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Holiday rentals in Road Town

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Road Town

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A lush garden area offers a view of the turquoise sea and sandy beach beneath a partly cloudy sky. Green foliage and colorful flowers frame the scene, creating a vibrant contrast against the water's varying shades.
Flat in Road Town
4.89 out of 5 average rating, 248 reviews

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!

Guest favourite
Villa in Road Town
4.81 out of 5 average rating, 27 reviews

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!

Guest favourite
Flat in Meyers Estate
4.95 out of 5 average rating, 37 reviews

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. .

Guest favourite
A swing is situated beneath a white trellis, surrounded by lush greenery and overlooking the bay with moored boats. The sunset casts a warm glow over the scene, highlighting the peaceful atmosphere and natural beauty of the tropical landscape.
Flat in Cane Garden Bay
4.96 out of 5 average rating, 26 reviews

Cane Garden Bay 2 bed Apt

Just a short walk to the beach and vibrant local restaurants, this cozy and modern retreat offers breathtaking views of the bay and unforgettable sunsets. The apartment is equipped with modern amenities, including two flat-screen TVs, washer/dryer, and a fully stocked kitchen. Perfect for couples, families, or friends seeking comfort and convenience in a beautiful, tropical setting. Your island getaway awaits! Rental cars available at an additional $70-80 per day.

Guest favourite
Home in Tortola
4.96 out of 5 average rating, 51 reviews

Seaside Townhome, Dock, 2 Bdrm

Escape to your own private paradise at Coconut Tree, a one-of-a-kind vacation with a style all its own. Nestled on the water's edge just 15 minutes from Road Town this idyllic retreat offers breathtaking ocean views and an atmosphere of pure relaxation. Whether you're seeking adventure, romance, or simply a chance to unwind and recharge, Coconut Tree is the perfect destination for your next getaway. Book now and discover the magic!

Guest favourite
Flat in Road Town
5 out of 5 average rating, 11 reviews

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.

Top guest favourite
Flat in Road Town
4.98 out of 5 average rating, 43 reviews

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.

Top guest favourite
A covered balcony offers a view of tropical foliage and the ocean under a bright blue sky. Lush palm trees and vibrant plants frame the expansive vista, creating a serene atmosphere for relaxation.
Apartment in Road Town
4.93 out of 5 average rating, 29 reviews

Cooper Bay View

Come spend your best vacation ever, here at Cooper Bay View, in the beautiful British Virgin Islands! We are centrally located on Fahie Hill, just off the ridge road, overlooking the gorgeous North Shore! Enjoy island living in this 2 Bedroom 2 Bathroom retreat. Just a 7-minute drive to Road Town where you will find great restaurants, shopping, and a local treat or two.

Guest favourite
A small, charming shack is nestled among large boulders, showcasing a wooden deck with seating. Light blue shutters frame the windows, allowing natural light to enter. Lush greenery surrounds the structure, while the sky is a bright blue with scattered clouds.
Hut in Tortola
4.95 out of 5 average rating, 182 reviews

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.

Top guest favourite
A seaside condo is shown with multiple levels and a light-colored exterior. The structure features a swimming pool surrounded by a wooden deck. Lush tropical plants and trees are visible, enhancing the outdoor setting. A cloudy sky looms above, contributing to the tranquil atmosphere.
Apartment in Road Town
4.97 out of 5 average rating, 61 reviews

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.

Top guest favourite
A covered deck presents a large wooden dining table surrounded by mismatched chairs, offering panoramic views of the turquoise waters and nearby islands. The serene atmosphere is complemented by soft clouds drifting overhead and the expansive horizon.
Home in Wesley Will
4.94 out of 5 average rating, 161 reviews

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.

Guest favourite
A private balcony area features two comfortable wood chairs with light cushions positioned around a small wooden table. Views of the marina and lush greenery are visible, with mountains in the background under soft golden light.
Townhouse in Road Town
4.89 out of 5 average rating, 57 reviews

Road Town Marina 2BR Condo

Located in the heart of Road Town, you will be close to many restaurants, stores, and the main ferry terminal. This 2BR condo can accommodate up to 5 guests and has just been renovated. Enjoy the free dedicated parking spot and all the beautiful sights Tortola has to offer.

Popular amenities for Road Town holiday rentals

When is the best time to visit Road Town?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Road Town?

    Road Town has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in boat rentals in Road Town?

    Experience the best of Road Town with our boat rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Road Town?

    Four-legged friends are welcome in Road Town. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Road Town?

    Yes! Work meets play with ease at over 30 vacation rentals in Road Town featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Road Town vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Road Town, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Road Town have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Road Town. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Road Town have a kitchen?

    Absolutely! We offer over 30 apartment rentals with a kitchen in Road Town. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Road Town have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Road Town. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Road Town have free parking?

    Absolutely! We offer over 30 apartment rentals with free parking in Road Town. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Road Town?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Road Town

  • Total holiday rentals

    Explore 80 holiday rentals in Road Town

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 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!