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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 979 luxury villa rentals

Experienced by Our Team
$5,900 - $15,000/nt
Casa La Laguna, Los Cabos, San Jose del Cabo
14 Guests • 7 Bedrooms • 7 Bathrooms
$15,000 - $35,000/nt
Casa Amore, Ranchos 1, Punta Mita, Los Ranchos
33 Guests • 9 Bedrooms • 9 Bathrooms
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Day of Adventure Offer
$16,000 - $37,000/nt
Ani Sri Lanka, Sri Lanka,
30 Guests • 15 Bedrooms • 15 Bathrooms
Day of Adventure Offer
$16,000 - $32,000/nt
Ani Thailand, Thailand, Phuket
20 Guests • 10 Bedrooms • 10 Bathrooms
$357 - $1,215/nt
Casa Capriolo, St. Martin, Terres Basses
4 Guests • 2 Bedrooms • 2 Bathrooms
$400 - $2,300/nt
Casa Tamarindo, Costa Rica, Tamarindo
10 Guests • 4 Bedrooms • 3 Bathrooms
Villa Reviews

  • 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

  • June, St. Barts

    The Sheldon James team was amazing from pre book to our arrival home. No matter how big or small the situation, they were always willing to help. Whether it was adding last minute chef services, lost items left behind, car...

    Ted X., November 2025

  • Villa Agama, St. Martin

    Beautiful villa and view, great service, great recommendation from Wade!

    Gian Carlo D., April 2025

  • Beach Kandi, Turks and Caicos

    Superior Service & beautiful villa
    Amer Q., July 2025
€496 - €2,225/nt
Club Le Reve, Spain, Benahavis
12 Guests • 6 Bedrooms • 5 Bathrooms
Experienced by Our Team
$540 - $1,100/nt
Sugar Kube, Turks and Caicos, Turtle Cove
2 Guests • 1 Bedrooms • 1 Bathrooms
$549 - $5,000/nt
Casa Descanza, Costa Rica, Tamarindo
12 Guests • 6 Bedrooms • 5 Bathrooms
€550 - €1,200/nt
Villa White Pearl, Croatia, Split Riviera
8 Guests • 4 Bedrooms • 5 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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