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Luxury Rentals in "Caribbean"

From USD 7000 p/n

Fully Staffed

Bachelor Hall | 7 BR

Food & Wine Collection, Beachfront Villas, Caribbean Selection, Corporate Retreat, Golf Vacations, Large Retreats, Ocean View, Summer 2026, Villas, Wellness Collection / Fully Staffed Villas

Barbados

Starting From USD 3900 p/night

Aquamare I

Beachfront Villas, Adventure Vacations, Caribbean Selection, Corporate Retreat, Large Retreats, Ocean View, Summer 2026, Villas, Yoga Retreat / Large Villas

Virgin Islands (British)

From USD 6050 p/night

Fully Staffed

Villa Oasis

Adventure Vacations, Caribbean Selection, Golf Vacations, Large Retreats, Ocean View, Summer 2026, Villas, Waterfront, Wellness Collection, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Fully Staffed Villas, Large Villas, Short Walk to the Beach

Dominican Republic

From USD 860 p/night

Tortuga Bay C33

Adventure Vacations, Caribbean Selection, Corporate Retreat, Golf Vacations, Large Retreats, Villas, Wellness Collection / Christmas & New Year Holidays 2025/2026, Resort Facilities, Villa Near The Beach

4.5

Dominican Republic

From USD 1000 p/night

Agave Azul | 4 BR

Caribbean Selection, Corporate Retreat, Honeymoon Collection, Ocean View, Summer 2026, Villas, Wellness Collection / Villa Near The Beach, Christmas & New Year Holidays 2025/2026

Saint Barthélemy

From USD 1140 p/ night

Aka | 3 BR

Caribbean Selection, Adventure Vacations, Honeymoon Collection, Ocean View, Sea View, Summer 2026, Villas, Wellness Collection / Short Walk to the Beach

Saint Barthélemy

From USD 2785 p/n

New Addition

La Bella Casa | 12 BR

Caribbean Selection, Corporate Retreat, Large Retreats, Ocean View, Villas, Wellness Collection, Yoga Retreat / Large Villas, Villa Near The Beach

Saint Martin

From $ 3,580 /night

Fully Staffed

Arrecife 24/25 | 9 BR

Adventure Vacations, Caribbean Selection, Corporate Retreat, Food & Wine Collection, Golf Vacations, Summer 2026, Villas, Wedding Collection, Wellness Collection / Fully Staffed Villas, Large Villas, Resort Facilities, Villa Near The Beach

Dominican Republic

From USD $ 2,790 /night

Fully Staffed

Chez Moi – Arrecife SB6

Adventure Vacations, Caribbean Selection, Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Large Villas, Resort Facilities, Villa Near The Beach

Dominican Republic

From USD $ 1,080 /night

Buena Vida

Caribbean Selection, Corporate Retreat, Golf Vacations, Large Retreats, Summer 2026, Villas, Wellness Collection / Villa Near The Beach, Christmas & New Year Holidays 2025/2026, Resort Facilities

Dominican Republic

From USD 1250 p/n

Starfish

Caribbean Selection, Corporate Retreat, Food & Wine Collection, Golf Vacations, Villas, Wellness Collection, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Villa Near The Beach

5.5

Dominican Republic

From USD 2800 p/n

Fully Staffed

Footprints

Beachfront Villas, Caribbean Selection, Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Ocean View, Villas, Wellness Collection, Yoga Retreat / Large Villas, Fully Staffed Villas

Barbados

From USD 4000 p/n

Palm Point

Beachfront Villas, Caribbean Selection, Corporate Retreat, Large Retreats, Ocean View, Villas, Wellness Collection, Yoga Retreat / Large Villas

Antigua and Barbuda

From USD 1430 p/n

Miramar | 5 BR

Adventure Vacations, Beachfront Villas, Caribbean Selection, Food & Wine Collection, Honeymoon Collection, Ocean View, Villas, Yoga Retreat / Christmas & New Year Holidays 2025/2026

Mexico

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Luxury Rentals in "Caribbean"

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Luxury Rentals in "Caribbean"