Home Vacation Rentals By Owner In Montego Bay, Jamaica

Showing 20 Of 934 Vacation Rentals
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$4206.65

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Pineapple House in Montego Bay by Personal Villas - World-Class Service

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** brbrPINEAPPLE HOUSE at the TRYALL CLUB, Montego Bay, JamaicabrbrThis gorgeous villa has it all; incomparable ocean views, exquisite architecture, stunning interiors, and a villa staff that deliver a level of hospitality that is nothing short of world-class. br brPineapple House is nestled on the brow of Copperwood Ridge, overlooking an extensive portion of the Tryall Club 18-hole golf course and with 180-degree views of the Caribbean Sea. It is within easy walking distance of the Great House, gym, tennis courts, massage center, and a short ride by the villa’s complimentary golf cart to the legendary Tryall Golf Course and the beach. br brBeautifully built and designed in the spirit of the renowned architect Oliver Messell, Pineapple House is built on two levels and has all of the hallmarks that you would expect from a villa of this quality, style, and comfort. br brThere are four master bedrooms fitted with King beds and one bedroom fitted with twin beds which convert to a king. All master suites are of the same size and come with custom-designed cabinetry, Saltillo-terracotta tiled floors, and lavish en-suite bathrooms. The lower level master bedroom which has a king-size bed is handicap-accessible. Smart televisions with internet capability are installed in each suite. Each bedroom has a private balcony or deck with thrilling views. br brThe villa is notable for its views and the spacious verandas from its upper floors, the 2,500 square feet meandering terrace on the main level overlooking the diving heated pool, the Gazebo, covered outdoor dining area, lounging areas, and bar all take full advantage of them. Well-manicured lawns are great spots for the children to play and the English garden with its waterfall is the loveliest place to sit and read or host a cocktail party. br brA warm and efficient team of Chef, Butler, Housekeeper, laundress, and gardener, wait to serve you everything you could possibly want, plus endless rounds of the House drink, “Pineapple Painkiller.” You will not want to leave. Chef Rannoy is a certified chef from the Culinary Institute of America, the world-renowned premier cooking school that has trained some of the best chefs in the world. A talented professional, Chef Rannoy will prepare and present the most mouth-watering meals for you to enjoy. brbrAMENITIESbr• Heated swimming poolbr• Indoor/Outdoor Dining br• Hot Tub br• Free Wireless internet br• Smart TVs and Blow dryers br• Cable Flat-screen TVs br• I-pod docks and Safes br• Free on-property shuttle servicebrbrFeatures br• Short golf cart ride to golf, beachbr• Walking distance to tennisbr• Massage center and Fitness centerbr• Boutique and Tryall marketbr• Games room and  Kid’s ClubbrbrSTAFFbr• Butlerbr• Chef br• Housekeeper br• Laundressbr• Gardener br brBEDROOM DESCRIPTION brBedroom 1 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, private balcony or deckbrBedroom 2 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, private balcony or deck brBedroom 3 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, private balcony or deck brBedroom 4 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, private balcony or deck brBedroom 5 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower, private balcony or deck brbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.
Bed 5

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Bath 5

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$3151.94

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Villa

Someday Soon in Montego Bay by Personal Villas - Jamaican-influenced Style

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** brbrSOMEDAY SOON at the TRYALL CLUB, Montego Bay, JamaicabrbrA gorgeous villa of outstanding quality Someday Soon is unique in that every bathroom has an indoor as well as an outdoor shower. The collection of Jamaican art is stunning, the pool faces the ocean view and a highly productive kitchen garden ensures the freshest of produce. The famous tennis courts and well-equipped gym are both right at hand. br brSomeday Soon features Jamaican-influenced architecture and furnishings with a wonderful collection of original paintings by well-known Jamaican artists such as Errol Allen, Messam, and Jeffrey Samuels. Hand-knotted Persian rugs and Jamaican grass rugs add a flourish to the floors. The beautiful flow of the living space is complemented with the landscaping of exceptional quality creating an environment that encapsulates the charm and serenity of living in the tropics. br brFour spacious, equal-sized bedrooms are in the main house and a fifth bedroom is in a private wing – all with immaculate, large En suite bathrooms with indoor as well as outdoor showers. The first floor has two bedrooms, each with two twin beds that can be converted into king-sized beds. br brThe second-floor bedrooms and private wing bedrooms each have king-sized beds. Each bedroom has a flat-screen television and iPod dock. The En suite bathrooms have a private WC and separate indoor and outdoor showers. Downstairs, the outdoor shower is part of a private garden, and upper-level showers have planters with lush tropical foliage. Each bedroom is a private retreat with large covered private verandas that provide magnificent views of the Tryall golf course and the sea beyond. All are decorated in quintessential Jamaican style with dark woods, beautiful fabrics, and Jamaican art. br brThe villa offers large indoor living and dining rooms as well as two separate living and dining verandas. Every room, including the infinity pool and huge Spa, offer gorgeous expansive views of the sea. Both indoor and outdoor living spaces have flat-screen televisions. The indoor dining room has seating for 12 or more and opens onto a separate covered dining veranda featuring a Jamaican hand-carved round dining table for 10 and offering spectacular views. To stay at Someday Soon is to dine well, experiencing the produce from the villa’s organic garden as well as fruit from the surrounding lime, papaya, ackee, and breadfruit trees. Bees in the garden hive provide very local honey. br brThere is a fabulous heated infinity pool that features a 50’ swimming lane and a 6” deep lounging platform, complete with lounge chairs, and incredible views of the sea. An inset infinity edge spa is heated to a comfortable 100 degrees and can accommodate 12 persons. Walls and gardens provide a private enclave enclosing the indoor and outdoor living areas and pool. br brSomeday Soon is the most energy-efficient villa at Tryall featuring hidden solar panels that provide electricity, water heating, and charge the electric golf carts. Your staff of six includes a chef to prepare your favorite foods, a butler to serve drinks and meals when and where you choose, and daily housekeeping and laundry services. brbrCan be rented as a 4 (Low season) or 5 Bedroom Villa.brbrAMENITIESbr• Heated 50′ infinity pool and Heated spa for 12 br• 4 electric golf carts and Indoor/outdoor dining for 10 + br• En suite bathrooms, private WC, and AC in bedrooms br• Molton Brown toiletries br• 5 private covered bedroom verandas and Kitchen garden br• Wet bar with fridge and separate ice maker br• Free wireless internet br• 7 flat-screen TVs, Cable TV, DVD Player, and Pandora br• Free Vonage to the US & some international br• iPod docks, Hair dryers, and Safes in bedrooms  br• Ceiling fans in all rooms br• Daily laundry service plus ironing brbrFeatures br• Walking distance to Tennisbr• Massage center and Fitness centerbr• Boutique and Tryall marketbr• Games room and Kid’s ClubbrbrSTAFF br• Head of Housebr• Chefbr• Butler br• 2 Housekeepersbr• Laundress br• GardenerbrbrThe Space:brBEDROOM DESCRIPTION brMain House (First floor) brBedroom 1 - King size bed/2 twin size Beds + En suite bathrooms + Indoor/outdoor showers, A/C, private verandas + magnificent views of the Tryall golf course and sea beyond. brBedroom 2 - King size bed/2 twin size Beds + En suite bathrooms + Indoor/outdoor showers, A/C, private verandas + magnificent views of the Tryall golf course and sea beyond. br(Second Floor) brBedroom 3 - King size bed + En suite bathrooms + Indoor/outdoor showers, A/C, TV, iPod dock, private verandas + magnificent views of the Tryall golf course and sea beyond brBedroom 4 - King size bed + En suite bathrooms + Indoor/outdoor showers, A/C, TV, iPod dock, private verandas + magnificent views of the Tryall golf course and sea beyond brPrivate Wing brBedroom 5 - King size bed + En suite bathrooms + Indoor/outdoor showers, A/C, TV, iPod dock, private verandas + magnificent views of the Tryall golf course and sea beyondbrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.brbrInteraction with Guests:brMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to change
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Bath 5

