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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 936 luxury villa rentals

Experienced by Our Team
Signature offers available!
$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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$16,000 - $37,000/nt
Ani Sri Lanka, Sri Lanka,
30 Guests • 15 Bedrooms • 15 Bathrooms
$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

  • Mes Amis, St. Martin

    An experience truly unimaginable. Our villa, Mes Amis was a resort on its own. Although we were only a family of 10 celebrating a very special birthday, our villa was one of the, if not the largest in Terre...

    Stewart R, March 2024

  • The Point Luxury Villa, Costa Rica

    Another fabulous vacation in a first-class villa in a spectacular location in Costa Rica. Excellent service from Sheldon James and all the onsite staff. Highly recommended.

    Anne P., February 2025

  • Beach Enclave GB Oceanview Villa 6bdr, Turks and Caicos

    We had a great experience at beach enclave. 5 star property and service. The only confusion was at first when the villa number/size was slightly different than what we thought we signed up for, but nonetheless we had a...

    Matt P, February 2023

  • Ani Dominican Republic, Dominican Republic

    Once again, James has thought about everything my family is looking for in a Villa vacation. We had an amazing family vacation that exceeded our expectations. The Villa was beyond our imagination. It was pristine. The Staff was impeccable. They...

    Debbie A, July 2024
€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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