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 Homes in Wiltshire

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    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}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $2,421 Average
    |||
    |||
    $0$2,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Wiltshire area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 126 Rentals in Wiltshire
    Sort by:
    Default
    Wiltshire
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Wiltshire
    4 Bedrooms, 12 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    5 Bedroom Luxury and Affordable Villa on 9 acres1 / 34
    (45)Excellent
    Wiltshire
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Wiltshire
    6 Bedrooms, 12 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    MORE ABOUT HIGHLAND HOUSE VILLA, MONTEGO BAY: Highland House is one of the most beautiful luxury villas Jamaica, an exquisite estate with an enchanted history. The six bedroom Jamaica villa is located on 17 acres of lush hillside terrain that overlooks the sparkling Caribbean Sea. Vacationing at...
    View all property information
    Location Information
    Wiltshire, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 12 Bathrooms, Sleeps 12
    Make Enquiry
    Wiltshire
    5 Bedrooms, 12 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    MORE ABOUT HIGHLAND HOUSE VILLA, MONTEGO BAY: Highland House is one of the most beautiful luxury villas Jamaica, an exquisite estate with an enchanted history. The six bedroom Jamaica villa is located on 17 acres of lush hillside terrain that overlooks the sparkling Caribbean Sea. Vacationing at...
    View all property information
    Location Information
    Wiltshire, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 12 Bathrooms, Sleeps 10
    Make Enquiry
    Wiltshire
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Shared Garden
    • Balcony
    • Mountain Views
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LUXURY GATED 1-bed Apartment set in private mews on the beautiful island of Jamaica.. Located on the border of St James and Trelawny only 5 mns walk from the beach, local amenities and relaxing mountain views. Suit couple or small family wanting to experience Jamaica away from the all inclusive...
    View all property information
    Location Information
    Wiltshire, Saint James Parish WI
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    The following rentals are within 10 kilometres of Wiltshire.
    Pleasant View Villa1 / 20
    (2)Excellent
    Hopewell
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2017
    From Bobby picking us up at the airport to our final conversation with Murine. Everything was tranquil and luxurious. By far the best trip I have ever been on. Thanks to Bobby's...
    Reviewed 7 November 2015
    I stayed at this villa for a week with my family, 6 adults and 1 toddler, and this villa ended up being the icing on the cake for our trip. The grounds are beautiful and there...
    See all reviews
    About this property
    Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturously secluded providing your personal...
    View all property information
    Location Information
    Hopewell, Montego Bay READING PO
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For a taste of paradise where the waves lap the shore and the trade winds caress the palm trees, Karma Bay has all the attributes that make for an unforgettable oceanfront living experience. With six private bedrooms, this magnificent waterfront villa melds influences from Asia and the Caribbean...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Pineapple House - Tryall Club1 / 13
    (2)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 March 2018
    We spent an amazing week at Pineapple House. Everything was absolutely perfect. The villa is spacious, tastefully decorated and meticulously maintained. It has everything you...
    Reviewed 20 November 2016
    The house offered an amazing view of the water with stunning landscaping! The villa was very relaxing and comfortable. This villa is a wonderful place for families and friends...
    See all reviews
    About this property
    Rated Premier, the highest rating in the Tryall Club, Pineapple House is an elegant home offering over 6000 square feet of total indulgence your very own Caribbean island private home. The soft, gentle sounds of the waterfall grotto greet you upon arrival...along with the extensive collection of...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sundance is a stunning 5 bedroom, traditional Palladian style villa completed in 2006, extending to 6,000 square feet and occupying a quiet 2 acre site with views of the Caribbean. Antique brick and Italian tiled terraces, pathways and extensive planted areas create a magnificant setting for this...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Save time - get the best Wiltshire rentals sent straight to your email!
    Get the List
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Grill
    • Hot Tub
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade-winds day and night. The east view captures the sunrise, Montego Bay and the nearby Great River while the west view provides an equally lovely view toward...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Enquiry
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    River Lot Gardens is a superior villa located on a lush hillside on Copperwood Ridge. Newly decorated, it is situated amidst lush tropical foliage. Gently sloping, red brick steps lead both to the main house and the separate guest cottage. The interiors are spacious and feature tasteful furnishings...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Unity Hall
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Ocean Views
    • Patio
    • Housekeeping Included
    • Mountain Views
    • DVD Player
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clarridge View Guest House is a comfortable home away from home, 5 bedroom sea view Guest-house. The Guest-house is located in its own private gated compound situated in the lush tropical hills of Reading, Montego Bay, just 800 feet above sea level. The En-suite bedrooms are spacious and cosy each...