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$3140.4

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Villa

Round House in Montego Bay by Personal Villas - Breathtaking Views

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa **brbrROUND HOUSE 7BR at the TRYALL CLUB, Montego Bay, JamaicabrbrDelightfully whimsical with wonderful ocean and golf course views, Round House offers classical Jamaican and American styles with plenty of space and exuberant gardens. br brLocated on the brow of Copperwood Ridge, Round House is an easy walk to Tryall’s world-class tennis courts, its gym and other amenities, and a 3-minute ride by the villa’s complimentary golf cart to the championship Tryall Golf course and private beach. br brDesigned on two levels, the house is built in a quintessential Caribbean style with wide verandas and lofty cathedral ceilings. Interior spaces are warm and inviting with furnishings that combine rich Jamaican heritage with classic American charm. There are seven bedrooms in total at Round House; some command ocean views and others enjoy colorful garden vistas. There are six king-bedded rooms (including the master) and one twin-bedded room which can be converted into king beds. Three of the bedrooms on the lower pool level interconnect with each other and come with a small private sitting room with a flat-screen television. Each bedroom has a private En suite travertine marble bathroom. br brThe main level’s a spacious living room and bars open to a wide terrace with magnificent views of the sea. Here on the veranda are plenty of chairs in which to relax including delightful rocking chairs. To the left is a fabulous circular dining gazebo which unsurprisingly given the magnificent views is the favored dining location. The lower terrace level has a pretty heated swimming pool with plenty of sunbathing areas as well as a further gazebo for shady relaxation. brbrCan be rented as a 5, 6, 7 Bedroom Villa.brbrAMENITIESbr• Heated swimming pool 7 feet 8 inches at the deepest point  br• Cable television, Flat screen TV, and Free Wireless internet br• Indoor/Outdoor Dining, AC bedrooms br• iPod docks, Safes, and Hair dryers  br• En-suite bathrooms and Private balconies br• Free on-property shuttle service and 4 Golf cartsbrbrFeatures br• Short golf cart ride to golf and Waking distance to tennisbr• Beach, massage center, and Fitness centerbr• Boutique and Tryall marketbr• Games room and Kid’s ClubbrbrSTAFF br• Butlerbr• Cook br• Housekeeperbr• Laundress br• 2 gardenersbrbrBEDROOM DESCRIPTION brMain Level brBedroom 1 - Master Suite: King size bed, dressing room, his 'n' hers bathrooms, 2 walk-in showers, whirlpool bathtub, balcony overlooking pool and expansive sea view. Opens to main floor living room + Flat screen cable TVbrBedroom 2 - (Little Cottage) - King-size bed, En-suite bathroom with walk-in shower. Opens to the living room and a central courtyard. Across the small courtyard is the Red Room + Flat screen cable TVbrBedroom 3 - King size bed, En-suite bathroom with walk-in shower. French doors to patio, lawn, central courtyard, gazebo and modest sea view + Flat screen cable TVbrUpper Level brBedroom 4 - King size bed, En-suite bathroom with walk-in shower. French doors to balcony and sea view + Flat screen cable TVbrLower LevelbrBedroom 5 - King size bed, En-suite bathroom has walk-in shower. Expansive windows offer a view of the pool, gardens and sea. Opens to TV room, gazebo and pool terrace.brBedroom 6 - King size/2 twin beds, En-suite bathroom has walk-in shower. Easy access to gazebo and pool + Flat screen cable TV brBedroom 7 - King size bed, En-suite bathroom has walk-in shower. Pool and sea view, easy access to small patio and the pool + Flat screen cable TV brbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.
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Bath 10

