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. 

Discover our 34 luxury villa rentals

Experienced by Our Team
$935 - $2,000/nt
Old Trees 7 – Bella Vista, Barbados, Paynes Bay
6 Guests • 3 Bedrooms • 3.5 Bathrooms
$1,000 - $3,500/nt
Calliaqua, Barbados, Sugar Hill
10 Guests • 5 Bedrooms • 5 Bathrooms
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Villa Reviews

  • Aqua Dream, St. Martin

    The staff were Excellent,very knowledgeable and professional.My Experience was Excellent looking forward doing business again.

    Vernon M, March 2024

  • Mes Amis, St. Martin

    An experience truly unimaginable. Our villa, Mes Amis was a resort on its own. Although we were only a family of 10 celebrating a very special birthday, our villa was one of the, if not the largest in Terre...

    Stewart R, March 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

  • Just in Paradise, St. Martin

    Wade with Sheldon James was exceptional to work with. Everything was perfect!

    Lelah P, June 2024
$1,000 - $5,000/nt
Half Century House, Barbados, Sugar Hill
12 Guests • 6 Bedrooms • 6.5 Bathrooms
$1,200 - $2,350/nt
Alila, Barbados, Sandy Lane
8 Guests • 4 Bedrooms • 4 Bathrooms
$1,250 - $3,950/nt
The One at The St. James, Barbados, Paynes Bay
8 Guests • 4 Bedrooms • 5 Bathrooms
$1,260 - $3,450/nt
New Mansion, Barbados, St. James
8 Guests • 4 Bedrooms • 4.5 Bathrooms
$1,300 - $2,800/nt
Moon Dance, Barbados, Sandy Lane
12 Guests • 6 Bedrooms • 6 Bathrooms
$1,430 - $2,200/nt
Klairan, Barbados, Sandy Lane
8 Guests • 4 Bedrooms • 5 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. 

$1,600 - $6,572/nt
Villa Elan, Barbados,
10 Guests • 5 Bedrooms • 7 Bathrooms
$1,700 - $3,875/nt
Tom Tom, Barbados, St. James
10 Guests • 5 Bedrooms • 5.5 Bathrooms
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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A Villa Expert will be in touch with you shortly. If you want to speak to someone immediately, please give us a call.

Toll Free: 1-888-277-8882
International: +1 514-400-5151

Vic Tool

Toll Free: 1-888-277-8882
International: +1-514-400-5151

Internal Info

Toll Free: 1-888-277-8882
International: +1-514-400-5151

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