Family-friendly vacation rentals in Road Town

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Top-rated family-friendly rentals in Road Town

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Guest favorite

Apartment in Road Town, British Virgin Islands

4.87 out of 5 average rating, 211 reviews

Trunk Bay downstairs self-contained room

Hi! We paused this listing first because it was 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!

Oct 6 – 13

G$21,944 GYD per night

Guest favorite

Apartment in Road Town, British Virgin Islands

4.86 out of 5 average rating, 163 reviews

Secret Heaven

Stay safe and cozy, while experiencing everything this island has to offer. Immerse yourself in the sights and sounds of the island. Take a 5-10 minute walk to the supermarket, movie theatre, restaurants, pubs, museums, banks and stores. Feel like a local while being only a short drive away from the world's most beautiful beaches. Walk to the Ferry dock and take the local ferries to other islands; Anegada, Virgin Gorda, Peter Island, St. Thomas etc. Come Enjoy the Ultimate Island Experience.

Sep 30 – Oct 7

G$27,483 GYD per night

Guest favorite

Cottage in Central, U.S. Virgin Islands

4.99 out of 5 average rating, 133 reviews

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

Dec 30 – Jan 6

G$66,044 GYD per night

Guest favorite

Villa in East End, U.S. Virgin Islands

4.8 out of 5 average rating, 215 reviews

Private Pool Romantic Villa. Walk 2 Sapphire Beach

I fell in love w/ life on the island of perpetual summer. There's something special about having your own villa w/ a private pool. I also love the garden shower & the location. Pangea, the restaurant on site is phenomenal. The property is so close to my fave spots. Beautiful Sapphire Beach is in walking distance via a gate at the south end of the property. It boasts the Beach Buzz coffee & bfast spot, a Beach bar & grill w/ live music weekly, Paradise Pie pizza & SeaSalt fine dining restaurants.

Jan 29 – Feb 5

G$62,256 GYD per night

Guest favorite

Condo in East End, U.S. Virgin Islands

5.0 out of 5 average rating, 166 reviews

"H2Oh What a Beach!" condo: Walk-out Beach Access!

"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Be among the many visitors who LOVE this totally renovated condo.

Apr 5 – 12

G$67,782 GYD per night

Guest favorite

Condo in East End, U.S. Virgin Islands

4.96 out of 5 average rating, 126 reviews

Family Friendly 3BR with a Killer View!

STOP! Look no further than this 1,470sf condo, with a TOTAL MAKEOVER. Everything is Brand New. Professional interior designers transformed this gorgeous condo to "OMG"! Open the LR doors to a fully-screened lanai for additional living space & enjoy the plentiful island breezes blowing through. As our reviews consistently say, you won’t regret booking this condo for your St. Thomas vacation! Sherri, your AirBnB Superhost has lived in STT for 20 years & can answer all of your VI questions.

Mar 10 – 17

G$156,373 GYD per night

Guest favorite

Home in Coral Bay, U.S. Virgin Islands

4.99 out of 5 average rating, 102 reviews

Paradisea 2 Bedroom with pool

2 cozy bedrooms, fully equipped kitchen, large decks and pool. Everything you need for a day at the beach: chairs, umbrella, coolers, floats, toys, towels all provided. Paddle boards available for rental $100 a week. 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 10.

Jun 23 – 30

G$69,835 GYD per night

Guest favorite

Condo in Saint Thomas, U.S. Virgin Islands

4.87 out of 5 average rating, 154 reviews

Open for Carnival. Romantic private pool.

The Oasis is the perfect place to enjoy seclusion in Paradise with your special someone. This single-story, residence is set in its' own private compound, featuring a glistening pool and. a relaxing outdoor living area. Located between Lindquist Beach. in the Smith Bay National Park and Sapphire Beach, which has the island's best beach bar and breakfast spot. Side by side private pool villas for weddings, honeymoons, anniversaries, and alone time.

Dec 15 – 22

G$73,926 GYD per night

Guest favorite

Houseboat in Tortola, British Virgin Islands

4.87 out of 5 average rating, 55 reviews

Relax on the water

A beautiful, 2011 catamaran yacht conveniently located in quaint and breezy Manuel Reef Marina.. Enjoy the wonderful character of Tortola at the dock with shops, restaurant, grocery store, car rental, laundromat and medical offices, marina restrooms and showers and more just steps away from your mooring. Please note that the prices quoted are for sleep aboards on the vessel, moored at the dock only.

May 11 – 18

G$23,279 GYD per night

Guest favorite

Home in Tortola, British Virgin Islands

4.93 out of 5 average rating, 122 reviews

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.

Nov 14 – 21

G$64,522 GYD per night

Guest favorite

Condo in East End, U.S. Virgin Islands

4.88 out of 5 average rating, 155 reviews

Breathtaking Views from Sapphire Village II

Enjoy our studio unit located in Sapphire Village Condominium development! Our unit is smoke-free, pet-free, fully air conditioned, and offers breathtaking views of neighboring USVI and BVI. The unit has a king bed, new sliding doors, and a new split air-conditioning unit. Condo was completely remodeled in 2019.

May 22 – 29

G$35,846 GYD per night

Guest favorite

Apartment in Sapphire Beach, U.S. Virgin Islands

4.94 out of 5 average rating, 212 reviews

Captain and Mermaid Sapphire Condo

We welcome you to enjoy our non smoking, studio condo located at Sapphire Beach, St. Thomas, USVI. Award winning snorkeling, the marina and water sports are only footsteps away from this condo in paradise. Take the ferry to St. John or a day trip to the BVI.

Jul 17 – 24

G$28,556 GYD per night