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Luxury Rentals in "Caribbean"

From 3000 To 10000 USD per night

Fully Staffed

St Helena

Caribbean Selection, Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Villas, Wedding Collection, Wellness Collection / Fully Staffed Villas, Large Villas, Villa Near The Beach

Barbados

From USD 1800 p/night

Villa Amarilla | 3 BR

Caribbean Selection, Adventure Vacations, Corporate Retreat, Food & Wine Collection, Large Retreats, Ocean View, Villas, Wellness Collection, Yoga Retreat / Villa Near The Beach, Christmas & New Year Holidays 2025/2026, Short Walk to the Beach

Anguilla

From USD 2000 p/night

Villa Amarilla | 4 BR

Caribbean Selection, Adventure Vacations, Food & Wine Collection, Ocean View, Villas, Wellness Collection / Villa Near The Beach

Anguilla

From USD 2200 p/night

Villa Amarilla | 5 BR

Caribbean Selection, Adventure Vacations, Corporate Retreat, Food & Wine Collection, Honeymoon Collection, Ocean View, Villas, Wellness Collection, Yoga Retreat / Large Villas, Villa Near The Beach

Anguilla

From $ 9,000 /night

Fully Staffed

Seaclusion

Beachfront Villas, Caribbean Selection, Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Ocean View, Summer 2026, Villas, Wellness Collection / Christmas & New Year Holidays 2025/2026, Large Villas, Villa Near The Beach

Barbados

From USD $ 700 /night

Capri Manor

Corporate Retreat, Villas / Villa Near The Beach, Christmas & New Year Holidays 2025/2026

Barbados

From USD 2250 p/night

Special Rates

Nirvana

Adventure Vacations, Beachfront Villas, Corporate Retreat, Golf Vacations, Ocean View, Villas / Fully Staffed Villas, Christmas & New Year Holidays 2025/2026, Large Villas

Barbados

From USD 1750 p/n

Fully Staffed

Portobello

Beachfront Villas, Caribbean Selection, Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Ocean View, Wellness Collection / Fully Staffed Villas, Christmas & New Year Holidays 2025/2026, Large Villas

Barbados

Starting From $ 530 /night

La Casa del Jefe | 3 BR

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

Saint Martin

Starting From $ 675 /night

15% Discount

La Casa del Jefe | 4 BR

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

Saint Martin

From USD 3400 p/n

Fully Staffed

20% Discount

Villa Cielo

Beachfront Villas, Caribbean Selection, Honeymoon Collection, Ocean View, Summer 2026, Villas, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Fully Staffed Villas

Turks and Caicos Islands

From USD 4285 p/ night To USD 20714 per night

Jade

Caribbean Selection, Adventure Vacations, Corporate Retreat, Large Retreats, Ocean View, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Christmas & New Year Holidays 2025/2026

Saint Barthélemy

From $ 1,500 /night

Beau Rivage

Beachfront Villas, Caribbean Selection, Golf Vacations, Honeymoon Collection, Ocean View, Summer 2026, Villas / Christmas & New Year Holidays 2025/2026, Villa Near The Beach

3.5

Saint Martin

From USD $ 12,500 /night

Fully Staffed

Villa Sole e Mare | 10 BR

Beachfront Villas, Caribbean Selection, Food & Wine Collection, Golf Vacations, Large Retreats, Ocean View, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Fully Staffed Villas, Large Villas

12.5

Turks and Caicos Islands

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Luxury Rentals in "Caribbean"

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Luxury Rentals in "Caribbean"