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Key West and the Florida Keys Gay Travel Resources

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Alexander's Guesthouse Key West
Alexander's Guesthouse - Gay OwnedBed & Breakfast in Key West, FL, USA

Ph: 1 305 294-9919
TF: 1 800 654-9919
Fx: 1 305 295-0357
1118 Fleming St, Key West, FL, 33040, USA
Contact: Raul Diaz

Gay Owned Bed & Breakfast
Gay Men, Lesbian

Low-Hi/Nt: 120-410 US Dollar
High Season: Same Year Round
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover, Amex
Purple Roofs Disc: No
General Disc: No
Travel Agents: 10%
Luxurious Accomodations for Gays & Lesbians: European style luxury guesthouse catering to Gay & Lesbian clientele. Complimentary breakfast buffet and open bar. Multiple level tanning decks, 24 hour heated pool & Jacuzzi.

Amenities: Private Bath No Nonsmoking Rooms Wireless in Common Area Pool, Garden Views Partial Handicap Access No Children No Pets Cont/Full Brkfst, Drinks Rooms/Rental Units: 17

Alexander's Guesthouse Key West
Alexander's%20Guesthouse - Gay%20OwnedBed%20&%20Breakfast in Key West, FL, USA

Ph: 1 305 294-9919
TF: 1 800 654-9919
Fx: 1 305 295-0357
1118 Fleming St, Key West, FL, 33040, USA
Contact: Raul Diaz

Gay Owned Bed & Breakfast
Gay Men, Lesbian

Low-Hi/Nt: 120-410 US Dollar
High Season: Same Year Round
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover, Amex
Purple Roofs Disc: No
General Disc: No
Travel Agents: 10%
Luxurious Accomodations for Gays & Lesbians: European style luxury guesthouse catering to Gay & Lesbian clientele. Complimentary breakfast buffet and open bar. Multiple level tanning decks, 24 hour heated pool & Jacuzzi.

Amenities: Private Bath No Nonsmoking Rooms Wireless in Common Area Pool, Garden Views Partial Handicap Access No Children No Pets Cont/Full Brkfst, Drinks Rooms/Rental Units: 17

Heron House Court Key West
Heron%20House%20Court - Gay%20FriendlyGuesthouse in Key West, FL, USA

Ph: 1 305 296-4719
TF: 1 800 932-9119
Fx: 1 305 296-1994
412 Frances St, Key West, FL, 33040, USA
Contact: Jeffrey Brannin

Gay Friendly Guesthouse
Gay Men, Lesbian

Low-Hi/Nt: 109-299 US Dollar
High Season: Winter
Payment: Cash, Visa, MC, Discover, Amex
Purple Roofs Disc: 15% - Mention PURPLE ROOFS. Not combinable with other discounts
General Disc: No
Travel Agents: 10%, Ask for details
Key West's Finest Gay and Lesbian Resort: Offering attentive service and luxury accommodations. Expansive sun decks, a sparkling heated pool and a whirlpool spa glisten within the private hedged compound and while the amenities and services are certainly first-class, the atmosphere is always friendly and relaxed.

Special Offer
Additional 10% off above the 15% for Purple Roofs or a full 25% off rate, Apr 28-Jun 28

Amenities: Private Bath Nonsmoking Rooms Available Dataport in Room Available Pool, Garden Views Partial Handicap Access No Children No Pets Cont. Brkfst, Drinks Rooms/Rental Units: 14

Garden House Key West
Garden%20House - Gay%20FriendlyBed%20&%20Breakfast in Key%20West, FL, USA

Ph: 1 305 296-5368
TF: 1 800 695-6453
Fx: 1 305 292-1160
329 Elizabeth St, Key West, FL, 33040, USA
Contact: John & Connie Manasco

Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight

Low-Hi/Nt: 139-199 US Dollar
High Season: Winter
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover, Amex
Purple Roofs Disc: 10% - Mention PURPLE ROOFS. Not special events
General Disc: No
Travel Agents: 10%, Not special events
Comfortable, Convenient, Close to Everything!: Key West Bed and Breakfast accommodations are a dime a dozen! In fact, they're scattered from one end of town to the other. But if your purpose is to find a bed and breakfast within stumbling distance of every conceivable attraction in Key West Florida... then honey, look no further!.

