Rental United PMS

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Hilltop Grand Luxury Estate with 360 Degree Views Infinity Pool and Private Cove from VILLAWAY®

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Peak

Long Bay Beach Grand Luxe Estate with Infinity Pool and Stunning Ocean Views from VILLAWAY®

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Casa de Campo Estate with Breathtaking Views of the Caribbean Sea from VILLAWAY®

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Captivating Majestic Villa with Infinity Pool and Awe-Inspiring Ocean Views from VILLAWAY®

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Magnificent Modern Villa with Private Pool and Golf Course and Marina Access from VILLAWAY®

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Holiday Season (2025)

Summer Season (2025)

Contemporary Luxury Villa  with Private Pool and Panoramic Ocean Views from VILLAWAY®

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Captivating Idyllic Holiday Villa with Private Pool in Pointe-Milou from VILLAWAY®

Oliver Eberle

Villaway

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Contemporary Luxe Villa with Private Pool and Beach Access from VILLAWAY®

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Contemporary Beachfront Villa with Secluded White Sand Beach from VILLAWAY®

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Sophisticated Sandy Bay Villa with Infinity Pool and Panoramic Ocean Views from VILLAWAY®

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Opulent Long Bay Villa with Infinity Pool from VILLAWAY®

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Stunning Beachfront Villa on Long Bay's Golden Sands from VILLAWAY®

Mate Dyekiss

Indulge in luxury Caribbean villa rentals. Enjoy pristine beaches, private pools, and luxurious amenities in one place. Book your dream escape now!

Caribbean

Discover exclusive Caribbean villa rentals with amenities to accommodate your every need. Ask about our complimentary five-star concierge service.

Caribbean Villas for Rent & Luxury Vacation Rentals | VILLAWAY®

Suppliers

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Dive into luxury with our guide to the best Caribbean villa rentals. From beachfront properties in the Bahamas to secluded retreats in St. Lucia, explore top-tier accommodations for an unforgettable tropical getaway.

Explore Luxury Vacation Rentals &amp; Private Villas In the Caribbean

When affluent travelers first experience a Caribbean vacation, it immediately calls into question any other way of life; white sand beaches glide onto a turquoise sea, relaxed beach bars serve up local rum, gourmet restaurants offer the plumpest seafood, and cities sparkle with culture and color. It&rsquo;s little wonder that so many visitors find themselves returning year after year tot heir favorite Caribbean vacation destination of choice, eager to trade daily life for a week on island time. The Cayman Islands attract hordes of tourists to reside in deluxe oceanfront luxury villa rentals along famous Seven Mile Beach, offering a luxurious Caribbean holiday steeped in both cosmopolitan and tropical flair. Swimming with stingrays, launching a day at a scuba diving site, or scouring upscale boutiques; the Cayman Island vacation experience is filled with luxury and adventure.

Experience Luxury with Caribbean Villa Rentals  | VILLAWAY®

Caribbean Villas & Luxury Vacation Rentals

Rent Luxury Holiday Homes and Enjoy Five-Star Experiences in Caribbean