LODGING

Luxury Hotels & Resorts

• Parrot Key Resort BOOK
  2801 North Roosevelt Boulevard • Key West, FL 33040
  305-809-2200
  This luxurious Key West resort offers 4 spacious, one, two and three bedroom, three story and three and a half bath luxury style houses with large kitchens, 42 inch plasma televisions, premium cable and Florida Key art. Amenities include four swimming pools, spa services, meeting and event space, on site restaurant and more. more...  map

• Pier House Resort & Spa BOOK
  One Duval Street • Key West, FL 33040
  305-296-4600, 800-723-2791
  For nearly 40 years in Key West, Pier House Resort and Caribbean Spa has been a Key West resort icon reflecting the free-spirited attitude of Key West.  more...  map

• Banana Bay Resort
  2319 North Roosevelt Boulevard • Key West, FL 33040
  305-296-6925, 866-566-6688
  An exclusively adult resort that offers beautifully appointed guest rooms with an array of thoughtful amenities to make you feel right at home, as well as one bedroom suites with patio style verandahs. Guests can enjoy a huge tropical freshwater pool, a small sandy sunning beach, a whirlpool, a mini fitness gym, a beachside wedding gazebo, an executive conference room, a full business center, and a Tiki bar while staying here. Eco-sails, kayak safaris, flats guides, and a "Dolphin in the Wild Safari" snorkel boat are also available for guests to enjoy. more...  map

• Casa Marina Resort, The Waldorf Astoria Collection
  1500 Reynolds Street • Key West, FL 33040
  305-296-3535
  There are 311 spacious and comfortably appointed guest rooms and suites available at this resort that has many on site amenities including a large private beach, two outdoor pools, lighted tennis courts, an exercise room, numerous watersports activities, a sauna, a whirlpool, concierge services, a volleyball court, two restaurants, babysitting services, a gift shop, a clothing shop, a beauty shop, and a pro tennis shop.  map

• Coconut Beach Resort
  1500 Alberta Street • Key West, FL 33040
  305-294-0057
  Escape to this private tropical paradise that is nestled on the Atlantic Ocean and stay in one of the gracefully designed and colorfully decorated studios, oceanview studios, and one or two bedroom suites available. All of the units have high ceilings, French doors, and private balconies and all of the suites have fully equipped kitchens. Full concierge services are available and a private pool deck and Jacuzzi are on site that open onto a small intimate sandy beach for guests to enjoy. more...  map

• Doubletree Grand Key Resort
  3990 South Roosevelt Boulevard • Key West, FL 33040
  305-293-1818, 800-310-1540
  Featuring a distinctive Caribbean style, this resort offers 216 casually elegant guest rooms and suites that have a wonderful cottage decor, as well as a wide array of amenities on site for guests to enjoy including a 500 gallon saltwater aquarium which is home to a colorful array of fish and reef life indigenous to the Florida Keys, a zero entry pool with a large pool deck, a full service restaurant, a lounge, a poolside bar, shuttle services, a beach club, and massage services. more...  map

• Hyatt Resort & Marina
  601 Front Street • Key West, FL 33040
  305-296-9900
  Situated on the Gulf of Mexico, this beautiful year round resort offers luxuriously appointed guest rooms and suites with mini bars and private balconies in all of the rooms. A wide range of amenities are on site for guests to enjoy including a full service restaurant, a pool bar and grill, a heated outdoor pool, a whirlpool, a small beach area, ping pong tables, and an exercise room. Waverunner rentals, bicycle and scooter rentals, parasailing, diving, snorkeling, fishing, and sailing are also available on site.  map

• Hyatt Sunset Harbor Resort
  200 Sunset Lane • Key West, FL 33040
  305-292-2001
  A Hyatt Vacation Club member resort, this elegant resort offers 40 spacious and well appointed guest rooms and suites with your choice of studios, one bedroom and one bath suites, and two bedroom, two bath suites available. All of the accommodations have fully equipped kitchens and private balconies. A beautifully landscaped pool and whirlpool are on site for guests to enjoy and the resort holds a nightly sunset celebration at Mallory Square.  map

• Ocean Key Resort
  Zero Duval Street • Key West, FL 33040
  305-296-7701
  A Noble House Resort, this AAA, Four Diamond award-winning resort offers bright and spacious deluxe guest rooms and suites with all rooms including tropical furnishings, handpainted armoires, island style art, spacious balconies, and elegant bathrooms which include large whirlpool tubs and elegant pedestal sinks. Amenities on site include two restaurants, a pool bar, a gulfside heated outdoor pool with poolside massages available, a gift shop and boutique, and a resort marina which offers jet skiing, windsurfing, parasailing, private fishing charters, scuba diving, snorkeling, and glassbottom boat tours. Bicycle and moped rentals are also available.  map

• Reach Resort, The Waldorf Astoria Collection
  1435 Simonton Street • Key West, FL 33040
  305-296-5000
  A tropical paradise that offers 150 comfortably appointed guest rooms and suites with all rooms including private balconies, wet bars, and many more amenities to make you feel right at home. A Shula's on the Beach restaurant is on site, as well as a bar, a private natural sandy beach, a tropical outdoor pool, and a whirlpool. Guests also have complimentary use of the Body Shop Health Club, a massage studio, and a full service spa while staying here and a full line of water sports equipment is available for rent.  map

• Westin Resort & Marina
  245 Front Street • Key West, FL 33040
  Located in the Heart of Historic Old Town
  305-294-4000
  Overlooking the beautiful Sunset Pier and the crystal blue waters of the Gulf of Mexico, this resort is designed in a class, romantic Victorian style and offers beautifully appointed guest rooms and suites, all with mini bars and private balconies. Amenities on site include an oceanfront restaurant, an outdoor pool, a rooftop sundeck, a fitness room, a full business center, concierge services, and a gift shop. A forty slip marina is also on site that offers a variety of charters, as well as waverunner rentals, parasailing, and boat rentals. Enjoy nightly sunset celebration with live performers and music.  map