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$1708.43

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Villa

Little Palm at Tryall Club in Montego Bay by Personal Villas - Magnificent Villa

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa **brbrLITTLE PALM at the TRYALL CLUB, Montego Bay, Jamaica brbrLittle Palm lives large nestled amidst an acre of garden on the 17th fairway and a short walk or quick golf car ride to the beach. Two large bedroom suites, grand entry hall, private pool, indoor/outdoor lounges, and experienced staff, including private chef, are some of the features that ensure guests enjoy a luxurious and memorable holiday. br brA favourite of honeymooners, this spacious yet intimate hideaway is also the choice for couples, small families or close friends who want privacy and prefer to avoid the fuss of having to coordinate a large group holiday. br brThe villa designed by Jamaica’s master builder, Giuseppe Maffesanti, in 1959 as a summer cottage for an English Count, Little Palm is truly a jewel in Tryall’s crown. The villa is completely updated with all modern amenities, including solar energy, and is decorated in timeless Caribbean-inspired blue and white décor with furnishings custom made by local artisans especially for the home. Rooms are equipped with flat screen TVs, Cable, ceiling fans and air conditioning. br brThe historic floor-to-ceiling hand painted mural in the entry, hand hewn limestone wall and arches, and Royal Palms on the expansive immaculate property, give the villa its charm, refinement and historic sensibility. brbrAMENITIESbr• 35 ft. Swimming poolbr• Powder room and Hair dryers br• Formal dining area br• 1 Golf cart, Safe br• 2 indoor/outdoor lounge areas and Outdoor Dining br• Pergola for outdoor dining br• A/C units & ceiling fans throughout br• Computer Wi-Fi and Cable television br• Flat screen TVs and DVD player br• Wet bar and outdoor BBQ br• Games table and high Chair br• Lawn Games br• Kosher catering available br• Free on-property shuttle servicebrbrFeaturesbr• 4 minutes to tennisbr• Massage centerbr• Fitness centerbr• Boutique and Tryall marketbr• Games room and Kid’s Clubbr• Walking distance to beachbr• GolfbrbrSTAFF br• Cook/Housekeeper br• Laundress  br• Gardener brbrBEDROOM DESCRIPTION brMain House brBedroom 1 - Master Bedroom, King-size bed, en-suite bathroom with tub + walk-in shower, opens to a sea-facing veranda brBedroom 2 - King/Twin bed, en-suite bathroom with tub + walk-in shower, opens to a sea-facing veranda brbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.
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$7454.44

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Villa

Harmony Hill, Tryall Club in Montego Bay by Personal Villas - Captivating Views

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** brbrHARMONY HILL 7BR at the TRYALL CLUB, Montego Bay, JamaicabrbrThere are villas and then there is Harmony Hill. This breathtakingly stunning villa simply boasts one of the finest locations at Tryall. Ocean panorama views at every angle fuse naturally with seven acres of immaculately landscaped gardens, manicured lawns, a nature trail, and an organic garden. Enhanced by a focus on mind and body and its dedication to a world-class hospitality experience…..it is for good reason that the “Hill” enjoys an enviable repeat factor from its most discerning guests. br brStanding 350 feet above sea level atop Ocean View Drive and surrounded by a seven-acre nature oasis with a cohesive team of eleven focused on delivering elite service, Harmony Hill is one of the finest villas throughout the Caribbean. The ocean panorama afforded from every single room and especially the sweeping pool terrace is absolutely breathtaking and many are those who spend languid hours watching the colors shift with the play of light. The meticulous design and level of finish which melds Jamaican-inspired architecture with a contemporary floor plan magically brings the outside in together with amenities and technology that embody twenty-first-century luxury living. br brThe open-concept main pavilion with its soaring ceilings draws the eyes to the stunning infinity pool that lies above the horizon of the ocean beyond. A sitting room with a wet bar flows into a formal dining room that seats 16 and a media room with 65-inch surround sound television is a cozy haven for those wishing to catch up with their favorite program. The gorgeous covered outer veranda offers two seating areas – one with television – and a dining area which given the amazing view of the sea is hugely popular. To the right of the pool is the “epicenter” of human interaction….a covered bar with television an adjacent lounge area and a modern fire pit. From here the panoramic views extend way out to sea and southwards into the forested valley and it is for good reason that it is often the favorite guest gathering spot. br brWith a dedication to wellness, the immaculate custom stainless steel commercial kitchen is the most modern and comprehensibly equipped at Tryall, bringing a discerning farm-to-table experience befitting the culinary talent of Chef Dwight Morris. And there is of course an ocean-facing fully equipped private gym, boasting the finest quality equipment. br brThe seven fully air-conditioned bedrooms, allowing for various accommodation options, all enjoy spectacular ocean views and all but one opens to a private patio. Four bedrooms are within the main house, two with a private sitting room are in the elevated guest cottage and one is privately tucked away adjacent to the pool for those who like a hideaway. All have walk-in closets and travertine or marble tile en suite bathrooms. The rainfall and zero-depth walk-in showers are magnificent and as you might expect, there are Bose Blue Tooth speakers in each bedroom. br brSurround sound audio and Wi-Fi is available throughout Harmony Hill and all televisions are SMART. Throughout the villa, you will be stimulated by a striking and meticulously curated art collection. Each year, the owners make subtle design and landscaping changes so that those who return are always delighted – and indeed look forward – to seeing what is fresh and new. br brCan be rented as 5, 6 or 7 Bedroom.brbrAMENITIESbr• Heated Swimming pool br• Cable Flat screen SMART TVs, DVD player br• Bose Blue tooth speakers in all bedrooms and gymbr• Entertainment library CD, DVD, PS5, ping pong table, and multiple yard gamesbr• Complimentary International calls br• Indoor/Outdoor Diningbr• Free Wireless internet br• Washer/dryer unit, Personal toiletries br• Safe in all rooms, Hairdryers br• Private gym, Wet bar br• 6 Private balconies br• 3 golf carts brbrFeatures br• Short ride to the golf br• Tennis, massage centerbr• Fitness center, boutiquebr• Tryall market, games room, Kid’s Club br• Views of the Caribbean Sea br brSTAFFbr• Chef br• Laundress br• Butler, Assistant Butlerbr• 2 Housekeepers, 3 Gardeners brbrBEDROOM DESCRIPTION brMain HousebrBedroom 1 - King size bed, En-suite Bathroom, A/C, Toilet, Walk-in-showerbrBedroom 2 - King size bed, En-suite Bathroom, A/C, Toilet, Walk-in-shower brBedroom 3 - King size bed, En-suite Bathroom, A/C, Toilet, Walk-in-shower brBedroom 4 - King size bed, En-suite Bathroom, A/C, Toilet, Walk-in-showerbrGuest CottagebrBedroom 5 - King size bed, En-suite Bathroom, A/C, Toilet, Walk-in-shower brBedroom 6 - King size bed, En-suite Bathroom, A/C, Toilet, Walk-in-shower brGuest Cottage 2 brBedroom 7 - 2 Twin beds (which can be combined as King), En-suite Bathroom, A/C, Toilet, Walk-in-showerbrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.brbrInteraction with Guests:brMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to change
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Bath 7

