Our Favorite Luxury Villas in the Caribbean

We asked our villa specialists to suggest a sampling of their clients' favorite luxury villas in the destinations they know best. There are many more, but we thought that three each would sufficiently whet your appetite. You can also search here for our complete selection of luxury villas, or call one of our reservation agents at 1-800-449-1553 to help you design the perfect villa vacation in the Caribbean.

Best Luxury Villas in Barbados Villa AA RCH 5br, Villa BS FUS 6br, Villa BS LMP 4br
Offering arguably the grandest villas in the Caribbean, Barbados has always been where England's elite, royalty and business leaders sought refuge during the cold winter months. Luxury villas on Barbados don’t have just a housekeeper; they have a butler, a chef and several housekeepers. Have a glass of champagne, and come along and see how the other half vacation. More...

Best Luxury Villas in St. Martin Villa C PRO 5br, Villa C ALM 6br, Villa C TRW 6br
If the Caribbean is a little too sleepy for you, but if the idea of being stuck in another winter like last year's is already haunting you, then you should go to St. Martin for your next vacation. If you like a little Las Vegas in your Caribbean vacation but prefer a view of the ocean instead of the strip, then stay in one of these luxurious on the beach for your next Caribbean vacation. More...

Best Luxury Villas in St Barts Villa SIB BTR 6br, Villa SIB TIA 5br, Villa SIB LLA 3br
Considered by those "in the know", St. Barts is unrivaled in the Caribbean for being the ultimate in sophistication. Forget about golf and organized watersports, you go to St. Barts to relax and to enjoy fabulous cuisine, fantastic beaches and comfort in privacy. Leave it to the French to bring all the best of France to the middle of the Caribbean. More...

Best Luxury Villas in the Virgin Islands Villa BKP BKP 5br, Villa MAT FRE 5br
Villa MAS KIS 5br, Villa MA STA 5br
After you compare your options, you'll agree that luxury villa rentals in the Virgin Islands offer guests an extraordinary value. Each of our selections not only offers guests luxurious accommodations, but are also located atop mountains and afford guests unparalleled privacy and stellar views. More...

Best Luxury Villas in Anguilla Villa AL AL1 5br, Villa RIC PAR 7br
Back in the 1990's many super posh resorts opened up on Anguilla. In the last several years a new generation of super luxury villas have also opened up. Anguilla now rivals tony St Barts as the chicest island in the Caribbean. It was only a matter of time before Hollywood movie stars arrived. Here are the villas where those stars stay. More...

Best Luxury Villas
in the Turks & Caicos Villa NSV PAP 5br, Villa BAJ BAJ 5br, Villa TNC PAL 6br
Always considered the best scuba diving destination in the Caribbean (Yes, technically, the tiny archipelago is in the Atlantic.) the Turks and Caicos has been maturing into a more well-rounded Caribbean retreat. Now with some extraordinary resorts and ultra-luxurious private villas, the Turks and Caicos has something for those of us who prefer our wonders above water too. More...