Family-friendly vacation 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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Popular amenities for Road Town family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in East End
4.99 out of 5 average rating, 71 reviewsSunkissed Serenity -Island Chic Home at Cowpet Bay
We traveled to St. Thomas for a wedding and had a lovely stay. The unit was comfortable and pristine with a beautiful view. We walked to the adjacent resort for the pool and restaurants. We used the driver, Jeffi, recommended by Keshri and he took great care of us. The condo was close to everything we needed in the East End.
Villa in St. John
4.98 out of 5 average rating, 61 reviewsPalladio's View, Private Villa with Amazing Views
Our stay at Palladio’s View was absolutely magical. I would describe the house as simple island elegance. It was light, airy and tastefully decorated. The house was well-appointed and stocked with many thoughtful extras - beach chairs, pool floats/toys, etc. The view from the outdoor living area and pool/spa was breathtaking! My favorite part of the trip was drinking my coffee and watching the sunrise from the deck/patio. Our stay was everything we had hoped for and more!
Apartment in Cruz Bay
5 out of 5 average rating, 18 reviewsGRANDE BAY 1 BR; SPECTACULAR VIEWS
We are long time St. John visitors but have never stayed at Grande Bay. It was extremely convenient! This stay was bridging a gap until our villa was ready so having the ability to do some laundry and easily walk to dinner and breakfast was a major bonus. Condo was super clean and had all the things we hoped for and more. I’d highly recommend this unit especially if you are looking for a gorgeous view!
Cottage in Coral Bay
5 out of 5 average rating, 5 reviewsCottage w/Awesome View, Hot Tub, Solar, sleep 4-6+
One of our best family vacations ever! Cynthia's house is beautiful, super comfortable and has stunning views. The beds were very comfortable and we loved falling asleep to the sounds of frogs and crickets outside. The house was spotlessly clean and we had everything we needed. The property manager even brought us a delicious banana cake warm out of the oven! We loved the location in the more quiet part of the island - a true getaway! But renters should know that there are not many restaurants so cooking at home is best. Also the driving is challenging and the roads are very steep, so you need to be prepared for some challenging driving - but definitely worth the effort!!! The book of tips from the hosts was also very helpful - great tips on best beaches to visit. Thanks for a great stay!
Condo in East End
4.68 out of 5 average rating, 34 reviews3-Bed St. Thomas Getaway on the Bay
a little tough to find in the rain and dark, but the location is excellent and it's the end unit on the beach next to the restaurant. the convenience and proximity to the east end goings on was excellent. theres also a bunch of snorkeling equipment, bug spray, sunscreen , etc thats left from other guests. again, super handy.
Home in Great Cruz Bay
4.93 out of 5 average rating, 30 reviewsLuxury Villa with Pool, Privacy, Sunsets
I really don’t want to write this review for fear this villa will never be available when I want to come back but… Villa Capiz hands down the best choice we could have made for our honeymoon trip. This Villa has it all from a extremely well stocked kitchen (minus food and drink) to comfortable furniture inside and out including the beds, there are coolers beach chairs/towels, drinkable water from the faucet and so much more. The pool and hot tub clean and inviting. We spent our mornings and nights in the hot tub overlooking one of the most majestic views you will ever see in your life, I promise you the pictures you’re looking at for it, although great, do not do this place or the view justice. The Villa is also completely private to the point you feel your the only ones on the mountain. Even on a rainy day the views are amazing. We loved the Villa so much that most of our stay on the island was spent here. Do not look any further you found your dream place right here.
Cottage in Cruz Bay
4.95 out of 5 average rating, 73 reviewsRomantic Cottage - Stunning Ocean Views, Hot tub.
We loved staying at the Meritage Cottage and enjoyed the sunset views from the porch. It was a great base to explore St. John from. The cottage was comfortable and had everything we needed. It was really helpful having Abby lead us to the house from the ferry!
Condo in East End
4.94 out of 5 average rating, 16 reviewsBlue Water Haven 3 Bedroom Condo Cowpet Bay East
The Condo is beautiful and well appointed and the setting was superb! We travelled to different beaches each day and then spent the later afternoons on Cowpet Bay which was a nice break from the crowds.
Family- and pet-friendly home rentals
Villa in Cruz Bay
4.67 out of 5 average rating, 3 reviewsStarfruit Villa
This place was awesome. Beautiful views of Cruz Bay and the surrounding islands (for some reason they don’t have any pics of the views in the posting, which they should update!). Very short 5 min drive to the grocery store and all the restaurants and bars downtown. Very short drive to all the incredible north shore beaches. Pool is pretty small but the views from the pool area were great.
Cottage in Rogues Bay
4.92 out of 5 average rating, 184 reviewsLowena Cottage
We had a lovely stay at Rogue’s Bay. The views were spectacular and the decor was phenomenal and worldly. Ben was communicative and quick to answer questions about the island. The cottage was extremely private and made for a peaceful retreat. It was closely located to several beautiful beaches. We particularly enjoyed watching the surfers at Josiah’s Bay.
Apartment in Southside
4.85 out of 5 average rating, 27 reviewsDog-Friendly 2BR in the Sky, Stunning Ocean Views
Gorgeous views and great island feel nestled into the hill! Barb was super accommodating and helpful, definitely and 5 star stay!
Home in Apple Bay
4.86 out of 5 average rating, 103 reviewsBest rates - Apple Bay, Tortola - Owner Operated
Had a great stay, it’s a beautiful place. Loved how private and out the way it was. It matched the pictures perfectly! Would stay again.
Home in East End
4.99 out of 5 average rating, 100 reviewsBrigadoon: RedHook Villa, (sleeps 6) WOW VIEW!
