All Villas

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 872 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 Pacifica, Punta Mita

    Excellent facilities & great staff!

    David R., February 2025

  • 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

  • The Resort, Spain

    The Sheldon James team knocked it out of the park again for our annual trip. We are typically confirming late into the rental season but Wade and his team always comes through with a great rental property for our large...

    Hillary Fujii, June 2024

  • Ellice del Mar, California

    Alba was amazing to work with. Very professional, timely and enthusiastic! The home, while beautiful, was undoubtedly high maintenance and finicky. The smart features often weren’t working properly and required lots of contact with the property manager.

    Ken L, December 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
5 star Review! ⭐️⭐️⭐️⭐️⭐️
$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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