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Beaches, mountains and everything in between – where would you like to lay your head, kick up your feet, and raise a glass?  Sheldon James’ luxury villa rentals span thousands of miles, but all offer a unique way to experience our world in comfort and privacy. We’ll work with you to find the perfect spot then, along with our trusted partners, take your holiday experience to the next level with curated experiences and top-notch services.

Sheldon James’ luxury villa rentals span thousands of miles, but all offer a unique way to experience our world in comfort and privacy. 

Discover our 913 luxury villa rentals

Rates upon request
2 Bdr Beach House at Parrot Cay, Turks and Caicos, Parrot Cay
4 Guests • 2 Bedrooms • 2 Bathrooms
$2,600 - $10,000/nt
4BR Puka Pa Estate at Four Seasons Hualalai Resort, Hawaii, Big Island
8 Guests • 4 Bedrooms • 4.5 Bathrooms
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Villa Reviews

  • Villa Aquazure, Turks and Caicos

    Great experience, great location, and great service by Axel. My family and I had the best vacation.

    Dragan N., November 2024

  • 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

  • Beach Kandi, Turks and Caicos

    Superior Service & beautiful villa
    Amer Q., 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
$3,800 - $14,000/nt
5BR Estate Home at Mauna Kea Resort, Hawaii, Big Island
10 Guests • 5 Bedrooms • 5 Bathrooms
$3,600 - $10,000/nt
5BR Fairways North at Mauna Kea Resort, Hawaii, Big Island
10 Guests • 5 Bedrooms • 7 Bathrooms
$5,280 - $8,000/nt
A La Mer, St. John, Great Cruz Bay
14 Guests • 7 Bedrooms • 7 Bathrooms
Recently Booked
$3,750 - $20,500/nt
Aama, Barbados, Sandy Lane
14 Guests • 7 Bedrooms • 8 Bathrooms
$1,700 - $3,150/nt
Abacus, Jamaica, Montego Bay
8 Guests • 4 Bedrooms • 4 Bathrooms
€9,383 - €38,633/nt
Adeline, France, Paris
8 Guests • 4 Bedrooms • 4 Bathrooms
€2,250 - €3,000/nt
Adorna, Italy, Tuscany
14 Guests • 7 Bedrooms • 7 Bathrooms
€2,000 - €2,300/nt
Adria, Italy, Lake Como
8 Guests • 4 Bedrooms • 4 Bathrooms

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.

Thank you for contacting us!

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

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