Amenities: Private Bath Nonsmoking Rooms Available Wireless in Common Area Pool, Garden Views No Handicap Access Children - Call First No Pets Cont. Brkfst Rooms/Rental Units: 10

Frances Street Bottle Inn Key West
Frances%20Street%20Bottle%20Inn - Gay%20FriendlyGuesthouse in Key%20West, FL, USA

Ph: 1 305 294-8530
TF: 1 800 294-8530
Fx: 1 305 294-1628
535 Frances St, Key West, FL, 33040, USA
Contact: Mark & Dennis

Gay Friendly Guesthouse
Gay Men, Lesbian, Bisexual, Straight

Low-Hi/Nt: 145-295 US Dollar
High Season: 15-Dec-1-May
Payment: Cash, Trav Checks, Visa, MC, Amex
Purple Roofs Disc: 10% - Mention PURPLE ROOFS
General Disc: 10% 3+ nights
Travel Agents: 10%, send an invoice
Great Location & Breakfast: Enhance your holiday travel to tropical Key West Florida by staying at this relaxing and romantic bed and breakfast. The Frances Street Bottle Inn offers intimate accommodations, combining modern comfort and warm hospitality in a casual setting. All of the amenities of a Key West hotel with the personal attention of a bed and breakfast.

Amenities: Private Bath Nonsmoking Facility Wireless in Room Garden, Tree Views Partial Handicap Access Children - Call First Pets - Call First Cont./Full Brkfst, Snacks Rooms/Rental Units: 8

Knowles House B&B Key West
Knowles%20House%20B&B - Gay%20OwnedBed%20&%20Breakfast in Key%20West, FL, USA

Ph: 1 305 296-8132
TF: 1 800 352-4414
Fx: 1 305 296-2093
1004 Eaton St, Key West, FL, 33040, USA
Contact: Les Vollmert & Paul

Gay Owned Bed & Breakfast
Gay Men, Lesbian, Straight

Low-Hi/Nt: 129-269 US Dollar
High Season: 21-Dec-1-May
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover
Purple Roofs Disc: No
General Disc: No
Travel Agents: 10%
Quiet, Friendly Adult Atmosphere: Centrally located historic B&B offering elegantly appointed accommodations within easy walking distance of all attractions and nightlife. A/C, ceiling fans, cable TV, heated pool, Jacuzzi, clothing-optional sundeck, outdoor tropical shower, complimentary poolside breakfast. Friendly, helpful owners offer full concierge service.

Amenities: Private Bath Nonsmoking Rooms Available No Internet Access Garden Views No Handicap Access No Children No Pets Cont. Brkfst Rooms/Rental Units: 8

Key West Old Town Condo Key West
Key%20West%20Old%20Town%20Condo - Gay%20FriendlyCondo in Key%20West, FL, USA

Ph: 1 305 292-9981
TF: 1 866 296-3737
620 Thomas St., Key West, FL, 33040, USA
Contact: Louise Rozario

Gay Friendly Condo
Gay Men, Lesbian, Bisexual, Transgender, Straight

Low-Hi/Nt: 110-243 US Dollar
High Season: Winter-Spring
Payment: Cash, Check, Money Order
Purple Roofs Disc: No
General Disc: No
Travel Agents: 10%, ask for details
Rare Affordable 2BR/2BA Key West Condo: One of the rare two bedroom condos in the Shipyard that also has two full baths for extra convenience and privacy. This unit is offered by owner at excellent rates. Fully equipped & close to all the attractions in Old Town this unit is perfect for two to four people. Call today for information & rates.

Amenities: Private & Shared Bath Nonsmoking Rooms Available In Room Phone Line City, Garden Views No Handicap Access Children Welcome No Pets No Meals Included Rooms/Rental Units: 1

Cypress House Key West
Cypress%20House - Gay%20FriendlyBed%20&%20Breakfast in Key%20West, FL, USA

Ph: 1 305 294-6969
TF: 1 800 525-2488
Fx: 1 305 296-1174
601 Caroline St, Key West, FL, 33040, USA
Contact: Dave Taylor

Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight

Low-Hi/Nt: 145-350 US Dollar
High Season: 15-Dec-30-Apr
Payment: Cash, Trav Checks, Visa, MC, Discover, Amex
Purple Roofs Disc: 10% - Mention PURPLE ROOFS
General Disc: No
Travel Agents: 10%
Adults Only: Cypress House is an elegant, yet affordable historic B&B located in the heart of Old Town Key West. Just one block from Duval Street. Modern conveniences in an old world atmosphere.

