Welcome to our Caribbean Rental page. With vast stretches of white sandy beaches, warm temperatures year round, and possibility of private vacation, the Caribbean screams to be your next vacation spot.
There are of course the well know British Virgin Islands and US Virgin Islands, but there are so many other islands to explore. Take the Cayman Islands for instance. The Cayman Islands are made up of 3 islands, Grand Cayman, Little Cayman, and Cayman Brac. On the Cayman Islands be sure to order a local mudslide drink (adults only!) and checkout Sting Ray City where you can swim waste deep in water with tons of sting rays.
While you are planning your Caribbean vacation, make sure that you find lodging that perfectly suits you. We certainly recommend staying in a caribbean private rental rather than a hotel. Some rentals will even include your own private pool and jacuzzi! Not to mention you'll have your own kitchen so you don't have to leave your private paradise!
Sort the Caribbean rental list below by clicking Property Type, Sleeps, Beds, Baths at the top of each column.
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Anguilla |
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Property Type |
Sleeps |
Beds |
Baths |
Pool |
Pets |
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Rendezvous Bay Hotel and Villas |
Hotel
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10+ |
10+ |
10 |
N |
N |
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Anguilla vacation resort. Near St Martin |
Villa |
3 |
2 |
10 |
Y |
N |
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Aruba |
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Aruba Oceanfront vacation timeshare |
Condo |
2 |
2 |
6 |
N |
N |
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Aruba Beachfront home in |
Villa |
3 |
3 |
8 |
N |
N |
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Barbados |
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Barbados vacation Property |
Villa |
3 |
2 |
6 |
N |
N |
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Villa Mon Caprice, Sandy Lane Beach, Barbados |
Villa |
5 |
5 |
10 |
Y |
N |
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Barbados Glitter Bay 409 Private Penthouse Suite |
Apartment |
0 |
0 |
0 |
Y |
N |
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Barbados Villa 84 Private 3 bedroom in Holetown |
Villa |
3 |
2 |
6 |
Y |
N |
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Glitter Bay Barbados |
Condo |
2 |
2 |
5 |
Y |
N |
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Tai Luxury Villa Barbados (St. Laurence Gap) |
Villa |
5 |
4, 1 Half |
10 |
N |
N |
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Brand New Luxury Vacation Villas 1,2,3 bedroom |
Villa |
2 |
1 |
4 |
Y |
N |
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Barbados Apartments, Barbados holiday rentals, Holiday apartments in Barbados |
Apartment |
1 |
1 |
3 |
N |
N |
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Bavaro |
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Condo / Apartment For Sale, Bavaro - Punta Cana |
Apartment |
2 |
2 |
4 |
Y |
N |
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Bavaro - Punta Cana vacation condo |
Apartment |
1 |
1 |
2 |
Y |
N |
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punta cana playa bavaro apartment for rent up to 4 people |
Apartment |
1 |
1 |
4 |
N |
N |
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punta cana apartment rental |
Apartment |
1 |
1 |
4 |
N |
N |
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Beacon Hill |
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Beacon Hill with view of Private Secluded Burgeaux |
Condo |
4 |
2 |
8 |
N |
N |
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Bonaire |
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Private 2BR, 2.5bath townhouse villa at beachfront resort with pool |
Townhome |
2 |
2, 1 Half |
5 |
Y |
N |
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Cabrera |
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Villa Castellamonte - Luxury Villa Rental |
Villa |
7 |
0 |
10 |
Y |
N |
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Las Callenas Villa with a View! Near Beach! |
Villa |
0 |
0 |
0 |
Y |
Y |
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Villa Orchid Hill |
House |
2 |
2 |
4 |
Y |
Y |
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Cayman Brac |
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Cayman Brac - Tranquil Paradise |
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2 |
2 |
6 |
Y |
N |
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Cuba |
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Cuba, Havana, bedrooms in beautiful colonial house |
Bed and Breakfast |
5 |
5, 9 Half |
8 |
N |
Y |
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CubaGayfriendly |
Bed and Breakfast |
4 |
4 |
10 |
N |
Y |
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Cupecoy Beach |
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The Cliff at Cupecoy Beach 5th Floor |
Condo |
2 |
2, 1 Half |
6 |
Y |
N |
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Curacao |
