Vacation, Perfection: Staffed Villas in the Caribbean

Renting a villa is a pretty amazing experience to begin with, but toss in a staff and you’ve got a match made in vacation heaven. The amount of staffing you get depends on the destination and the villa, but these are a few homes where you definitely won’ t be left wanting for extra pampering…


Cave House and the Folly, Grenada

Greatview, Jamaica
  • Cave House and the Folly at Mount Hartman Bay, Grenada (above left): The name might be a mouthful, but this eight-bedroom estate has almost as many staff members to match letters. A chef and kitchen helpers, multiple housekeepers, managers, maitre d’ and bartender all work 7 days a week while you’re there, and a captain is on hand for when you want to take the villa’s private boat for a spin. All food and drinks are included, of course, so you don’t have to worry about anything except just showing up.   Get more info on Cave House and the Folly.
  • Greatview, Jamaica (above right): The staff at this 6 bedroom villa on the hillside above Montego Bay is one of our all-time favorites. Be treated to Jamaican specialties served by its chef, steaming Blue Mountain coffee on your terrace brought by the butler, and discreet attention by multiple housekeepers. A Nanny can even be arranged at an extra cost, for those days when you’d like some help with the kids.   Get more info on Greatview.

Baraka Point, Virgin Gorda

Sunwatch, Barbados
  • Baraka Point, Virgin Gorda (above left): A fabulous chef-and-spa-therapist couple runs the show at this exotic villa commanding 9,500 square feet on two acres. Included in the rental cost are, in fact, 2 chefs working 7 days a week, a housekeeper, butler (he’ll also take you out on the boat!), manager, plus the therapist, who also does yoga instruction and can take guests on adventure tours. Ask for chocolate chip cookies in the afternoon or pizza in the wood oven. Basically, anything you could need or want!   Get more info on Baraka Point

  • Sunwatch at Sugar Hill, Barbados (above right): Warm towels appearing magically by the pool; rum punch – a secret recipe – delivered just when you started to get thirsty. That’s how it goes at Sunwatch, whose staff of 5 are well-versed in keeping guests happy while never interfering. Don’t miss the cook’s famous flying fish dinner!   Get more info on Sunwatch on Sugar Hill

Casa del Agua, Riviera Maya

Bokaiso, Thailand


  • Casa del Agua, Riviera Maya (above left): Mexico’s Caribbean coast is a great place to find ultimate relaxation, and Casa del Agua makes that easy with a full-time staff of 5 to cook, serve, clean up and generally assist you with anything you might need. This stunning barefoot villa on the beach also offers a full meal plan if you really want to kick back.   Get more info on Casa del Agua.
  • BONUS! Bokaiso, Phuket, Thailand (above right): It’s not in the Caribbean, but we couldn’t do a staffing story without talking about the incredible value of our villas in Thailand, nearly all of which offer a full staff at virtually no extra cost. Bokaiso offers a full-time cook and housekeeper that will look after you with the infectious grace and charm of Thailand.   Get more info on Bokaiso.

Villa staffing is different everywhere you go. If you’d like more info or want help finding a villa with staff that’s right for you, contact us at 1-877-993-0100 (North America), 1-514-993-0100 (International) or E-Mail



By Heather Whipps

Formerly our in-house copywriter, Heather blogged regularly about our different locations around the world. In addition to blogging about dream vacation ideas, Heather also wrote about our different Caribbean villa rentals, luxury maui vacation rentals, and our various European locations, such as our villas in Italy and villas in France. Heather's extensive knowledge about travel and vacations was a huge asset to both the Luxury Retreats team and all our readers here on the blog. You can find a full archive of Heather's travel and vacation writings by following the link below.

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