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$954.61

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Villa

Wonderland at Tryall Club in Montego Bay by Personal Villas - Divine and Allurin

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** brbrWONDERLAND at the TRYALL CLUB, Montego Bay, Jamaica brbrPerched on the hill overlooking Tryall sits the completely renovated Great House villa, WONDERLAND. This one-bedroom villa is located adjacent to the 1834 Georgian Great House which is the hub of Tryall activities. The redesign was just completed in January 2022. br brThis 1200+ sq. ft., villa enjoys a commanding panoramic view of Tryall’s championship golf course, the Caribbean Sea, and Montego Bay’s evening twinkling lights. The magnificent views are breathtaking from both levels of the villa. You are first greeted with a lovely garden, featuring an antique Jamaican cook pot. Depending on the season we grow orchids and other interesting plants. br brThe entry-level consists of a great room, with a state-of-the-art kitchen, an oversized island, a sitting area, a dining, and a full bathroom. The large refrigerator has an ice maker and filtered water. Swing open the glass French doors in the sitting area to enjoy the expansive views and balcony. br brA gracious, wide staircase leads to the primary bedroom with a king-size bed and a 55” smart TV. The bedroom opens through French doors to a private terrace with comfortable seating with a gas-fire table, alfresco dining, and a BBQ. The En suite bathroom includes a walk-in rain shower, soaking tub, Washlet brand electric toilet, and a double trough sink. br brDown the hall is the media room which provides private office space, a convertible sofa, and another 55” smart TV. br brYou will find Wonderland exhibits an extraordinary collection of Jamaican art including Albert Huie, father of Jamaican painting, Jeffrey Samuels, G. Barrett, Jonathan Routh, Eve Foster, Stanford Schliefer, and Seya Parboosingh. There are also many Jamaican intuitive artists represented such as Raz Dizzy, Roy Reid, Albert Artwell, Zion, and others. You will also find sculptures, antique maps, and photographs. The majority of the furniture and all the built-ins were made locally by skilled craftsmen. br brThere is a Sonos music system available in the living area and a portable speaker on the lower level for your personal choice of music using the Sonos app. brbrAMENITIESbr• Fully Air conditioned br• Indoor and outdoor dining br• Gas fire table br• En suite bathroom and Full bath on each level br• Blackout blind in the primary bedroom br• L’Occitane toiletries and Guest cotton bathrobes br• Energy-saving appliances – tankless water heater and induction range br• Washer/dryer unit, Hair dryer, and Lockable Safe br• Sirius satellite radio and Sonos br• 3 – 55” Smart TVs, 5 – ceiling fans, Free wireless internet, and Cable programming br• Private terrace off the primary bedroom br• Games and puzzles available br• Natural coral stone throughout br• One Golf cartbrbrFEATURESbr• Short walk to the tennis and pickleball centerbr• Gym and Massage centerbr• Tryall Market and Legendary golf coursebr• Kids’ Club, Game room, and library br• 3-minute golf cart ride to the new Beach Club featuring a heated saltwater poolbr• Water sports facility, Boutique, and tour desk. brbrSTAFF & SERVICES br• Karoline, a professionally trained housekeeper, provides daily service including housekeeping, laundry, and preparation of breakfast and lunch. Dinner is available at an extra charge.br• Lunch and dinner are also available at the Beach Restaurant and Beach Grill. Room service is offered from the Beach Restaurant dinner menu.brbrBEDROOM DESCRIPTION brMain HousebrBedroom 1 - King size bed, A/C, 55” Smart TV, En suite bathroom + walk-in rain shower, soaking tub, Washlet brand electric toilet, Double trough sink. Private terrace + Gas fire table, Alfresco dining, and  BBQ br• Convertible sofa in the media room (can be used as a twin or king) brbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.
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$1572.62

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Villa

Folly at Tryall Club, Montego Bay by Personal Villas - Stunning Caribbean Views

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** brbrFOLLY at the TRYALL CLUB, Montego Bay, JamaicabrbrWith stunning views of the ocean and the Montego Bay coastline, flower-filled gardens, and sweeping lawns planted with specimen trees, Folly is an absolutely charming place to be. One of Tryall’s original houses, having been owned by only 2 families, this villa is a much-loved home and offers a truly unique escape for families or couples. br brFolly is located on the ridge of Barnes Hill, amidst 3 acres of well-manicured lawn and gardens. The Main House has the warm charm of a “Casita” – built on one level with covered walkways around flower-filled inner gardens that are frequented by hummingbirds and yellow banana quits. br brAll bedrooms have en suite bathrooms and views of the ocean. Each is fitted with ceiling fans (no air-conditioning), which enhance the cross ventilation from the ocean and landward breezes, alleviating the need for air conditioning. There are two master bedrooms, one in the main house, and the second in a detached cottage a few steps from the main house. The master cottage is a restful retreat, sheltered by a large focus tree. It offers a sunny view of the shade-dappled lawn, the pool, and the ocean. All bedrooms can be configured with king or twin beds as requested.brbrJust a few steps from the living room, which is open on four sides, is the heated swimming pool. A table set up on the lawn provides the perfect spot for breakfast and lunch is usually served on the patio. The bar/study, with a daybed, provides space for those in need of quiet contemplation or an extra single bedroom with its own bathroom, which can also serve as a second bath to the master bedroom. br brBibliophiles will be delighted with the selection of books, many having been brought by authors who have been Villa Folly guests. brbrAMENITIESbr• Heated swimming pool br• Free Wireless internet br• Cable TV in 2 bedrooms br• Indoor/Outdoor Dining br• Safe in each room br• Hair dryers br• Full bed pull-out sofabr• 1 golf cart br• Free on-property shuttle service brbrFeaturesbr• Walking distance to tennisbr• Massage centerbr• Fitness center & Boutiquebr• Tryall market & Games roombr• Kid’s ClubbrbrSTAFF br• Cook br• Laundress  br• Housekeeper br• 2 Gardeners brbrBEDROOM DESCRIPTIONbrMain housebrBedroom 1 - Has optional Twin or King size bed, Ceiling fan, En-suite bathroombrCottage brBedroom 2 - Has optional Twin or King size bed, Ceiling fan, En-suite bathroombrGuest BedroombrBedroom 3 - 2 Twin beds (which can be combined as kings), Ceiling fan, En-suite bathroombrBedroom 4 - 2 Twin beds (which can be combined as kings), Ceiling fan, En-suite bathroom brbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.
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$2650.7

