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 31 luxury villa rentals

$1,000 - $3,500/nt
Calliaqua, Barbados, Sugar Hill
10 Guests • 5 Bedrooms • 5 Bathrooms
$1,000 - $5,000/nt
Half Century House, Barbados, Sugar Hill
12 Guests • 6 Bedrooms • 6.5 Bathrooms
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Villa Reviews

  • Aama, Barbados

    Alan R., December 2024

  • Round Rock Estate, Anguilla

    Neil O, December 2024

  • Sugar Kube, Turks and Caicos

    It was an amazing Villa loved every moment of our honeymoon. The staff were amazing they provided such a great service from Housekeeping to our 2 masseuse Melanie and Marie and your chefs Juan and Emara, Great food. We will...

    Luis R, December 2024

  • Wind Chime Villa, Turks and Caicos

    Excellent trip as always! We love working with Sheldon James, they are always there when you need them and making the process so easy. Our family of 5 has been working with the company for years and have always...

    Julie B, December 2024
$1,100 - $3,700/nt
The One at The St. James, Barbados, Paynes Bay
8 Guests • 4 Bedrooms • 5 Bathrooms
$1,150 - $5,000/nt
Sugar House at Sugar Hill Resort, Barbados, Sugar Hill
12 Guests • 6 Bedrooms • 6 Bathrooms
$1,200 - $2,350/nt
Alila, Barbados, Sandy Lane
8 Guests • 4 Bedrooms • 4 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
$1,350 - $4,000/nt
Villa Elan, Barbados, St. James
10 Guests • 5 Bedrooms • 7 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. 

$1,430 - $2,200/nt
Klairan, Barbados, Sandy Lane
8 Guests • 4 Bedrooms • 5 Bathrooms
$1,600 - $4,200/nt
Still Fathoms, Barbados, Reed's Bay
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

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

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