Luxury Rentals in "Caribbean"

From USD 8500 p/night

Fully Staffed

15% Discount

Villa Vision Beach

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

Caribbean Selection, Ocean View, Villas, Yoga Retreat / Christmas & New Year Holidays 2026/2027, Fully Staffed Villas, Short Walk to the Beach

From USD 980 p/n

Marsh Mellow

Weston

Caribbean, St. James

From USD $6,200 /night

Fully Staffed

Villa Silver Sands (8 BD)

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

Thompson Cove

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

From $1,600 /night

Fully Staffed

Villa Bonavista (4 BD)

Beachfront Villas, Adventure Vacations, Caribbean Selection, Corporate Retreat, Golf Vacations, Large Retreats, Ocean View, Summer 2027, Villas, Yoga Retreat / Christmas & New Year Holidays 2026/2027, Fully Staffed Villas, Large Villas, Short Walk to the Beach

Gibbes

St Peter, Caribbean

From USD 9350 p/n

Fully Staffed

Kiko (8 BD)

Holetown

Caribbean, St. James

From USD $10,000 /night

Fully Staffed

20% Discount

Villa Salacia | 7 BR

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

From USD $15,000 /night

Fully Staffed

Villa Sentosa

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

From USD $14,000 /night

15% Discount

Fully Staffed

Villa Hawksbill | 6 BR

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

From USD $16,500 /night

15% Discount

Fully Staffed

Villa Hawksbill | 8 BR

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

From USD $8,000 /night

Fully Staffed

15% Discount

Villa Awa

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

6.5

Beachfront Villas, Caribbean Selection, Golf Vacations, Honeymoon Collection, Ocean View, Villas / Christmas & New Year Holidays 2026/2027, Short Walk to the Beach, Villa Near The Beach

From USD $1,000 /night

15% Discount

Villa Beach Shack

Caribbean, St Maarten Villas

From $2,500 /night

Fully Staffed

Villa Amalia (5 BD)

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

Guana Bay

Starting From $3,000 /night

Fully Staffed

10% Discount

Villa Amalia (6 BD)

Caribbean Selection, Adventure Vacations, Corporate Retreat, Golf Vacations, Large Retreats, Ocean View, Villas, Wellness Collection / Villa Near The Beach, Fully Staffed Villas, Large Villas

Guana Bay

Caribbean, St Maarten Villas

Two Bedroom Patio Villa with Studio – MO Canouan

Upon Request

Two Bedroom Patio Villa with Studio – MO Canouan

Caribbean Selection, Corporate Retreat, Honeymoon Collection, Ocean View, Wedding Collection, Wellness Collection, Yoga Retreat / Resort Facilities, Villa Near The Beach

Canouan, Caribbean

From $6,000 /night

Lagoon Villa – MO Canouan

Beachfront Villas, Caribbean Selection, Honeymoon Collection, Ocean View, Villas, Wedding Collection, Wellness Collection / Christmas & New Year Holidays 2026/2027, Resort Facilities, Villa Near The Beach

Caribbean, Canouan

From USD $7,200 /night

Fully Staffed

20% Discount

Villa Bajacu

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

Turtle Tail