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| Key West |
Heron House Court |
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"Key West's Finest Gay and Lesbian Resort"
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412 Frances St, Key West, FL, 33040, USA
Lodging Type: Guesthouse
Hosts: Jeffrey Brannin
Phone: 1 305 296-4719
Toll Free: 1 800 932-9119
Fax: 1 305 296-1994
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Gay Friendly
Clientele Welcomed: Gay Men Lesbian
Low/Night: 109
High/Night: 299
Currency: US Dollar
Payment: Cash, Visa, MC, Discover, Amex
High Season: Winter
General Discounts: No
Purple Roofs Discount: 15% - Mention PURPLE ROOFS. Not combinable with other discounts
Travel Agent Commission: 10% Ask for details
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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.
Late Availability/Special Offer Additional 10% off above the 15% for Purple Roofs or a full 25% off rate, Oct 26-Dec 26 |
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| Key West |
Grand Guest House |
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"Affordable Accommodations in Key West Style"
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1116 Grinnell St, Key West, FL, 33040, USA
Lodging Type: Bed & Breakfast
Hosts: Jim Brown & Jeffrey Daubman
Phone: 1 305 294-0590
Toll Free: 1 888 947-2630
Fax: 1 305 294-0477
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Gay Owned
Clientele Welcomed: Gay Men Lesbian Bisexual Transgender Straight
Low/Night: 98
High/Night: 248
Currency: US Dollar
Payment: Cash, Visa, MC, Discover
High Season: Winter to Summer
Ratings: AAA 3 Diamonds
General Discounts: No
Purple Roofs Discount: No
Travel Agent Commission: No
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| The Grand, intimate accommodations in the heart of Old Town Key West. Squeeky clean, comfortable, and affordable, all of our rooms feature local artwork, tropical decor, remote color cable TV, AC, phone, ceiling fan and small refrigerator. Queen rooms/private baths, suites with kitchens. Free parking.
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| Key West |
Pearl's Rainbow |
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"Key West's Distinctive Resort for Women"
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525 United St, Key West, FL, 33040, USA
Lodging Type: Bed & Breakfast
Hosts: Heather & Leslie
Phone: 1 305 292-1450
Toll Free: 1 800 749-6696
Fax: 1 305 292-8511
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Lesbian Owned
Clientele Welcomed: Lesbian
Low/Night: 89
High/Night: 349
Currency: US Dollar
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover, Amex
High Season: 15-Feb to Easter
Ratings: 4 Palms, Out & About
General Discounts: No
Purple Roofs Discount: No
Travel Agent Commission: 10% IATA members
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| Guesthouse ambience, resort amenities designed for women. 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, frequent special events, 2 pools, 2 hot tubs, free wireless Internet, Pearl's patio bar and grill. Ideal Key West location. Member, World's Foremost Gay and Lesbian Hotels.
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| Key West |
Alexander's Guesthouse |
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"Luxurious Accomodations for Gays & Lesbians"
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1118 Fleming St, Key West, FL, 33040, USA
Lodging Type: Bed & Breakfast
Hosts: Raul Diaz
Phone: 1 305 294-9919
Toll Free: 1 800 654-9919
Fax: 1 305 295-0357
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Gay Owned
Clientele Welcomed: Gay Men Lesbian
Low/Night: 120
High/Night: 410
Currency: US Dollar
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover, Amex
High Season: Same Year Round
General Discounts: No
Purple Roofs Discount: No
Travel Agent Commission: 10%
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| European style luxury guesthouse catering to Gay & Lesbian clientele. Complimentary breakfast buffet and open bar. Multiple level tanning decks, 24 hour heated pool & Jacuzzi.
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| Key West |
Cypress House |
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"Adults Only"
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601 Caroline St, Key West, FL, 33040, USA
Lodging Type: Bed & Breakfast
Hosts: Dave Taylor
Phone: 1 305 294-6969
Toll Free: 1 800 525-2488
Fax: 1 305 296-1174
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Gay Friendly
Clientele Welcomed: Gay Men Lesbian Bisexual Transgender Straight
Low/Night: 145
High/Night: 350
Currency: US Dollar
Payment: Cash, Trav Checks, Visa, MC, Discover, Amex
High Season: 15-Dec to 30-Apr
Ratings: AAA 3 Diamonds
General Discounts: No
Purple Roofs Discount: 10% - Mention PURPLE ROOFS
Travel Agent Commission: 10%
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| 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.
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| Key West |
Garden House |
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"Comfortable, Convenient, Close to Everything!"
