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The Grand Guesthouse

Relax & Recharge in Key West Style Located in the heart of Old Town in a quiet residential neighborhood. 5 blocks from the world famous Duval Street, and the Atlantic beaches. A Frommer's Guidebook 'Find,' winner of the Superior Small Lodgings 'White Glove' award for excellence in cleanliness, and featured in National Geographic Traveler. Queen Rooms and Efficiency Suites.

Website:     thegrandguesthouse.com

Phone:        305-294-0590

Address:     1116 Grinnell Street, Key West, Florida 33040

Travelers Palm Guesthouses

Three ALL-NEW conch-style cottages, each with a private Jacuzzi and off- street parking, are nestled in lush gardens surrpounding our solar-heated pool. Each cottage offers 2 large bedrooms and 2 bathrooms with full kitchens and living room/dining areas. Our quiet and peaceful setting is just blocks from the excitement of Duval Street.

Website:     travelerspalm.com

Phone:        305-304-1751

Address:     815 Catherine Street, Key West, Florida 33040

Key West Hospitality Inns: Ocean Breeze Inn

Key West motel with excellent Old Town location. Renovated in 1999, this 15 room 1940's era inn offers spacious Poolside Rooms with wood-vaulted ceilings, kitchenettes with refrigerator, microwave & coffee maker or fully equipped kitchen and affordable Cottage Rooms. One block to South Beach and Duval Street. The heated pool and tropical patio provide the perfect Key West charm.

Website:     oceanbreezeinn.com

Phone:        305-296-2829

Address:     625 South Street, Key WestFlorida 33040


Weatherstation Inn

The newly renovated Weatherstation Inn is located in the exclusive Truman Annex of Old Key West. Eight distinctively different rooms with king and queen size beds with the exception of one room that has two singles, several balconies, lush tropical landscaping, secluded private pool, harbor views and complimentary continental breakfast.

Website:     weatherstationinn.com

Phone:        305-294-7277   

Address:     57 Front Street, Key West, Florida 33040

Key West Hospitality Inns: Wicker Guesthouse

The Quiet Oasis in the Heart of Old Town Key West. Family owned and operated since 1984. Continental breakfast buffet served poolside. Balconies, sundecks, guest kitchens and lounge rooms. Walking distance to beaches. Ideally located on colorful Duval Street in the heart of the Historic District. Stroll out your front door where shops, restaurants, galleries and live music awaits you.

Website:     wickerguesthouse.com

Phone:        305-296-4275

Address:     913 Duval Street, Key West, Florida 33040

Island House for Men

Island House was recently named "The best gay resort in the world" by OUT Traveler magazine, by BOYZ magazine, and by PlanetOut.com. We are Key West's largest gay men's guesthouse. Newly renovated. Luxurious rooms with our Heavenly Bed. Private, clothing-optional compound with heated swimming pool. Poolside cafe and bar. Gym with machines, free weights, and aerobic equipment. Sauna & steam room.

Website:     islandhousekeywest.com

Phone:        305-294-6284

Address:     1129 Fleming Street, Key West, Florida 33040

Rose Lane Villas

Nestled on a quiet lane in the heart of Old Town, Rose Lane Villas is easy to find but difficult to leave. It's as close to the action as you'll get without sacrificing a good night's sleep. Each of the 6 Villas is perfectly laid out for your family gathering, reunion, or destination wedding.

Website:     roselanevillas.com

Phone:        305-292-2170

Address:     Office is located at 511 Eaton Street, Key West, Florida 33040

Old Town Manor

Location! Location! Location! Ideally located just steps off of Duval Street in the heart of Old Town Key West, Old Town Manor offers a huge continental breakfast, beautiful historic gardens to host weddings, and a quaint atmosphere. Very few can compare to its classical setting. Built in 1886 the Old Town Manor is a true reminder of our rich history.

Website:     oldtownmanor.com

Phone:        305-292-2170

Address:     511 Eaton Street, Key West, Florida 33040