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Villa

Elysian Plain at Tryall Club, Montego Bay by Personal Villas - Magical Sea Views

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** brbrELYSIAN PLAIN at the TRYALL CLUB, Montego Bay, JamaicabrbrThis spacious five-bedroom villa has a magical location and sits literally at the edge of the clear blue Caribbean Sea, with panoramic views stretching from east to west. To the front of the villa is a well-landscaped garden with lawns and flowering shrubs. The villa features traditional Caribbean architecture and is built on one level with a detached cottage that houses two master bedrooms. The magical location and design optimize views of the ocean and the seaside breezes. br brTwo master bedrooms enjoy their own private cottage facing the shore. Each has a king-sized four-poster bed. The en suite bathrooms have been renovated in a contemporary style. Three guest rooms in the main house include one that has a king bed and is connected to a 4th bedroom which has three twin beds (two can be configured as a king), making this a great choice for families with children. The 5th bedroom offers twin beds which can be converted to a king. Each has a private en suite bathroom. All bedrooms open to the terrace and the wonderful views. br brThere is an expansive wrap-around pool deck, quiet seaside courtyard, beautiful lawns, and a large swimming pool, all of which benefit from the gentle breezes off the ocean and the vibrant hues of the blue sea. Some 50 feet from the living room is a coral pool carved into the reefs which is always a huge hit with children and water lovers. The sea gently laps in and out making it a sensational place to sit and admire the view and listen to the sounds of the sea. br brA beautiful waterfall adjacent to the terrace dining area adds a charming touch to evening dinners. The spacious living room faces the ocean and is comfortably furnished in a relaxing style. brbrAMENITIESbr• Swimming pool – deepest point 6 feet 6 inchesbr• Detached master cottage, Waterfront br• Free Wireless internet br• Flat screen TVs, Cable TV br• Indoor/Outdoor Dining br• I-pod dock, Hair dryer br• 2 carts & Free on-property shuttle servicebrbrFeatures br• Massage centerbr• Fitness center & boutiquebr• Tryall marketbr• Games roombr• Kid’s Clubbr• Walking distance to golf, beach and 3 minutes to tennisbrbrSTAFFbr• Butlerbr• Cook br• Housekeeper br• Laundressbr• Gardener br brBEDROOM DESCRIPTION brBedroom 1 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, brBedroom 2 - King size bed, En-suite Bathroom, A/C, Toilet, Shower,  brBedroom 3 - King size bed, En-suite Bathroom, A/C, Toilet, Shower brBedroom 4 - 3 Twin beds (two can be configured as king), private bathroom, vanity area, terrace, cable television, air conditioning brBedroom 5 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower brbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.
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$3208.73

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Villa

White Owl at Tryall Club in Montego Bay by Personal Villa - Marvelous Sea Views

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** brbrWHITE OWL at the TRYALL CLUB, Montego Bay, JamaicabrbrFound at the far eastern end of Country Club Drive, bordering the ocean and surrounded by a very large beautifully mature garden is a very special home. And this is a home in the true sense of the word as it is one of the very first villas to be built at the Tryall Club and has remained in the same family ever since. When the owners came to visit the land, as they turned to walk away from the ocean a white owl was sitting staring on the bough of a tree and so it was only natural that their home should be called White Owl. br brIf you dream of staying awhile in a quintessential beachfront cottage where the waves lap the shoreline, the trade winds blow and the sea and sky constantly shift from one shade of blue to another then this will not disappoint and you may well feel that you have found your utopia. Inherently Jamaican in its spirit and through the colorful works of art that adorn the walls which include paintings and sculptures of owls, the interior style is a celebration of tropical family life with white painted furniture, hand-stenciled pieces, soft-hued fabrics, and books aplenty to read. It is a much loved, lived-in home that is instantly welcoming – there is even a wall thoughtfully hung with an assortment of straw hats, some plain and some embellished in case you forgot to bring your own. br brThe lofty living room is the core of the house with doors that open up on all sides to allow the sea air to flow through and the painted furniture is arranged to provide several seating areas – ideal for entertaining. At the ocean end of the room, doors lead out to a very pretty veranda that flows around the outside of the room, arranged with white rattan chairs to relax in, tables for drinks, a dining area, and the swimming pool close by. The beach and sea are just stepped away as is the rolling expanse of the garden to the right. The private 200-foot-long pier is a splendid attribute and there are numerous spaces along the wide private shorefront upon which to dine, sit quietly and read, practice yoga, or recline and await the green flash as the sun disappears over the horizon. br brThere are three large bedrooms and a small 4th bedroom each with a flat-screen television. All are air-conditioned and have ceiling fans too apart from the smaller bedroom which has a ceiling fan but no air conditioning. You will more often than not find that by being so close to the sea that the ceiling fan is sufficient together with the ocean breeze. Pleasing pastel colors, white painted and wicker furniture, and interesting paintings and objects ensure that each room has its particular character. The extremely large master bedroom faces both the ocean and the gardens with doors leading out to the sea. The high conical ceiling and graceful window architraves are reminiscent of a classical Jamaican Great House and the atmosphere is one of both calm and serenity. The En suite bathroom has a shower and a separate bathtub. The second, equally spacious guest bedroom has a king-size bed and opens to face the swimming pool and sea; the third bedroom has twin beds that can be made into a king and the fourth smaller bedroom has two twin beds that can also be turned into a king. All have En suite bathrooms with a bath/shower combination. br brThe experienced staff includes some who have served White Owl for over twenty years, bringing warmth and knowledge of Jamaica as well as the Tryall Club. The cook is known for inspired home cooking using herbs, leaves, and vegetables grown in the garden. br brAMENITIESbr• Solar heated swimming poolbr• Extensive private oceanfront br• Complimentary wireless internetbr• Flat screen televisions br• Cable television, Safe, and Hair dryer br• 2 Golf carts brbrFeaturesbr• Enchanting private ocean front locationbr• Private pier and intimate beach alcoves br• Brief walk to the Golf Course br• Exceptional garden with lawns for children to play about onbrbrSTAFF br• Cookbr• 2 Housekeepersbr• Laundressbr• 2 GardenersbrbrThe Space:brBEDROOM DESCRIPTION brBedroom 1 - Master: King-size bed, A/C, Flat screen TV, En Suite Bathroom +shower + bathtub + Private Terrace brBedroom 2 - King size bed, A/C, Flat screen TV, En suite bathroom + shower + Private Terrace brBedroom 3 - 2 Twin size beds (convert to King size bed), A/C, Flat screen TV, En suite bathroom + shower brBedroom 4 - 2 Twin size beds (convert to King size bed), Ceiling Fan, Flat screen TV, En suite bathroom + shower brbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium ratebr* Villa staff exclusively curated and included in all villa rates
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$531.1

