
Family-friendly holiday rentals in Road Town
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Road Town
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Little Spice: A Modern Tiny Cottage in Coral Bay
Come stay in your own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for up to two active, adventurous adults interested in exploring the island. No kids, please. While the space is small, it definitely packs a BIG punch including SOLAR POWER, kitchenette, a/c, wifi, queen bed, full bath, valley views, and a private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler. What are you waiting for?

Trunk Bay Spring - downstairs self-contained room
Hi! We paused this listing after being 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!

Sieben Apartment * Pool* next to Hiking trails
Sieben is a spacious 2 bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both bedrooms feature memory foam mattresses. Primary bedroom has a king bed with private en-suite bathroom. Second bedroom can be set up as two twin beds or one king. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay, restaurants, and grocery stores. 25 min drive to North Shore Beaches. 4 ft shared pool with two other apartments and shared BBQ by the pool.

Private Pool in Paradise! Ocean View Steps 2 Beach
Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

Lloyd Hill Villas Holiday Suite
Welcome to your new sanctuary! This fully furnished two-bedroom, two-bath suite is located at the Lloyd Hill Villas and offers the ideal blend of sea breeze and sun, and quiet comfortable living. With the added luxury of a swimming pool and a view of nearby Guana Island a lifetime trip awaits you. Step into a space designed for relaxation and functionality. The suite is enhanced with Internet, Satellite Dish, and TV. Washing facilities available. Book your stay today!

Greenbank Modern Apartment: Your Restful Haven
Welcome to our cozy and charming Airbnb unit, the perfect place to relax and recharge! Nestled in a peaceful neighborhood, this space offers everything you need for a comfortable stay. Our unit features 2 bedrooms, a modern bathroom, and a fully equipped kitchen. The living area is designed for unwinding, complete with a comfy sofa and a smart TV. Step outside to enjoy the sea view from the comfort of the balcony, where you can savor a cup of coffee or a glass of wine. .

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.

Winter’s Nook - Caribbean Escape
Welcome to Winter’s Nook—a cozy studio in a secure Road Town enclave, perfect for solo travelers or couples. Steps from the financial district and walking distance to shops, banks, and restaurants. Enjoy a shared pool, coin laundry, and designated parking. With security cameras on-site and a peaceful vibe, it’s your ideal Caribbean base for work or play. Comfort, convenience and charm all in one.

2 Bedroom Apartment in Great Mountain
Experience this spacious 2-bedroom, 1-bathroom apartment nestled in the peaceful hills of Great Mountain. Just a 7-minute drive from the capital, Road Town, this inviting retreat offers the perfect blend of comfort and convenience. Unwind and feel at home as you take in the breathtaking views and enjoy the tranquility of nature in this hidden gem your perfect home away from home.

Tiny Cozy Shack 8 minutes from Beef Island airport
Located in a breezy valley on the East End of Tortola overlooking Beef Island & Virgin Gorda. Nestled among boulders where you can enjoy beautiful sun rises. Simple tiny room (8’x10’) with full size bed with a private bathroom + outdoor shower, NO hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights, fan and WiFi.

Modern condo with shared pool in Road Town-3 Rooms
Newly renovated 3 bedroom, 2 bathroom seaside condo located in Tobacco Wharf, Road Town; the capital of the British Virgin Islands. This property is located inside a lovely fenced yard with private parking, and beautiful gardens. It is in walking distance to the business center of town, shops, grocery stores, restaurants, banks, Tortola Sports Club etc.

Stylish, Secluded, Hot Tub and 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.
Popular amenities for Road Town family-friendly rentals
Family-friendly home rentals with a hot tub

Villa in Coral Bay | Water + Sky

Odyssea Oasis

Beautiful Updated Condo at Elysian Resort

BEST REVIEWS on the East End - HANDS DOWN!

Big Blue Ocean Views from Every Room, Pool-SEAROCK

BIG WATERFRONT VILLA WALK SHOPPING & RESTAURANTS

VIewtiful: Virgin Islands Views

Upper Grande Bay-Studio King plus 1 foldout
Family- and pet-friendly home rentals

Rockroom One Bedroom Condo at The Hills Saint John

Orchid Bloom pool/beach nest

Peaceful 1 bed/Lush gardens/Plunge pools

Romantic Private Pool Villa@Sapphire. Generator.

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Sandy Bottoms @ Sapphire Beach

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

Caribbean Cottage with Seaview
Family-friendly home rentals with a pool

Park View Villa

This view from Limeberry Cottage could be yours

Fort Recovery Oceanfront 2BR Signature Villa

Tortola, Turpentine House, pool+sunset+aircon

Sail Away II-WOW Beachfront to Paradise Remodeled

Tranquil Desires, Villa

Villa Almondeen- Peaceful 2bedroom villa with pool

Luxury LongView Villa with Stunning Sea views
When is the best time to visit Road Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 SGD | $319 SGD | $300 SGD | $319 SGD | $319 SGD | $319 SGD | $370 SGD | $319 SGD | $268 SGD | $275 SGD | $306 SGD | $319 SGD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about holiday rentals that are family-friendly in Road Town

Total holiday rentals
Explore 40 holiday rentals in Road Town

Nightly prices starting at
Road Town holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 620 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Road Town holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Road Town rentals

4.9 Average rating
Road Town stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- Bayahibe Holiday rentals
- La Romana Holiday rentals
- Carolina Holiday rentals
- Culebra Holiday rentals
- Little Saint James Holiday rentals
- Saint Thomas Holiday rentals
- Sainte-Anne Holiday rentals
- Saint Croix Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Flamenco Beach
- Limetree Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Secret Harbor Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Virgin Islands National Park
- The Baths
- Maho Bay Beach
- Coral World Ocean Park
- Cane Bay
- Lindquist Beach
- Paradise Point Tranway
- Brewers Bay Beach
- Point Udall
- Cruz Bay
- Coki Point Beach





