Family-friendly holiday rentals in Road Town

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Top-rated family-friendly rentals in Road Town

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Rental unit

4.88 out of 5 average rating, 218 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!

Guest favourite

Villa

4.81 out of 5 average rating, 225 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.

Guest favourite

Apartment

5 out of 5 average rating, 173 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.

Guest favourite

Home

4.99 out of 5 average rating, 104 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.

Superhost

Rental unit

4.88 out of 5 average rating, 184 reviews

Sapphire Beach! Oversized Studio Best deal on Stt!

150 yards to Beach,Taxi, Marina.$2 safari bus. 1/4 mile away, you will find Redhook: Restaurant's,Bars, groceries, ferry to other islands. Sapphire Beach offers Dive Shop,Breakfast, Lunch, Dinner. Condo offers A.C. TV, Wifi. Efficiency kitchen,8 cup coffee maker with filters, microwave. Coin laundry, private patio. Marina offers, jet ski's, fishing/island hopping charters etc. Use of all our beach chairs, bag, towels,floats. no pets,.We are very allergic.

Superhost

Guest suite

4.88 out of 5 average rating, 141 reviews

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.

Guest favourite

Apartment

4.94 out of 5 average rating, 105 reviews

Beachfront Condo #13802083- October Savings!

Imagine waking up in the morning to the most amazing down island view of the British Virgin Islands! Turquoise waters, blue skies, white sands. You can sip your morning coffee or have cocktails on a spacious porch and lower deck while enjoying the incredible views and ever present breezes. Located right on the beach & only a few footsteps away from the multi-tiered pool and ocean.

Guest favourite

Home

4.93 out of 5 average rating, 130 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.

Superhost

Apartment

4.88 out of 5 average rating, 165 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.