Bed & Breakfast, Historic Inns & Hotels

• Grand Guest House CONTACT
  1116 Grinnell Street • Key West, FL 33040
  305-294-0590, 888-947-2630
  The Grand exudes old Key West charm in a totally un- touristy neighborhood. If you prefer a good night’s sleep over the noise of Duval, but you want to be within easy walking distance to shops, restaurants, museums, art galleries, beaches, the southernmost point and Hemingway’s House you’ll love this location. It is just five short blocks to Duval. At the Grand, the ambiance is friendly and welcoming. Find out why people choose The Grand over all other bed and breakfasts, inns and guesthouses in Key West.  more...  map

• Island City House Hotel
  411 William Street • Key West, FL 33040
  305-294-5702
  The Island City House Hotel is comprised of three unique houses, the Arch House, the Island City House, and the Cigar House, which share lush tropical gardens with winding brick pathways throughout. Their crystal clear pool, and surrounding deck are the perfect places to relax and sunbathe. Guests are greeted each morning in the shaded brick courtyard with a continental breakfast buffet of tropical fruits, home baked breads, coffee and teas.  more...  map

• Key West Bed & Breakfast (circa 1898)
  415 William Street • Key West, FL 33040
  305-296-7274
  Comfortable, friendly and filled with local art, this beautifully restored Victorian Mansion features spacious guest rooms, a convivial living room, and tropical gardens in a delightful Key West setting. Classic Caribbean Casual "The house bursts with color and character and its prices won't break the bank," House and Gardens "Weatherboard and shutters, pink and white plank work and pretty wooden verandas put The Key West Bed and Breakfast firmly into the Hemingway category of picturesque Victoriana in the Florida Keys." . Conde Nast Traveler more...  map

• Alexander Palms Court
  715 South Street • Key West, FL 33040
  305-296-6413, 800-858-1943
  A tropical compound style guest house that offers comfortable and spacious accommodations ranging from standard rooms to full suites with all rooms including queen size beds, ceiling fans, tropic comforters, all cotton sheets, and private baths. Guests can enjoy a large lagoon outdoor pool, a whirlpool spa, lush landscaping with towering palm trees, and a sunbathing area while staying here. A continental breakfast is served each morning.  map

• Ambrosia House
  622 Fleming Street • Key West, FL 33040
  Located in Historic Downtown Key West
  305-296-9838, 800-535-9838
  This delightful private compound is comprised of six carefully restored buildings nestled on two acres of lush tropical landscape that contain spacious rooms and suites with all rooms including vintage decor, private entrances, and private baths. The compound is listed on the National Register of Historic Places and includes three refreshing swimming pools for guests to enjoy. A delicious island breakfast is served poolside every morning.  map

• Andrew's Inn
  Zero Whalton Lane • Key West, FL 33040
  305-294-7730
  A charming bed and breakfast that offers six individually themed and tropically furnished guest rooms with all rooms named for the settings in Hemingway books and all including vaulted ceilings, queen or king size beds, unique local artwork, and finely appointed private baths. An outdoor pool situated in a lush tropical garden is on site for guests to enjoy and an expanded continental breakfast, as well as a cocktail hour, is served daily by the pool. more...

• Artist House, The (circa 1890)
  534 Eaton Street • Key West, FL 33040
  305-296-3977
  A historic Victorian mansion that offers seven beautifully appointed, antique filled guest rooms with all rooms including 12 foot ceilings, richly detailed original design wall coverings, and private baths. A lush and intimate tropical garden is also on site, original 100 year old brick pavers, a heated spa with a fountain, and a quaint antique pond. An expanded continental breakfast is served in the garden each morning. more...  map

• Avalon Bed & Breakfast (circa 1895)
  1317 Duval Street • Key West, FL 33040
  305-294-8233
  A Victorian bed and breakfast that is located just one block from the beautiful Atlantic Ocean and offers large queen size rooms, suites, and apartments with all rooms including queen size beds, ceiling fans, refrigerators, and private baths. A spacious sun deck, an oversized spa, and lush tropical gardens are on site for guests to enjoy and an expanded continental breakfast buffet served on the front porch is included with your room. more...  map

• Bananas Foster Bed & Breakfast (circa 1888)
  537 Caroline Street • Key West, FL 33040
  305-294-9061
  Built by one of the first millionaires in Florida, this Classic Revival bed and breakfast was featured in a 1996 issue of Town and Country Magazine and offers six individually designed rooms and one luxurious suite with all rooms including private baths. A continental breakfast served each morning beside the spa pool and wine, beer, and soda served each evening for happy hour are included with your room.   map

• Blue Parrot Inn (circa 1884)
  916 Elizabeth Street • Key West, FL 33040
  Located in Old Town
  305-296-0033
  A historic bed and breakfast that offers nine beautifully appointed guest rooms, all with their own distinctive decor and ambiance and all with private baths. Most of the rooms also have their own refrigerators. A heated outdoor pool is on site for guests to enjoy and a poolside breakfast buffet is included with your room. more...  map

• Center Court Historic Inn & Cottages (circa 1880)
  915 Center Street • Key West, FL 33040
  305-296-9292
  A very unique bed and breakfast that offers four spacious and wonderfully appointed guest rooms in a historic inn that was once a Ship Captain's home. The inn includes a large living room with French doors opening onto a covered porch with wicker furniture, as well as a large outside deck with a gas barbecue grill, a heated outdoor pool, a kidney shaped Jacuzzi, a fish and lily pond, and a second story European style sundeck. A guesthouse, cottages, and condominiums are also available through the inn for guests to enjoy a romantic Key West hideaway. more...  map

