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 2 – 9

$92 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 7 – 14

$114 per night

Guest favorite

Cottage in Central, U.S. Virgin Islands

4.99 out of 5 average rating, 132 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

Jan 1 – 8

$268 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.

Jul 15 – 22

$258 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.

Jan 15 – 22

$313 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.

Nov 30 – Dec 7

$650 per night

Superhost

Condo in Southside, U.S. Virgin Islands

4.93 out of 5 average rating, 106 reviews

Stay in style right on the ocean -Simply the BEST!

Take a look at the fabulous view from our unit, you will hear the waves every minute of every day. Your patio is so close to the ocean that you can actually throw a coconut and hit the water. I have done it! This is the PERFECT location for your stay in America's Tropical Paradise. We just finished updating this unit in April ‘21 with new kitchen tile, new fridge, new cookware, dishware and kitchen utensils, Smart TV. You will NOT find a nicer condo for this price anywhere on the island.

Jun 23 – 30

$145 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.

Sep 21 – 28

$290 per night

Superhost

Condo in St. Thomas, U.S. Virgin Islands

4.84 out of 5 average rating, 147 reviews

Breathtaking Views from Sapphire Village

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. We are offering a vacation home with the comforts that we would want while we are vacationing on the island. The unit features a king bed, new sliding doors to the balcony as well as a new split air conditioning unit. New internet router January 2024

Sep 2 – 9

$114 per night

Guest favorite

Condo in East End, U.S. Virgin Islands

4.93 out of 5 average rating, 131 reviews

🌴 Insta-worthy Views. 🛏 King bed. ⚡️FiberOptic WiFi

So, you are ready to finally get AWAY and relax while lying on a gorgeous Caribbean beach with a tropical drink in your hand! Now all you need to do is pick your place. Look no further- you found it! Our Beachfront condo is located in Bldg. B- the BEST building at Sapphire Beach! We just installed new kitchen cabinets, quartz countertops, sink, & appliances....AND in Sept '22 we installed all new tile flooring & a new walk-in shower!

Jun 21 – 28

$449 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.

Jan 19 – 26

$275 per night

Guest favorite

Apartment in Sapphire Beach, U.S. Virgin Islands

4.94 out of 5 average rating, 210 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.

Aug 6 – 13

$118 per night