Family-friendly vacation rentals in Road Town

4.99 out of 5 average rating, 158 reviews

Cottage in Central

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

4.99 out of 5 average rating, 112 reviews

Guesthouse in Coral Bay

A House of Open Arms Cottage with AC

Lovely Cottage with 180 degrees of white water views. You can see and hear the crashing waves below. A/C, Private , Romantic with a gorgeous outdoor shower. Spoon into a nest of intimacy. Immerse yourself in island breezes. Take in the views of the rising sun and moon as they glisten across the crystalline waters of Hurricane Hole. Settle into the rhythm of Island life with solar energy and purified rainwater, resourceful recommendations, advice and insider tips. Welcome to simple elegance.

4.89 out of 5 average rating, 232 reviews

Apartment in Road Town

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!

4.74 out of 5 average rating, 118 reviews

Home in Cruz Bay

Satori Villa

My place is close to the secluded and private Cocolobo Beach, minutes away from National Park Beaches and the famed Trunk Bay Beach! Family-friendly activities and nightlife are a 10 minutes drive away. You’ll love my place because of the comfy bed, awesome breezes, sunrises and sunsets.... My place is good for couples, solo adventurers, business travelers, and families (with kids). The bedrooms are on the second level with separate access doors each. Private home, pool.

4.99 out of 5 average rating, 107 reviews

Home in Coral Bay

Paradisea 2 Bedroom w/ Pool & Backup Solar Power

2 cozy bedrooms, fully equipped kitchen, large decks, pool, solar and backup battery power. Everything you need for a day at the beach: chairs, umbrella, coolers, toys, towels all provided. Close to Coral Bay restaurants and shops. North Shore beaches and hiking trails are only a short drive away. Quiet setting in the hills above Coral Bay. Close to it all with a far away feel. good for couples, solo adventurers, and families with children over the age of 8.

4.88 out of 5 average rating, 146 reviews

Guest suite in Tortola

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.

5 out of 5 average rating, 59 reviews

Villa in VG

Magical Limeberry House, walk to stunning beaches

Limeberry House a designers dream, distinct West Indian flair, Limeberry House, offers a romantic setting, situated in a tropical garden location, with a short walk to two of Tortola’s finest white sand beaches. The House offers everything you could need to make a wonderful vacation, alfresco dining, views of the Caribbean Sea, sparkling turquoise pool and flower filled sundeck. You may never want to leave this Caribbean version of heaven!

4.7 out of 5 average rating, 10 reviews

Villa in Coral Bay

Villa La Mer

One could not imagine a more glorious view than the one from the elegant perch of La Mer. This stucco mediterranean 4 bedroom villa rises up from the hillside of Bordeaux Mountain on unspoiled St. John. From this incredible perch, you are as high as you can get without being a bird in flight. Views extend from Jost Van Dyke and Sandy Cay to the North to Virgin Gorda, all the way down the string of pearls known as the Virgin Islands.

4.96 out of 5 average rating, 28 reviews

Villa in Road Town

Fort Recovery Resort 1 Bedroom Deluxe Villa Suite

These lovely deluxe suites fifteen feet from the coastline, consist of private outdoor patio or balcony, nice sized living room, fully equipped kitchen, and a separate bedroom and bathroom. This creates an appealing and relaxed environment. The French Doors expose a fantastic view of the Caribbean and the island of St. John. We have both downstairs and penthouse options available. *Laundry services provided.

5 out of 5 average rating, 31 reviews

Loft in Apple Bay

Casa Caribe Loft, Oceanfront with Air Conditioning

Fully renovated with amazing ocean front views! The Loft at Casa Caribe is a private ocean front villa with a full kitchen, private master bedroom(located in the loft)and living room. The Loft villa has newly installed air-conditioning! Beautiful ocean views can be seen from the house and private ocean front porch & new sun deck.

4.94 out of 5 average rating, 147 reviews

Home in Tortola

Private One Bedroom Villa, HotTub, 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.