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Villas in Montego Bay, Jamaica

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    1 / 9
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    1 / 15
    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    1 / 27
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 23
    10 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Tucked away on a hill overlooking the majestic Tryall Club and providing 360 degree panoramic views of Montego Bay and Hanover, LDor VDor is a haven waiting to be discovered The largest villa on the property; it has great flexibility to meet the needs of the most discriminating adult or large... View all property information
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    Montego Bay, Saint James Parish
    1 / 30
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Greatview is one of the most glamorous private homes overlooking the Half Moon golf course and vast ocean vista. Three world-class golf courses (Cinnamon Hill, Half Moon and White Witch) are within a five-minute drive. The view is breathtaking ~ the deep blue sea to the north and magnificent... View all property information
    Location Information
    Montego Bay, Saint James Parish JMCJS12
    1 Bedroom, Sleeps 4 | Quick View
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    About this property
    This lovely 1 Bedroom apartment is located on the Sea Castles Complex and is fully furnished with the necessary amenities, the property boast a very Large swimming pool, Tennis Court, Jogging Trail, Pool Side Bar and Grill, private beach with restaurant and Bar, Every Sundays wind surfing takes... View all property information
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    Montego Bay, Saint James Parish 8766
    1 / 29
    5 of 5 stars (1) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Harmony Hill is a private oasis offering the finest in Caribbean living. The villa combines Jamaica’s rich architectural tradition with the latest modern amenities and five star service. The villa enjoys one of the finest views in the entire Tryall Golf Course and Club, which has been described by... View all property information
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    Montego Bay, Saint James Parish
    1 / 12
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Mountain Views
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    About this property
    Our apartments are ideally situated just 10 mins from the airport and 5 mins from the beach. We are nestled in the hills at Bogue with spectacular views of Montego Bay and the ocean overlooking the cruise terminal at Freeport. There is a regular taxi route to and from town [ approx 7 mins drive.]... View all property information
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    Montego Bay, Saint James Parish P O NO 2
    1 / 28
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The perfectly named Tranquility Villa is a lovely and luxurious Jamaica villa, the perfect place to relax. The serene ambience of the villa is complemented by its location on an exquisite beach front. The luxurious rooms at Tranquility Villa are spread over 5,200 square feet. The beautifully... View all property information
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    Montego Bay, Saint James Parish
    1 / 55
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • x
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    • x
    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
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    1 / 30
    Sandy Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Charming 4 bedroom villa, 5 minutes golf cart ride to the white sandy beach!Tryall Resort Membership. Enjoy this exclusive gated resort - private membership. Ma' Moura Villa in Montego Bay is a fabulous Jamaica villa located within the renowned Tryall Club Resort estate. Being situated on a hill... View all property information
    Location Information
    Sandy Bay, Montego Bay
    1 / 40
    Hopewell
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Amazing views day and night. Complimentary Round Hill beach resort membership. Newly refurbished. Excellent staff! Special Offers *SUMMER/FALL SPECIAL* Stay for 7 nights pay for 5 (Selected dates only- check with us!) $7,000 reduced to only $5,000/wk !!! (3 bedroom rate only) Wait! Why you should... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 13
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    A stately Romanesque villa with steps leading from the columned verandah directly to the wide crystal clear swimming pool awaits you in Montego Bay. Located at the famous Tryall Club that was ranked by Condé Nast as one of the top places in the world to stay, you are just minutes away from one of... View all property information
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    1 / 29
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Large 7 bedroom, 7 bathroom villa, large pool deck with Jacuzzi! Views of the Caribbean sea! Wait! Why you should book this villa? You have found a villa that has: ** Rose Hall / Palmyra Beach club! - 2 minutes drive away!!! White sandy beach! ** Membership to for all guests staying at Thomas House... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 35
    Ironshore
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is located in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant living. Wait! Why you should... View all property information
    Location Information
    Ironshore, Montego Bay
    1 / 26
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Villa Windward at the Tryall Club, also known as VL WWT, is a 6-bedroom villa located in Montego Bay. This new villa in a gated community offers ample sitting areas and original artwork throughout the rooms. The living area features a high ceiling and cushioned furnishings, and opens to the... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 46
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Six bedroom glamorous villa magnificently renovated in 2011. 10,000 sq ft home on eight and a half acres overlooking breathtaking panorama of Caribbean Sea. Onsite staff includes a butler, cook, housekeeper, gardeners and a laundress. 45' diameter round pool with special section for toddlers.... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 30