Beautiful location and loved our time at the Brigadoon. The driveway/road was walkable if you are okay with moderate level hikes and we enjoyed walking down the restaurants and coffee shop. Pat makes check in easy! The view is stunning. Highly recommend if you are planning a stay in Redhook.
Home in VG
5 out of 5 average rating, 55 reviewsMagical Limeberry House, walk to the best beaches
Limeberry is a beautiful house in a great location. Walking distance to a gorgeous , mellow beach. Perfect for swimming and not overrun with cruise ship traffic. The hosts were extremely responsive (responded immediately!) and even offered to escort us to the house if we had any problems finding it on Christmas Day! (We had no trouble finding it.) Only a couple of issues - the driveway is a bit tricky getting out of. Must back up a long way down a tight road. But we took it slow and had no problems. Also, the house is very vertical with a lot of random steps. My elderly mother was with me, and though I loved the house, I wouldn’t recommend it to an older person. The downstairs bedroom was her best option but she had to descend four steep steps with NO railing. Otherwise, for a younger crowd the house is perfect!
Home in Long Bay
4.99 out of 5 average rating, 81 reviewsLuxury LongView Villa with Stunning Sea views
There's not much to add as a review of Nick's wonderful home that hasn't been said already. We just spent 10 days there for the third year in a row, and this is our third review. Because of the 4 king bed rooms (two on each side of the center living area), his place can certainly accommodate four couples with plenty of privacy (our trips have been just my wife and myself), each bedroom and a number of outdoor dining and relaxing spots all having world class views of the Carribean from about 200 feet above the sea. Being right above a nice beach provides a constant sound of waves hitting the beach that adds to the ambience of the villa. The villa is well equipped (we cooked every meal there), clean and comfortable. Has WiFi and TV's for those who need or want Internet access and entetainment. Nick (the owner) and Jon and Jude (the on island management team) are terrific people and very accommodating. We hope to be back again to our personal favorite vacation spot on the planet.
Villa in St. John
4.84 out of 5 average rating, 57 reviewsStunning Views Villa Catalina. Full Generator!
The view here is incredible! Lots of space for 6 adults and 2 kids for our stay. Kitchen felt a little small respective to number of bedrooms but it’s doable. So nice to have the pool right outside. Lots of wildlife nearby! Steep hill to get inside but Jeeps handled it just fine. Claudia, Curtis (on site manager), and Kiara (Curtis’s daughter, who actually ended up meeting us and showing us the place) were all very helpful and lovely!
Family-friendly home rentals with a pool
Condo in Smith Bay Road
4.89 out of 5 average rating, 92 reviewsSapphire Beach Paradise Condo
Absolutely beautiful, we will be back for sure. Love accommodations. Loved every minute of our vacation.
Townhouse in Cruz Bay
4.97 out of 5 average rating, 146 reviewsOcean Views, Pool, Walk2Town, Backup Generator!
I can’t say enough great things about our stay at Mango Terrace, and our host David. The accommodations were lovely and David was the best host - super communicative, friendly and helpful. The kitchen was so well appointed, including new small appliances. I highly recommend Mango Terrace for your stay in STJ. We’ll be back!
Home in Cruz Bay
4.67 out of 5 average rating, 24 reviewsPoi Pu St. John - Great Ocean Views
we loved our stay at this villa. wrap around porch with views across chocolate hole was particularly pleasant. plenty of room to spread out at a quiet location a short drive from the ferry. Beach chairs and noodles were a plus. Local lizards and chickens were friendly!
Villa in Spanish Town
4.85 out of 5 average rating, 21 reviewsBigger Splash Villa: private w/ pool and Concierge
Bigger Splash was perfect for our group of 9 family members. We really enjoyed walking to the Baths and Spring Bay and eating many of our meals in the house. The living room has a spectacular view and the sunsets from the roof were beautiful. The kids enjoyed the pool and brand new snorkeling equipment. The villa staff were very helpful and responsive.
Condo in East End
4.83 out of 5 average rating, 214 reviewsVilla in Paradise with Private Pool and Generator
I was hesitant to write this review because it is such a hidden gem, but I am willing to share. The accommodations were amazing. The property was easy to locate and private. The unit description was exact. There were no surprises. The outdoor shower was amazing. The host were accommodating and easy to deal with. Always provided quick responses with clear direction and kindness. I would recommend this place to everyone. I look forward to staying here again in the future.
Condo in East End
4.9 out of 5 average rating, 50 reviewsBeachfront Paradise at Sapphire Beach!
Our condo was awesome! Sapphire beach is great and this is was a nice clean condo! Would stay here again! A/C kept the place nice & cool. Bed was super nice as well!
Guesthouse in St. John
5 out of 5 average rating, 57 reviewsA House of Open Arms Villa with Pool and AC
The villa at House of Open Arms was the perfect home base for our honeymoon. The views are breathtaking, the grounds and gardens pristine, and the villa was incredibly warm and inviting. We loved how quiet and peaceful the villa and Coral Bay were. Catherine went above and beyond to ensure our arrival to the island and drive to the villa was seamless. She is also a fantastic cook - our welcome dinner was 10/10! We couldn’t have asked for a better hostess or home for a week. I wish we could give Catherine more than 5 stars! Thank you everything, Catherine! We will be back!
Villa in Central
4.92 out of 5 average rating, 12 reviewsVilla Solare -sunsets, private pool
The Villa was even nicer than we were expecting from the photos we saw and we Loved the location! Susan was extremely quick to respond to any questions we had and always helpful with suggestions.
Quick stats about vacation rentals that are family-friendly in Road Town
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
390 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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