Amenities: Private & Shared Bath Nonsmoking Rooms Available Wireless in Room City, Pool Views Partial Handicap Access No Children No Pets Cont./Full Brkfst, Drinks Rooms/Rental Units: 22

Old Town Manor Key West
Old%20Town%20Manor - Gay%20FriendlyBed%20&%20Breakfast in Key%20West, FL, USA

Ph: 1 305 292-2170
TF: 1 800 294-2170
Fx: 1 305 293-0559
511 Eaton St, Key West, FL, 33040, USA
Contact: Dan Boutin

Gay Friendly Bed & Breakfast
Gay Men, Bisexual, Transgender, Straight

Low-Hi/Nt: 145-225 US Dollar
High Season: 1-Jan-31-Mar
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover, Amex
Purple Roofs Disc: No
General Disc: No
Travel Agents: No
Location, Location, Location: Old Town Manor is ideally located just off of Duval Street in the heart of Old Town Key West. We offer generous continental breakfasts, historic gardens, free Wireless Internet, and free DVD rental. Very few can compare to its classical setting. Built in 1886 the Old Town Manor is a true reminder of our rich history.

Amenities: Private Bath Nonsmoking Facility Wireless in Common Area Garden Views No Handicap Access No Children Pets - Call First Cont. Brkfst Rooms/Rental Units: 14

Tropical Inn Key West
Tropical%20Inn - Gay%20FriendlyBed%20&%20Breakfast in Key%20West, FL, USA

Ph: 1 305 294-9977
TF: 1 888 611-6510
Fx: 1 305 292-1656
812 Duval St, Key West, FL, 33040, USA
Contact: Jane, Allen

Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Straight

Low-Hi/Nt: 148-424 US Dollar
High Season: 1-Feb-Memorial Day
Payment: Cash, Visa, MC, Amex
Purple Roofs Disc: No
General Disc: No
Travel Agents: 10%
Romantic B&B on Exciting Duval Street: The intimacy and personal attention of a romantic bed and breakfast; the private ambience of a small hotel in the European tradition. Lush tropical garden with pool and whirlpool spa. Quality, exceptional value and unbeatable Duval Street location.

Amenities: Private Bath Nonsmoking Rooms Available Dataport in Room Available Village Views No Handicap Access No Children No Pets Cont. Brkfst Rooms/Rental Units: 11

Caribbean House Key West
Caribbean%20House - Bisexual%20OwnedGuesthouse in Key%20West, FL, USA

Ph: 1 305 296-0999
TF: 1 877 296-0999
Fx: 1 305 296-0992
226 Petronia St., Key West, FL, 33040, USA
Contact: Michel

Bisexual Owned Guesthouse
Gay Men, Bisexual, Transgender

Low-Hi/Nt: 85-125 US Dollar
High Season: Winter
Payment: Cash, Trav Checks, Visa, Discover
Purple Roofs Disc: No
General Disc: No
Travel Agents: No
Best Deal in Key West!: Add downright classy details and a friendly staff and you can understand why Caribbean House is a hit for budget travelers. Rooms are small but clean and confortable. It is located at 2 blocks from Duval street and walking distance of the nightlive bars, cabarets and restaurants.

Amenities: Private Bath Nonsmoking Rooms Available Wireless in Room City Views Partial Handicap Access No Children Dogs/Cats Welcome No Meals Included Rooms/Rental Units: 10

Pilot House Guesthouse Key West
Pilot%20House%20Guesthouse - Gay%20FriendlyInn in Key%20West, FL, USA

Ph: 1 305 294-8719
TF: 1 800 648-3780
Fx: 1 305 294-9298
414 Simonton St., Key West, FL, 33040, USA
Contact: Scott Ferdinand

Gay Friendly Inn
Gay men, Lesbian, Bisexual, Straight

Low-Hi/Nt: 100-250 US Dollar
High Season: 1-Dec-30-Apr
Payment: Cash, Check, Money Order, Trav Checks, Visa, MC, Discover, Amex, Diners, Debit Card, JCB, Eurocard, Carte Blanche
Purple Roofs Disc: No
General Disc: 10% 7 nights +
Travel Agents: 10%
Private and Elegant 0 Exceptional Value: Luxurious accommodations in the historic Otto Mansion and poolside Spanish style cabanas. Pool, lush gardens and spa surround the property. Limited clothing optional. In Old Town just 1/2 block from Duval Street.

