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Vacationing in Tortola

At 21 square miles, Tortola is the largest of the British Virgin Islands, yet has a distinct small-island feel. The island geography is mountainous and green, the perimeter dotted with small bays and secluded beaches, and the anchorages blessed with some of the most prolific yachting in the Caribbean.

Surfers can enjoy a surf season from November to March, catching waves at Apple Bay, while snorkelers head to Smuggler's Cove. Road Town is the most bustling part of the island, but more like a small town where everybody knows your name.

You'll find casual beachside restaurants and local touches like steel bands, as well as a few high-end dining establishments. 60 miles east of Puerto Rico, it's only a puddle jump away.


Our Staff Recommends

Villa PTR FAL, Tortola, Peter Island, 6 bedrooms, 7.5 bathrooms, WiFi, WIMCO Villas

PTR FAL

Stunning ocean views, walk to the beach, chef’s kitchen and quarters, expansive outdoor living

Peter Island, Tortola
6 br / 7.5 ba

Villa MAT TAR, Tortola, West End/Belmont, 3 bedrooms, 3.5 bathrooms, WiFi, WIMCO Villas

MAT TAR

West Indian-style villa, sea views and refreshing tradewinds, walk to the beach, spacious living

West End/Belmont, Tortola
3 br / 3.5 ba

Villa MAT SUP, Tortola, West End/Belmont, 3 bedrooms, 3.5 bathrooms, WiFi, WIMCO Villas

MAT SUP

Hillside villa, lovely pool faces beautiful sea views, sunny and cheerful, large master suite

West End/Belmont, Tortola
3 br / 3.5 ba

Villa PRE GES, Tortola, West End, 4 bedrooms, 4.5 bathrooms, WiFi, WIMCO Villas

PRE GES

Deluxe Mediterranean-style villa, large sun deck, tropical gardens, shared dock and snorkeling area

West End, Tortola
4 br / 4.5 ba

Villa PRE BLA, Tortola, West End, 2 bedrooms, 2 bathrooms, WiFi, WIMCO Villas

PRE BLA

Sits on a peninsula with sea views, long covered verandah, walk to shared dock and snorkeling areas

West End, Tortola
2 br / 2 ba

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Tortola Villas

Our private Tortola villa rentals are situated on magnificent beachfronts and green hillsides, providing a true escape from the bustling souvenir shops and glittery nightlife associated with many of the Caribbean islands. Like our other Virgin Island destinations, villas here offer some of the most unrestricted views, and sit on a large property of land. You'll find villas directly on the sand, while others sit high in the hills and offer cooling breezes.

Stylistically, the collection spans from Mediterranean inspired, to Mexican tiled, to East Asian influenced.


Featured Villas

WIMCO Villas, MAT SAD, Tortola, West End/Belmont, 5 bedrooms, 5 bathrooms

MAT SAD

Contemporary villa, walk to the beach, tropical flora and fruit trees, private swimming pool

West End/Belmont, Tortola
5 br / 5 ba

WIMCO Villas, MAT CAN, Tortola, NW/Green Bank, 3 bedrooms, 3.5 bathrooms

MAT CAN

Hilltop villa with lush gardens, overlooks Brewer's Bay, constant trade winds, lovely pool with view

NW/Green Bank, Tortola
3 br / 3.5 ba

WIMCO Villas, MAT SUP, Tortola, West End/Belmont, 3 bedrooms, 3.5 bathrooms

MAT SUP

Hillside villa, lovely pool faces beautiful sea views, sunny and cheerful, large master suite

West End/Belmont, Tortola
3 br / 3.5 ba

WIMCO Villas, MAT STB, Tortola, West End/Belmont, 5 bedrooms, 6.5 bathrooms

MAT STB

Hilltop estate with amazing views, lush tropical gardens, heated infinity pool, ideal for sunbathing

West End/Belmont, Tortola
5 br / 6.5 ba

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