    Rose Hall
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    5 bedrooms 6.5 full bathrooms, new luxury villa, 8000 sq ft. Sleeps 12 persons - Montego Bay Jamaica Villa! Over 8,000 sq ft of new luxury villa! Absolute luxury! One of our newest villas in our villa collections with 24/7 gated security, prestigious neighbourhood. Nestled on the golf course of the... View all property information
    Location Information
    Rose Hall, Montego Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Waterfront
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    • x
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    • x
    About this property
    This one bedroom suite has two double beds with a private balcony, AC, ceiling fan, kitchen (with all essentials), telephone, dining and living area, and cable TV. The pool, gym area, lobby, daily maid service, gardens, and transportation services are available to you during your stay. The cost of... View all property information
    Location Information
    Montego Bay, Saint James Parish JMCJS12
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Mountain Views
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    • Pet-friendly
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    • x
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    • x
    About this property
    Hillside House, a crown jewel at Round Hill Resort, has been fully renovated and had a grand reopening in October of 2015. This lavish extraordinary private villa is located inside the secluded gates of the exclusive award winning Round Hill Resort in Montego Bay, Jamaica where princesses,... View all property information
    Location Information
    Montego Bay, Saint James Parish JAMAICA
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    1 / 13
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Welcome to Calypso Shores, a stunning fully staffed, waterfront villa with its own private beach and pool. Ten minutes from the airport in beautiful Montego Bay. Exclusive VIP service at the airport upon arrival. Located in a lovely gated community with round the clock security, tennis courts, work... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 12
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Five bedroom, five bathroom private villa on 220 private acres. 7,000 square feet of indoor and outdoor living space. 20' x 40' private pool. Tennis court lit for night play. Five cable televisions in all bedrooms. 42'' LCD cable television with Direct TV, VCR, DVD in living room. Bose music... View all property information
    Location Information
    Montego Bay, Saint James Parish
    Ironshore
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Wi-Fi
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    • Ocean Views
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    • Pet-friendly
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    • ?
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    About this property
    TOGETHERNESS is our lovely guesthouse with its beautiful Seaview overlooking the sea of Montego Bay from every angle of the house. It is located in the hills of Ironshore, Montego Bay Jamaica The Space The idea of opening Togetherness as a guesthouse arose after wanting to see people travel as... View all property information
    Location Information
    Ironshore, Montego Bay JMCJS12
    1 / 28
    6 Bedrooms, 11 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • ?
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    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
    Montego Bay, Saint James Parish JMDWD14
    1 / 61
    Sandy Bay
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • ?
    About this property
    5 bedrooms, Luxury villa! Great staff!Tryall Resort Membership. Please read for the exclusive resort features for this villa. Point of View Villa in Montego Bay is a premier Jamaica villa located on the highest point in the world-class Tryall Club, one of the most fabulous sites in the Caribbean.... View all property information
    Location Information
    Sandy Bay, Montego Bay
    1 / 41
    10 Bedrooms, 12 Bathrooms, Sleeps 20 | Quick View
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    • x
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    About this property
    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Lolita is a remarkable architectural achievement: a 14,500-square-foot modern villa on a four-acre site chosen for its breathtaking view of the deep blue Caribbean Sea! * 5-bedroom luxury villa at the prestigious Tryall Club ~ highest Premier rating * breathtaking ocean view *... View all property information
    Location Information
    Montego Bay, Saint James Parish JMCJS12
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    • DVD Player
    • Balcony
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    • Pet-friendly
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    • x
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    • x
    About this property
    Welcome to Villa Sunrise, a luxurious 2 bedroom private villa located in the exclusive world renowned Round Hill in the stunning Montego Bay area.<BR><BR> Villa Sunrise was very recently renovated yet it has retained the original style of classy Round Hill. This pretty cottage style villa... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 18
    Hopewell
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • x
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    About this property
    Mirador is a deluxe one bedroom villa at Tryall Club's Great Houses Villas! Great for couples or honeymoon getaway! Mirador Villa is a deluxe 1 bedroom at Tryall Club. - Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Tryall Club's Villa... View all property information
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    Hopewell, Montego Bay
    1 / 1
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 17 | Quick View
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    • Grill
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    • ?
