Ocho Rios
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There’s something special about Jamaica. The lush tropical feel, warm melting pot culture, groovy reggae vibes that can transport you in a few notes. Sheldon James gets it – now let’s get you there in style with our collection of luxury villa rentals tucked across the island’s best hideaways, from Montego Bay to Ocho Rios.

Discover our 6 luxury villa rentals

$1,330 - $1,475/nt
Sea Biscuit, Jamaica, Ocho Rios
6 Guests • 3 Bedrooms • 3 Bathrooms
Experienced by Our Team
$1,700 - $3,800/nt
Four Winds, Jamaica, Ocho Rios
10 Guests • 5 Bedrooms • 5 Bathrooms
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$3,600 - $7,500/nt
Promiseas, Jamaica, Ocho Rios
16 Guests • 8 Bedrooms • 8 Bathrooms
5 star Review! ⭐️⭐️⭐️⭐️⭐️
$4,000 - $5,900/nt
Canoe Cove, Jamaica, Ocho Rios
14 Guests • 7 Bedrooms • 7.5 Bathrooms
$4,400 - $5,500/nt
Buttonwood Reef, Jamaica, Ocho Rios
12 Guests • 6 Bedrooms • 6.5 Bathrooms
Villa Reviews

  • Solara, Turks and Caicos

    Jeff Miller, July 2024

  • Cabuya, Turks and Caicos

    From the initial enquiry, James and his team were exceptional, responsive and organised. James helped us find the Villa that suited our taste and needs, and was patient while we reviewed each one and finally made a decision (recommended by...

    Alyssa R, July 2024

  • 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

  • Casa La Laguna, Los Cabos

    The house was stunning! Every person on the staff was wonderful and took such great care of us. Whatever we needed, they made sure they got…down to the beer pong we asked for! Would definitely vacation here again.

    Kyle L., January 2024
Experienced by Our Team
$4,428 - $8,500/nt
Malatai, Jamaica, Ocho Rios
16 Guests • 8 Bedrooms • 8 Bathrooms

Ready to go?

So are we.

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

We wouldn’t settle for anything but perfection – why should you? Travel with Sheldon James and be secure in the knowledge that your Jamaica villa vacation is being handled by people that have been there, done that, taken all the notes. Let us show you how to experience a villa our way!

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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