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 831 luxury villa rentals

Rates upon request
$2,600 - $10,000/nt
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Villa Reviews
  • 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
  • Baraka Point, Virgin Gorda

    My family has a great time and Wade was a true professional. The trip was everything Wade said it would be. The staff on Baraka Point was unreal and made me and my family feel very comfortable. and a...

    Zachary Z, November 2023
  • Villa Las Rocas, Los Cabos

    We’ve been using Sheldon James for all of our villa rentals and this was yet another perfect experience! The team really knows what they’re doing and always find the perfect villa for our events.

    Norm L, June 2023
  • 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
$3,800 - $14,000/nt
$3,600 - $10,000/nt
$5,280 - $8,000/nt
$3,750 - $20,500/nt
$1,700 - $3,150/nt
€9,383 - €38,633/nt
€2,250 - €3,000/nt
€2,000 - €2,300/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.