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On Which Caribbean Island Should You Book A Luxury Vacation Rental? N.Y. Times Offers Advice

February 1, 2007. At first, "The 10-Point Caribbean Escapes Plan" in the New York Times makes planning a vacation to paradise seem… well, a little daunting. Consider this passage:

"You can end up with the trip of a lifetime or a vacation from hell. Just ask a newly married couple who have planned a romantic getaway only to find themselves sharing the pool with dozens of screaming children, or the adventure-seeking windsurfer who has ended up on the windless side of the island, or the party animals who didn't realize that the hot spot they had heard so much about is already so last year."

Don't worry – at least you've got VacationRental.org and the Times to help you. The Times laid out the skinny on 10 Caribbean islands, so you'll know what kind of personality each island has. VacationRental.org requires luxury vacation rentals to meet a strict set of criteria for listing, so you don't end up with something you didn't bargain for.

We were pleasantly surprised to hear JetBlue now has direct flights from New York City to the Dominican Republic, putting this island in the category "For Budget Travelers." We were also excited to hear that Elton John and Gladys Knight will perform this year at the jazz festival in Tobago, helping earn Trinidad and Tobago the title "For Clubgoers." Although we like reggae, we LOVE golf, so we agree Jamaica should be "For Golfers." We also agree the Bahamas have the best beaches, making them the best "For Beach Bums."

We hope the article helps you decide where to book your next luxury vacation rental.