Luxury Rentals in "Caribbean"

From USD 5000 p/night

Fully Staffed

The Ridge 9BD

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

9

18

9

Barbados

From USD $ 5,000 /night

Fully Staffed

Le Chateau des Palmiers 6 BD

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

6

12

6.5

Saint Martin

From USD $ 1,142 /night

Aqua Rock 2 BD

Adventure Vacations, Caribbean Selection, Honeymoon Collection, 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 Martin

From USD $ 1,428 /night

Aqua Rock 4 BD

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

4

8

4

Saint Martin

From $ 950 /night

Wellness 4 BD

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

4

8

4.5

Saint Martin

Starting From $ 650 /night

Venus 3 BD

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

3

6

3,5

Saint Martin

From USD $ 2,206 /night

Lagos 82

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

5

12

6

Dominican Republic

From USD $ 1,765 /night

Hacienda A52

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

7

18

7.5

Dominican Republic

From USD 1857 p/night

20% Discount

Privilége 6 BD

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

6

12

6.5

Saint Martin

From USD 1714 p/night

Privilége 5 BD

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

5

10

5.5

Saint Martin

Starting From $ 2,300 /night

Le Caprice 6 BD

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

7

14

7

Saint Martin

From USD 5000 p/night

Villa Antares

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

5

10

5

Saint Barthélemy

From USD $ 1,250 /night

Villa Sara

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

5

12

5.5

Mexico

From USD 1,500 per night

Fully Staffed

Villa Avanti 4 BD

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

4

8

4

Saint Martin

From USD $ 2,750 /night

Villa Rêve Noir

Caribbean Selection, Corporate Retreat, Golf Vacations, Ocean View, Summer 2026, Villas, Yoga Retreat / Breakfast Included, Christmas & New Year Holidays 2025/2026, Event Villas, Villa Near The Beach

4

8

5

Anguilla

From USD $ 1,900 /night

Fully Staffed

Villa Cool Wind

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

5

10

6

Barbados

From USD $ 1,750 /night

Fully Staffed

Villa Windfall

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

5

10

6

Barbados

From USD $ 5,810 /night

Fully Staffed

Villa La Serenissima

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

8

16

8

Dominican Republic

From USD $ 2,000 /night

Fully Staffed

Casa Ipanema

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

5

12

6

Dominican Republic

From USD $ 5,600 /night

Fully Staffed

Villa Santosha | 6 BR

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

6

12

6.5

Anguilla

From USD $ 4,400 /night

Villa Santosha | 4 BR

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

4

8

4.5

Anguilla

From USD $ 8,450 /night

Fully Staffed

Footprints

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

8

16

8.5

Turks and Caicos Islands

From USD $ 1,950 /night

Fully Staffed

Villa Saramanda

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

5

10

5

Barbados

From USD 1665 p/night

Fully Staffed

Solaris Beach House | 4BR

Sea View, Beachfront Villas, Caribbean Selection, Corporate Retreat, Golf Vacations, Ocean View, Summer 2026, Villas, Wellness Collection / Christmas & New Year Holidays 2025/2026, Fully Staffed Villas

4

8

4

Barbados