Luxury Rentals in "Caribbean Selection"

From USD 1240 p/night

Hacienda B14

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

4

10

4

Dominican Republic

From USD 2200 p/night

Beach Escape

Beachfront Villas, Caribbean Selection, Large Retreats, Summer 2026, Villas, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Large Villas

5

10

5.5

Anguilla

From USD 1700 p/night

Angel Point | 3 BR

Ocean View, Adventure Vacations, Caribbean Selection, Corporate Retreat, Food & Wine Collection, Golf Vacations, Honeymoon Collection, Large Retreats, Waterfront, Yoga Retreat / Villa Near The Beach, Large Villas, Short Walk to the Beach

3

6

3

Anguilla

From USD 2300 p/night

Angel Point | 6 BR

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

6

12

6

Anguilla

From USD 2300 p/night

Alkera 3 BR

Adventure Vacations, Caribbean Selection, Corporate Retreat, Golf Vacations, Honeymoon Collection, Ocean View, Villas, Wellness Collection, Yoga Retreat / Villa Near The Beach

3

6

4

Anguilla

From USD $ 2,050 /night

Fully Staffed

Dolphin Beach House | 4 BR

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

4

8

4

Barbados

From USD $ 2,350 /night

Fully Staffed

Dolphin Beach House | 5 BR

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

5

10

5

Barbados

From USD $ 950 /night

Fully Staffed

Harikoa

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

4

8

5

Barbados

From USD 1714 p/night

Villa Lagon Vert

Caribbean Selection, Corporate Retreat, Ocean View, Summer 2026, Villas, Wellness Collection / Large Villas, Villa Near The Beach

7

14

7

Saint Barthélemy

From USD 2500 p/night

Beach Enclave North Shore – 3 Bedroom Ocean View Beach House

Caribbean Selection, Adventure Vacations, Corporate Retreat, Food & Wine Collection, Golf Vacations, Honeymoon Collection, Ocean View, Villas, Wellness Collection, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Resort Facilities, Short Walk to the Beach

3

6

3.5

Turks and Caicos Islands

From USD 2000 p/night

Villa White Sun

Caribbean Selection, Corporate Retreat, Ocean View, Villas / Villa Near The Beach

3

6

4

Saint Barthélemy

From USD 2186 p/night

Fully Staffed

Villa Azimuth

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

3

6

3

Turks and Caicos Islands

From $ 2,700 /night

Fully Staffed

Casablanca | 5 BR

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

5

10

5

Barbados

Price on request

Issayah Estate

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, Villa Near The Beach

14

28

14

Saint Barthélemy

From USD 14800 p/night

Seaclusion Oasis

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

13

26

14

Turks and Caicos Islands

From USD 17,000 p/night

Fully Staffed

The Great House

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

12

30

12

Barbados

From USD 2285 p/night

Villa Edunia

Caribbean Selection, Corporate Retreat, Food & Wine Collection, Large Retreats, Ocean View, Villas, Wellness Collection / Villa Near The Beach

4

8

4

Saint Barthélemy

From USD $ 2,800 /night

Fully Staffed

Dolphin Beach House | 6 BR

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

6

12

6

Barbados

From USD 4000 p/night

Fully Staffed

Bohemia | 8 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

8

16

11

Barbados

From $ 1,425 /night

Aquilae

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

5

10

5.5

Barbados

From USD $ 1,000 /night

Tortuga B19

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

5

12

5.5

Dominican Republic

From USD 10400 p/night

Villa Seaclusion

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

8

16

9.5

Turks and Caicos Islands

From USD 4480 p/night

Turtle Inlet

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, Resort Facilities

5

10

5.5

Turks and Caicos Islands

From USD 4480 p/night

Sundog

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

5

10

5.5

Turks and Caicos Islands