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Luxury Rentals in "Caribbean"

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

Long Bay

Anguilla Villas, Caribbean

From $5,200 /night

Villa Sea

Caribbean Selection, Beachfront Villas, Golf Vacations, Large Retreats, Ocean View, Villas, Wellness Collection / Large Villas, Christmas & New Year Holidays 2026/2027

Long Bay

Anguilla Villas, Caribbean

From usd 4700 p n

Villa Sand

Beachfront Villas, Caribbean Selection, Large Retreats, Villas, Yoga Retreat / Large Villas, Christmas & New Year Holidays 2026/2027, Short Walk to the Beach, Villa Near The Beach

Long Bay

Anguilla Villas, Caribbean

From USD $8,200 /night

Fully Staffed

Villa Indigo

Beachfront Villas, Caribbean Selection, Villas, Yoga Retreat / Christmas & New Year Holidays 2026/2027, Large Villas, Short Walk to the Beach, Villa Near The Beach

Little Harbour

Anguilla Villas, Caribbean

From USD 11150 p/night

Fully Staffed

Villa Nevaeh | 9 BR

Beachfront Villas, Adventure Vacations, Caribbean Selection, Large Retreats, Ocean View, Summer 2027, Villas / Christmas & New Year Holidays 2026/2027, Fully Staffed Villas, Large Villas

Long Bay

Anguilla Villas, Caribbean

From USD 12650 p/n

Fully Staffed

The Beach House

Beachfront Villas, Adventure Vacations, Caribbean Selection, Corporate Retreat, Large Retreats, Ocean View, Summer 2027, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Christmas & New Year Holidays 2026/2027, Large Villas

Meads Bay

Anguilla Villas, Caribbean

From USD $6,950 /night

Fully Staffed

From $1,500 /night

Edge Anguilla

Caribbean Selection, Corporate Retreat, Large Retreats, Ocean View, Summer 2027, Villas / Large Villas, Short Walk to the Beach

Pelican Bay

Caribbean, Anguilla Villas

From USD 5600 p/n

Fully Staffed

Kishti East

Beachfront Villas / Christmas & New Year Holidays 2026/2027

Meads Bay

Anguilla Villas, Caribbean

Starting From USD $2,450 /night

Nelson Gay

Caribbean Selection, Beachfront Villas, Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2027, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Christmas & New Year Holidays 2026/2027, Large Villas

9.5

Speightstown

Caribbean, St Peter

From USD 2500 p/n

20% Discount

Hyperion at Long Bay Beach

Caribbean Selection, Beachfront Villas, Corporate Retreat, Large Retreats, Ocean View, Villas, Yoga Retreat / Large Villas, Christmas & New Year Holidays 2026/2027

5.5

Long Bay Beach

Caribbean, Providenciales

From USD 2500 p/n

Villa Eos

Beachfront Villas, Caribbean Selection, Large Retreats, Ocean View, Summer 2027, Villas, Wellness Collection / Christmas & New Year Holidays 2026/2027, Short Walk to the Beach

5.5

Long Bay Beach

Caribbean, Providenciales

From USD 6500 p/n

Fully Staffed

Bachelor Hall | 6 BR

Food & Wine Collection, Beachfront Villas, Caribbean Selection, Corporate Retreat, Golf Vacations, Large Retreats, Ocean View, Summer 2027, Villas, Wellness Collection / Fully Staffed Villas, Large Villas

Holetown

Caribbean, St. James

From USD 7142 p/night to USD 28285 p/night

Villa La Plage

Beachfront Villas, Caribbean Selection, Corporate Retreat, Large Retreats, Villas, Wellness Collection / Christmas & New Year Holidays 2026/2027, Breakfast Included, Large Villas

Lorient Bay, Caribbean, St Barts Villas

From USD 2150

Fully Staffed

Hacienda A31

Caribbean Selection, Golf Vacations, Large Retreats, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Christmas & New Year Holidays 2026/2027, Resort Facilities, Villa Near The Beach

6.5

Punta Cana

Caribbean

From $ 2572 to USD 6143 Per night

Fully Staffed

Following Seas

Caribbean Selection, Corporate Retreat, Golf Vacations, Ocean View, Summer 2027, Villas / Fully Staffed Villas, Large Villas, Resort Facilities, Villa Near The Beach

Montego Bay

Caribbean

From $3,550 /night

Fully Staffed

Casablanca | 7 BR

Caribbean Selection, Adventure Vacations, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2027, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Large Villas, Villa Near The Beach

Holetown

Caribbean, St. James

From USD 2780 p/night

Fully Staffed

Arrecife 4

Adventure Vacations, Caribbean Selection, Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2027, Villas, Wellness Collection, Yoga Retreat / Christmas & New Year Holidays 2026/2027

Punta Cana

Caribbean

Starting From $990 /night

Belle Fontaine | 4 BR

Caribbean Selection, Corporate Retreat, Large Retreats, Ocean View, Summer 2027, Villas / Christmas & New Year Holidays 2026/2027, Large Villas, Villa Near The Beach

Caribbean, St Martin Villas, Terres Basses

From USD 1210 per night

15% Discount

Special Rates

Villa Amelie

Caribbean Selection, Food & Wine Collection, Honeymoon Collection, Ocean View, Summer 2027, Villas, Wellness Collection / Villa Near The Beach

Marigot Saint Barts, Pointe Milou

Caribbean, St Barts Villas

Luxury Rentals in "Caribbean"

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