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Select Listings: Caribbean

Back to Select Listings

This section has only Select Listings from the Purple Roofs Gay & Lesbian Travel Directory in the Caribbean, each with a full page of its own including a description, pictures, amenity info, reservation request form, and more. To see the full directory instead, use the map links on the home page.

Quarterdeck Cabin St. George
Quarterdeck Cabin - Gay OwnedVacation Rental in St. George, Bermuda

Ph: 1 441 297-5324
Mb: 1 441 504-1609
4 Fort George Dr, St. George, GE02, Bermuda
Contact: Robert Gringley

Gay Owned Vacation Rental
Gay Men, Lesbian, Bisexual, Transgender, Straight

Low-Hi/Nt: 100-200 US Dollar
High Season: 1-Apr-31-Aug
Payment: Cash, Trav Checks, Paypal
Purple Roofs Disc: No
General Disc: No
Travel Agents: No
Your Island Home in Paradise: A unique private one bedroom luxury residence with spectacular ocean views and swimming pool. Sleeps up to four guests. Outdoor poolside dining area with BBQ for starlit evening meals or lazing poolside. Located within walking distance of the Town of St. George, beaches, restaurants, shopping and transportation. Enjoy a complimentary chilled bottle of bubbly on arrival!

Amenities: Private Bath Nonsmoking Rooms Available Wireless in Room Ocean, Pool Views No Handicap Access Children - Call First No Pets No Meals Included Rooms/Rental Units: 1

Las Piedras Bravos de Boston, Vieques
Las Piedras - Bisexual OwnedVacation Rental in Bravos de Boston, Vieques, Puerto Rico

Ph: 1-787-209-8868
Fx: 1-503-914-1530
Mb: 323-356-4614
1 La Chata Lane, Bravos de Boston, Vieques, 00765, Puerto Rico
Contact: Annie Flanders

Bisexual Owned Vacation Rental
Gay Men, Lesbian, Bisexual, Transgender, Straight

Low-Hi/Nt: 279-393 US Dollar
High Season: Winter
Payment: Cash, Check, Money Order, Trav Checks, Visa, MC, Discover, Amex, Diners, Debit Card
Purple Roofs Disc: 10% - Mention PURPLE ROOFS
General Disc: No
Travel Agents: No
On the Ocean, Best Views of Caribbean: Our home is a unique experience of living on the ocean in absolut privacy with amazing views and open air feel. Rented by the week only.

Amenities: Private & Shared Bath Nonsmoking Rooms Available Wireless in Common Area Ocean, Pool Views No Handicap Access Children - Call First Dogs/Cats Welcome No Meals Included Rooms/Rental Units: 3

Casa Dos Chivos Los Chivos
Casa Dos Chivos - Gay OwnedVacation Rental in Los Chivos, Puerto Rico

Ph: 1 202 363-6913
Los Chivos, Vieques, 00765, Puerto Rico
Contact: Michael & Patrick

Gay Owned Vacation Rental
Gay Men, Lesbian, Bisexual, Straight

Low-Hi/Nt: 125-225 US Dollar
High Season: 1-Nov-30-Apr
Payment: Check, Paypal
Purple Roofs Disc: No
General Disc: No
Travel Agents: No
1 or 3 Bedroom House with Fabulous Views!: Situated on a hillside on the north side of Vieques near Isabel II. Casa Dos Chivos offers everything you want for a Vieques vacation - A fully equipped kitchen, satellite TV, WiFi internet, A/C, washer/dryer, beach chairs/towels, coolers and spectacular ocean views of Puerto Rico and Culebra.

