DestinationsCaribbean
Island living

Caribbean Villa Rentals

Beachfront villas, staffed estates, and private island hideaways shaped around warm water, easy days, and complete privacy.

Private collection

Luxury villa stays in Caribbean

Families, milestone trips, and groups who want sunshine, service, and room to gather by the sea.

11Villas
39Bedrooms up to
334Total guest capacity
Beachfront homes Villa staff Yacht days Barefoot dining
Featured homes

Caribbean villas to consider

Browse the public collection, then send an inquiry for availability, pricing, and private alternatives.

Emerald Pavilion 5.0

Grace Bay, Turks & Caicos

Emerald Pavilion

$10,000/night
14 guests 7 bedrooms Send Inquiry
Casa Del Mar 4.9

Cap Cana, Dominican Republic

Casa Del Mar

$8,000/night
16 guests 7 bedrooms Send Inquiry
Aerial Private Retreat 5.0

Buck Island, British Virgin Islands

Aerial Private Retreat

Inquire
34 guests 17 bedrooms Send Inquiry
The Great House 5.0

Turtle Beach, Barbados

The Great House

$11,000/night
24 guests 12 bedrooms Send Inquiry
Sea Breeze Estate 5.0

Grace Bay, Turks & Caicos

Sea Breeze Estate

$12,000/night
16 guests 8 bedrooms Send Inquiry
Ani Caribbean Estate 5.0

North Coast, Dominican Republic

Ani Caribbean Estate

$16,000/night
28 guests 14 bedrooms Send Inquiry
Necker Island 5.0

Necker Island, British Virgin Islands

Necker Island

$149,750/night
56 guests 30 bedrooms Send Inquiry
Moskito Island 5.0

Moskito Island, British Virgin Islands

Moskito Island

Inquire
92 guests 39 bedrooms Send Inquiry
Caribbean villa destination
Get to know Caribbean

A stay shaped around place, privacy, and pace.

Our advisors help match the home to the way you travel, from staffed beachfront estates and historic villas to discreet homes that stay off the public collection.

Once the villa is selected, concierge planning can arrange chefs, transfers, yacht days, wellness, restaurant reservations, and arrival provisions.

Request Availability