    View all property information
    Location Information
    Unity Hall, Saint James Parish 87666
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
    Make Enquiry
    Island House - Tryall Club1 / 17
    (1)Excellent
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 May 2017
    We stayed at Island House for one week. There are few words to describe our experience. First, the house is lovely comfortable and has the most amazing views with an...
    See all reviews
    About this property
    Island House is a delightfully refurbished home with panoramic views of Tyrall's championship golf course and the Caribbean Sea from every room. The Jamaican style open plan living/dining room and wide verandah overlook and open onto the pool deck, lush gardens and expansive views. The villa is...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Hot Tub
    • Parking
    • Air Conditioning
    • Internet Access
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Among the newest Premier villas at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and tastefully furnished -- some traditional, some eclectic -- with a designer’s eye to comfort throughout. Named for its seemingly endless private pool,...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of just a handful of Tryall villas which has its own private beach (depending upon the tide), Tradewinds On The Sea has the most spectacular sea views. With its charming detached bedroom cottage, great gathering spaces such as the ocean side pool deck and quarter acre lawn, Tradewinds is a...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A row of tall coconut palms leads up to Vista Del Mar at the top of the Tryall Resort. Aptly names, this magnificent villa commands a breathtaking view over the rolling greens of the property's famous golf course and glittering Caribbean Sea. The entrance hall opens on to a 40' x 40' living room...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Hopewell
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the finest villas at Tryall Club, Anticipation has all the inviting atmosphere of an elegant private island home and all the amenities necessary to ensure a successful Caribbean vacation. There are three bedrooms in the main villa and one in a separate cottage a breath away from the pool....
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    Overlook - Tryall Club1 / 15
    (1)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2014
    This is our second time to Tryall and first to Overlook Villa. Last year we stayed at Bumpers Nest. Overlook is first class all around. The views are breathtaking from any where...
    See all reviews
    About this property
    Overlook is one of Tryall's newest additions to their collection of luxury villas in Montego Bay. With spectacular views of the Caribbean Sea and Tryall's famous golf course, Overlook villa lives up to its name with mesmorizing views. There are 5 wonderful bedrooms all with air conditioning for...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Karma Bay at the Tryall Club on Jamaica is set right at the edge of the Caribbean Sea, arguably the best location on the entire island. This stunning Montego Bay estate offers six bedrooms and inviting outdoor seating areas with panoramic sunrise and sunset water views. Guests enjoy a...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Linger Longer is located directly overlooking the 13th hole of the Tryall Resort's golf course and the ocean beyond. The villa is distinguished by a unique entrance featuring an enclosed courtyard with the private swimming pool. The interiors feature tasteful furnishings and a spacious living room...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Hopewell
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Parking
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in decades. Fit for a king and remarkable for entertaining, the villa is designed to accommodate families and friends in extraordinary comfort and exquisite style. Unparalleled architecture and design...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Enquiry
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed by Prince Kasimir Korybut in 1993 and brilliantly renovated in 2012, Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and one minute from posh Round Hill where guests enjoy complimentary resort membership. A stunning...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Annabella - Tryall Club1 / 14
    (1)Excellent
    Hopewell
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2013
    This was our third stay at Tryall. The first time was 10 years ago when we got married. The second time was 7 years ago when we went back to celebrate my sister's 40th Birthday...
