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 912 luxury villa rentals

Experienced by Our Team
$5,900 - $15,000/nt
$15,000 - $35,000/nt
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$16,000 - $37,000/nt
$16,000 - $32,000/nt
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$12 - $23/nt
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$12 - $23/nt
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
  • Hokulani 825, Hawaii

    Trip was wonderful and the accommodates met our high expectations. James and team did a nice job
    communicating and providing details.

    Ben, 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
  • Wind Chime Villa, Turks and Caicos

    Spectacular villa. Perfectly designed. Immaculately maintained. Unbelievably attentive staff. One of the best we’ve had the good fortune to enjoy.

    Greg H, February 2024
$357 - $1,215/nt
$400 - $2,300/nt
€496 - €2,225/nt
Experienced by Our Team
$540 - $1,100/nt

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.