
Family-friendly holiday rentals in Road Town
Find and book unique family-friendly homes on Airbnb
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 $90 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!
Top-rated family-friendly rentals in Road Town
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Bon Bini -Solar Power w/ Battery Back-Up & Hot Tub
Managed by SeaToPeakSTJ Tucked high on Sea Grape Hill, Bon Bini Cottage is a peaceful retreat overlooking beautiful Coral Bay, St. John. The cottage boasts picturesque views, convenience to the town of Coral Bay and nearby beaches, and all of the amenities of home. KEY FEAUTRES --- One bedroom, one and a half bathroom home with AC Washer/Dryer Full-sized kitchen StarLink Internet Hot Tub Inflatable paddleboards, floats, beach chairs, beach coolers with ice packs, & beach towels all provided

Joy of Life Villa: Couples Retreat with Best Views
"The view is even better than the pictures". Joy of Life Villa is close to world-class beaches, night-life, wildlife and the good life! Enjoy the trade wind breezes or A/C throughout the villa. Fast WiFi, plus a desk, to work comfortably from home. We are a green villa and fully solar, with plenty of power and no outages, common at other villas. Solid masonry home, Italian tile. Excellent drinking water as rain is UV filtered. Kayaks & paddle boards included at Hansen beach! ALL are welcome.

Windy Hill Sea View Escape
Windy Hill Sea View Escape overlooks the stunning Cane Garden Bay, offering panoramic views of the ocean and neighboring islands. This cozy one-bedroom and one bathroom apartment provides a comfortable and welcoming escape for your stay in the British Virgin Islands. Located on Windy Hill in Tortola, the apartment sits in a quiet, low-traffic neighborhood, perfect for relaxation. This apartment is a non-smoking space, ideally suited for couples or solo travelers seeking a peaceful getaway.

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.

Rockroom One Bedroom Condo at The Hills Saint John
"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

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!

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.

Luxury 1/1 Oceanfront @ Sapphire Beach Resort
Oceanfront Condo at Sapphire Beach Resort Enjoy stunning marina and St. John views from this fully furnished 1-bedroom condo. Sleeps up to 4 with a plush King bed and Queen pullout sofa. Features include AC, WiFi, full cable, and an outdoor grill. Relax on your private balcony and soak in the scenery. Need more space? We also have additional units at Sapphire Beach Resort to accommodate your group. Book your perfect getaway today!

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.
Popular amenities for Road Town family-friendly rentals
Family-friendly home rentals with a hot tub

Villa in Coral Bay w/ Backup Power | Water + Sky

Beautiful Updated Condo at Elysian Resort

Big Blue Ocean Views from Every Room, Pool-SEAROCK

Skyflower Villa

BIG WATERFRONT VILLA WALK SHOPPING & RESTAURANTS

Killer View; Book w/a Local for the Inside Scoop!

VIewtiful: Virgin Islands Views

Studio Beach Bliss @ the Elysian
Family- and pet-friendly home rentals

Orchid Bloom pool/beach nest

Champagne Chalet

Peaceful 1 bed/Lush gardens/Plunge pools

Romantic Private Pool Villa@Sapphire. Generator.

Tranquil Desires, Villa

Sandy Bottoms @ Sapphire Beach

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

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

Fort Recovery Oceanfront 2BR Signature Villa

Lambert Beach Get Away

Beachtime! At Sapphire Beach

HarborView @ Sapphire Beach *NEW Condo Listing*

Stunning Beach Condo with Balcony-King Bed-2 Pools

The View at Crystal Cove- Sapphire Bay West

The Mermaid's Pearl - Sapphire Beach, St. Thomas

Periwinkle Cottage in Coral Bay w/Pool, and 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 | $309 SGD | $322 SGD | $303 SGD | $322 SGD | $322 SGD | $322 SGD | $374 SGD | $322 SGD | $271 SGD | $277 SGD | $309 SGD | $322 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 |
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
- Peter Bay Beach
- The Baths
- Josiah's Bay
- Maho Bay Beach
- Coral World Ocean Park
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Cruz Bay
- Lindquist Beach
- Point Udall
- Coki Point Beach





