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Unforgettable Island Getaways

We Provide a selection of luxurious rentals in USVI, BVI & MV for you & your family

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Why CoolDigz Vacations?

Private vacation rentals, not hotel rooms.

Book Direct, booking directly eliminates third-party booking fees.

Complimentary concierge services. 

No hidden fees 

CoolDigz Vacations is the luxury vacation rental management company for the U.S. Virgin Islands, British Virgin Islands and island of Martha’s Vineyard. Our collection of vacation rentals range from beautiful villas, island-chic beach houses and modern elegant homes to choose from. Our island mix is perfect for adventure all year round with activities such as snorkeling, horseback riding, hiking, fishing excursions, and private charters as well as farm-to-table restaurants, breweries and markets, shops, and more!

Each property in our portfolio of vacation homes has been hand-selected because of its unique location and character. Our team prides itself on combining the magic of the Caribbean and New England charm with hotel quality hospitality and the comforts of home that our well-traveled guests are looking for.

Our Concierge Service helps make planning your stay easy, giving you access to a vacation planner with a list of unique add-ons. You can create a custom experience such as booking a private chef, in-home yoga class, or a massage or spa treatment. Looking to take a fishing charter for a big catch or just lay on the white-sand beaches? Contact our Guest Support Team to start planning your stay!

Featured Properties

What Our Guests Are Saying

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