Family-friendly holiday rentals in Road Town

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Joy of Life Villa: Couples Retreat with Best Views

"The view is even better than the pictures". Joy of Life Villa is close to world-class beaches, night-life, wildlife and the good life! Enjoy the trade wind breezes or A/C throughout the villa. Fast WiFi, plus a desk, to work comfortably from home. We are a green villa and fully solar, with plenty of power and no outages, common at other villas. Solid masonry home, Italian tile. Excellent drinking water as rain is UV filtered. Kayaks & paddle boards included at Hansen beach! ALL are welcome.

Sweet Spice: A Nifty Little Cottage. With A Pool!

This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

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!

Private Pool in Paradise! Ocean View Steps 2 Beach

Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

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!

Greenbank Modern Apartment: Your Restful Haven

Welcome to our cozy and charming Airbnb unit, the perfect place to relax and recharge! Nestled in a peaceful neighborhood, this space offers everything you need for a comfortable stay. Our unit features 2 bedrooms, a modern bathroom, and a fully equipped kitchen. The living area is designed for unwinding, complete with a comfy sofa and a smart TV. Step outside to enjoy the sea view from the comfort of the balcony, where you can savor a cup of coffee or a glass of wine. .

Cane Gdn Villa 2 bd 2 bath for 2-6

Beautiful new 2 bdrm villa in Cane Garden Bay, steps to beach, restaurants & taverns. Villa has been totally renovated including split air conditioning in bdrms, fresh new baths kitchen w granite n stainless. Beach chairs. Price based on 2 guests using 1 bedroom, $40 per person per night extra using 2nd bedroom. Comprises upper level right side of house in pic, we have self contained water system and power if needed. WiFi working most of time.

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.

2 Bedroom Apartment in Great Mountain

Experience this spacious 2-bedroom, 1-bathroom apartment nestled in the peaceful hills of Great Mountain. Just a 7-minute drive from the capital, Road Town, this inviting retreat offers the perfect blend of comfort and convenience. Unwind and feel at home as you take in the breathtaking views and enjoy the tranquility of nature in this hidden gem your perfect home away from home.

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.

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.