Amenities: Private Bath Nonsmoking Facility In Room Phone Line Pool, Garden Views Full Handicap Access No Children No Pets No Meals Included Rooms/Rental Units: 14

Pearl's Key West Key West
Pearl's%20Key%20West - Lesbian%20OwnedBed%20&%20Breakfast in Key%20West, FL, USA

Ph: 1 305 292-1450
TF: 1 800 749-6696
Fx: 1 305 292-8511
525 United St, Key West, FL, 33040, USA
Contact: Heather & Leslie

Lesbian Owned Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight

Low-Hi/Nt: 89-309 US Dollar
High Season: 1-Feb-8-Apr
Payment: Cash, Check, Money Order, Trav Checks, Visa, MC, Discover, Amex
Purple Roofs Disc: No
General Disc: No
Travel Agents: 10%, IATA only
Find Your Place in Paradise: Guesthouse ambience, resort amenities. Award-winning compound with historic buildings set amid lush landscaping, Pearl's offers 38 rooms and suites to suit a variety of budgets. Concierge service, full cooked breakfast, 2 pools, 2 hot tubs, free wi-fi, Pearl's Patio bar and grill, fun events, free welcome sangria. Ideal Key West location just off Duval.

Amenities: Private Bath Nonsmoking Facility Wireless in Room City, Pool Views Partial Handicap Access No Children Pets - Call First Full Brkfst Rooms/Rental Units: 38

Douglas House Key West
Douglas%20House - Gay%20OwnedGuesthouse in Key%20West, FL, USA

Ph: 1 305 294-5269
TF: 1 800 833-0372
Fx: 1 305 292-7665
Mb: 1 305 849-2241
419 Amelia St, Key West, FL, 33040, USA
Contact: Robert Joe

Gay Owned Guesthouse
Gay Men, Lesbian, Bisexual, Transgender, Straight

Low-Hi/Nt: 89-599 US Dollar
High Season: 21-Dec-31-Mar
Payment: Cash, Money Order, Trav Checks, Visa, MC, Amex, Debit Card
Purple Roofs Disc: No
General Disc: No
Travel Agents: 10%, - Mention PURPLE ROOFS. Call for Details
Best Location and Rates in Key West: Douglas House is located in the heart of old town. Just 5 blocks to the gay bars and Sunday Tea is right across the street. Our friendly knowledgable staff will make you feel at home.

Amenities: Private Bath Nonsmoking Rooms Available Wireless in Common Area City, Pond Views Partial Handicap Access Children - Call First Pets - Call First Cont. Brkfst Rooms/Rental Units: 24

Andrews Inn Key West
Andrews%20Inn - Gay%20FriendlyBed%20&%20Breakfast in Key%20West, FL, USA

Ph: 1 305 294-7730
TF: 1 888 263-7393
Fx: 1 305 294-0021
223 Eneas Lane, Key West, FL, 33040, USA
Contact: Tom Coward

Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight

Low-Hi/Nt: 125-359 US Dollar
High Season: 21-Dec-30-Apr
Payment: Cash, Check, Trav Checks, Visa, MC, Discover, Amex
Purple Roofs Disc: No
General Disc: No
Travel Agents: No
Best Kept Secret in Key West: Located behind the Hemingway estate and just a half block from Duval Street, Andrews Inn offers immaculate guestrooms in a very private setting. The inn is lushly camouflauged in a courtyard of palms, hibiscus, and jasmine. Enjoy our champagne breakfast and complementary happy hour by the heated pool and gardens.

Amenities: Private Bath Nonsmoking Rooms Available Wireless in Common Area Pool, Garden Views No Handicap Access No Children No Pets Cont. Brkfst, Drinks Rooms/Rental Units: 6

Venus Charters Key West, USA


Ph: 1 305 292-9403
Garrison Bight Marina, Key West, FL, 33040, USA
Contact: Captain's Karen &/or Debra

Lesbian Owned Tour Operator
Gay Men Lesbian Bisexual Transgender Straight

Services: Tours Vacation Planning
Specialties: Handicapped Corporate Students Pets
Since 1997 Venus has been the only lesbian owned and operated charter boat in the keys. Captain Karen and Captain Debra offer women only dolphin watching/snorkel and sunset trips daily. Private fishing or combo charters are open to all. Gear, tackle, licenses, snacks, soft drinks, water and beer included. Check out our web site for rates and availability.