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329 Elizabeth St, Key West, FL, 33040, USA
Lodging Type: Bed & Breakfast
Hosts: John & Connie Manasco
Phone: 1 305 296-5368
Toll Free: 1 800 695-6453
Fax: 1 305 292-1160
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Gay Friendly
Clientele Welcomed: Gay Men Lesbian Bisexual Transgender Straight
Low/Night: 139
High/Night: 199
Currency: US Dollar
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover, Amex
High Season: Winter
General Discounts: No
Purple Roofs Discount: 10% - Mention PURPLE ROOFS. Not special events
Travel Agent Commission: 10% Not special events
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| 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!.
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| Key West |
Tropical Inn |
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"Romantic B&B on Exciting Duval Street"
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812 Duval St, Key West, FL, 33040, USA
Lodging Type: Bed & Breakfast
Hosts: Jane, Allen
Phone: 1 305 294-9977
Toll Free: 1 888 611-6510
Fax: 1 305 292-1656
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Gay Friendly
Clientele Welcomed: Gay Men Lesbian Bisexual Straight
Low/Night: 148
High/Night: 424
Currency: US Dollar
Payment: Cash, Visa, MC, Amex
High Season: 1-Feb to Memorial Day
General Discounts: No
Purple Roofs Discount: No
Travel Agent Commission: 10%
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| 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.
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| Key West |
Knowles House B&B |
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"Quiet, Friendly Adult Atmosphere"
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1004 Eaton St, Key West, FL, 33040, USA
Lodging Type: Bed & Breakfast
Hosts: Les Vollmert & Paul
Phone: 1 305 296-8132
Toll Free: 1 800 352-4414
Fax: 1 305 296-2093
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Gay Owned
Clientele Welcomed: Gay Men Lesbian Straight
Low/Night: 129
High/Night: 269
Currency: US Dollar
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover
High Season: 21-Dec to 1-May
Ratings: AAA 3 Diamonds
General Discounts: No
Purple Roofs Discount: No
Travel Agent Commission: 10%
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| 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.
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| Key West |
Old Town Manor |
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"Location, Location, Location"
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511 Eaton St, Key West, FL, 33040, USA
Lodging Type: Bed & Breakfast
Hosts: Dan Boutin
Phone: 1 305 292-2170
Toll Free: 1 800 294-2170
Fax: 1 305 293-0559
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Gay Friendly
Clientele Welcomed: Gay Men Bisexual Transgender Straight
Low/Night: 145
High/Night: 225
Currency: US Dollar
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover, Amex
High Season: 1-Jan to 31-Mar
General Discounts: No
Purple Roofs Discount: No
Travel Agent Commission: No
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| 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.
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| Key West |
Andrews Inn |
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"Best Kept Secret in Key West"
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223 Eneas Lane, Key West, FL, 33040, USA
Lodging Type: Bed & Breakfast
Hosts: Tom Coward
Phone: 1 305 294-7730
Toll Free: 1 888 263-7393
Fax: 1 305 294-0021
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Gay Friendly
Clientele Welcomed: Gay Men Lesbian Bisexual Transgender Straight
Low/Night: 125
High/Night: 359
Currency: US Dollar
Payment: Cash, Check, Trav Checks, Visa, MC, Discover, Amex
High Season: 21-Dec to 30-Apr
Ratings: AAA 3 Diamonds
General Discounts: No
Purple Roofs Discount: No
Travel Agent Commission: No
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| 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.
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| Key West |
Nassau House |
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"Your Home in the Keys"
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1016 Fleming St, Key West, FL, 33040, USA
Lodging Type: Bed & Breakfast
Hosts: Bo Hall
Phone: 1 305 296-8513
Toll Free: 1 800 296-8513
Fax: 1 305 293-8423
Mobile: 1 305 407-6038
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Gay Friendly
Clientele Welcomed: Gay Men Lesbian Bisexual Transgender Straight
Low/Night: 129
High/Night: 209
Currency: US Dollar
Payment: Cash, Money Order, Trav Checks, Visa, MC, Amex, Debit Card
High Season: 15-Dec to 31-Mar
General Discounts: No
Purple Roofs Discount: No
Travel Agent Commission: 10% Call for details
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| The Nassau House is a special place in the heart of Old Town Key West. Eight comfortable, wonderful rooms, romantic lagoon pool and spacious, classic front porch makes this house very special. Great continental breakfast with many home-baked items and Happy Hour in the afternoon. Rated #3 Bed and Breakfast in Key West by tripadvisor.com.