• Chelsea House (circa 1870)
  707 Truman Avenue • Key West, FL 33040
  Located in the Heart of Old Town
  305-296-2211, 800-845-8859
  This Victorian bed and breakfast inn is a multi-building complex composed of four buildings including the two story main mansion that is complete with hardwood floors, 14 foot high ceilings, many porches and balconies, and beautiful antiques. Luxurious accommodations are available in the mansion, the pool house, the garden house, and the suites building and all of the rooms have antique furnishings and spacious private baths. Some rooms included private porches, sleeping lofts, and oversized tubs and showers.  map

• Coco Plum Inn (circa 1891)
  611-615 Whitehead Street • Key West, FL 33040
  Located in Old Town Historic District
  305-295-2955
  Luxurious accommodations that include one-of-a-kind antique furnishings, private baths, large beds, private entrances, and private porches are available at this bed and breakfast that invites guests to indulge in Old World charm while staying here. A large outdoor pool and a tropical garden are also on site and a homemade, professionally prepared breakfast is included. more...  map

• Conch House (circa 1895)
  625 Truman Avenue • Key West, FL 33040
  Located in the Heart of Old Town
  305-293-0020
  Listed on the National Register of Historic Places. The main house features comfortable bedrooms that are furnished with carefully selected antiques & private baths, while their garden poolside cottage and cozy poolside cabana includes unique wicker rooms. An outdoor pool is on site for guests to enjoy and a full breakfast is included with your room. more...  map

• Cuban Club Suites (circa 1917)
  1108 Duval Street • Key West, FL 33040
  305-296-4849
  Originally built as a club for Cuban cigar makers and their families, this award-winning historical landmark now offers spacious and luxurious one and two bedroom suites that range in size from 900 square feet to 2,000 square feet. All of the suites include fully equipped kitchens and washers and dryers. Concierge services and bicycle rentals are available. more...  map

• Curry House
  806 Fleming Street • Key West, FL 33040
  305-294-6777
  The Curry House is one of the old, historic homes immaculately kept in a quiet, centrally located part of Old Town. After a day (or night) of fun and excitement on the town or on the water, escape to your own tropical hideaway. The romantic serenity of the Curry House is equaled only by the desire of the staff to make your stay comfortable and memorable. A heated pool is available. more...  map

• Curry Mansion Inn
  511 Caroline Street • Key West, FL 33040
  305-294-5349
  Situated beside the original 22 room, circa 1899 Curry Mansion that was built by Florida's first millionaire family, this beautiful inn offers 28 exquisitely appointed guest rooms with all rooms including 18th century antiques, period and wicker furnishings, and private baths. All of the rooms are surrounded by the lush foliage of the Curry Estate and most of the rooms open onto a beautiful outdoor pool. Guests have full access to the historic mansion and can also enjoy a hot tub, daily cocktail parties, and a full European breakfast buffet each morning while staying here. more...  map

• Cypress House (circa 1888)
  601 Caroline Street • Key West, FL 33040
  305-294-6969
  A pure example of Bahamian architecture, this Grand Conch mansion is listed on the National Register of Historic Places and offers spacious and distinctively appointed guest rooms with furniture in the rooms varying from high quality antiques to relaxing wicker styles. All of the rooms also include high ceilings with ceiling fans. The inn itself is set inside tropically landscaped, gated property that includes lush tropical gardens and a 40 foot heated lap pool. A hearty continental breakfast and a nightly cocktail hour are included with your room. more...  map

• Douglas House
  419 Amelia Street • Key West, FL 33040
  Located in the Center of Old Town
  305-294-5269
  Built during the times of the big cigar industry in the Florida Keys, this 19th century home consists of six structures that have all been beautifully restored to their Victorian origin and offer 15 deluxe rooms and large suites, all with private baths. There are two outdoor pool, lush tropical gardens, and a heated Jacuzzi on site for guests to enjoy and a continental breakfast is included.  more...  map

• Duval House
  815 Duval Street • Key West, FL 33040
  305-292-9491
  Nestled on a spacious, historic island estate, this award-winning estate features seven vintage, beautifully restored Victorian houses which offer 30 charming and spacious guest rooms and suites. All accommodations have private baths, period antiques, and unusual artwork. Guests can relax in a shaded double hammock while staying here, as well as enjoy a tranquil fish pond, a picturesque Victorian gazebo, and a sparkling outdoor pool. A delicious tropical breakfast served poolside every morning is included.  map

• Eaton Lodge Historic Inn & Gardens (circa 1886)
  511 Eaton Street • Key West, FL 33040
  Located in Historic Old Town
  305-292-2170
  This Greek Revival Victorian inn offers 13 uniquely decorated guest rooms with all rooms including beautiful antiques, wicker furnishings, tropical artwork, Bahamas style ceiling fans, private baths, and private terraces or verandahs. Full concierge services are available and large swimming pool sunning areas are on site for guests to enjoy. A full island style breakfast and an evening cocktail hour are included with your room.   map

• Eden House Hotel, The
  1015 Fleming Street • Key West, FL 33040
  305-296-6868
  A Key West tradition since 1975, this 40 room Floridian Deco style stucco and wood hotel is the oldest hotel in Key West and offers many types of lodging options including rooms with shared baths, private rooms, deluxe suites, apartments, and even separate conch houses. If you're a movie buff, you'll be interested in knowing that this was the location of Goldie Hawn's movie, "Criss Cross," and amenities on site for guests to enjoy include an outdoor pool, a Jacuzzi, a hammock area, relaxing porch swings, an elevated sundeck, bike rentals, a restaurant, and a complimentary happy hour. more...  map