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villa with private pool at Jan Thiel, Curacao |
Villa |
3 |
2 |
6 |
Y |
N |
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Limestone Holiday apartments & diving |
Apartment |
2 |
2 |
4 |
Y |
N |
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CuracaoRentalHomes: CASA SABLICA 4-bedroom villa with sea view |
Villa |
4 |
3 |
8 |
N |
N |
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Dawn Beach |
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Spectacular St. Maarten ocean-front villa |
House |
6 |
6 |
10 |
N |
N |
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Dickenson Bay |
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Private Villas in Antigua for rent |
Villa |
4 |
2 |
8 |
Y |
N |
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Beachfront Antigua Village One Bedroom |
Apartment |
1 |
1 |
3 |
Y |
N |
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Beachfront Antigua Village One Bedroom |
Apartment |
1 |
1 |
3 |
Y |
N |
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Beachfront Studio at Antigua Village |
Apartment |
1 |
1 |
2 |
Y |
N |
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Luxury Antigua Villa House in Prime Location |
Villa |
2 |
2 |
6 |
Y |
N |
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Falmouth |
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The Carib House |
Villa |
5 |
4 |
10 |
Y |
Y |
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Friars Bay |
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Villas at Mont Blanc-SUMMER SPECIAL |
Villa |
2 |
1 |
4 |
N |
N |
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Galley Bay |
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Antigua Villa Rental: Villa Gaia |
Villa |
4 |
3 |
8 |
Y |
N |
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Luxury Villa rental : Villa Allegra |
Villa |
3 |
3 |
6 |
Y |
N |
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Bed and Breakfast Chez Pascal |
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4 |
4 |
10 |
Y |
N |
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Luxury Villa Red Sun directly on the beach |
Villa |
4 |
4 |
8 |
Y |
N |
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luxury villa rental : Villa Serena |
Villa |
3 |
4 |
6 |
Y |
N |
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Grand Cayman |
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Island Time Beachfront Condo |
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2 |
2 |
6 |
Y |
N |
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Angelfish Villa |
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3 |
3 |
6 |
Y |
N |
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Parrotfish Villa |
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2 |
2 |
6 |
Y |
N |
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Grand Turk Island |
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Beachfront Turks and Caicos Rental - Grand Turk |
Apartment |
2 |
1 |
4 |
N |
N |
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Grenada |
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Apartment for rent in Grenada |
Apartment |
2 |
1 |
4 |
N |
N |
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Guadeloupe |
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Bed and Breakfast in Guadeloupe |
Villa |
2 |
1 |
3 |
N |
N |
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Juan Dolio |
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Luxury Golf Villa with Private Beach Club |
Villa |
5 |
3 |
9 |
Y |
Y |
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Costa del Sol |
Condo |
2 |
2 |
6 |
Y |
Y |
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Dreamvillage Juan Dolio |
Duplex |
4 |
3, 2 Half |
6 |
Y |
Y |
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Middle Caicos |
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Seawings Villa on Middle Caicos |
Villa |
2 |
2 |
4 |
N |
N |
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Tropico Cottage |
Cottage |
1 |
1 |
2 |
N |
N |
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Montego Bay |
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Villa Rococo |
Villa |
5 |
6 |
10 |
Y |
N |
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Negril |
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Beach House Villas, Negril, Jamaica |
Villa |
10+ |
10+ |
10 |
N |
Y |
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Ocho Rios |
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On Top of the World Villa |
Villa |
4 |
2 |
8 |
N |
N |
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Ocho Rios Ocean View Villa |
Villa |
5 |
4, 1 Half |
10 |
Y |
N |
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Oyster Pond |
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OCEAN BEACH PARADISE |
Villa |
3 |
3 |
7 |
Y |
Y |
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Spectacular house overlooking Dawns Beach |
Villa |
5 |
4, 1 Half |
10 |
Y |
N |
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Providenciales |
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Turks and Caicos Vacation Condos - The Seagate |