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Villa

Hospitality Expert Stonehenge:5BR Villa/Chef/Beach

Montego Bay, Saint James Parish, Jamaica

Summary:brJust as the sun never sets on Stonehenge, the same is true of this fabulous mansion located in the hills of Montego Bay which stays vibrant day or night. This stunning 5 bedroom villa has a never ending view of Coral Gardens and Rose Hall with a stunning pool deck to support.brbrAll our properties come with Tropical Bliss Beach Club Membership.brbrThere is a part time housekeeper on property.brbrThe Space:brStonehenge Mansion sits on a large parcel of land in the Torado Heights area of Montego Bay. We are located close to 15 minutes from the Sangster International Airport. This vacation rental is home to 5 lavish bedrooms all with en-suite bathrooms.brbrAs you enter from the spectacular port-cochere you encounter the first of 2 living rooms. This is the meeting foyer, which is minimally furnished and exquisitely designed. As you ascend the small flight of stairs you are welcomed into the large living room, the dining area and the open plan kitchen. Access to the glorious pool deck is available from all sides. brbrThere is 1 bedroom on the ground level which is ideal for elderly and those with accessibility concerns. Once you climb the majestic staircase you have 4 fabulous rooms to choose from. The master room is simply divine with hot tub and shower, king size bed and sunbaked terrace overlooking the pool. The 3 other rooms all have king beds with beautiful designed en-suite bathrooms, you will be spoiled for choice.brbrThe pool deck has sun from 6am to 5pm, the pool is deeper than average and the view is to die for.brbrYou will love Stonehenge.brbrGuest Access:brGuests who book this holiday home have access to the entire property, the villa, swimming pool, and gorgeous grounds of the estate. All HOSPITALITYEXPERT guests have complimentary access to the Tropical Bliss Beach Club.brbrWe only rent to one group at a time.brbrTo get the correct booking amount please ensure to enter the correct number of guests.brbrThe Neighborhood:brTorado Heights is a part of the Coral Gardens Community which is on the border of Montego Bay and Rose Hall. Considered an affluent neighbourhood many wealthy diaspora keep their second homes here. From Torado Heights one can access the beach, Whitter Village mall, golf, bars and restaurants all within 5 minutes. It is a quiet neighbourhood with a lot of history and charm.brbrGetting Around:brWe offer airport pick-up with a supermarket stop and airport drop off at a very reasonable cost. We also offer transport to the Beach Club and around Montego Bay at low rates, just let us know you require transport.brbrOther Things to Note:brWhen booking, kindly ensure you have selected the correct number of guests.brbrThere is a part-time housekeeper, Jean, and full time groundsman, Uncle, at the property.brbrWe provide a chef at nominal charge if needed to prepare any meals you require. Menu includes delicious dishes spanning from local Jamaican to exquisite Asian. All it takes is to let us know your favorite taste and our responsive team will prepare it for you. A nanny can also be provided at an additional fee for the parents to enjoy a romantic night at one of the award winning fine-dining restaurants proximate to Stonehenge Place.brbrWe also provide a Crib, High Chair, Child Step-up Stool, Car Seats and other helpful items on request. brbrComplimentary Services: brbrHouse keeping, towel & linen changebrbrCooking service available at a charge, must be pre-booked brbrImportant Information brbr•WIFI Username is flow test / Password Welcome 12345brbr•Check-out time is 11ambrbr•Strictly no smoking inside the villabrbr•Please close all windows and doors before switching on the A/C. This is an eco-friendly home - the AC will turn off after 3 minutes if the door or window is left open, or if the room is unoccupied for 15 minutes.brbr•Please ensure all A/Cs, fans and electronics are turned off before you step out of the housebrbr•Kindly do not use the bath towels for pool and beach usebrbr•Kindly do not use the towels to remove makeupbrbr•Please ensure all rubbish bins (kitchen & bathrooms) are used with a garbage bag inside the receptaclebrbr•Additional garbage bags can be found in one of the kitchen drawers.brbr•Management reserves the right to enter if the need arises. brbr•Hanging items on the railings is strictly prohibited, please use the drying racks provided.brbrCHARGESbrbrInventory items missing-Charged at replacement cost brbrLost key-US$ 50 brbrLost bath or beach towel-US$20 brbrLost gate remote-US$ 100brbrLost Beach Card-US$50brbrAdditional ServicesbrbrPickup at the airport with a stop at the supermarket - availablebrbrPick up and drop off from the beach club is available brbrAdditional guests $100 + tax if paid at property on arrivalbrbrDeep cleaning service - US$50brbrLaundry - US$30/ loadbrbrWe provide a first class chef service on request, all you have to do is say the word.brbrWe do need to know in advance, as a matter of security, if you will be having extra guests to stay over.. Extra guests staying over will be chargeable at the nightly rate of the property ($100+ tax).brbrIf you try to check-in with more guests or if we find more guests staying in the house than booked online then the booking will be cancelled. Please ensure the correct number of guests are on the booking to avoid your booking being cancelled.brbrVisitor Policy brbrOnly the number of guests on the booking may enter the property. Should guests wish to have visitors they are required to make a request through the platform they booked on. A Government issued photo ID is required for each visitor and admission is subject to approval. Visitors are not allowed on property without prior approval.brbrAbsolutely no visitors will be allowed after 10pm. Additional guests must be added to the booking.brbrInteraction with Guests:brHOSPITALITYEXPERT is one of the leading global suppliers of Holiday Home experiences, we fully respect the privacy of our guests and their individual desires for interacting with us. We offer a number of services to improve your stay from insightful concierge communication, to chef, prestock, massage, tour and transport services depending on the territory where the rental is based. We leave it up to you to let us know how we can better your stay. Thank you.
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$313.0

