We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals with Pools in Road Town

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    loading...
    Travellers to Road Town are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    Sort by
    From
    $371
    / Night
    Payment Protection
    View Details
    1 / 22
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    From
    $189
    / Night
    Payment Protection
    View Details
    1 / 14
    3.5 of 5 stars (3) Average
    1 Bedroom / 1 Bathroom / Sleeps 5
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    From
    $1,152
    / Night
    Payment Protection
    View Details
    1 / 9
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    From
    $6,892
    / Week
    View Details
    1 / 51
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A Dream Come True, known as a leader amongst luxury Virgin Gorda vacation rentals, is exquisitely decorated with custom furnishings and ever possible comfort. The interiors of the house, the variety of the spectacular vistas, and lush tropical gardens surrounding the Villa all come together to... View all property information
    Make Enquiry
    Location Information
    Road Town, Tortola
    From
    $7,282
    / Week
    View Details
    1 / 13
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Island perfection for couples or families! Summer Heights envelops you in its calm and peaceful aura - its hillside location affords long-distance ocean panoramas dotted with green islands in the distance, constant cooling tradewinds, sets you above the hustle and bustle of everyday life. A broad... View all property information
    Make Enquiry
    Location Information
    Road Town, Tortola
    From
    $576
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (1) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Sundowner House is a stylish villa conveniently located 8 minutes from Road Town and 15 minutes from beaches, ferries and the airport. Bars, restaurants, shopping, entertainment and the financial centre are all nearby. The property comprises a main house, 2 bedroom/1 bathroom cottage, and a... View all property information
    Make Enquiry
    Location Information
    Road Town, Tortola VG1110
    5 of 5 stars Reviewed 8 April 2015
    We spent a beautiful week in this lovely home which is perfectly perched on the hillside, with wonderful access to everything on the island. Only a couple of minutes to the beach...
    See all reviews
    From
    $1,040
    / Night
    Payment Protection
    View Details
    1 / 13
    4 Bedrooms / 11 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Ocean Views
    • Pool Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    4 bedrooms w/ 4 private bathrooms and a half bath. Gorgeous red cedar house with sun-bathed outdoor pool & spectacular sunset views. Dining deck seats 10 and more overlooking the ocean and Jost Van Dyke. Full kitchen, BBQ patio, Wifi, pool table, 65' TV. Conveniently located central on the island... View all property information
    Make Enquiry
    Location Information
    Road Town, Tortola VG1110
    From
    $780
    / Night
    View Details
    1 / 8
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Unforgettable blue ocean views with a lovely sunset each evening are yours at this impressive property. A road winds up into the breezy, green hills of Tortola's south coast to this stunning villa and to one of the island's most magnificent seascapes. Toa-Toa is built as five pavilions arranged... View all property information
    Make Enquiry
    Location Information
    Road Town, Tortola
    From
    $3,251
    / Night
    View Details
    1 / 23
    5 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    7th Night Free until Apr. 10, 2015. Looking out to the Atlantic from its own 4-acre promontory on Tortola's northeast shore and flanked by Little Bay Beach, Golden Pavilion has set new high standards amongst Tortola's portfolio of villas. Artfully constructed in Asian-Indonesian style in this... View all property information
    Make Enquiry
    Location Information
    Road Town, Tortola
    From
    $637
    / Night
    Payment Protection
    View Details
    1 / 12
    4 Bedrooms / 12 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Housekeeping...
    • Mountain Views
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Anacapri Estate offers Italian-style architecture and one of the most beautiful panoramic views in the Caribbean. The 5000+ sq. foot estate includes 4 bedrooms (plus a queen size Murphy bed in the Office), 4.5 bathrooms, two-tiered pool deck with Infinity Pool, Gazebo, multiple covered and open... View all property information
    Make Enquiry
    Location Information
    Road Town, Tortola VG1110
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Enquire for rates
    1 / 8
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Unforgettable blue ocean views with a lovely sunset each evening are yours at this impressive property. A road winds up into the breezy, green hills of Tortola's south coast to this stunning villa and to one of the island's most magnificent seascapes. Toa-Toa is built as 5 separate pavilions, all... View all property information
    Make Enquiry
    Location Information
    Road Town, Tortola