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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 985 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

  • Tip of the Tail, Turks and Caicos

    Overall, the villa and the staff were a big hit with the family!!   I would give the trip a solid ‘A’ score due to the home, location and staff.   Everyone was very pleased. The house was good for my family...

    Jenny M, February 2025

  • Casa La Laguna, Los Cabos

    The house was stunning! Every person on the staff was wonderful and took such great care of us. Whatever we needed, they made sure they got…down to the beer pong we asked for! Would definitely vacation here again.

    Kyle L., January 2024

  • Dolphin Manor, Hawaii

    Great house, as advertised. Nicely furnished. Pool is smaller than I thought from the pictures, but I should have looked more carefully. Activities and arranged chef were wonderful. The outreach from the concierge distinguished SJ and was much appreciated.

    Dave B., December 2025

  • Ani Dominican Republic, Dominican Republic

    Visiting Villa Ani was one of the best family trips we have ever taken. Working with Wade to find new places is always such a pleasure. Sheldon James properties never disappoint and one of the aspects that make it...

    Brown, March 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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