• Frances Street Bottle Inn (circa 1926)
  535 Frances Street • Key West, FL 33040
  Located in Historic Old Town
  305-294-8530
  Featuring a Conch blend of European and Caribbean architecture, this romantic and intimate inn offers beautiful rooms with all rooms including private baths, king or queen size beds, Bahama fans, and original tropical artwork. Some of the tropically decorated rooms open onto balconied porches. A delicious continental breakfast is included with your room. more...  map

• Garden House
  329 Elizabeth Street • Key West, FL 33040
  305-296-5368
  A bed and breakfast with a sense of humor! They strive to make your visit a fun packed stay, whether it be for one night or many. There are ten rooms, each with a private bath. There is also a heated pool/spa that's perfect for mingling with the other guests, or relaxing in after a night on the town. A continental breakfast is served poolside daily from 8:30 a.m. to 10:30 a.m., and a nightly beer and wine happy hour from 5 to 6 p.m. - both included with the price of your room. Daily room service is also provided. more...  map

• Gardens Hotel (circa 1870)
  526 Angela Street • Key West, FL 33040
  Located in Historic Old Town
  305-294-2661, 800-526-2664
  Encompassing nearly a quarter of a city block, this luxurious, historic hotel is listed on the National Register of Historic Places and offers 17 charming accommodations including two suites, two rooms in the historic main house, 12 garden and courtyard rooms, and one secluded "eyebrow" cottage. All rooms are decorated with traditional yew or mahogany furnishings and include beautiful hardwood floors, brass and iron beds, and private baths. The lushly landscaped grounds include a large free-form pool, a poolside bar, and an outdoor heated spa. A continental breakfast is served each morning in the Garden Room Solarium or on the adjoining spacious porch.   map

• Heron House
  512 Simonton Street • Key West, FL 33040
  305-294-9227
  Filled with fabulous woodwork, tropical stained glass artistry, intricate stonework, and elegant etched glass panels, this luxurious bed and breakfast offers accommodations to fit anyone's needs including garden rooms, deluxe garden rooms, poolside rooms, premium poolside rooms, garden terrace junior suites, and honeymoon junior suites. All of the rooms have original Florida Keys watercolors, tastefully designed bedspreads and draperies, and full private baths. A continental breakfast served poolside and nightly wine and cheese are included with your room.  map

• Key Lime Inn
  725 Truman Avenue • Key West, FL 33040
  305-294-5229
  This historic hotel is situated on over a beautiful one acre compound and features 37 tastefully decorated guest rooms in several historic buildings that date from 1854 to 1949. All of the rooms have either queen or king size beds and private baths with showers. A large outdoor pool is on site for guests to enjoy.  map

• Key West Harbor Inn (circa 1850)
  219 Elizabeth Street • Key West, FL 33040
  Located in Historic Old Town
  305-296-2978
  Situated in a neighborhood filled with historic Victorian homes, this beautiful three story mansion has an old island charm and offers you a choice of queen or king rooms, junior suites, and harbor view suites with all rooms including four poster beds, bamboo ceilings, and French doors opening onto private verandahs with lovely views of the harbor. Wake up to a complimentary breakfast of fresh juices and savory pastries while staying here. more...  map

• La Mer Hotel & Dewey House
  504-506 South Street • Key West, FL 33040
  305-296-6577
  The only luxurious historic inns on the ocean in Key West, these two historic properties offer beautifully appointed and meticulously designed beachfront guest rooms with all rooms including sunlit balconies overlooking fragrant tropical gardens and breathtaking ocean views, marble baths with walk-in showers, plush monogrammed bathrobes, and kitchenettes. Guests can enjoy an outdoor pool, an adjacent beach, resort privileges to Southernmost Hotel and Southernmost on the Beach, concierge services, and bicycle and scooter rentals while staying here. A continental breakfast is served daily.  map

• Marquesa Hotel
  600 Fleming Street • Key West, FL 33041
  305-292-1919
  Composed of four historic Conch houses which are set around a lush interior garden and two swimming pools, this hotel offers beautifully appointed accommodations with your choice of standard rooms, poolside rooms, deluxe rooms, and junior suites. All of the rooms have marble baths and nightly turndown service is provided. An award-winning restaurant is on site and a continental breakfast is available daily. A AAA Four Diamond recipient and a Select Registry member.  map

• Merlin Guesthouse
  811 Simonton Street • Key West, FL 33040
  305-296-3336
  A charming Old Key West property that includes several buildings, including the historic main inn, which are situated around a private courtyard that includes an outdoor pool, tropical gardens, a lily pond, and brick walkways. Your choice of beautifully appointed guest rooms, suites, and cottages are available and a full breakfast is served in the courtyard each morning under the garden arbor.   map

• Papa's Hideaway
  309 Louisa Street • Key West, FL 33040
  305-294-7709
  Papa's Hideaway is a Key West bed and breakfast with all the charm of Hemingway's day, and all the conveniences of being a block off Duval. The perfect mix of location, atmosphere and value.  more...

• Paradise Inn, The
  819 Simonton Street • Key West, FL 33040
  305-293-8007
  An island within an island, this traditional Caribbean compound features award-winning landscaping from Brazil, India, and Tahiti, as well as historically significant and meticulously renovated one and two bedroom "cigar makers" cottages. There are additional suites available located in two authentically reproduced Bahamian style houses which include vine covered porches, sundecks, and shaded balconies. Amenities on site include a large outdoor pool set in a lush tropical courtyard, a Jacuzzi, and a lotus pond complete with lily blooms and Japanese koi. A continental breakfast is served daily in the lobby. more...  map

• Pilot House, The (circa 1900)
  414 Simonton Street • Key West, FL 33040
  Located in the Center of Old Town
  305-294-8719
  There are eight uniquely designed and decorated guest rooms available at this grand two story Victorian mansion that is filled with beautiful antiques, tropical furnishings, original hardwood floors, luxurious fireplaces, and 12 foot ceilings. An outdoor pool and a secluded spa are on site for guests to enjoy. more...  map

