Family-friendly holiday rentals in Road Town

Windy Hill Sea View

Windy Hill Sea View overlooks the stunning Cane Garden Bay, offering panoramic views of the ocean and neighboring islands. This spacious one-bedroom ocean-view apartment provides a comfortable and welcoming retreat for your stay in the British Virgin Islands. Located on Windy Hill in Tortola, the apartment sits in a quiet, low-traffic neighborhood, perfect for relaxation. Windy Hill Sea View is a non-smoking apartment, ideally suited for couples or solo travelers seeking a peaceful getaway.

Kitchen · Indoor spaces · Parking

Trunk Bay Spring - downstairs self-contained room

Hi! We paused this listing after being badly damaged by Hurricane Irma, and then due to Covid 19, but we're back – repaired and upgraded! The outdoor shower that our guests loved is still there, only now it has hot water. There's also a new kitchen made of hardwood we were able to salvage after Irma. Great news! The beach is still there, too, and still a just ten minute walk away. Always popular for being simple and beautiful in a fantastic location, now it's the same, but even better!

Indoor spaces · Family · Barbecue

Lloyd Hill Villas Holiday Suite

Welcome to your new sanctuary! This fully furnished two-bedroom, two-bath suite is located at the Lloyd Hill Villas and offers the ideal blend of sea breeze and sun, and quiet comfortable living. With the added luxury of a swimming pool and a view of nearby Guana Island a lifetime trip awaits you. Step into a space designed for relaxation and functionality. The suite is enhanced with Internet, Satellite Dish, and TV. Washing facilities available. Book your stay today!

Indoor spaces · Family · Nearby

Winter’s Nook - Caribbean Escape

Welcome to Winter’s Nook—a cozy studio in a secure Road Town enclave, perfect for solo travelers or couples. Steps from the financial district and walking distance to shops, banks, and restaurants. Enjoy a shared pool, coin laundry, and designated parking. With security cameras on-site and a peaceful vibe, it’s your ideal Caribbean base for work or play. Comfort, convenience and charm all in one.

Family · Kitchen · Sleep quality

Cooper Bay View

Come spend your best vacation ever, here at Cooper Bay View, in the beautiful British Virgin Islands! We are centrally located on Fahie Hill, just off the ridge road, overlooking the gorgeous North Shore! Enjoy island living in this 2 Bedroom 2 Bathroom retreat. Just a 7-minute drive to Road Town where you will find great restaurants, shopping, and a local treat or two.

Indoor spaces · Family · Amenities

Tiny Cozy Shack 8 minutes from Beef Island airport

Located in a breezy valley on the East End of Tortola overlooking Beef Island & Virgin Gorda. Nestled among boulders where you can enjoy beautiful sun rises. Simple tiny room (8’x10’) with full size bed with a private bathroom + outdoor shower, NO hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights, fan and WiFi.

Indoor spaces · Kitchen · Outdoor spaces

Modern condo with shared pool in Road Town-3 Rooms

Newly renovated 3 bedroom, 2 bathroom seaside condo located in Tobacco Wharf, Road Town; the capital of the British Virgin Islands. This property is located inside a lovely fenced yard with private parking, and beautiful gardens. It is in walking distance to the business center of town, shops, grocery stores, restaurants, banks, Tortola Sports Club etc.

Kitchen · Indoor spaces · Air conditioning

2 Bedroom Apartment in Great Mountain

Your Tortola Escape 🌴 Relax in this spacious 2-bedroom, 1-bathroom retreat nestled in the peaceful hills of Great Mountain. Enjoy breathtaking Caribbean views, refreshing island breezes, and the perfect blend of comfort, privacy, and convenience. Your peaceful home away from home—where island charm meets comfort and tranquility. 🌊✨

Family · Kitchen · Access

Stylish, Secluded, Hot Tub and Amazing Views

Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.

Kitchen · Family · Outdoor spaces

Road Town Marina 2BR Condo

Located in the heart of Road Town, you will be close to many restaurants, stores, and the main ferry terminal. This 2BR condo can accommodate up to 5 guests and has just been renovated. Enjoy the free dedicated parking spot and all the beautiful sights Tortola has to offer.

Indoor spaces · Family · Layout

Nature's Hideaway

This simple, peaceful and centrally-located place in Road Town is in walking distance of conveniences such as grocery store, laundromats, bakery, night clubs, churches and other recreational facilities. Yet, it is neatly tucked away in a quiet and safe residential area.

Indoor spaces · Nearby · Value

Caribbean Cottage with Seaview

Air conditioned cottage with large terrace and panoramic view 50 meters above the sea level, on Brewers Bay and Shark Point. Rental car is needed for this location as there are not public transportation. Television and internet available in the cottage.

Kitchen · Indoor spaces · View