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| Key West |
Douglas House |
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"Best Location and Rates in Key West"
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419 Amelia St, Key West, FL, 33040, USA
Lodging Type: Guesthouse
Hosts: Robert Joe
Phone: 1 305 294-5269
Toll Free: 1 800 833-0372
Fax: 1 305 292-7665
Mobile: 1 305 849-2241
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Gay Owned
Clientele Welcomed: Gay Men Lesbian Bisexual Transgender Straight
Low/Night: 89
High/Night: 599
Currency: US Dollar
Payment: Cash, Money Order, Trav Checks, Visa, MC, Amex, Debit Card
High Season: 21-Dec to 31-Mar
General Discounts: No
Purple Roofs Discount: No
Travel Agent Commission: 10% - Mention PURPLE ROOFS. Call for Details
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| 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.
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| Key West |
Pilot House Guesthouse |
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"Private and Elegant 0 Exceptional Value"
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414 Simonton St., Key West, FL, 33040, USA
Lodging Type: Inn
Hosts: Scott Ferdinand
Phone: 1 305 294-8719
Toll Free: 1 800 648-3780
Fax: 1 305 294-9298
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Gay Friendly
Clientele Welcomed: Gay men Lesbian Bisexual Straight
Low/Night: 100
High/Night: 250
Currency: US Dollar
Payment: Cash, Check, Money Order, Trav Checks, Visa, MC, Discover, Amex, Diners, Debit Card, JCB, Eurocard, Carte Blanche
High Season: 1-Dec to 30-Apr
General Discounts: 10% 7 nights +
Purple Roofs Discount: No
Travel Agent Commission: 10%
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| 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.
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| Key West |
Caribbean House |
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"Best Deal in Key West!"
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226 Petronia St., Key West, FL, 33040, USA
Lodging Type: Guesthouse
Hosts: Michel
Phone: 1 305 296-0999
Toll Free: 1 877 296-0999
Fax: 1 305 296-0992
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Bisexual Owned
Clientele Welcomed: Gay Men Bisexual Transgender
Low/Night: 85
High/Night: 125
Currency: US Dollar
Payment: Cash, Trav Checks, Visa, Discover
High Season: Winter
General Discounts: No
Purple Roofs Discount: No
Travel Agent Commission: No
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| 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.
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| Key West |
Key West Old Town Condo |
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"Rare Affordable 2BR/2BA Key West Condo"
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620 Thomas St., Key West, FL, 33040, USA
Lodging Type: Condo
Hosts: Louise Rozario
Phone: 1 305 292-9981
Toll Free: 1 866 296-3737
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Gay Friendly
Clientele Welcomed: Gay Men Lesbian Bisexual Transgender Straight
Low/Night: 110
High/Night: 243
Currency: US Dollar
Payment: Cash, Check, Money Order
High Season: Winter to Spring
General Discounts: No
Purple Roofs Discount: No
Travel Agent Commission: 10% ask for details
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| 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.
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| Key West |
Private Palace |
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"Key West Tropical Vacation Rental House"
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728 Passover Ln, Key West, FL, 33040, USA
Lodging Type: Vacation Rental
Hosts: Scott Sutter
Phone: 1 419 385-9200
Toll Free: 1 888 323-9115
Fax: 1 419 385-4510
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Gay Owned
Clientele Welcomed: Gay Men Lesbian Bisexual Transgender Straight
Low/Night: 455
High/Night: 509
Currency: US Dollar
Payment: Check, Money Order, Trav Checks, Visa, MC, Discover, Amex, Paypal
High Season: 16-Dec to 15-May
General Discounts: No
Purple Roofs Discount: 5% - Mention PURPLE ROOFS.
Travel Agent Commission: 10% less tax
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| GLBT friendly, pet friendly, handicap accessible, spectacular vacation rental set in tropical paradise of Old Town Key West perfect for a getaway anytime of the year. Configurations for up to 3 bedrooms (plus loft), 3 full baths that accommodates up to 12 (2 kings, 2 queen sofa pullouts, 4 twins, crib). Pool w/ attached spa and privacy fencing surrounding property.
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Write Us at: Purple Roofs, PO Box 4666, El Dorado Hills, CA 95762-0022
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Lesbian Friendly Key West
By Heather, Pearl's Rainbow, Key West, Florida

Warm sunshine, cool breezes, crystal waters, historic architecture, colorful culture . . . what foreign, tropical island is this? Surprise it’s not foreign at all (at least not in the conventional sense).
It’s Key West, America’s drive-to (or fly-to) Caribbean island, long known for its welcoming, come-as-you-are attitude and superlative temperate weather. In winter, Key West is often the warmest spot in the Continental U.S.
Come summer, tropical breezes moderate the sun’s heat, giving the Keys a year-round climate that is unparalleled.
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