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Apartments and Vacation Rentals in Montego Bay, Jamaica

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    Travelers to Montego Bay are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    6 Bedrooms, 9 Bathrooms, Sleeps 12 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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
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    Montego Bay, Saint James Parish
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Montego Bay, Saint James Parish 11122
    1 / 44
    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
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    Rose Hall, Montego Bay
    1 / 12
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    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
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    Montego Bay, Saint James Parish
    1 / 28
    6 Bedrooms, 11 Bathrooms, Sleeps 12 | Quick View
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    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
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    Montego Bay, Saint James Parish JMDWD14
    1 / 46
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Beautiful gated community with pool, 24/7' SECURITY', 5 minutes from Montego Bay Airport . The complex overlooks Montego Bay harbor and is a 5 minutes drive to the famous Montego Bay hip strip. There are 4 beaches withing five minutes driving distance. The unit has enclosed patio, garden... View all property information
    Location Information
    Montego Bay, Saint James Parish JMCSJ12
    1 / 61
    Sandy Bay
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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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
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    1 / 41
    10 Bedrooms, 12 Bathrooms, Sleeps 20 | Quick View
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    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
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    Montego Bay, Saint James Parish
    1 / 34
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    About this property
    Quiet studio apartment with own patio on Hip Strip, in a middle of everything in Montego Bay. Nightclubs, beaches, restaurants, shopping, deep sea fishing, catamaran cruses, snorkeling, diving The studio has a fully equipped kitchen, AC and ceiling fan, cable TV, Wi-Fi, towels, linen, a swimming... View all property information
    Location Information
    Montego Bay, Saint James Parish JMCJS23
    1 / 21
    Rose Hall
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    For the tennis enthusiast! 6 bedroom villa , fully staffed, private swimming pool and only 10 minutes from the airport. The comfortable Ladywood House has a total of 6 bedrooms. Two bedrooms with king size bed, two bedrooms with queen beds that share a bathroom The spacious house has a large living... View all property information
    Location Information
    Rose Hall, Montego Bay
    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    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 / 13
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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
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    Montego Bay, Saint James Parish
    1 / 14
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Heaven's Gate Ocean View Villa is a three bedroom , five beds four bath villa located in Iron Shore Estates - less than ten minutes from the Montego Bay airport. All bedroom have air-conditioning along with ceiling fans . The grounds are professionally landscaped and fully fenced - includes a... View all property information
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    Montego Bay, Saint James Parish 0000
    1 / 18
    Hopewell
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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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
    Location Information
    Hopewell, Montego Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Patio
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    Spacious and gorgeous 3 bedrooms , 3 bathrooms villa located on Sunset Drive, Montego Bay, Secrets hotel is just across the street. Guests will be given a free access card to Secrets hotel, where they can enjoy the beach and restaurant. This villa is also close to other restaurants and... View all property information
    Location Information
    Montego Bay, Saint James Parish 0000
    1 / 1
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 17 | Quick View
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    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
    Location Information
    Hopewell, Montego Bay
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    1 Bedroom, 1 Bathroom, Sleeps 30 | Quick View
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    • Grill
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    • Terrace
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    About this property
    This 14 bedroom Exclusively Elegant Boutique Villa is, surrounded by lush, green, beautifully manicured gardens with spectacular breathtaking views of the Caribbean Sea. Features spacious and tastefully decorated suites, private balcony, outdoor infinity pool, outdoor hot tub, pool deck bar and... View all property information
    Location Information
    Montego Bay, Saint James Parish 1876
    1 / 14
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    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
    1 / 33
    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Grill
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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 / 30
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    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 / 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
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Mountain Views
    • Patio
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    • Pet-friendly
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    • x
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    About this property
    This property has three very spacious bedrooms 2 queen beds and one king bed. All beds are made of rich, mahogany. The bedrooms were specially decorated by the owners. The property is located on a nice quiet culdesac with moutain views. For your leisure, there is a large open living room with... View all property information
    Location Information
    Montego Bay, Saint James Parish PO BOX
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Yard
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    • Pet-friendly
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    • 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
    Location Information
    Montego Bay, Saint James Parish 876
    1 / 20
    Hopewell
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • x
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    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
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    • Porch
