Ocho Rios
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There’s something special about Jamaica with it’s lush tropical feel and groovy reggae vibes. Sheldon James Villas gets it – with our collection of luxury villa rentals tucked across the island, from Montego Bay to Ocho Rios.

There’s something special about Jamaica with it’s lush, tropical feel and relaxed reggae vibes.

Discover our 6 luxury villa rentals

5 star Review! ⭐️⭐️⭐️⭐️⭐️
$4,000 - $5,900/nt
Canoe Cove, Jamaica, Ocho Rios
14 Guests • 7 Bedrooms • 7 Bathrooms
$1,330 - $1,475/nt
Sea Biscuit, Jamaica, Ocho Rios
6 Guests • 3 Bedrooms • 3 Bathrooms
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Experienced by Our Team
$1,700 - $3,800/nt
Four Winds, Jamaica, Ocho Rios
10 Guests • 5 Bedrooms • 5 Bathrooms
$3,600 - $7,500/nt
Promiseas, Jamaica, Ocho Rios
16 Guests • 8 Bedrooms • 8 Bathrooms
$4,400 - $5,500/nt
Buttonwood Reef, Jamaica, Ocho Rios
16 Guests • 8 Bedrooms • 8.5 Bathrooms
Villa Reviews

  • Indigo (formerly Greatview), Jamaica

    Sheldon James was truly i n c r e d i b l e to work with. James and Alba planned a very special family reunion trip to Jamaica and took...
    Sophie G, March 2026

  • L’Ecume Des Jours, St. Martin

    Spent a magical few days at L’écume des jours in St-Martin. Everything was taken care of to reach the property, to return to the airport, for the car rental, stocking,...
    Ken Y., May 2025

  • 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

  • Estate Taurus, Punta Mita

    Larry N., January 2026

  • Villa Tartaruga, Dominican Republic

    Villa Tartaruga is possibly the nicest property we’ve ever stayed at as a family. The staff was outstanding, attentive, friendly, fun….the food cooked by the wildly talented Melania was an absolute treat, every single meal. We had beautiful weather and...

    Thomas T., July 2025

  • Serena, St. Martin

    We had an amazing vacation in St. Martin staying at the Villa Serena. Our group of 10 had very specific requests on the type and location of a villa. Wade listened to all our “wishes” and found the best...

    Beth E, March 2024

  • Wind Chime Villa, Turks and Caicos

    Spectacular villa. Perfectly designed. Immaculately maintained. Unbelievably attentive staff. One of the best we’ve had the good fortune to enjoy.

    Greg H, February 2024

  • Serena, St. Martin

    Beautiful villa on the Baie de Rouge beach,

    Pearly C, November 2025

  • Hokulani 825, Hawaii

    Great place and amazing service. Very profession team we loved them and our get away there in Maui 🙂

    Jamie E., May 2025

  • Jable, St. Barts

    10/10 from booking to departure everything flawless.

    Lindsay N., December 2025
Experienced by Our Team
$4,428 - $8,500/nt
Malatai, Jamaica, Ocho Rios
16 Guests • 8 Bedrooms • 8 Bathrooms

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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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Internal Info

Supplier:
Commission Value:
Link to Rates:
Price & Villa Details:
Villa Status:
Villa Status Description:
Sales Pitch (INTERNAL VIC TOOL):
Look Before You Book Details:
Whitelabel URL:

Internal Info

Supplier:
Commission Value:
Link to Rates:
Price & Villa Details:
Villa Status:
Villa Status Description:
Sales Pitch (INTERNAL VIC TOOL):
Look Before You Book Details:
Whitelabel URL:

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