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2 |
2 |
6 |
N |
N |
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Caribbean Paradise Inn |
Inn |
1 |
1 |
2 |
Y |
N |
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Vacation Villas on two waterfronts close to bonefishing and scuba |
Villa |
1 |
1 |
4 |
Y |
N |
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Island Breeze at Grace Bay |
Cottage |
2 |
1, 1 Half |
5 |
N |
N |
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Puerto Rico |
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Beachfront Villa at Rio Mar Beach Resort |
Villa |
1 |
1 |
5 |
Y |
N |
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dorado puerto rico oceanfront vacation rentals |
House |
4 |
3, 1 Half |
10 |
N |
Y |
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Secluded Luxurious Beachfront Villas |
Villa |
10+ |
10+ |
10 |
Y |
N |
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Minutes from the Beach Apartment at Dorado P.R. |
Apartment |
3 |
2 |
6 |
Y |
N |
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The Best Ocean Front Villa in Puerto Rico |
Villa |
1 |
1 |
5 |
Y |
N |
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Malibu Beach Puerto Rico Condo Rental |
Apartment |
3 |
2 |
9 |
Y |
N |
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Golf Villa at Wyndham Rio Mar Beach Resort |
Villa |
1 |
2 |
6 |
Y |
N |
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4 bedroom Beachfront Villa at Rio Mar Beach Resort |
Villa |
4 |
4 |
10 |
Y |
N |
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Rincon Ocean view affordable Rental property |
Townhome |
2 |
2 |
7 |
N |
N |
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Breathtaking Views at this Oceanfront Apartment in Playa Azul |
Apartment |
2 |
1 |
5 |
Y |
N |
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Lovely Oceanfront 2 bedroom Condo |
Condo |
2 |
1 |
5 |
N |
N |
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Beachfront Penthouse near San Juan |
Condo |
3 |
2 |
6 |
Y |
N |
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Loiza - Golden sand beach 3/2 Condo 3 pools-Vistas of Rain Forest |
Condo |
3 |
2 |
6 |
Y |
N |
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Puerto Rico Oceanfront - Isla Verde Tourist area |
Apartment |
1 |
1 |
4 |
Y |
N |
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Luxury Villa Loma Sol in El Yunque Rainforest |
Villa |
5 |
5 |
10 |
Y |
Y |
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Beachfront Penthouse sleeps 6 only 14 miles East of SJU |
Condo |
3 |
2 |
6 |
Y |
N |
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4 Large Apartment Style Vacation Rental Guest House |
Guesthouse |
6 |
5 |
10 |
N |
N |
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Mountain House in Rincon, Puerto Rico |
House |
3 |
1 |
4 |
N |
N |
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3BR 2.5 Bath Beachfront Penthouse Duplex with Pool |
Condo |
3 |
2, 1 Half |
8 |
N |
N |
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Runaway Bay |
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Villa Rental with private pool Runaway Bay Jamaica |
Villa |
4 |
4 |
8 |
Y |
N |
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Affordable One Bed Room Apt With Pool- Runaway Bay Jamaica |
Apartment |
1 |
1 |
2 |
Y |
N |
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Santo Domingo |
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Buena Vista Penthouse |
Apartment |
4 |
3 |
6 |
N |
N |
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Penthouse Buena Vista 2 |
Apartment |
2 |
2 |
5 |
N |
N |
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Beautiful Apartment in Santo Domingo |
Apartment |
2 |
2, 1 Half |
4 |
N |
N |
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Sosua |
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Beachfront vacation apartments / Dominican Republic |
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1 |
1 |
2 |
Y |
N |
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Deluxe 2-Bedroom Sosua Apartment |
Condo |
2 |
2 |
4 |
Y |
N |
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Perla de Sosua - Economy Apartments |
Hotel |
2 |
1 |
4 |
Y |
N |
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The best family destination |
Apartment |
2 |
2 |
6 |
Y |
N |
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Front Beach Apartment Cabarete |
Apartment |
2 |
2 |
4 |
N |
N |
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A Fabulous and Relaxing Oceanfront Condo |
Condo |
3 |
2, 1 Half |
8 |
Y |
N |
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St Croix |
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Paradise Found |
Condo
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2 |
2 |
4 |
Y |
N |
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Chenay Bay Beach Resort |
Hotel
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1 |
1 |
4 |
Y |
N |
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Caribbean vacation villa Villa Soleil, St. Croix |
Villa |
5 |
3 |
10 |
Y |
Y |
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St John |