• Speakeasy Inn (circa 1876)
  1117 Duval Street • Key West, FL 33040
  Located in Historic Old Town
  305-296-2680
  This historic landmark inn was originally built for customs collection when Key West was known for salvaging and cigar manufacturing and now offers spacious and airy suites with all suites including tropical decor, handcrafted queen beds made from original 1876 pine, and private baths. Concierges are on duty to help make your stay more comfortable. more...  map

• Tropical Inn, The
  812 Duval Street • Key West, FL 33040
  305-294-9977
  Listed on the National Register of Historic Places, this historic Bahamian style Conch house has been lovingly restored and offers nine beautifully appointed guest rooms, each with its own definitive island character and all with private baths. Seven of the rooms are located in the main house and two are located in the Caribbean Cottage. A lush tropical garden that includes a whirlpool spa and a sparkling pool are on site for guests to enjoy and a full island style breakfast buffet served each morning in the garden is included with your room. more...  map

• Walden Guest House
  717 Caroline Street • Key West, FL 33040
  305-296-7161
  A turn-of-the-century, Old Town Conch style cottage that has been beautifully renovated into a European style guest house which offers six guest rooms and suites. Some of the accommodations have private baths and kitchenettes, while the other rooms share a bath.   map

• Watson House (circa 1860)
  525 Simonton Street • Key West, FL 33040
  305-294-6712
  An award-winning bed and breakfast that features a unique blend of tropical and 1800's furnishings. Wooden paddle fans, hardwood floors, a heated pool, and a heated spa are just a few of the amenities that await you here. The inn offers three elegantly decorated suites, all with private baths, as well as a large three room Cabana with a fully equipped kitchen.   map

• Weatherstation Inn
  57 Front Street • Key West, FL 33040
  Located in Historic Old Town
  305-294-7277
  Eight distinctively different guest rooms, all decorated with tropical colors and furniture reminiscent of the British West Indies plantations and all with private balconies overlooking a beautiful garden with a secluded tropical heated pool, are available at this handsome inn that is located in a gated community which insures a serene vacation experience. A roof top sundeck is also on site for guests to enjoy and a continental breakfast is included. more...  map

• Whispers Bed & Breakfast (circa 1845)
  409 William Street • Key West, FL 33040
  305-294-5969
  This beautiful bed and breakfast is listed on the National Register of Historic Places and offers seven individually decorated guest rooms, all with antique furnishings, comfortable king or queen size beds, ceiling fans, period furnishings, plush linens, and private baths. A relaxing spa is also on site and a bountiful gourmet breakfast is included with your room. more...  map

• Wicker Guesthouse
  913 Duval Street • Key West, FL 33040
  Located in the Heart of Old Town
  305-296-4275, 800-880-4275
  This island bed and breakfast has an atmosphere that is relaxed and laid back and is composed of six beautifully restored historic homes which offers a large variety of bright and cheery accommodations, all with Bahama ceiling fans and private baths. One of the largest lushly landscaped gardens in Key West is located on site, as well as a heated outdoor pool and many sundecks. A continental breakfast served poolside is included with your room. more...  map

• William Anthony House
  613 Caroline Street • Key West, FL 33040
  305-294-2887
  This beautifully renovated historic inn offers four luxury guest suites and two well appointed guest rooms with all rooms including private baths, queen size beds, and kitchenettes with microwaves, coffeemakers, and refrigerators. Guests can enjoy a relaxing spa pool, a sundeck, and spacious covered porches while staying here, as well as a morning continental breakfast and an evening happy hour.  map

Bed & Breakfast Guides and Directories

• BedandBreakfast.com
  is a leading directory of bed and breakfasts, inns, and boutique lodgings throughout Key West and neighboring Florida towns. Shop, compare, and book from their large selection of Key West B&B properties with many exclusive deals offered. Gift certificates are also available. BedandBreakfast.com has nearly 7,000 property listings throughout the United States with 50,000 reviews, 80,000 property photos, and interactive maps.

Cabins & Cottages

• Casa Alante Guest Cottages
  1435 South Roosevelt Boulevard • Key West, FL 33040
  305-293-0702, 800-688-3942
  Nestled within an acre of tropical gardens, this property offers ten uniquely appointed and individually themed cottages with all cottages including fully equipped kitchens, terry cloth robes, pool towels, oversized baths, and private terraces. A large outdoor heated pool, a hammock swaying in the mahogany trees, and guest laundry facilities are also on site and a flower decorated breakfast tray is delivered each morning to your private terrace. more...  map

• Sunset Key Guest Cottages
  245 Front Street • Key West, FL 33040
  Located at The Westin Key West Resort & Marina
  305-292-5300
  There are 37 elegantly appointed one, two, and three bedroom cottages available at this tropical oasis with all cottages designed in a traditional Key West architecture and all including fully equipped kitchens, living and dining areas, multiple bathrooms, and pantry bars. Guests can enjoy superior amenities at the adjacent resort such as a secluded beach, a tropical pool, a full service restaurant, two tennis courts, grocery shopping service, personal chef service, and 24 hour shuttle service. A breakfast basket is delivered to your cottage porch each morning.  map

Condos & Vacation Rentals

• Key West, FL,Vacation Rentals By Owner on VRBO®
  Renting a private vacation home offers the affordability, exceptional value, and personal attention that you deserve. Most private vacation homes offer considerably more space than you will find in the typical hotel room often at a reduced cost. Now, families can vacation together and still have room to breathe. View their list of vacation rentals now...

• HomeAway Vacation Rentals in Key West, FL
  Forget ordinary hotel rooms! Finding the perfect vacation getaway in Key West, FL is easy on HomeAway.com. Choose from 75,000 homes, condos, guesthouses, cottages, and cabins worldwide, and inquire directly with property owners through the site. HomeAway.com vacation rentals offer a unique local experience, often less expensive and more spacious than hotel rooms.

