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 806 luxury villa rentals

Rates upon request
2 Bdr Beach House at Parrot Cay, Turks and Caicos, Parrot Cay
4 Guests • 2 Bedrooms • 2 Bathrooms
$2,600 - $10,000/nt
4BR Puka Pa Estate at Four Seasons Hualalai Resort, Hawaii, Big Island
8 Guests • 4 Bedrooms • 4.5 Bathrooms
BE IN THE KNOW
Sign up for access to our private portfolio.
Pocket listings, early access, new villas and more.
VIP ACCESS STARTS HERE

Name*
This field is for validation purposes and should be left unchanged.
EXCLUSIVE ACCESS ACTIVATED
Thank you and stay tuned.
Your insider news and more are on the way.
Villa Reviews

  • 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

  • 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

  • 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

  • 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
$3,800 - $14,000/nt
5BR Estate Home at Mauna Kea Resort, Hawaii, Big Island
10 Guests • 5 Bedrooms • 5 Bathrooms
$3,600 - $10,000/nt
5BR Fairways North at Mauna Kea Resort, Hawaii, Big Island
10 Guests • 5 Bedrooms • 7 Bathrooms
$5,280 - $8,000/nt
A La Mer, St. John, Great Cruz Bay
14 Guests • 7 Bedrooms • 7 Bathrooms
$3,750 - $20,500/nt
Aama, Barbados, Sandy Lane
14 Guests • 7 Bedrooms • 8 Bathrooms
$1,700 - $3,150/nt
Abacus, Jamaica, Montego Bay
8 Guests • 4 Bedrooms • 4 Bathrooms
€9,383 - €38,633/nt
Adeline, France, Paris
8 Guests • 4 Bedrooms • 4 Bathrooms
€2,250 - €3,000/nt
Adorna, Italy, Tuscany
14 Guests • 7 Bedrooms • 7 Bathrooms
€2,000 - €2,300/nt
Adria, Italy, Lake Como
8 Guests • 4 Bedrooms • 4 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

Vic Tool

Internal Info

Supplier:
Commission Value:
Link to Rates:
Price & Villa Details:
Villa Status:
Villa Status Description:
Sales Pitch (INTERNAL VIC TOOL):
Look Before You Book Details: