Oliver Eberle

Villaway

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Elegant Classic Luxury Villa with Private Pool and Exceptional Water Views from VILLAWAY®

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Peak

Serenity by the Sea: Charming Villa with Ocean View and Private Pool from VILLAWAY®

SunRays

Cayman Ocean Front Grand Estate with Infinity Pool and Incredible Ocean Views from VILLAWAY®

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Enchanting Two-Bedroom Villa with Expansive Ocean Vistas in Lurin, St-Barths from VILLAWAY®

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Refreshing 2B Villa with Amazing Ocean and Lagoon Views from VILLAWAY®

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Majestic Clifftop Luxury Estate with Infinity Pool and Breathtaking Ocean Views from VILLAWAY®

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Classic Beach Front Estate with Private Pool and Panoramic Ocean Views from VILLAWAY®

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Breathtaking Montego Bay Estate with Private Pool, Basketball Court, and Outdoor Play Area from VILLAWAY®

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Chic Ocean View Villa with Private Pool in St. Barts from VILLAWAY®

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Holiday Season (2023)

Summer Season (2023)

Beachfront Luxury Villa with Private Pool and Ocean Views from VILLAWAY®

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Exceptional Sandy Bay Estate with Private Pool and Hot Tub from VILLAWAY®

Villa Kayanta

Ocean Front Punta Cana Villa with Private Pool and Walks to Beach 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