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Luxury Rentals in "Caribbean"

Casa Aquila | 3BR

From USD $1,714 /night

Casa Aquila | 3BR

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

3

6

3

Bohemia | 6 BR

From USD 3400 p/night

Fully Staffed

Caribbean Selection, Corporate Retreat, Food & Wine Collection, Large Retreats, Ocean View, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Christmas & New Year Holidays 2026/2027, Large Villas, Villa Near The Beach

6

12

6

St. James, Caribbean

Casa Musica

From USD $2,280 /night

Caribbean Selection, Ocean View, Summer 2027, Villas, Wellness Collection, Yoga Retreat / Christmas & New Year Holidays 2026/2027, Villa Near The Beach

5

10

5

Falmouth Harbour

Sea Breeze Estate

From USD $15,500 /night

Sea Breeze Estate

Beachfront Villas, Caribbean Selection, Large Retreats, Ocean View, Summer 2027, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Large Villas, Short Walk to the Beach, Villa Near The Beach

8

16

9

Caribbean, Providenciales

Villa Larimar | 2BR

From USD 1914 p/n

Villa Larimar | 2BR

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

2

4

2

Gran Cul de Sac

Caribbean, St Barts Villas

Villa Larimar | 3BR

From USD 2214 p/n

Villa Larimar | 3BR

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

3

6

3

Gran Cul de Sac

Caribbean, St Barts Villas

Casa Del Mar

From USD $8,000 /night

Fully Staffed

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

7

16

8

Cap Cana, Punta Cana

The Great House | 8BR

From USD $13,000 /night

Fully Staffed

The Great House | 8BR

Beachfront Villas / Large Villas

8

16

8

St Peter, Caribbean

The Great House | 10 BR

From USD $15,000 /night

Fully Staffed

Tortuga C9

$2,000 starting from /night

Caribbean Selection, Golf Vacations, Large Retreats, Summer 2027, Villas, Wellness Collection / Christmas & New Year Holidays 2026/2027, Large Villas, Resort Facilities, Short Walk to the Beach, Villa Near The Beach

5

12

5

Villa Linda

From USD 4142

Adventure Vacations, Caribbean Selection, Large Retreats, Ocean View, Villas, Wellness Collection, Yoga Retreat / Christmas & New Year Holidays 2026/2027, Villa Near The Beach

5

10

6

Caribbean, St Barts Villas

Casa Bliss

From USD $1,050 /night

Fully Staffed

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

4

8

4

Caribbean, Casa de Campo

Palm West

From USD $3,650 /night

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

5

10

5

Caribbean, Casa de Campo

Dream Estate at Ambergris Cay All Inclusive Private Island

From USD $34,250 /night

Fully Staffed

Dream Estate at Ambergris Cay All Inclusive Private Island

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

11

22

12.5

Ambergris Cay, Caribbean

Oceanview Villa

From USD $3,680 /night

Oceanview Villa

Caribbean Selection, Golf Vacations, Ocean View, Summer 2027, Villas, Wellness Collection / Breakfast Included, Christmas & New Year Holidays 2026/2027, Resort Facilities, Villa Near The Beach

3

6

3.5

Grand Anse Beach