Luxury Rentals in "Caribbean Selection"

From USD $ 1,500 /night

Villa Azul

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

5

10

5

Anguilla

From USD $ 2,000 /night

Mangle House

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

5

12

5.5

Dominican Republic

From USD $ 1,900 /night

Villa Eden

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

6

12

6

Dominican Republic

From USD $ 6,279 /night

The Grand Palm Residence

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

7

22

8.5

Cayman Islands

From USD $ 4,749 /night

The Palm Estate

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

6

18

6.5

Cayman Islands

From USD $ 2,300 /night

Hawksbill Beach House | 2 BR

Beachfront Villas, Adventure Vacations, Caribbean Selection, Ocean View, Villas / Christmas & New Year Holidays 2025/2026, Short Walk to the Beach, Villa Near The Beach

2

4

2

Turks and Caicos Islands

From USD $ 1,500 /night

Casa Romeo

Adventure Vacations, Caribbean Selection, Large Retreats, Ocean View, Villas / Breakfast Included, Christmas & New Year Holidays 2025/2026, Large Villas, Short Walk to the Beach, Villa Near The Beach

5

10

5

Mexico

From USD $ 1,300 /night

Fully Staffed

Villa Amara | 3BR

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

3

6

3

Mexico

From USD $ 1,460 /night

Fully Staffed

Villa Amara | 4BR

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

4

8

4

Mexico

From USD $ 1,950 /night

Fully Staffed

Villa Amaite | 7 BR

Adventure Vacations, Beachfront Villas, Caribbean Selection, Food & Wine Collection, Golf Vacations, Large Retreats, Ocean View, Villas, Wedding Collection / Fully Staffed Villas, Event Villas, Large Villas

7

14

7

Mexico

From USD $ 1,850 /night

Fully Staffed

Villa Amaite | 6 BR

Adventure Vacations, Beachfront Villas, Caribbean Selection, Food & Wine Collection, Golf Vacations, Large Retreats, Ocean View, Villas, Wedding Collection / Fully Staffed Villas, Event Villas, Large Villas

6

12

6

Mexico

From USD 4200 p/night

Casa Ixchel 4BR

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

4

8

4

Mexico

From USD 4300 p/night

Casa Ixchel 5BR

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

5

10

5

Mexico

From USD $ 1,450 /night

Fully Staffed

Sugar Hill Illusion

Caribbean Selection, Ocean View, Villas, Wellness Collection, Yoga Retreat / Breakfast Included, Christmas & New Year Holidays 2025/2026, Fully Staffed Villas, Resort Facilities, Villa Near The Beach

4

8

4.5

Barbados

From USD $ 1,150 /night

Westshore Beach House

Adventure Vacations, Beachfront Villas, Caribbean Selection, Ocean View, Villas / Christmas & New Year Holidays 2025/2026, Short Walk to the Beach, Villa Near The Beach

4

8

4.5

Barbados

From USD $ 1,500 /night

Tom Tom 4BR

Adventure Vacations, Caribbean Selection, Golf Vacations, Ocean View, Villas / Christmas & New Year Holidays 2025/2026, Villa Near The Beach

4

8

4

Barbados

From USD $ 1,700 /night

Tom Tom 5BR

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

5

10

5.5

Barbados

From USD 2500 p/night

Villa Twin Palms

Beachfront Villas, Caribbean Selection, Corporate Retreat, Golf Vacations, Large Retreats, Ocean View, Summer 2026, Villas, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Large Villas

5

11

4.5

Turks and Caicos Islands

From USD $ 1,650 /night

Fully Staffed

Banyan House

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

5

10

5

Barbados

From USD $ 1,450 /night

Villa Tenby

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

4

8

4.5

Barbados

From USD $ 1,350 /night

Villa Elan

Caribbean Selection, Golf Vacations, 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

5

Barbados

From USD $ 1,500 /night

Fully Staffed

Pebble

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

3

6

3

Barbados

From $ 13,000 /night

Fully Staffed

Laughing Waters 8BR

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

8

16

8

Barbados

From $ 13,000 /night

Fully Staffed

Laughing Waters 6BR

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

6

12

6

Barbados