Luxury Rentals in "Caribbean"

From USD 2550 p/night

Serenity Barbados | 5 BR

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

5

10

5

Barbados

From USD 11124

Villa C&B By The Sea

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

9

18

11

Bahamas

From USD 1665 p/night

Special Rates

Nirvana | 4BR

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

4

8

4

Barbados

From USD 5000 p/night

Manoir De Lorient

Adventure Vacations, Caribbean Selection, Corporate Retreat, Food & Wine Collection, Large Retreats, Summer 2026, Villas, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Large Villas, Short Walk to the Beach

7

14

6

Saint Barthélemy

From USD 3900 p/night

Ocean Pearl

Caribbean Selection, Corporate Retreat, Food & Wine Collection, Large Retreats, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Large Villas, Short Walk to the Beach

6

12

6.5

Anguilla

From USD $ 1,714 /night

Casa Aquila | 3BR

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

3

6

3

Saint Martin

From USD $ 1,857 /night

Casa Aquila | 4BR

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

4

8

4

Saint Martin

From USD $ 2,142 /night

Casa Aquila

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

5

10

6

Saint Martin

From USD 3400 p/night

Fully Staffed

Bohemia | 6 BR

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

6

12

6

Barbados

From USD $ 6,000 /night

Okyanus

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, Large Villas, Short Walk to the Beach

6

14

7

Dominican Republic

From USD $ 1,710 /night

Casa Musica

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

5

10

4

Antigua and Barbuda

From USD $ 1,600 /night

Hacienda La Paloma

Caribbean Selection, Golf Vacations, Large Retreats, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Large Villas, Resort Facilities, Villa Near The Beach

5

12

6

Dominican Republic

From USD $ 12,950 /night

Sea Breeze Estate | 5 BR

Beachfront Villas, Caribbean Selection, Large Retreats, Ocean View, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Large Villas, Short Walk to the Beach, Villa Near The Beach

5

10

5

Turks and Caicos Islands

From USD $ 15,500 /night

Sea Breeze Estate

Beachfront Villas, Caribbean Selection, Large Retreats, Ocean View, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Large Villas, Short Walk to the Beach, Villa Near The Beach

8

16

9

Turks and Caicos Islands

From USD 1914 p/n

Villa Larimar | 2BR

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

2

4

2

Saint Barthélemy

From USD 2214 p/n

Villa Larimar | 3BR

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

3

6

3

Saint Barthélemy

From USD $ 8,000 /night

Fully Staffed

Casa Del Mar

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

7

16

8

Dominican Republic

From USD 13,000 p/night

Fully Staffed

The Great House | 8BR

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

8

16

8

Barbados

From USD 15,000 p/night

Fully Staffed

The Great House | 10 BR

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

10

20

10

Barbados

$ 2,000 starting from /night

Tortuga C9

Caribbean Selection, Golf Vacations, Large Retreats, Summer 2026, Villas, Wellness Collection / Christmas & New Year Holidays 2025/2026, Large Villas, Resort Facilities, Short Walk to the Beach, Villa Near The Beach

5

12

5

Dominican Republic

From USD 4142

Linda

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

5

10

6

Saint Barthélemy

From USD 21,428 p/night

Ana Flamands

Adventure Vacations, Beachfront Villas, Caribbean Selection, Corporate Retreat, Honeymoon Collection, Large Retreats, Ocean View, Summer 2026, Villas, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Large Villas, Short Walk to the Beach

5

10

5

Saint Barthélemy

From USD $ 3,500 /night

20% Discount

The Catch 4 BR

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

4

10

4.5

Turks and Caicos Islands

From USD $ 1,040 /night

Villa Paradiso

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

4

8

4

Dominican Republic