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    About this property
    On floors of cool Jamaican marble in hues of gray, pink, cream and salmon; rich mahogany; high ceilings and lovely antiques. Knockando evokes a sense of old Jamaica updated with contemporary comforts and amenities. The living room opens wide to the heart of the house. A 1 300 square foot veranda... View all property information
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    Hopewell, Montego Bay
    1 / 14
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    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
    Hopewell
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Waterfront
    • Balcony
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Waters Edge Guest house is a very luxurious Guest house located on the Unity hall main road, its taste of luxury will far reach all guest expectation, the Guest house boast eleven (11) 50 inches Samsung Smart Television , state of the art bathroom fixtures by Moen, exquisite furnishing by... View all property information
    Location Information
    Hopewell, Montego Bay 87666
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Secure Parking
    • Patio
    • Balcony
    • Air Conditioning
    • Porch
    • Terrace
    • Mountain Views
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    About this property
    Montego Bay Club is a high–rise resort actually built into the side of a mountain, and best of all, it's right across the street from the world–famous Doctor's Cave Beach. Guests can lounge by the top pool and take in the magnificent ocean views. This small apartment has all the essentials; air... View all property information
    Location Information
    Montego Bay, Saint James Parish 87666
    1 / 30
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    About this property
    Round Hill Membership: Complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon and spa, bars and restaurants, gift shops, water sports, Internet room,... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 33
    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • x
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    • ?
    About this property
    Brand new PREMIER villa in the exclusive Tryall Club! Seven+ Bedrooms with fantastic views! Deluxe furnishings! Over 12,000 square feet premier villa! Sugar Hill is a brand new PREMIER villa. Seven luxurious bedrooms, with own ensuite bathrooms. All bedrooms are fully air conditioned. The Living... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 22
    22 Bedrooms, 15 Bathrooms, Sleeps 36 | Quick View
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    • x
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    • x
    About this property
    Sea View Heights Villa is a lovely private home surrounded by real authentic Jamaican homes, and luscious countryside. The villa is tastefully decorated in colorful recreational fabrics, satellites TV, VCR, stereo and comfortable furniture inside and outside. Te spacious bedrooms are... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 28
    5 of 5 stars (6) Excellent
    9 Bedrooms, 11 Bathrooms, Sleeps 18 | Quick View
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    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
    Montego Bay, Saint James Parish
    1 / 34
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • x
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    About this property
    7,500sq. ft. brand new super deluxe villa with 5 luxurious bedrooms, own tennis court, spectacular infinity pool.Great River House is a very elegant luxury villa Jamaica that combines an elegant ambiance, stunning expanse and modern conveniences with a well-planned layout. Designed originally in... View all property information
    Location Information
    Hopewell, Montego Bay
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Waterfront
    • Patio
    • Mountain Views
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    About this property
    The Studio Condo (Front-Beach facing-500 SqFt)(Sleeps 4) has a Queen Bed and Two Single Beds , Flat Screen TV ; kitchenette - Frig ,Stove , Microwave, toaster, coffee-maker, just in case you tire of the many restaurants that are within walking distance . Balcony : Reading , sunning , romantic... View all property information
    Location Information
    Montego Bay, Saint James Parish 8766
    1 / 15
    4 of 5 stars (5) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
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    About this property
    Tthis is a 2 bedroom fully furnished house, most of our furniture has been imported with influence from the UK. At our home in Montego Bay, there is a good size kitchen/dining area and a bathroom. We live in a small community which is local to shops.<BR>Montego Bay is the second largest city in... View all property information
    Location Information
    Montego Bay, Saint James Parish ROSEHALL
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    Hopewell
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
    • Satellite TV
    • Grill
    • DVD Player
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    • Child-friendly
    • x
    • ?