Alyson Adventures Key West, USA


Ph: 1 305 296-9935
TF: 1 800 825-9766
Fx: 1 305 292-9665
923 White St, Key West, FL, 33040, USA
Contact: Philip Sheldon

Gay Owned Tour Operator
Gay Men Lesbian Bisexual

Destinations: France, Italy, Iceland, Australia, New Zealand
Services: Lodging, Flights Cruises Car Rental Tours Vacation Planning
Specialties:
Affiliations: IGLTA, NTA
Alyson Adventures offers award-winning adventure vacations for gay men, lesbians, and friends. There's no better way to travel than with a small, friendly group enjoying outdoor activities together. Join us for biking in France, Italy, or Iceland; hiking in the Swiss Alps; canyoning in New Zealand or Australia; or scuba diving in the Caribbean.

Hanns Ebensten Travel Key West, USA


Ph: 1 305 294-8174
TF: 1 866 294-8174
Fx: 1 305 292-9665
626 Josephine Parker Drive, Suite 206, Key West, FL, 33040, USA
Contact: Philip Sheldon

Gay Owned Tour Operator
Gay Men Lesbian Bisexual

Destinations: Egypt, China, Southeast Asia, Italy, Tahiti
Services: , Flights Tours Vacation Planning
Specialties:
Affiliations: IGLTA, NTA
For over thirty years, Hanns Ebensten Travel has offered distinct tours to Egypt, China, Peru, SE Asia, the Amazon, Greece, and Tahiti and Easter Island. Small groups enjoy our personal touch as we emphasize interaction with locals and their culture.

Wild Dolphin Adventures Key West, USA


Ph: 1 305 296-3737
TF: 1 866 296-3737
201 William St, Key West, FL, 33045, USA
Contact: Dave Lewis

Gay Friendly Tour Operator
Gay Men Lesbian Bisexual Transgender Straight

Destinations: Key West, Lower Keys
Services: Lodging Cruises Tours
Specialties: Corporate Students
Wild Dolphin snorkeling trips off Key West, FL.


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Win 5 Nights in Gay Boston

If we know about any local gay travel events in Key West and the Florida Keys, we'll list them here.

Gay Travel: Our First Day in Rome Posted On May 21st, 2012

Gay Travel: Dinner in Bertinoro, Italy Posted On May 18th, 2012

Gay Travel: Mussolini's Predappio Posted On May 14th, 2012

Gay Travel: Key West Pride Coming in June

Apr 25th, 2012

Sunset sails, sandy beaches, films, comedy, pool parties, late night dance parties and a community focused parade are just some of the special events that create the fun of Key West Pride 2012, June 6-10. Key West Pride is set on a tropical island that is legendary for its laid back style and its open and accepting atmosphere. Whether you're... read_more

Gay Travel: Key West Gearing Up for June 6th Pride

Apr 21st, 2012

Every day in Key West feels like a pride celebration! This popular Florida resort town was the first to pursue the LGBT dollar and it continues to be one of the top gay destinations in the United States. An inspirational haven for writers such as Tennessee Williams and Truman Capote, Key West is paradise for the queer literary or history buff. In... read_more

Gay Travel: A Transcendental Guide to Key West

Jan 1st, 2012

I arrive in Key West, Florida, with the haughty air of most first-time visitors from residences they imagine to be much more cosmopolitan. But, less than 24-hours after touchdown, I am sitting on a rooftop patio in a deck chair with my pants off enjoying a key lime margarita in one of the many clothing-optional cocktail lounges that dot our... read_more

Gay Travel: Key West

Nov 4th, 2011

Located literally at the end of the road, Key West has welcomed gay travellers for decades. The island, known to locals as the Conch Republic, is roughly 90 miles north of Cuba and 160 miles south of Miami. This geographic isolation from mainland Florida and the state's anti-gay politics remains one of the island's best assets. The island's police chief... read_more


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At Purple Roofs, we list thousands of gay and lesbian owned and friendly accommodations around the world - bed and breakfasts, vacation rentals, hotels, guest houses, and much more. We also list hundreds of gay and lesbian friendly travel agents and tour operators. You'll find listings from Alaska to Zambia here, and everything in-between. Unlike many other travel directories, Purple Roofs is not a simple repackaging of mainstream hotel chains for the gay and lesbian market (though we do have a couple of the gay-friendliest) - instead, we offer thousands of locally owned accommodations that you won't find in one place anywhere else.

This is our Key West and the Florida Keys Gay Travel section - here, you'll find Key West and the Florida Keys gay friendly and lesbian and gay owned bed and breakfasts, inns, hotels, vacation rentals, and other accommodations. We also list Key West and the Florida Keys travel agents and tour operators, as well as local gay travel events, gay travel news, and much more.