Anguilla

Why complicate things – villas in Anguilla tick every box, from style to substance. This island is known for offering seven-star luxury and being a bit of a hideaway, so if you’re looking to escape somewhere, Anguilla might just be it. Sheldon James offers luxury villas in Anguilla’s best secret corners. 

Anguilla offers 7-star luxury, beautiful beaches and a ton of privacy.

Discover our 17 luxury villa rentals

$1,400 - $5,000/nt
$1,700 - $4,000/nt
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.
$1,850 - $7,399/nt
$1,850 - $3,571/nt
$2,000 - $8,000/nt
$2,300 - $10,500/nt
$3,100 - $10,000/nt

Anguilla is easy to love. Powder-soft beaches and glassy turquoise water are the order of the day here, and never too far away from our villas in Anguilla, if not just steps out your door. The island is on the sleepier side, but we can get your heart racing with watersports, sailing, golf and more. Gourmet restaurants and casual beach bars are also there to tempt you throughout the day. For something a little different, try an excursion from Anguilla to St Martin or St Barts.

$3,200 - $14,500/nt
$3,300 - $11,000/nt
$3,450 - $14,000/nt
$3,450 - $12,000/nt
THE SHELDON JAMES WAY

Sheldon James has stayed and played at our Anguilla villas and can guide you through choosing the best home for your next holiday. When you arrive, our trusted on-island partners will help us deliver an unforgettable experience. 

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.