• Rentalo.com
  saves you time! Click to inquire & compare offers from Vacation Rentals, Hotels, and Bed & Breakfasts in Key West, FL. Find the best deals on short term accommodations using this award-winning, traveler-tested website. Browse our extensive inventory offering leisure and business travelers a wide variety of lodging options; from a budget studio to a luxury villa on a private island, from a small boutique hotel or bed and breakfast to a 5 star resort. Find the perfect place to stay for every occasion including family vacations, romantic getaways, business trips, ski, beach or golf vacations.

• Key West, FL Vacation Rentals by AlwaysOnVacation.com
  Find the perfect vacation rental to match your budget without compromising on luxury and comfort. Search from a wide selection of vacation homes, villas, condos and other property types. Browse photos, rates, availability and book properties directly from owner in Key West and surrounding areas.

• Key West, FL, Vacation Rentals on Vacation Rentals.com
  Are you still making hotel reservations? At VacationRentals.com, customize your next vacation and take advantage of off-season discounts, last minute deals, and freebies! No matter what destination or property type or number of bedrooms you’re looking for, you can find an affordable vacation rental that will suit the needs of you and your fellow travelers. So, what are you waiting for? No matter how tight your budget, you can book your dream vacation on VacationRentals.com today!

• 1800 Atlantic Condominiums
  1800 Atlantic Boulevard • Key West, FL 33040
  305-294-8877
  Vacation in a fabulous luxury condominium in Key West. All units are fully equipped with expansive private balconies, lush tropical gardens, picnic areas around our olympic size heated pool and 20 person Jacuzzi. Just steps away is the beautiful Smathers beach with a wide range of water sports activities available.  map

• Beach Bungalow
  Located in Old Town
  305-293-9611, 800-407-8417
  Retreat into paradise when staying in this beautiful two story vacation paradise that features 20 foot high vaulted ceilings and a second floor devoted exclusively to the bedroom that includes a large queen size bed surrounded by six windows and French doors that open onto a 250 square foot private balcony. A huge outdoor Jacuzzi is also part of the property to help you relax. more...

• Coral Hammock
  Two Coral Way • Key West, FL 33040
  305-295-1271
  A gated community with convenient location - Coral Hammock townhomes pair colorful Caribbean tones with Florida plantation architecture - Ocean side condo units feature ocean views and have full service marine on-site. Most units managed are large two - three bedroom and two - three bath units.  map

• Galleon Resort
  617 Front Street • Key West, FL 33040
  305-296-7711
  If you could escape to a corner of paradise each year without leaving the USA, the Galleon Resort would be the place to go. The Galleon Resort offers the best of amenities in a beautiful and gentle tropical atmosphere. Whether you're interested in long-term accommodations or just a weekend get-a-way. Sunbath at the pool or curl your toes in the sand of the cozy private beach. And afterwards, if you are up to it, work out in the exercise room or get active on the water with windsurfing, jet skiing, parasailing, fishing, or snorkeling on our coral reefs, or sailing our gorgeous waters, all available on site at the Galleon Resort.   map

• Sugarloaf Rentals
  1520 Old State Road • Key West, FL 33042
  Located at Sugarloaf Beach
  305-745-8832
  Within just a short fifteen minute drive from the historic Key West area, you'll find this beautiful tropical retreat that offers two beautifully appointed vacation homes. Palm Villa is a stilt home with two bedrooms, two baths, and spectacular views, while the Conch Cottage is a modern A-frame home with one extra large bath and two bedrooms. Guests have use of the nearby fitness and leisure club while staying here. more...

• Sunrise Suites
  3685 Seaside Drive • Key West, FL 33040
  305-296-6661
  Sunrise Suites Resort is an island paradise providing you with the luxury and convenience of your own condominium. Spend sun-filled days pampered by the warm and friendly staff. Here you'll enjoy the services of a hotel with the comforts of your own home. Inside this gated resort, you will enjoy the lush tropical foliage that surrounds amenities such as our tennis court, gym facilities and heated swimming pool with spa.   map

Motels/Hotels

• Inn at Key West, The BOOK
  3420 North Roosevelt Boulevard • Key West, FL 33040
  305-294-5541
  Relax in one of the 104 spacious guest rooms available at this hotel with irons, ironing boards, comfortable sitting areas, and large work desks in all of the rooms. Amenities on site include a full service restaurant, a Tiki bar, an outdoor pool, laundry valet services, guest laundry facilities, and a whirlpool. more...  map

• Almond Tree Inn
  512 Truman Avenue • Key West, FL 33040
  305-296-5415
  This 22 room elegant inn is a tropical oasis in the heart of old town, just one half block off Duval Street and an easy walk to restaurants, shops, and other attractions. Exquisitely appointed guest rooms are fully equipped with 27 inch color TV with movie and sports channels, radio, air conditioning / heat, refrigerators, microwave ovens, digital safes, ceiling fans, coffee makers, hair dryers, irons, robes and two-line phones with voice-mail and computer data ports. All rooms are non-smoking. The Almond Tree offers a continental breakfast and happy hour. Cool off in the sparkling pool or relax in the bubbly spa.   map

• Atlantic Shores Resort
  510 South Street • Key West, FL 33040
  305-296-2491
  This waterfront resort offers 72 well appointed guest rooms and one spacious suites with your choice of double beds, queen size beds, and king size beds available. Amenities on site include an outdoor pool overlooking the ocean, a pool bar and grill, a liquor store, and a full service restaurant.  map

• Banyan Resort
  323 Whitehead Street • Key West, FL 33040
  Located in Old Town
  305-296-7786
  This tranquil Caribbean estate is composed of eight Victorian houses, five of which are listed on the National Register of Historic Places, and is secluded beneath the canopies of centuries old banyan trees. There are 38 contemporary style guest suites available, many with French doors that open onto private patios or verandahs overlooking the estate's lush gardens. Heated, spring fed pools, a Jacuzzi, and a Tiki bar are also on site for guests to enjoy. more...  map

• Best Western Hibiscus Motel
  1313 Simonton Street • Key West, FL 33040
  305-294-3763
  Nestled in a lush tropical setting with over 100 varieties of exotic palm trees surrounding a beautiful heated outdoor pool and a Jacuzzi, this hotel offers 61 well appointed guest rooms with all rooms including coffee makers, refrigerators, two queen size beds, irons, ironing boards, and hair dryers. A continental breakfast is served each morning.  map

• Best Western Key Ambassador Resort Inn
  3755 South Roosevelt Boulevard • Key West, FL 33040
  305-296-3500
  This oceanfront tropical oasis is nestled on seven beautiful acres overlooking the Atlantic Ocean and offers 100 tastefully decorated guest rooms with all rooms including compact refrigerators, coffee makers, and private balconies. Amenities on site include a heated outdoor pool, a tropical sun deck, a full service restaurant, a lounge, concierge services, and an exercise facility. A continental breakfast is served every morning.  map

• Blue Skies Inn
  630 South Street • Key West, FL 33040
  Located One Block From Beach & Duval Street
  305-295-9464
  Five cozy rooms and a delightful Caribbean cottage are to be found at this inn that is located in the heart of Key West. All of the accommodations have beautiful private bathrooms and guests can enjoy the onsite Jacuzzi.  more...  map

• Chesapeake Resort
  83409 Overseas Highway • Islamorada, FL 33036
  305-664-4662
  The Chesapeake has 65 spacious units. Oceanfront guest rooms and suites have spectacular views of the Atlantic Ocean. Individually appointed villas with fully equipped kitchens, range from single room efficiencies to one and two bedroom units. Gardenview motel units with screened porches overlook the tennis court. Improve your tan on more than 700 feet of white sand on our oceanfront sunning beach surrounding the expansive saltwater lagoon. Relax by a fresh water pool or jacuzzi, play tennis or work out in the fitness center.  map

• Comfort Inn Key West
  3824 North Roosevelt Boulevard • Key West, FL 33040
  305-294-3773
  Enjoy a relaxing vacation at this hotel that offers 100 spacious and comfortably decorated guest rooms with all rooms containing an array of amenities to make you feel right at home. A large outdoor pool and many lounge chairs are on site for guests to enjoy, as well as a daily deluxe continental breakfast.  map

• Courtyard, The
  910 Simonton Street • Key West, FL 33040
  305-296-1148, 800-296-1148
  Enjoy charming cottage style apartment suites at this secluded tropical paradise that offers one, two, and three bedroom apartments, as well as studio apartments, with all accommodations including either fully equipped kitchens with full size ranges and refrigerators or kitchenettes equipped with coffee makers. more...  map

• Crowne Plaza La Concha
  430 Duval Street • Key West, FL 33040
  305-296-2991, 800-980-6439
  Situated in the tallest building on the island, this classy hotel is a long time Key West favorite and it is filled with Art Deco fixtures and designs. There are 150 casual, yet elegant, guest rooms and ten spacious suites available, all with poster beds, lace curtains, and period antiques. Amenities on site include an outdoor pool, a fitness facility, concierge services, a restaurant, a lounge, a gift shop, and room service.  map

• Days Inn & Lodge
  3852 North Roosevelt Boulevard • Key West, FL 33040
  305-294-3742
  A superior, tourist class hotel that features 133 beautifully decorated guest rooms, all with mini bars and other modern conveniences to make your stay more enjoyable. Amenities on site include full concierge services, an on site Waffle House restaurant, a lounge, shuttle services, a beauty salon, and an outdoor pool.  map

• El Rancho Motel
  830 Truman Avenue • Key West, FL 33040
  305-294-8700, 800-294-8783
  There are 50 comfortably appointed guest rooms available at this motel with most of the rooms facing the lush tropical garden. Guests can enjoy a beautiful outdoor pool, a garden patio, a sundeck, and Tiki huts while staying at this motel that is surrounded by palm trees.  map

• Fairfield Inn Key West
  2400 North Roosevelt Boulevard • Key West, FL 33040
  305-296-5700, 800-228-2800
  This tourist class hotel provides many amenities on site for guests to enjoy while staying here such as comfortable guest rooms with two double beds, two heated outdoor pools, a poolside Tiki bar, a gift shop, and concierge services. Scooter and wave runner rentals are also available and a continental breakfast is served every morning.  map

• Heron House Court
  412 Frances Street • Key West, FL 33040
  305-296-4719
  Centrally located in historic Old Town Key West and all major attractions are within walking distance- the sixteen guestrooms are individually decorated and impeccably clean. Quiet and romantic it is the perfect getaway.  map

• Holiday Inn
  3850 North Roosevelt Boulevard • Key West, FL 33040
  Stay in one of the luxurious guest rooms available at this hotel that offers you a choice of rooms with double queen size beds or king size beds which are situated in a soothing tropical setting. Guests can enjoy an outdoor heated pool, a Tiki bar, an exercise room, a spa, and a Chili's Bar & Grill while staying here. more...  map

• Holiday Inn Beachside
  3841 North Roosevelt Boulevard • Key West, FL 33040
  305-294-2571
  Situated directly on the Gulf of Mexico, this hotel provides 222 tropically appointed guest rooms complete with private balconies overlooking the beach. Many amenities are on site including water sport rentals, snorkel and dive trips, boat rentals, sunset cruises, an outdoor pool, a restaurant, a lounge, and 6,000 square feet of flexible meeting space.  map