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Private Vacation Home

Modern 3 bedrooms with king size bed and hot tub

Montego Bay, Saint James Parish, Jamaica

About this spacebrSunset club resort with 3 BR, 3 BA,brSleeps 6. This home is located in west village, 15 minutes from the Donald Sangster Int'Airport and 10 minutes away from the famous Hip strip, gated community is also located between the cities of Ocho Rios and Negril . A Gated community with 24-hour security. This home is ideal for a small Family setting, fun, or business. Long-term or short-term, Conveniently located close to all major shopping, restaurants, theatre, and nightlife.brbrThe space brThe perfect location. An intimate and modern open concept living space. Fully equipped kitchen with coffee machine, blender, all modern appliances, and cooking utensils. It includes a washer and dryer: a lovely front patio, Three beautifully furnished bedrooms with air conditioning and TV in two bedroom, also a 65” wall-mounted smart tv in the living room with local cable hook up. High speed internet and wifi are available throughout the house. there are parking spaces for up to 3 cars.brbrGuest accessbrGated community with free parking for up to three vehicle on the property, also jacuzzi that can fit 8 Guests.brbrparking with extra parking on the outside.brMain attraction:br“Walkthrough the main bedroom sliding door on a large patio into a large jacuzzibrwhere you can enjoy a romantic night or fun time with the family.”
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$3904.3

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Villa

Bali Hai at Tryall Club in Montego Bay by Personal Villas - A Magical Experience

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** brbrBALI HAI 5BR at the TRYALL CLUB, Montego Bay, JamaicabrbrQuiet, serene and set on a hill with far-reaching ocean views surrounded by a truly remarkable garden, Bali Hai is loved by its guests as it allows them to relax, reflect, rejuvenate and recharge. A masterful bringing together of the artistic beauty of Bali with a spirited sense of fun that is uniquely Jamaican. Bali Hai is nothing short of unique. The home has evolved after the owner’s many trips to the East over countless years. br brBali Hai represents all that so many seek in Jamaican architecture and it is so designed to allow the cooling breezes to mingle freely. The views are outstanding and particularly at daybreak and at sunset. The bedrooms are all private and well separated from one another. br brThe two Garuda’s that line the entrance driveway are part of Balinese mythological history, as indeed is the beautiful diva. Numerous water features abound and the outside sitting and relaxing area is home to many species of butterfly and dragonfly. Lunch can be enjoyed beside a beautiful pool where Balinese statues of princesses cascade water. A large and comfortable sitting room offers traditional comfort coupled with a splendid view of the Caribbean sea. All five bedrooms extend lovely sea views, exceptional linens, and are extremely comfortable. br brThere are many excursions such as fishing, a swim with the dolphins, hiking and birding, to name but a few, which may be arranged through Tryall. Life can be as energetic or as quiet as one feels. Ms. Norah, who has been the homeowner’s cook of 20 years, makes delicious homemade croissants as well as local and international specialties. br brThis villa offers you and your family and friends the highest standards possible to eat, sleep, enjoy and have fun as adults as well as children. The linen is of the highest standard, the lacquerware and Burmese silver just add to the restrained but luxurious senses surrounding a beautiful experience. At night the whole property is lit by more than 60 LED lights. A different view of a magical garden. brThere is a large generator for any eventuality and there are 2 independent Wi-Fi systems ensuring connectivity. SONOS sings along as requested. Peace and love from us all at Bali Hai. brbrThe owner may be in residence. brThis can be rented as 4 or 5 bedrooms.brbrAMENITIESbr• AC in all bedrooms and ceiling fans br• Swimming pool br• Molton Brown toiletries br• 2 golf carts br• Free Wireless internet throughout br• Outdoor Dining br• iPod dock in gazebo and Bose Music System br• SONOS is dining and sitting gazebos br• Hair dryers br• Flat screen TVs in all bedrooms br• En-suite bathrooms and private balconies br• Cable satellite TV and safes in all bedrooms brbrFeaturesbr• Massage centerbr• Fitness centerbr• Boutique, and Tryall marketbr• Games room and Kid’s Clubbr• Beachbr• Golf and 2 minutes to tennisbrbrSTAFF br• Superb team of Butlerbr• Cookbr• Housekeepersbr• Gardeners brbrBEDROOM DESCRIPTION brBedroom 1 - King size bed, A/C, En-suite bathroombrBedroom 2 - King size bed, A/C, En-suite bathroom brBedroom 3 - King size bed, A/C, En-suite bathroombrBedroom 4 - King size bed, A/C, En-suite bathroom brBedroom 5 - 2 Twin beds (which can be combined as kings), A/C, En-suite bathroombrbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.
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$1186.76