Amenities: Private Bath Nonsmoking Facility Wireless in Room Ocean, Hilltop Views No Handicap Access Children - Call First No Pets No Meals Included Rooms/Rental Units: 1

LemonTree Oceanfront Cottages Rincon
LemonTree Oceanfront Cottages - Gay FriendlyGuesthouse in Rincon, Puerto Rico

Ph: 1 787 823-6452
Mb: 1 787 823-6452
Rincon, 00677, Puerto Rico
Contact: Bella jane & Ted

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

Low-Hi/Nt: 165-295 US Dollar
High Season: 15-Nov-1-May
Payment: Cash, Check, Money Order, Trav Checks, Visa, MC
Purple Roofs Disc: 10% - Mention PURPLE ROOFS. Not combinable with other discounts
General Disc: 10% Active Duty
Travel Agents: 5%, IATA No., not combinable with other offers
Oceanfront, Private and Tranquil: Saturated with sunshine and directly on the ocean, LemonTree Oceanfront Cottages are serviced and absolutely self-contained. Enjoy the simple luxury of tropical furnishings, relax in your Japanese Yukata robe, sit on your suite's huge private verandah, inhaling the oceanfront breezes. Swim, snorkel, beachcomb, unwind on LemonTree's beach. Savored by very few guests, the LemonTree is tranquil and very private.

Special Offer
14% off Getaway Special, Jan 22-Mar 22

Amenities: Private Bath Nonsmoking Rooms Available Wireless in Room Ocean, Jungle Views Full Handicap Access Children - Call First No Pets No Meals Included Rooms/Rental Units: 6

Villa Lomas Rincon
Villa Lomas - Gay FriendlyApartment in Rincon, Puerto Rico

Ph: 1 787 823-1273
Carr 413 Interior / mail: PO Box 121, Rincon, 00677, Puerto Rico
Contact: Bruce Alvaro

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

Low-Hi/Nt: 125-125 US Dollar
High Season: Same Year Round
Payment: Cash, Check
Purple Roofs Disc: No
General Disc: No
Travel Agents: No
Rincon Puerto Rico Beachview Apartment: Villa Lomas is a one bedroom apartment with a salt water swimming pool. This apartment is fully furnished and is perfect for a couple. Villa Lomas is 5 minutes to Steps beach, and is within 10 minutes of beachfront seafood restaurants, art galleries, beach shops, night life, and Route 413.

Amenities: Private Bath Nonsmoking Facility No Internet Access Mountaintop, Ocean Views No Handicap Access No Children No Pets No Meals Included Rooms/Rental Units: 1

Villa Quiles Rincon
Villa Quiles - Gay OwnedBed & Breakfast in Rincon, Puerto Rico

Ph: 787 934 8919
Rd. 413 Interior, Rincon, 00677, Puerto Rico
Contact: Edith Quiles

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

Low-Hi/Nt: 79-159 US Dollar
High Season: Same Year Round
Payment: Cash, Check, Money Order, Paypal
Purple Roofs Disc: No
General Disc: No
Travel Agents: No
Relax in your Private Tropical Paradise: Villa Quiles is located in the hills of Rincon, above the beaches. Sunsets and tropical gardens surround our private guesthouse with a pool and gazebo for relaxing days and nights. We provide our guests with a welcome basket, which includes wine and snacks. We're located less than 5 minutes to the beaches. Massages and privately catered meals can be arranged.

Amenities: Private Bath Nonsmoking Rooms Available No Internet Access Mountaintop, Ocean Views No Handicap Access No Children Pets - Call First Snacks Rooms/Rental Units: 3

El Yunque Rainforest Inn Rio Grande
El Yunque Rainforest Inn - Gay FriendlyBed & Breakfast in Rio Grande, Puerto Rico

Ph: 1 787 809-8426
TF: 1 800 672-4992
Fx: 1 815 331-0838
Mb: 1 787 378-6190
Rio Grande, 00745, Puerto Rico
Contact: Bill & Laurie

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

Low-Hi/Nt: 135-165 US Dollar
High Season: Christmas
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover, Amex
Purple Roofs Disc: No
General Disc: No
Travel Agents: 15%
Secluded El Yunque Rainforest Hideaway: Stay in the rainforest in the most secluded and romantic location you can imagine. We have a private path leading to a pool at the top of a waterfall. The rainforest inn is protected by a gate at one end of the mile long entrance drive.

