Caribbean

What else can we say about the Caribbean that you can’t get from our stunning villa pictures? Search Sheldon James’ collection of luxury villas in the Caribbean and start dreaming. 

Discover our 324 luxury villa rentals

$400 - $2,000/nt
$540 - $1,100/nt
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$714 - $1,929/nt
5 star Review! ⭐️⭐️⭐️⭐️⭐️
$742 - $2,857/nt
$795 - $2,300/nt
$814 - $2,286/nt
$825 - $3,250/nt

The islands of the Caribbean can’t be painted with one brush, but common threads include warm, white sand and cool blue water, green hills and tropical rainbow-colored drinks, sunny smiles and relaxed flip-flop vibes. Tell us what you’re looking for and we’ll find the perfect villa for your next holiday.

$857 - $3,857/nt
$857 - $3,429/nt
$900 - $3,571/nt
$929 - $3,429/nt