    See all reviews
    About this property
    Formerly Villa Viviana and now in new ownership, Annabella is built on two levels and surrounded by 6 acres of gardens on an elevated stretch of Mahogany Drive. The world famous Tryall Golf Course, private white sand beach, world class tennis, Restaurants, Kids Club and more of the resort’s...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
    Make Enquiry
    Hopewell
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Round House is a superior villa located on Copperwood Ridge. Nestled in a tropical paradise, the home offers views of the lush Jamaican mountains and Caribbean Sea beyond. The home is built on two levels and offers traditionally styled interiors with some local artwork. The home boasts seven...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
    Make Enquiry
    Hopewell
    6 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Rose Cottage at the Tryall Club on Jamaica is a stylish premiere estate with traditional Jamaican styling. This luxurious Montego Bay six-bedroom villa offers outstanding views of the lush mountainside and the crystalline Caribbean Sea. Enjoy beautifully landscaped grounds that offer...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 14
    Make Enquiry
    Infinity at Tryall Club1 / 22
    (4)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make countless memories in a gorgeous setting at Infinity at Tryall Club. This luxury Jamaica vacation rental is fully staffed and features incredible outdoor living areas overlooking the lush landscape. Use it to host a family reunion or anniversary celebration, hold a destination wedding on the...
    View all property information
    Location Information
    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Patio
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Bumper's Nest at the Tryall Club on Jamaica is an extraordinary private home surrounded by tropical vegetation of the hillside within view of the blue Caribbean Sea. Designed by a distinguished architect, this Montego Bay estate is a bright and airy residence that exudes the upbeat charm...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Grill
    • DVD Player
    • Patio
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Harmony Hill at the Tryall Club, Jamaica.  Harmony Hill is an elegant seven-bedroom estate with the ambiance of an intimate boutique hotel. This very private Montego Bay property blends classic Jamaican styling with all the amenities you desire for a carefree getaway. Enjoy the services...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reveille By The Sea sits on the edge of the Caribbean Sea with beautiful views of Montego Bay, Round Hill and Tryall’s beach. It is a lovely three bedroom Villa perfect for the romantic get away or for a family with its own pool on the water’s edge. You can walk to the beach, Tryall’s famous golf...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Hot Tub
    • Housekeeping Included
    • Washer
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located between Lucea and Montego Bay on the northern coast of Jamaica, this beachfront luxury villa is island living at its finest. Situated within The Tryall Club’s estate, Sunset is just a short walk from tennis, restaurants, and Tryall’s oceanside golf course. With five beautiful bedrooms, all...
    View all property information
    Location Information
    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Infinity at the Tryall Club on Jamaica is a premiere five-bedroom estate with breathtaking views of the Caribbean Sea. Arrive in style on the convenient onsite helipad and discover a full staff including the services of a personal chef, a butler, housekeepers and a laundress. The interior of...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cliffside Cottage is perched dramatically on a lush green hillside next to the Caribbean Sea. The cottage is one of the most beautiful villas in Jamaica that provides a fantastic view of the deep blue sea during the day, and the romantic lights that sparkle across Montego Bay through the night. The...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Karma Bay at Tryall Club1 / 15
    (1)Very good
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Housekeeping Included
    • Waterfront
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note that there is construction near this villa. Please enquire with one of our Villa Specialists for further details. Reward yourself with a true luxury holiday at Karma Bay at Tryall. Set on an incredible beachfront lot on the grounds of the exclusive Tryall Club, this Jamaica vacation...
    View all property information
    Location Information
    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Washer
    • Internet Access
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reef House celebrates beach life with its casual breezy feel and beautiful setting right on the ocean front. The entrance features a foot bridge over a koi pond, exuberant gardens and views of the turquoise blue water. Reef House is located on Country Club Drive East. The championship Tryall...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    No Problem is superior villa located on Copperwood Ridge at the exclusive Tryall Club. The grounds are well landscaped and the villa offers sensational ocean views. Built on two levels, the interiors feature tropical rattans and pastel colors. The airy living and dining room as well as the three...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Xanadu is superior villa perched on top of Barnes Hill, commanding spectacular views of the green fairways and sparkling Caribbean Sea beyond. The villa is spacious and features tasteful interiors. An expansive living area has cathedral ceilings, a library, music area complete with Steinway grand...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    Hopewell
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Windward at Tryall on Jamaica features a stylish six-bedroom layout that is ideal for families. Located in desirable Montego Bay, the villa provides three en-suite master bedrooms, each with an adjacent bedroom suitable for children. Arrive in style at the onsite heliport and discover every...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
    Make Enquiry
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • DVD Player
    • Hot Tub
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Phoenix on the Beach at the Tryall Club on Jamaica is a well-situated seven-bedroom estate on the island's famed north coast. Guests at this Montego Bay seaside villa will enjoy outstanding onsite amenities and complimentary membership at the exclusive Tryall Club. Arrive in style at the...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Mahogany Hill at the Tryall Club on Jamaica is a spectacular seven-acre estate overlooking the Tryall golf course and the blue waters of the Caribbean Sea. This stunning five-bedroom villa is a medley of distinctive architectural detailing and outstanding amenities surrounded by lush...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Little Palm - Tryall Club1 / 17
    (1)Excellent
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2017
    I had a wonderful stay at the Little Palm. Its very sophisticated, yet comfortable with its furnishing. The 3 acre grounds are kept up beautifully. Its a host/hostess dream! If...