    • Smoking allowed
    About this property
    Those who have read "Rebecca" by Daphne du Maurier wistfully imagine themselves being at Manderley, running through the rooms, out of the doors, through the garden and into the sea. Seaclusion offers a twenty-first century experience of being able to do just this but in an environment that is... View all property information
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    Hopewell, Montego Bay
    1 / 28
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Grill
    • Washer
    • Porch
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Explore beyond the stereotypical tourist traps such as the hotel star systems and Sandals resort experience. A newly built two-bedroom bungalow on the oversubscribed Bogue Village, in the St James Parish, Montego Bay. It has eco friendly solar powered hot water supplying a bath and shower... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 12
    4 of 5 stars (1) Very good
    Rose Hall
    1 Bedroom, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    A nice one bed room apartment in Rose hall with great sea views beautiful view, nestled in the lush hills of Rose Hall, Jamaica. A perfect getaway for family and friends looking for fun, rest and relaxation. Guests will have the opportunity to interact with locals to get an authentic feel of the... View all property information
    Location Information
    Rose Hall, Montego Bay PO BOX
    1 / 41
    5 Bedrooms, 14 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
    • Hot Tub
    • Air Conditioning
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    • Pet-friendly
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    • ?
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    About this property
    This elegant retreat nestled in the prestigious Spring Farm gated community is the ideal setting for a large gathering. At 18,000 square feet it perfectly accommodates five couples, with additional bedding available for groups of up to 17 guests. Once you drive in through the palm tree-lined... View all property information
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Balcony
    • Shared Garden
    • Terrace
    • Air Conditioning
    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
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    • ?
    About this property
    This property offers guests the comfort of feeling at home while away from home. Equipped with the essentials of a home, guests have the luxury to cook as they wish, enjoy privacy and peace and quiet, enjoy access to free WiFi at all times and still be within close proximity to the airport, beach... View all property information
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    Montego Bay, Saint James Parish 876
    1 / 14
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Balcony
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    • Satellite TV
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Cliffside Cottage on Jamaica is a luxurious five-bedroom home in desirable Montego Bay that affords every amenity for a memorable tropical vacation. The name says it all to describe this glorious location where the villa is perched overlooking panoramic vistas of the blue Caribbean Sea. Enjoy... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 29
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Parking
    • Satellite TV
    • DVD Player
    • Terrace
    • Internet Access
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Villa Coconut Cottage on Jamaica is an inviting five-bedroom cottage set on a gentle hillside overlooking the Caribbean Sea. Traditional Colonial design blends with modern amenities to produce a fairytale villa situated on the site of the former Round Hill plantation. Villa Coconut Cottage features... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 13
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • ?
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    About this property
    A stately Romanesque villa with steps leading from the columned verandah directly to the wide crystal clear swimming pool awaits you in Montego Bay. Located at the famous Tryall Club that was ranked by Condé Nast as one of the top places in the world to stay, you are just minutes away from one of... View all property information
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    1 / 7
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Flanking the tropical forest and affording the utmost in privacy, Villa 22A exudes the classic elegance that was part of founder John Pringles original vision. Each bedroom boasts its own bathroom and living space, and may be closed off and air-conditioned for comfort. An open common area spills... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 28
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
    • DVD Player
    • Terrace
    • Internet Access
    • Satellite TV
    • Patio
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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