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    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
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    Montego Bay, Saint James Parish
    1 / 20
    4 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
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    • x
    About this property
    This furnished 2 bedroom townhouse is available in gated community in Montego Bay Jamaica, with 24 hour security! It is available for short term or long term rental. It boasts central air, hot water, internet/cable, washing machine & dryer, and pool and best of all, the nicest neighbours! Only 5... View all property information
    Location Information
    Montego Bay, Saint James Parish 200001
    1 / 41
    5 Bedrooms, 14 Bathrooms, Sleeps 14 | Quick View
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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
    1 / 13
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | 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
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    Montego Bay, Saint James Parish JMDWD14
    1 / 14
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • 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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    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 / 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
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    Hopewell, Montego Bay
    1 / 28
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    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
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    Hopewell, Montego Bay
    1 / 13
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Villa Fairwinds at the Tryall Club on Jamaica is a stunning private home that blends beautifully with the lush natural surroundings of Montego Bay. Guests will enjoy a well-designed layout with all the special touches that make for a memorable island vacation. Arrive in style at the onsite helipad... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 21
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • x
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    • x
    About this property
    Villa Wild Orchid on Jamaica is a unique and gorgeous property set on an amazing 220 acres of a former banana plantation. This five bedroom Montego Bay hideaway features stately Georgian architecture and lushly landscaped grounds that run from the mountains to the sea. Enjoy jaw dropping views of... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 22
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    Villa Almond Hill on Jamaica is a gorgeous Montego Bay estate within the upscale Round Hill resort. This lovely private home on the site of a former coconut plantation was designed by a prince and recently renovated to include all the modern conveniences you have come to expect. Guests at Villa... View all property information
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    Hopewell, Montego Bay
    1 / 32
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 of... View all property information
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    Hopewell, Montego Bay
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    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Noble House on the Beach on Jamaica is an architectural gem that raises the bar for elegance and style. This magnificent five-bedroom waterfront estate is a series of pavilions with peaked roofs separated by charming bridges and water gardens for privacy. Enjoy an expansive 15,000 square feet... View all property information
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    Hopewell, Montego Bay
    1 / 5
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Step back to Round Hills roots with Villa 22 a beautiful, quaint hideaway with sprawling views of the Caribbean. This villas design evokes the original style and ambiance of Round Hill from the 1950s, with open-air verandahs and crisp white linens, mahogany furnishings and a feel of elegant... View all property information
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    Hopewell, Montego Bay
    1 / 15
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Great River House on Jamaica is set on five beautiful acres surrounded by manicured lawns with stunning views of the Caribbean Sea. Guests will enjoy five luxurious en-suite bedrooms and 7,500 acres of living space with everything you need for a memorable tropical vacation. Pass through the... View all property information
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    Hopewell, Montego Bay
    1 / 24
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • Smoking allowed
    • x
    About this property
    Villa Yellowbird at the Tryall Club on Jamaica is a well-situated Montego Bay home overlooking the deep blue waters of the Caribbean Sea. This four-bedroom villa features modern furniture with upbeat island colors offset with dark wood trim on shuttered windows that provide Old World Jamaican... View all property information
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    Hopewell, Montego Bay
    1 / 21
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Cielo at the Tryall Club on Jamaica is indeed a little slice of heaven and sky as the name implies. Perched on a gentle island hillside overlooking the Tryall Golf Course and the blue waters of the Caribbean Sea, Villa Cielo is layed out with three wings plus a cottage, making it the ideal... View all property information
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    Hopewell, Montego Bay
    1 / 12
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Entering the world of Reef House is one of total serene and tranquility. You approach Reef House over a stepped bridge and enter into a world of serene, comfortable living. The magnificent arc of the Caribbean Sea refreshes your spirit and sets the scene for memorable days of freedom. There are 3... View all property information
    Location Information
    Hopewell, Montego Bay 11111
    1 / 34
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Bambu on Jamaica is an elegant six-bedroom Montego Bay estate with breathtaking panoramic views of the Caribbean Sea, making it the ideal choice for discriminating vacationers. Enjoy 10,000 square feet of living space on 8.5 acres featuring well-designed West Indian architecture along with... View all property information
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    Hopewell, Montego Bay
    1 / 22
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Harmony Hill at the Tryall Club on Jamaica 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 of a full staff to... View all property information
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    Hopewell, Montego Bay
    1 / 19
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Hot Tub
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Pimento Hill on Jamaica is a distinctive Montego Bay private home with a storied history. Built for a French Count and Countess in an era when Jamaica was the prime destination for the jet set, the villa hosted notables including Ian Fleming, the Kennedys and Noel Coward. A letter from Queen... View all property information
    Location Information
    Hopewell, Montego Bay