• Hyatt Beach House Resort
  5051 Overseas Highway • Key West, FL 33040
  305-294-0059
  Experience the splendor of island life at the beautiful Hyatt Beach House. Discover a place where the people are relaxed and friendly. Here you will find a traditional private beach resort offering large two bedroom condominiums including a living room, fully equipped kitchen and a private balcony where you can watch the sun set over the Gulf of Mexico. Bask in the sun or experience thrilling watersports, sailing, snorkeling, scuba diving, parasailing, or deep sea fishing aboard a charter boat.  map

• Hyatt Winward Pointe
  3675 South Roosevelt Boulevard • Key West, FL 33040
  305-293-5050
  A luxurious resort located directly across form the Atlantic ocern. The resort features fully appoiknted two bedroom/two bath condominium style units and Key West's largest swimming pool.   map

• Island Place, An
  817 Catherine Street • Key West, FL 33040
  Located in Historic Old Town
  305-292-5614, 866-U-STAY-KW
  A small, 1950's style Florida motel that offers standard motel rooms and two bedroom apartments with all rooms including king or queen size beds, queen futons, and either kitchenettes or fully equipped kitchens. A barbecue area is on site and guests can require a day pass to a prestigious nearby resort and enjoy a private beach, two fitness center, and an outdoor pool.  more...  map

• Key Lodge Inn & Suites
  1004 Duval Street • Key West, FL 33040
  305-296-9915
  A popular motel with visitors to Key West, this remarkable motel offers 22 handsomely appointed guest rooms which are all on the ground level and all open onto a a lushly landscaped tropical garden and swimming pool area. All of the rooms also include ceiling fans and refrigerators. A continental breakfast is served every morning.  map

• Ocean Breeze Inn
  625 South Street • Key West, FL 33040
  Located in Historic Old Town
  305-296-2829
  A wonderfully renovated, 1940's era resort motel that offers 15 charming guest rooms including ten rooms in the poolside building and five rooms in the cottage building. All of the rooms have tropical white wicker furniture, ceiling fans, hair dryers, microwaves, mini refrigerators, private entrances, and private baths with showers. A heated outdoor pool surrounded by tropical landscaping is on site for guests to enjoy and bike rentals are available.  more...  map

• Pegasus International Hotel
  501 Southard Street • Key West, FL 33040
  305-294-9323
  The only Art Deco-style hotel in downtown Key West, this award-winning lodging establishment features a gorgeous above ground pool and a relaxing whirlpool on site, as well as a gift shop, cigar shop and sun deck dining. There are 30 spacious guest rooms available with your choice of two double beds, one queen-size bed, or one king-size bed available. more...  map

• Radisson Hotel
  3820 North Roosevelt Boulevard • Key West, FL 33040
  305-294-5511
  Located directly across from the waters of the Gulf of Mexico, this luxurious hotel offers 145 well appointed guest rooms with all rooms including hair dryers, irons, ironing boards, coffee makers, and refrigerators. Amenities on site include a large outdoor pool, a fitness room, room service, concierge services, a Denny's Restaurant, a lobby bar, and a poolside bar.  map

• Sheraton Suites
  2001 South Roosevelt Boulevard • Key West, FL 33040
  305-292-9800
  The only all suite hotel in Key West, this paradise oasis overlooks the Atlantic Ocean and offers 180 oversized guest suites with all suites including Caribbean tropical furnishings, thoughtful amenities, and modern conveniences. An array of amenities are on site including a lagoon style heated pool, courtyard swings, a fitness facility, concierge services, a gift shop, an island style restaurant, shuttle services, and bike rentals.  map

• Southernmost Motel
  1319 Duval Street • Key West, FL 33040
  305-296-5611
  "The southern most motel in the country," this motel offers 120 well appointed guest rooms with all rooms including irons, ironing boards, and coffee makers. Amenities on site include two large outdoor pools, a Jacuzzi, two poolside Tiki bars, full service concierge services, beach access, and a unique poolside conference room. Bicycle and moped rentals are also available on site.  map

• Southernmost On The Beach
  508 South Street • Key West, FL 33040
  305-296-6577
  A comfortable, secluded oceanfront retreat that offers 47 deluxe guest rooms with all rooms including either two double or queen size beds or one king size bed, custom built furniture, and large bay windows with scenic views of the Atlantic Ocean. Guests can enjoy a full service restaurant, concierge services, a pier that stretches into the sea, and an Olympic size pool while staying here. Moped and bicycle rentals are also available.  map

• Suite Dreams
  1001 Von Phister Street • Key West, FL 33040
  Located Three Blocks From Beach
  305-292-4713
  This private and secluded compound is nestled in a beautiful tropical setting and offers one, two, and three bedroom guest suites with all suites including well appointed living rooms, full gourmet kitchens, and private entrances. Amenities on site include heated lagoon style pools, guest laundry facilities, a croquet lawn, barbecue grills, bike rentals, and a beautiful fish pond with a fountain.  more...  map

• Travelodge
  3444 North Roosevelt Boulevard • Key West, FL 33040
  305-296-7593
  Located across from the scenic Florida Bay, this premier resort hotel offers 64 beautifully appointed accommodations including 24 one bedroom suites and eight bi-level two and three bedroom penthouse suites. All suites include fully equipped kitchens while the penthouse suites also include 2,000 square feet of living space, elegant staircases, and cathedral ceilings. A heated outdoor pool, Jacuzzi, and poolside Tiki bar are on site for guests to enjoy, as well as a daily continental breakfast.  map

• Westwinds Inn
  914 Eaton Street • Key West, FL 33040
  305-296-4440
  Nestled in a luxuriant tropical garden setting, this enchanting and tranquil inn offers you a choice of well appointed economy rooms, standard rooms, deluxe rooms, and spacious suites. There are two outdoor pools on site, one of which is heated, for guests to enjoy and a continental breakfast is served each morning in the garden or around the pools.  map