Amenities: Private Bath Nonsmoking Facility Wireless in Room Ocean, Mountain Views Partial Handicap Access No Children No Pets Full Brkfst Rooms/Rental Units: 3

Coqui del Mar Guest House San Juan
Coqui del Mar Guest House - Gay OwnedVilla in San Juan, Puerto Rico

Ph: 787-220-4204
Mb: 787-220-4204
2218 Calle General del Valle, San Juan, 00913, Puerto Rico
Contact: Noyda & Neal

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

Low-Hi/Nt: 49-225 US Dollar
High Season: 20-Dec-3-Jan
Payment: Cash, Visa, MC, Discover, Amex, Paypal
Purple Roofs Disc: 10% - Mention PURPLE ROOFS
General Disc: No
Travel Agents: 5%
Clean Units, Steps to Beach & Full Kitchens: All the conveniences of home for less than a hotel. We offer studio to 3 bedroom units, all with free wireless internet, flat screen TVs, DVD, cable, and minutes from SJU airport and steps to the beaches of gay friendly Ocean Park. Most units have full kitchens and apple computers.

Special Offer
$30 restaurant card with 7 nt rental, Jan 22-Mar 22

Amenities: Private Bath Nonsmoking Rooms Available Wireless in Room No Views No Handicap Access Children Welcome Pets - Call First No Meals Included Rooms/Rental Units: 6

Villa Rainbow Pic Paradis
Villa Rainbow - Gay OwnedBed & Breakfast in Pic Paradis, St. Maarten

Ph: 590 690 766 235
Mb: 590 690 766 235
Pic Paradis, 97150, St. Maarten
Contact: Jean-Louis / Chris

Gay Owned Bed & Breakfast
Gay Men

Low-Hi/Nt: 180-360 US Dollar
High Season: 15-Nov-15-Apr
Payment: Cash, Paypal
Purple Roofs Disc: No
General Disc: No
Travel Agents: No
On Top of Pic Paradis - Stunning Views: Villa Rainbow is the only exclusively gay B&B in St Martin. From the stone terrace you will enjoy the extraordinary view on the Caribbean sea, during breakfast or sunset drinks. The luxury independant rooms, mosaic (clothing optional) pool, French antiques, orchids garden, and the old stone villa give a unique charm. Intimate and relaxing holidays guaranteed.

Special Offer
Come with friends! 50% of on 2nd room per nt, Dec 17-Feb 15

Amenities: Private Bath Nonsmoking Rooms Available Wireless in Common Area Mountaintop, Ocean Views Partial Handicap Access No Children No Pets Cont. Brkfst Rooms/Rental Units: 5

Discovery Grove Eco Retreat St. Croix
Discovery Grove Eco Retreat - Lesbian OwnedRetreat in St. Croix, USVI

Ph: 340-642-8322
Estate Canaan, 1-B, St. Croix, 00821, USVI
Contact: Elizabeth Wachtmeister

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

Low-Hi/Nt: 60-120 US Dollar
High Season: Winter
Payment: Cash, Trav Checks, Visa
Purple Roofs Disc: 5% - Mention PURPLE ROOFS
General Disc: No
Travel Agents: No
Caribbean Eco Retreat in the Virgin Islands: Located on St. Croix in the US Virgin Island, Discovery Grove is an eco retreat center that offers charming West Indies -style accommodations set on the grounds of a former 18th century sugar cane plantation.

Amenities: Private & Shared Bath Nonsmoking Rooms Available Wireless in Common Area Jungle, Valley Views Partial Handicap Access Children Welcome Pets - Call First Cont. Brkfst Rooms/Rental Units: 6

Sand Castle On The Beach St. Croix
Sand Castle On The Beach - Gay OwnedResort in St. Croix, USVI

Ph: 1 340 772-1205
TF: 1 800 524-2018
Fx: 1 340 772-1757
127 Smithfield, St. Croix, 00840, USVI
Contact: Palmer/Smith

Gay Owned Resort
Gay Men, Lesbian

Low-Hi/Nt: 109-449 US Dollar
High Season: 19-Dec-2-Apr
Payment: Cash, Money Order, Trav Checks, Visa, MC, Discover, Amex
Purple Roofs Disc: 10% - Mention PURPLE ROOFS. Not combinable with other offers
General Disc: No
Travel Agents: 10%, Based on production
Best Swimming-Snokeling Beach on the Island: A unique, beachfront property offering an affordable, assortment of accommodations. Simultaneously, offering guests the opportunity for spectacular experiences. Seclusion, inclusion, cameraderie local, global. On-site: watersports, culinary & cocktail adventures, fine wine at the Beach Side Cafe and an outstanding haven for travelers seeking a change from the daily race...Discover unsurpassed sunsets and natural beauty envelope you!

