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807 Results found!

Luxury Rentals in "Caribbean"

Carisa | 1 BR

From USD 1457 p/n

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

1

2

1

Saint Martin

Casa Cana

From $ 5,400 /night

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

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20

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Dominican Republic

Valentina

From $ 5,000 /night

Fully Staffed

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

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Dominican Republic

Mango Walk

From USD $ 1,450 /night

Fully Staffed

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

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Barbados

Odyssey

From USD 1500 p/night

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

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8

4

Anguilla

Villa Sky

From $ 4,500 /night

Caribbean Selection, Beachfront Villas, Corporate Retreat, Golf Vacations, Large Retreats, Ocean View, Villas, Wellness Collection / Large Villas, Short Walk to the Beach

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12

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Anguilla

Villa Sea

From $ 5,200 /night

Caribbean Selection, Beachfront Villas, Golf Vacations, Large Retreats, Ocean View, Villas, Wellness Collection / Large Villas, Christmas & New Year Holidays 2025/2026

5

10

5

Anguilla

Villa Sand

From usd 4700 p n

Beachfront Villas, Caribbean Selection, Large Retreats, Villas, Yoga Retreat / Large Villas, Christmas & New Year Holidays 2025/2026, Short Walk to the Beach, Villa Near The Beach

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12

4

Anguilla

Villa Indigo

From USD $ 8,200 /night

Fully Staffed

Beachfront Villas, Caribbean Selection, Villas, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Large Villas, Short Walk to the Beach, Villa Near The Beach

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Anguilla

Nevaeh | 9 BR

From USD 7850 p/n

Fully Staffed

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

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Anguilla

The Beach House

From USD 12650 p/n

Fully Staffed

The Beach House

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

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16

10

Anguilla

Casa Carey

From USD 4980 p/n

Fully Staffed

Adventure Vacations, Caribbean Selection, Corporate Retreat, 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, Resort Facilities, Short Walk to the Beach

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Dominican Republic

Milestone | 6 BR

From USD $ 6,950 /night

Fully Staffed

5th Night Free

7th Night Free

Milestone | 6 BR

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

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6.5

Turks and Caicos Islands

Edge Anguilla

From $ 1,500 /night

Caribbean Selection, Corporate Retreat, Large Retreats, Ocean View, Summer 2026, Villas / Large Villas, Short Walk to the Beach

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10

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Anguilla