Caribbean Hotels and Vacation Travel Deals

Since colonial times, the Caribbean has been a favorite place for American visitors. In the past 50 years, tourism to the area has increased greatly, and today millions of U.S. citizens visit the islands every year. Originally named the West Indies by explorers seeking a sea route to India, the Caribbean is the region of tropical islands in the Caribbean Sea situated between North and South America and east of Central America. The islands extend for nearly 1,700 miles from Cuba in the west to Barbados in the east. Most of the islands in the Caribbean belong to one of 13 independent countries. In addition, several islands and groups of islands in the Caribbean are part of or dependent upon France, the Netherlands, the United Kingdom, or the United States. If you plan to rent a car, be aware that most jurisdictions of the Caribbean drive on the left. The only places where you drive on the right are Aruba, Cuba, Dominican Republic, Guadeloupe, Haiti, Martinique, and the Netherlands Antilles.

Click here for our Caribbean and Bermuda travel guide

Find great vacation rentals in the Caribbean

Anguilla
Antigua and Barbuda
 - Barbuda
 - Long Bay
 - St. Johns
Aruba
 - Oranjestad
 - Palm Beach
Bahamas Hotels
 - Dunsmore
 - Freeport
 - Grand Bahama Island
 - Grand Bahamas Island
 - Harbour Island
 - Lucaya
 - Marsh Harbour
 - Nassau
 - Paradise Island
 - Treasure Cay
 - West End
Barbados Hotels
 - Bridgetown
 - Christ Church
 - St. James
 - St. James Bay
 - St. Michael
 - St. Peter
 - St. Phillip
Bermuda Hotels
 - Hamilton
 - Hamilton Parish
 - Paget
 - Pembroke
 - Southhampton
 - St. George
 - Warwick
British West Indies
Cayman Islands Hotels
 - Grand Cayman Hotels
 - Grand Cayman Vac. Rentals
 - Cayman Brac
Cuba
 - Cayo Coco

 - Cayo Guillermo
 - Ciego De Avila
 - Ciudad De La Habana
 - Havana
 - Holguin
 - Isla De La Juventud
 - La Habana
 - Rafael Freyre
 - Santiago De Cuba
 - Varadero
 - Varadero - Matanzas
Dominica
 - Portsmouth
 - Roseau
Dominican Republic
 - Bovaro
 - Cabarete
 - El Cortecito
 - Higuey
 - Juan Dolio
 - La Romana
 - Puerto Plata
 - Puenta Cana
 - Rio San Juan
 - Samana
 - San Pedro
 - San Pedro De Macoris
 - Santo Domingo
 - Sosua
Grenada
 - St. George's
Guadeloupe Hotels
 - Bouillante
 - Gosier
 - Guadeloupe
 - Gustavia
 - Marigot
 - Saint-Barthelemy
 - St. Anne
 - St. Martin
Haiti
 - Petionville
Jamaica Hotels
 - Falmouth
 - Kingston
 - Montego Bay
 - Negril
 - Ocho Rios
 - Port Antonio
 - Runaway Bay
 - Trelawny
Martinique Hotels
 - Le Carbet
 - Martinique
Netherlands Antilles
 - Cole Bay
 - Cupecoy
 - Curacao
 - Marigot
 - Pelican Key
 - Phillipsburg
 - Saba Island
 - St. Maarten
 - St. Martin
 - Willemstad
 
Puerto Rico
 - Aquadilla
 - Carolina
 - Cayo Largo
 - Condado
 - Dorado
 - Fajardo
 - Guanica
 - Humacao
 - Isabela
 - Isal Verde
 - Isla Verde Carolina
 - Las Croabas
 - Mayaguez
 - Mercedita
 - Ponce
 - Quebradillas
 - Rincon
 - Rio Grande
 - San Juan
 - Yabucoa
Saint Kitts and Nevis
 - Basseterre
 - Charlestown
 - Frigate Bay
 - Newcastle
 - Oualie Beach
 - St. Kitts
Saint Lucia
 - Castries
 - Marigot Bay
 - Soufriere
Saint Vincent and the Grenadines
 - Mustique Island
 - Petit St. Vincent
 - St. Vincent
Trinidad and Tobago
 - Crown Point
 - Port of Spain
 - Scarborough
 - Trinidad
Turks and Caicos Islands
 - Providenciales
British Virgin Islands Hotels (BVI)
 - Road Town
 - Tortola
 - Virgin Gorda
US Virgin Islands Hotels (USVI)
 - Christiansted
 - St. Croix

 - St. John
 - St. Thomas

 

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