Family-friendly vacation rentals in Road Town

Find and book unique family-friendly homes on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
0 of 0 items showing
1 of 3 pages

Popular amenities for Road Town family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite

Condo in East End

4.99 out of 5 average rating, 71 reviews

Sunkissed Serenity -Island Chic Home at Cowpet Bay

AmandaRating, 5 stars7 months ago
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.
Superhost

Villa in St. John

4.98 out of 5 average rating, 61 reviews

Palladio's View, Private Villa with Amazing Views

TonyaRating, 5 stars1 month ago
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!
Superhost

Apartment in Cruz Bay

5 out of 5 average rating, 18 reviews

GRANDE BAY 1 BR; SPECTACULAR VIEWS

CaitlinRating, 5 stars21 months ago
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 reviews

Cottage w/Awesome View, Hot Tub, Solar, sleep 4-6+

NicoleRating, 5 stars37 months ago
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 reviews

3-Bed St. Thomas Getaway on the Bay

AndyRating, 5 stars11 months ago
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.
Guest favorite

Home in Great Cruz Bay

4.93 out of 5 average rating, 30 reviews

Luxury Villa with Pool, Privacy, Sunsets

JohnRating, 5 stars3 months ago
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.
Guest favorite

Cottage in Cruz Bay

4.95 out of 5 average rating, 73 reviews

Romantic Cottage - Stunning Ocean Views, Hot tub.

carrieRating, 5 starstoday
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!
Guest favorite

Condo in East End

4.94 out of 5 average rating, 16 reviews

Blue Water Haven 3 Bedroom Condo Cowpet Bay East

MeganRating, 5 stars1 month ago
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

Superhost

Villa in Cruz Bay

4.67 out of 5 average rating, 3 reviews

Starfruit Villa

NateRating, 5 stars20 months ago
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.
Superhost

Cottage in Rogues Bay

4.92 out of 5 average rating, 184 reviews

Lowena Cottage

CarolineRating, 5 stars1 month ago
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.
Superhost

Apartment in Southside

4.85 out of 5 average rating, 27 reviews

Dog-Friendly 2BR in the Sky, Stunning Ocean Views

DarianRating, 5 stars6 months ago
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 reviews

Best rates - Apple Bay, Tortola - Owner Operated

NjriRating, 5 stars5 months ago
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.
Guest favorite

Home in East End

4.99 out of 5 average rating, 100 reviews

Brigadoon: RedHook Villa, (sleeps 6) WOW VIEW!

MontanaRating, 5 stars1 month ago
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.
Guest favorite

Home in VG

5 out of 5 average rating, 55 reviews

Magical Limeberry House, walk to the best beaches

NancyRating, 5 stars1 month ago
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!
Guest favorite

Home in Long Bay

4.99 out of 5 average rating, 81 reviews

Luxury LongView Villa with Stunning Sea views

BruceRating, 5 stars3 days ago
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.
Superhost

Villa in St. John

4.84 out of 5 average rating, 57 reviews

Stunning Views Villa Catalina. Full Generator!

AveryRating, 5 stars2 days ago
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

Guest favorite

Condo in Smith Bay Road

4.89 out of 5 average rating, 92 reviews

Sapphire Beach Paradise Condo

WendyRating, 5 stars3 weeks ago
Absolutely beautiful, we will be back for sure. Love accommodations. Loved every minute of our vacation.
Guest favorite

Townhouse in Cruz Bay

4.97 out of 5 average rating, 146 reviews

Ocean Views, Pool, Walk2Town, Backup Generator!

MichelleRating, 5 stars3 weeks ago
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 reviews

Poi Pu St. John - Great Ocean Views

RobertRating, 5 stars23 months ago
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!
Guest favorite

Villa in Spanish Town

4.85 out of 5 average rating, 21 reviews

Bigger Splash Villa: private w/ pool and Concierge

MiroRating, 5 stars13 months ago
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.
Superhost

Condo in East End

4.83 out of 5 average rating, 214 reviews

Villa in Paradise with Private Pool and Generator

RobertRating, 5 stars1 month ago
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.
Guest favorite

Condo in East End

4.9 out of 5 average rating, 50 reviews

Beachfront Paradise at Sapphire Beach!

BreannaRating, 5 stars3 months ago
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!
Guest favorite

Guesthouse in St. John

5 out of 5 average rating, 57 reviews

A House of Open Arms Villa with Pool and AC

HayleaRating, 5 stars2 weeks ago
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 reviews

Villa Solare -sunsets, private pool

LynnRating, 5 stars10 months ago
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

Destinations to explore