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Fabulous St. John 5 BR villa with privacy |
House |
5 |
4, 2 Half |
10 |
Y |
N |
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US Virgin Islands house rental - Chateau Margot |
Villa |
6 |
6 |
10 |
Y |
N |
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Casa Luna @ Smuggler's Cove |
Villa |
3 |
3, 1 Half |
6 |
Y |
N |
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Coco de Mar |
Villa |
5 |
5 |
10 |
Y |
N |
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Sea Turtle Villa |
Villa |
2 |
3 |
8 |
Y |
N |
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Notre Ciel |
Villa |
2 |
2 |
7 |
Y |
N |
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Above Peter Bay, St. John US Virgin Islands |
Villa |
3 |
2 |
6 |
Y |
N |
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St John's popular villa Great Expectations |
Villa |
6 |
7 |
10 |
Y |
N |
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St John Villa Rental - villamahr - CORAL BAY |
Villa |
3 |
1 |
6 |
Y |
N |
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Hillcrest Guest House, St. John US Virgin Is. |
Guesthouse |
1 |
1 |
4 |
N |
N |
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ANDANTE BY THE SEA |
Villa |
3 |
3 |
6 |
Y |
N |
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St. Barthelemy |
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Villa Maison Mexicaine |
Villa |
2 |
2 |
4 |
Y |
N |
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St. Thomas |
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A Virgin Island Vacation Villa |
Villa |
3 |
2 |
6 |
N |
N |
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A "Too Blue" Caribbean Beach Front Escape |
Condo |
3 |
3 |
6 |
N |
N |
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A “Too Blue” Caribbean Beachfront Escape |
Condo |
3 |
3 |
6 |
N |
N |
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St. Vincent and the Grenadines |
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Harmony Hall Resorts, St.Vincent - Affordable Luxury |
Apartment |
1 |
1 |
3 |
N |
N |
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Harmony Hall Resorts, St.Vincent - Affordable Luxury |
Apartment |
2 |
1 |
5 |
N |
N |
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Tortola |
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FrenchmansLookout Villa on Tortola |
Villa |
5 |
5 |
10 |
Y |
N |
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Beautiful Beach Villa |
Villa |
3 |
3 |
9 |
N |
Y |
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Whispering Soursops |
Villa |
4 |
3 |
10 |
Y |
N |
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Luxury House near Cane Garden Bay --Arundel Villa |
Villa |
4 |
4 |
8 |
Y |
N |
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Tortola BVI Vacation Rental House--Toa Toa |
Villa |
4 |
4 |
8 |
N |
N |
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Long Bay Beach Virgin Island Rental--Sunset House |
Villa |
5 |
5 |
10 |
Y |
N |
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Willow House walk to Long Bay Beach |
Villa |
2 |
2 |
4 |
N |
N |
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Cane Garden Bay, Cielo Villa |
Villa |
5 |
5 |
10 |
Y |
N |
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Sugar Plum House Above Little Apple Bay |
House |
2 |
2 |
4 |
N |
N |
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Lemon Grass Villa near Cane Garden Bay..Walk to the beach |
Villa |
3 |
3 |
6 |
Y |
N |
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Romantic Getaway,Palm Grove Villa |
Villa |
2 |
2 |
4 |
N |
N |
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Big Apple on the beach at Little Apple Bay |
Apartment |
2 |
1 |
4 |
N |
N |
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Beachfront Luxury Vacation Villa /Pool Long Bay Tortola British Virgin Isalnds |
Villa |
2 |
2 |
4 |
Y |
N |
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Frenchmans |
Hotel |
10+ |
10+ |
10 |
Y |
N |
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Treasure Beach |
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Beachfront Villa Hikaru at Treasure Beach |
Villa |
4 |
2 |
8 |
Y |
N |
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Trinidad and Tobago |
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2-Bedroom Holiday Apartment with Pool near Beach |
Apartment |
2 |
1 |
4 |
Y |
N |
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Cool Breeze Villa - Tobago vacation rental |
House |
3 |
2, 1 Half |
6 |
Y |
N |
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Virgin Gorda |
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Caribbean Wind 4 Bdrm on the Beach |
Villa |
4 |
4 |
8 |
Y |
Y |
 |
Open Deck |
Villa |
3 |
3 |
6 |
Y |
N |
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Mahoe Bay -Sand Castle on Virgin Gorda |
Villa |
4 |
5 |
10 |
Y |
N |
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South Sound Luxury Waterfront Villa Virgin Gorda |
Villa |
6 |
4 |
10 |
Y |
N |
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Virgin Gorda Oceanfront Luxury Villa - Sleeps 2 to 14! |
Villa |
5 |
5, 1 Half |
10 |
Y |
N |
