Looking for a winter escape or planning your summer vacation? There are plenty of reasons to pick the Caribbean, from exceptional beaches and unbeatable weather to some jaw-droppingly beautiful vacation homes. We have hundreds of upscale retreats to choose from, including rentals in Barbados, St Barts and St Martin. Here are some of our favorites.
Barbados offers plenty of sunshine all year round, and it packs in an unbeatable combination of bone-white beaches, delicious food, and fun outdoor activities. St James, on the island’s west coast, is one of the most popular areas with celebrities.
This 5-bedroom vacation rental is a stone’s throw from the beach, offering mesmerizing views from its private pool area. Add in spacious living areas, a private gym, and a vast kitchen with vaulted ceilings, and you’ve got the recipe for the perfect Caribbean hideaway.Book this Barbados villa now
Also in St James, this exclusive villa is on the Sandy Lane estate, a short walk from a private beach. It comes with its own housekeeper and a private pool that’s edged by lush plants (the vacation home’s gardener ensures everything is kept looking immaculate).Book now
St Martin is perfect for yachting and snorkeling, but there’s nothing to stop you doing, well, nothing. This beachfront estate in Baie Rouge is the ideal place to kick back and relax. It comes with 2 private pools, a hot tub, a massage room and a gym. Oh, and the sea views are to die for.Book now
Close by, this extensive Caribbean estate gives another meaning to luxury travel. Sleeping up to 12 guests and with astonishing sea views, it’s the perfect relaxation spot in St Martin. Take a swim in the private pool or absorb the Caribbean sunshine on the broad sundeck.Book now
Still looking? Browse our entire collection of Caribbean vacation homes.