St. James
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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 10 luxury villa rentals

$1,260 - $3,450/nt
New Mansion, Barbados, St. James
8 Guests • 4 Bedrooms • 4.5 Bathrooms
$1,350 - $4,000/nt
Villa Elan, Barbados, St. James
10 Guests • 5 Bedrooms • 7 Bathrooms
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$1,500 - $5,000/nt
Tom Tom, Barbados, St. James
10 Guests • 5 Bedrooms • 5.5 Bathrooms
$2,250 - $7,000/nt
Onyx, Barbados, St. James
10 Guests • 5 Bedrooms • 5.5 Bathrooms
$2,950 - $12,000/nt
Footprints, Barbados, St. James
10 Guests • 5 Bedrooms • 5.5 Bathrooms
Villa Reviews

  • Aama, Barbados

    Alan R., December 2024

  • Beach Enclave GB Oceanview Villa 6bdr, Turks and Caicos

    We had a great experience at beach enclave. 5 star property and service. The only confusion was at first when the villa number/size was slightly different than what we thought we signed up for, but nonetheless we had a...

    Matt P, February 2023

  • West Enclave 8, Los Cabos

    Our friends & family had a magnificent time at the villa. The staff was superb, the decoration was right on point, the beds were comfortable, the cooking was delicious, and the whole experience was entertaining and relaxing.

    Mark C, December 2023

  • Founders Villa, Dominican Republic

    James, who I have been working with for many years on our annual family vacations, is great to work with and he always gives me great properties. The Villa is exceptional and services five star.

    Alan M., May 2025
$3,500 - $9,000/nt
Second Thought, Barbados, St. James
12 Guests • 6 Bedrooms • 6 Bathrooms
$3,570 - $10,000/nt
Apes Hills – Fairwinds, Barbados, St. James
12 Guests • 6 Bedrooms • 6 Bathrooms

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. 

$5,200 - $12,600/nt
Mango Bay, Barbados, St. James
15 Guests • 7 Bedrooms • 7 Bathrooms
$6,000 - $25,000/nt
Bachelor Hall, Barbados, St. James
14 Guests • 7 Bedrooms • 7 Bathrooms
Experienced by Our Team
$8,000 - $18,000/nt
Crystal Springs, Barbados, St. James
20 Guests • 10 Bedrooms • 10 Bathrooms

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Send us your inquiry and one of our Villa Experts will reach out as soon as possible. Or call to speak to someone immediately.
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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.

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