CARIBBEAN

There is a particular kind of ease that comes with having a private chef at your Caribbean villa. You come back from the beach and lunch is already taking shape. Someone has found the best fish at the market that morning. Dinner can stretch out on the terrace without anyone check...

For returning Rental Escapes guests, booking a villa gets easier because the next trip does not begin from zero. Many return to the same Villa Specialist, who already knows how they like to travel and can help them find the right fit from the collection. Once the villa is booked,...

Your honeymoon should feel different from an ordinary vacation. It is a chance to slow down together, linger over breakfast, disappear for the afternoon, and build the trip around the two of you. A private villa makes that easier. You can wake up to the sea, swim before breakfast...

New Year’s Eve in the Caribbean can mean fireworks over the water, dinner at a beach club, midnight on a yacht, or champagne back at the villa with everyone gathered around the pool. For villa travelers, December 31 comes with a different set of decisions than a normal Caribbean ...

The best multigenerational family vacations are the ones everyone remembers years later. Grandparents watching the kids run around by the pool. Parents finally getting a chance to relax. Long lunches that stretch into the afternoon, cousins disappearing off to play, and evenings ...

Christmas morning looks a little different by the beach. The kids are already in the pool, breakfast is waiting on the terrace, and the whole family has somewhere to gather without coordinating hotel rooms, restaurant reservations, or who is hosting dinner. For families and group...

Destinations

Choosing where to stay in Barbados is not always as simple as picking the West Coast or South Coast. The island is divided into 11 parishes, but its strongest luxury villa areas are concentrated along the western shoreline in St. James and St. Peter, with a smaller selection in s...

Destinations

The best Caribbean islands for families depend on the kind of trip you are planning. Turks and Caicos is particularly well suited to younger children and easy beach days. Jamaica stands out for fully staffed multigenerational villas, while Grand Cayman combines straightforward lo...

Destinations

A beachfront villa sounds like a straightforward proposition: choose an island, find a beautiful home beside the water, and start planning what to drink by the pool. The reality is more nuanced. One villa may sit on a broad stretch of powdery sand with calm, swimmable water. Anot...