Amenities: Private Bath No Nonsmoking Rooms Wireless in Common Area Ocean, Garden Views Partial Handicap Access Children Welcome Dogs Welcome Cont. Brkfst Rooms/Rental Units: 21

Bolongo Bay Beach Resort St. Thomas
Bolongo Bay Beach Resort - Gay FriendlyResort in St. Thomas, USVI

Ph: 1 340 775-1800
TF: 1 800 524-4746
Fx: 1 340 775-3208
7150 Bolongo, St. Thomas, 00802, USVI
Contact: Doumeng Family

Gay Friendly Resort
Gay Men, Lesbian, Bisexual, Straight

Low-Hi/Nt: 175-255 US Dollar
High Season: 23-Dec-16-Apr
Payment: Cash, Visa, MC, Amex, Diners
Purple Roofs Disc: No
General Disc: No
Travel Agents: 10%
A True Caribbean Experience!: Fun casual beachfront resort. Two restaurants, nightly entertainment. Cardio fitness room, diving, kayaks, snorkeling, aqua tricycles, sunfish sailboats, waverunners, windsurfers, viewboards, swimmats.

Amenities: Private Bath Nonsmoking Rooms Available Dataport in Room Available Ocean Views Partial Handicap Access Children Welcome No Pets No Meals Included Rooms/Rental Units: 65

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At Purple Roofs, we list thousands of gay friendly and gay owned accommodations, and yours could be next. If your accommodations welcome the LGBT community, add them here.

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India: 2,500 Attend Gay Pride in Mumbai Posted On Feb 3rd, 2012

Greece: Mykonos is a Treasure Posted On Feb 3rd, 2012

Come to England for the Diamond Jubilee Pageant in June Posted On Feb 3rd, 2012

See the Full Gay Travel Events List Here

Great discounts worldwide, with many exclusives:

  • Puerto Rico, Rincon - LemonTree Oceanfront Cottages
    14% off Getaway Special, Jan 22-Mar 22 Details
  • Puerto Rico, San Juan - Coqui del Mar Guest House
    $30 restaurant card with 7 nt rental, Jan 22-Mar 22 Details
  • St. Maarten, Pic Paradis - Villa Rainbow
    Come with friends! 50% of on 2nd room per nt, Dec 17-Feb 15 Details

    See the Full Gay Travel Offers Section Here

  • Win a Caribbean Cruise from GayTravel.com

    Jan 3rd, 2012

    In our current economy, it can be difficult to save up for lavish and exciting vacations. That's why we're so excited to tell you that the folks over at MassageM4M.com, the worlds largest gay male massage directory, are giving away an All-Gay Caribbean Cruise for two along with a $1,000 airfare credit! The exotic 7 Night Southern Caribbean Cruise will... read_more

    Gay Travel's 2012 Dream Cruises

    Jan 3rd, 2012

    Interested in getting away via the sea in 2012? We can't think of a better New Year's resolution than planning on pampering yourself with the cruise of a lifetime! Sit back, relax, and let the cruise ship take you off into the sunset. 11 Nights- Annual Halloween Deep Caribbean and South America (October 24th, 2012- November 4th, 2012): Join... read_more

    Is Curacao The Caribbean's Best Gay Travel Destination?