    See all reviews
    About this property
    The ideal honeymoon hideaway! This spacious villa is built around the swimming pool with vine covered verandah. The spacious master bedroom with its king bed with separate dressing room and the guest bedroom are both air conditioned and open onto both the pool deck and an arched, covered patio....
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill. He sat upon the hill, gazed over the deep blue sea and selected the site for his own home, the genesis of what was to become a...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
    Make Enquiry
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Wheel House is located high atop Copperwood Ridge at the deluxe Tryall Resort. It is set within lush grounds and offers panoramic ocean views. The interiors are spacious and feature lightly colored fabrics and cool white tiled floors. The large and airy living room features an indoor garden and...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Hanover Grange at Tryall Club1 / 28
    (6)Excellent
    Hopewell
    9 Bedrooms, 11 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • Patio
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2016
    From the moment we entered Hanover Grange we were made to feel very welcome by the staff. The house itself is spacious and excellent for entertaining. There are lots of places...
    See all reviews
    About this property
    Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this...
    View all property information
    Location Information
    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 9 Bedrooms, 11 Bathrooms, Sleeps 18
    Make Enquiry
    Hopewell
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Round Hill Villa 17 Jamaica. With truly stunning décor and a marvelous amount of luxurious living spaces, the Round Hill Villa 17 is easily one of the most beautiful and laid back properties in the prestigious Round Hill resort in Jamaica. While the many services and amenities of the resort...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Enquiry
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ma Moura is a lovely, superior villa located on Pimento Place on the grounds of the exceptional Tryall Golf & Beach Resort. The home is owned by the same family that built it over 40 years ago and offers spectacular views of the Caribbean Sea. The home is a wonderful example of an octagonal design...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Haystack - Tryall Club1 / 28
    (6)Excellent
    Hopewell
    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Parking
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2018
    We have had the good fortune to vacation in some of the best places in the world. In November 2017 our crew dined at the French Laundry. Chef Rodney’s meals would hold up...
    Reviewed 4 May 2016
    Three generations of our family (10 of us) spent a week together at the Haystack Villa at Tryall. It was perfect for an extended family gathering. The kids loved the spacious...
    See all reviews
    About this property
    An exquisite, superbly welcoming villa, Haystack furnishes you with a vacation experience unmatched in elegance and serenity. Brilliant views of the Caribbean Sea set the backdrop for this lovely villa styled in British Colonial architecture under a sunny Jamaican influence. Classic black and white...
    View all property information
    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
    Make Enquiry
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Grill
    • Washer
    • Wi-Fi
    • Housekeeping Included
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your home away from home at one of the most exclusive addresses in Jamaica at Bumper’s Nest. Not only is it part of the five-star Tryall Club on the island’s northwest coast, this luxury six-bedroom vacation rental is perched on the top of Mahogany Hill and affords panoramic views of the...
    View all property information
    Location Information
    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
    Make Enquiry
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 bedroom villa - 3 minutes golf cart ride to the beach club! Tryall Resort Membership. Fully staffed, private swimming pool, exclusive gated community! Blue bird at Tryall at Montego Bay is one of the most magnificent villas in Jamaica that overlooks a glorious tropical garden and the sparkling...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Round Hill Villa 28 Jamaica. A stunning hilltop hideaway, the expansive Round Hill Villa 28 offers views of Montego Bay, Round Hill Bay and even the resort's organic gardens. It features a huge lawn and private grounds, and is a world all its own in the heart of a superlative resort. Voted a...
    View all property information
    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    1
    List your property
    Owner log in