1319 Duval Street / 800-354-4455
Well known for being the best value in Key West, the Southernmost Hotel offers high quality accommodations at affordable rates. Whether you travel in season or off season, you’ll find the best deals on a hotel with resort amen ities at competitive prices.
Southernmost on the Beach 1319 Duval Street / 800-354-4455
An unparalleled view of the Atlantic makes this comfortable, secluded oceanfront retreat one of the best- kept secrets on the Island.
La Mer Hotel & Dewey House 506 South Street / 800-354-4455
Each of these intimate luxury boutique hotels has a unique, turn- of-the-century feel, spacious rooms and are connected by lush tropical gardens, towering palms and brightly colored flowers. Their sense of class and historic charm make them some of the most unique accommodations on the island.
At Home in Key West 905 Truman Avenue / 888-459-9378
Key West vacation rentals range from gracious historic Conch homes with high ceilings, wraparound balconies, and meticulously carved railings to brand new condos overlooking the breathtaking vista of the ocean.
Doug Mayberry Property Management 1075 Duval St – Suite C23 / 305-292-6157
Experience living the lifestyle right from the start in a relaxed, private Key West home setting. Each home in the Doug Mayberry Property Management collection is carefully selected and regularly monitored to maintain the highest standards to ensure your stay exceeds your expectations. Their exclusive collection of homes reflect the gracious hospitality and thoughtful amenities our owners/hosts are looking forward to share with you.
Key West Hideaways / 888-822-5840
The Hideaways has an exceptional selection of charming, finely appointed, vacation rental homes, cottages, and waterfront condominiums with boat slips. With prime locations all over the island and pet friendly, you’ll love the convenience along with the added bonus of privacy.
Preferred Properties Coastal Realty 520 Southard Street / 305-294-3040
Preferred Properties Coastal Realty, Inc. a Christies Affiliate, Christie’s Great Estates Magazine, specializes in residential and commercial real estate, property management and vacation rental accommodations services for Key West and the Florida keys.Search our vast inventory of vacation rental accommodations in Key West and The Lower Florida Keys.
Rent Key West 1075 Duval Street Suite C11 / 800-833-7368
Our Key West vacation rentals have fully equipped kitchens, linens and laundry facilities, offering all the comforts of home without the drawbacks. You can choose a pool, hot tub, tennis facilities and a choice of prime locations – after all, it’s Your vacation.
Truman and Company 1205 Truman Avenue / 800-833-7368
Truman & Co. Real Estate services was founded in 2004 and has been an incredible success story from the day it was born. Since day one, Truman & Co.s’ secret is nothing more than providing professional, honest, dependable services and agents alike. Truman and Co. continues to exceed their customers expectation for dependable high quality services offering a wide variety of property management options including vacation rentals, long term rentals, property maintenance and management.