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Luxury Rentals in "Caribbean"

From USD $ 8,450 /night

featured

Fully Staffed

5th Night Free

7th Night Free

Villa Milestone | 8 BR

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

7.5

Turks and Caicos Islands

From USD $ 20,000 /night

featured

Fully Staffed

ÀNI Anguilla | 10 BR

Adventure Vacations, Caribbean Selection, Large Retreats, Ocean View, Villas, Wellness Collection, Yoga Retreat / Event Villas, Breakfast Included, Christmas & New Year Holidays 2025/2026, Large Villas, Resort Facilities, Short Walk to the Beach

Anguilla

Upon Request

featured

Passage

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

Saint Barthélemy

From USD 3300 p/night

featured

Villa Alta Gracia | 6 BR

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

Dominican Republic

From USD $ 17,000 /night

featured

Fully Staffed

ÀNI Anguilla 7 BR

Adventure Vacations, Caribbean Selection, Corporate Retreat, Golf Vacations, Honeymoon Collection, Large Retreats, Ocean View, Summer 2026, Villas, Wedding Collection, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Large Villas, Short Walk to the Beach, Villa Near The Beach

Anguilla

From USD $ 16,000 /night

featured

Fully Staffed

ÀNI Anguilla |6 BR

Caribbean Selection, Corporate Retreat, Large Retreats, Ocean View, Summer 2026, Villas, Wedding Collection, Wellness Collection, Yoga Retreat / Breakfast Included, Fully Staffed Villas, Large Villas, Resort Facilities, Villa Near The Beach

Anguilla

From USD $ 18,000 /night

featured

Fully Staffed

Ani Anguilla (8 BD)

Adventure Vacations, Caribbean Selection, Large Retreats, Ocean View, Summer 2026, Villas, Wedding Collection, Wellness Collection, Yoga Retreat / Event Villas, Breakfast Included, Large Villas, Resort Facilities, Villa Near The Beach

Anguilla

From USD $ 4,000 /night

featured

Fully Staffed

Villa Campo 12

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

7,5

Dominican Republic

From USD 1900 p/night

featured

Fully Staffed

Villa Mandala

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

6.5

Dominican Republic

Upon request

featured

Villa Utopic

Caribbean Selection, Honeymoon Collection, Sea View, Villas, Wellness Collection / Villa Near The Beach, Christmas & New Year Holidays 2025/2026, Large Villas

Saint Barthélemy

From $ 8,500 /night

featured

AMANYARA – 4 Bedroom Beach Villa

Beachfront Villas, Caribbean Selection, Corporate Retreat, Golf Vacations, Wedding Collection, Wellness Collection, Yoga Retreat / Resort Facilities

Turks and Caicos Islands

From $ 46,000 /night

featured

Fully Staffed

The Sanctuary Estate at COMO Parrot Cay

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

Turks and Caicos Islands

From USD 57000 p/night

featured

Fully Staffed

Musha Cay at Copperfield Bay

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

Bahamas

From USD $ 5,250 /night

featured

Fully Staffed

Villa Corales 28

Adventure Vacations, Beachfront Villas, Caribbean Selection, Golf Vacations, Large Retreats, Ocean View, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Large Villas, Resort Facilities, Villa Near The Beach

7.5

Dominican Republic

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Luxury Rentals in "Caribbean"

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Luxury Rentals in "Caribbean"