    Dec 21st, 2011

    You feel it as soon as you disembark from the plane -- or, if you're really lucky, from a gay cruise. Curacao, the small semi-independent island in the Southern Caribbean, is different. For one thing, this is not a tourist trap. You're not going to see miles of beaches despoiled by giant chain hotels. The hotels in Curacao lean toward... read_more

    Daring Adventures of the Dominican Republic

    Dec 1st, 2011

    Come travel this amazing journey with us. Travel like you have never traveled before. Dance into the wee hours of the night like you've never danced before. Live, Life like you has never lived before and this is your last day. Swim in the turquoise oceans like you've never swam before. Climb the highest peak of the Caribbean, like you've never climbed before. Sing like... read_more

    Gay Travel Bermuda Covered in Gay Magazine

    Dec 11th, 2011

    Bermuda is celebrated as "the Queen's pearl in the sea" in the latest issue of "G-Life", a British publication aimed at young gay professionals. In a six-page full colour spread written and photographed by Francko Harris -- who grew up on the island -- Bermuda's beauty and tranquility is discussed along with the island's ambivalent view of homosexuals. "It had been four... read_more

    GayTravel.com's Sexiest Cities List

    Dec 11th, 2011

    Here they are in no particular order.... Rio de Janeiro, Brazil: It's no big surprise that Rio makes the list; the city plays host to one of the worlds sexiest events in the world "Carnival" which attracts over 750,000 sexy people to the streets of Rio. The second largest city in Brazil and the 3rd largest metropolitan area in all of... read_more

    Gay Travel: Curacao Chosen by Frommers as a Top 2012 Travel Destination

    Nov 17th, 2011

    Curacao was chosen by Frommer's editors, authors, and experts from around the world as a 'Top Destination 2012,' one of 10 destinations selected, and the only Caribbean island to make the list. Frommer's writes that Curacao has the feel of "Holland in the Tropics," noting that the island is "one of the region's most cosmopolitan cultures and a standout capital in... read_more

    Gay Travel: An Aruban Adventure

    Nov 3rd, 2011

    The International Gay and Lesbian Travel Association welcomed its first hotel member from the Island of Aruba, the Aruba Marriott and Sellaris Casino located on Palm Beach. Didn't think of Aruba as a gay friendly destination? Yeah, I didn't either, until I got there. First of all, the Aruba Marriott is a luxury loving and adventure seeking gay man's paradise with... read_more

    A Gay Aruban Adventure

    Sep 29th, 2011

    The International Gay and Lesbian Travel Association welcomed their first hotel member from the Island of Aruba, the Aruba Marriott and Sellaris Casino located on Palm Beach. Didn't think of Aruba as a gay friendly destination? Yeah, I didn't either, until I got there. First of all, the Aruba Marriott is a luxury loving and adventure seeking gay mans paradise with... read_more

    Cuba for Gay Travelers

    Aug 17th, 2011

    A new revolution is quietly brewing in Havana, Cuba which could make it the next great gay travel destination. Only two hours from Atlanta, the gay scene in Havana is beginning to sizzle after years of repression. Raul Castro's daughter, Mariela, has even participated in a gay rights march and Brokeback Mountain has been seen on government television. While gay life... read_more

    Treasure Beach: An Undiscovered Gay Travel Gem in Jamaica

    Jun 24th, 2011

    A few years ago a small hotel a mile from us in Jamaica decided to build a low wall to define its seaside dining area. Unhappily, the wall cut off fishermen's best access to their boats. They protested by tearing the wall apart before the cement set. The owner went to court -- and lost: public access... read_more

    Gay Travel: How to Get Around in Cuba

    Mar 27th, 2011

    Viazul the bus service - is the best way of getting around the island without the expense of car hire, however cars will allow you to pause and take in the scenic views of jugged hills coated with palm trees and thick green foliage.

    Taxis will give you that thrill factor that you only dream of when watching classic 1950s... read_more

    Sailing the Gay Caribbean: Paradise on Earth

    Jan 5th, 2011

    Adventure trips in the Caribbean. The challenge of the ocean and discovering the Creole atmosphere is an attractive cocktail. The ocean is azure blue and the beaches pearl white with waving palm trees. A fantastic location for sailing and anchoring in picturesque bays. You can swim, scuba dive by the coral reefs or climb a volcano. And have fresh lobster... read_more

    Pristine Culebra Island, Puerto Rico

    Nov 1st, 2009

    Undisturbed, undeveloped and pristine are just a few words used to describe Culebra Island. Although it rings cliché, many visitors say the island is reminiscent of stepping back 30 years in the Caribbean. With little more than 2000 residents, you'll soon feel like part of the Culebra family meeting the diverse personalities in our local community.

    With a fusion of Culebrenses,... read_more


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