Barbados

Fill each day with a dozen new experiences in Barbados, a sun-drenched island with a classic Caribbean vibe. There are luxury villas in Barbados of every shape and size, in communities such as Sandy Lane or west coast enclaves like Paynes Bay. All let you explore at your own pace while Sheldon James takes care of the details. 

Fill each day with a dozen new experiences in Barbados, a sun-drenched island with a classic Caribbean vibe.

Discover our 34 luxury villa rentals

$1,000 - $3,500/nt
$1,150 - $5,000/nt
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$1,200 - $2,350/nt
$1,260 - $3,450/nt
$1,300 - $2,800/nt
Villa Reviews
  • Aama, Barbados

    Alan R., December 2024
  • Nevaeh, Anguilla

    Wade chose an amazing villa for us. This is the second time using him and he has been spot on each time. Tania was super helpful and everything was arranged perfectly and her recommendations were great. I thought the staff...

    Greg P., December 2025
  • Villa Azetes, St. Barts

    Loved it! Excellent work to get the two villas near each other. cleaning people were great. Loved the food they brought us

    David K, December 2025
  • Villa Cascade, Turks and Caicos

    Villa Cascade was the most luxurious place I have stayed in so far and has now set the bar for my family and I. Everywhere I looked there was something beautiful, comfortable, and thoughtfully designed. The staff was absolutely incredible....

    Katie, January 2026
$1,400 - $4,400/nt
$1,430 - $2,200/nt

Barbados is a big island with lots to offer, so choose a luxury villa in this southern Caribbean beauty if you have many personalities to please (or just love having the choice to do lots or nothing at all). From snorkeling and scuba to golf, caving and historical tours, from rum-tasting and shopping to amazing music and nightlife, a dizzying array of adventures will keep you entertained here. 

$1,500 - $4,200/nt
$1,500 - $5,000/nt
$1,700 - $5,000/nt

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Toll Free: 1-888-277-8882
International: +1 514-400-5151
THE SHELDON JAMES WAY

Barbados is one of the first places we ever visited – and we still can’t get enough! Sheldon James’ luxury villas in Barbados reflect the cool, classic feeling of this stunning island nestled deep in the Windward Islands. We’re more than happy to share the best of this crowd-pleaser for your next luxury villa vacation.

Our guest-first focus

You’re always our top priority–we’ve got you covered on all your travel needs before, during and after your stay.

Hand-selected villas

Our standards are high. Each and every villa we offer has been visited or thoroughly reviewed by a member of our team.

A trusted network

We only work with partners we know and trust, so you can count on them to reflect our values and standards.

Our mission is to transform our experience and relationships into a unique offering for you.
Client-first focusHand-select villasA trusted network

explore the world

We have much more than you see here. Want to escape to Thailand or an exclusive villa in Mykonos? We can do that.