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Villa

Bye the Way in Montego Bay by Personal Villas - Professional Design and Style

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** brbrBYE THE WAY at the TRYALL CLUB, Montego Bay, JamaicabrbrAn immaculate two-bedroom Great House bungalow, Bye the Way offers panoramic ocean views from its 67 feet veranda and the luxury of a private, beautifully landscaped garden. br brDesigned and built in the style of a colonial bungalow, Bye the Way was professionally interior decorated by David Easton, the renowned New York designer. It is the only Great House bungalow to have a private garden that has been exquisitely planted with a scheme of many different shades of green and white. Mature trees provide shade and you will discover many different leaf forms both in shape and size. br brDouble solid wood entrance doors lead into the full-height sitting room which has further doors opening to the ocean-facing veranda. Off the sitting room are a fully-equipped kitchen and the two en suite bedrooms. The master bedroom has a lofty Jamaican bamboo four-poster king-size bed and the guest bedroom has two double four-poster beds. br brA calming color scheme of various shades of fawn and beige creates an elegant and extremely comfortable environment, enlivened by splashes of color in the upholstery, cushions, and artwork. br brThe sixty-four feet veranda is a focal point of the villa and one of the principal attributes of the Great House bungalows. With stunning views out to sea and across the garden, the veranda is furnished with comfort in mind with different seating groupings and it offers an al fresco dining environment as an alternative to dining inside. br brBye the Way has its four-seat golf cart. br brAMENITIESbr• AC bedrooms and Ceiling fansbr• Molton Brown toiletries and Washer/Dryer Unit br• Fully-fitted kitchen br• Flat screen television in the sitting room and both bedrooms br• Music system with speakers on the veranda br• Golf CartbrbrFeaturesbr• Just a few minutes' walk to the Great House swimming pool and Great House Barbr• Commissarybr• Tennis and Kid’s Clubbr• Beauty Salon brbrSTAFF br• Housekeeper - including services for breakfast and lunch with dinner preparation being available at a small supplement. brbrBEDROOM DESCRIPTION brMaster BedroombrBedroom 1 - Lofty Jamaican bamboo four poster King size bed, A/C, Flat screen TV, En-suite bathroom with bath and shower + fully-equipped kitchen + ocean-facing veranda brGuest BedroombrBedroom 2 - Two Double four poster beds., A/C, Flat screen TV, an En-suite bathroom with a shower + fully-equipped kitchen + ocean-facing veranda brbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.
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$5449.71

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Villa

Bella Vista at Tryall Club in Montego Bay by Personal Villas - Enchanting Design

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa **  brbrBELLA VISTA 5BR at the TRYALL CLUB, Montego Bay, JamaicabrbrBella Vista villa is a Jamaican celebration. Architecturally designed and built by Jamaicans…for its Jamaican owner, it opens up with the reminiscent grandeur and elegance of a Jamaican Great House with the comfort and warm hospitality of the people of the island. Conspicuously perched upon five (5) acres of beautifully landscaped grounds, details considering its environment were not spared and so, it is the tropical sunlight that powers the energy efficient led lighting, hot water, and saltwater pools.brbrIt is much sought after Garden Hill location was not a coincidence, as the setting takes perfect advantage of the cooling breezes of the island, which proves delightful, particularly through the hotter summer months. The arrival to this villa is especially unique as you are met with an antique French fountain by the entrance of the main house with its grand entry opening to an absolutely breathtaking panoramic view of the property in perfect symmetry, showcasing the world-renowned championship golf course, a sprawling infinity pool, the Caribbean Sea, surrounding mountains and a tip of the city of Montego Bay which comes together as a beautiful symphony both night and day… from every room in the house. Exquisitely appointed with handmade furniture by local artisans, made from mahogany and teak sourced locally, even the floors were detailed and hand sanded and finished to perfection. All artwork was created by some of the island’s most noteworthy artists and, juxtaposed against custom linens from the finest mills in Italy to ensure complete comfort within bedrooms and bathrooms. As a continuation of its style and elegance, the Italian marble in each bathroom is sourced from the most reputable Italian marble providers.brbrGuests are housed within the main house in its four (4) en-suite bedrooms, all with private porches. You will enjoy the natural feeling of the private outdoor showers which two of the bathrooms provide, along with soaking tubs and swinging benches within this villa. With a generous verandah on the 2nd floor, you may choose to welcome the sun as it rises to your East as you sip your Jamaican Blue Mountain coffee or, have a glass of wine while you watch it disappear behind the deep blue sea and the sky’s azure. The games room, complete with a bespoke card and pool table, gives the chance for a little additional fun without the need to leave your villa space.brbrAtypical of other villas, Bella Vista comes with an entirely separate wellness building, which houses a fifth bedroom with an en-suite bathroom and wrap around porch staring out at the ever present beauty of the Caribbean sea offering a 270-degree view of nature. The wellness centre just beneath the bedroom is fully outfitted with premium gym equipment and a plunge pool. It also boasts an en-suite bathroom and outdoor shower. Another spectacular space is the viewing platform above the bedroom of the building which offers a series of options to its guests for them to decide between laying out in the sun, having lunch under broad umbrellas, or simply dining under the stars while viewing the beauty that is the Caribbean.brbrWith many locations for indoor and outdoor dining or picnicking on the lawns. One of the many unique experiences that Bella Vista offers is its farm to table concept. Produce is picked at the maximum freshness when bursting with flavors and vitamins to create dishes from fresh ingredients that are organically grown in the villa’s garden. The produce sourced from the garden is served directly at the table so that guests can mingle while enjoying the delights of watching the food being prepared right in front of their eyes. Amongst the crops grown are bananas, cherries, okra, sweet potatoes, and pumpkin, among others. Guests can decide on the option best for them daily as the eight (8) dedicated, experienced, and highly professional villa staff are always ready to provide immaculate service. brbrThis beauty of a villa is available as a four (4) or five (5) bedroom with a separate wellness centre, able to sleep an additional two (2) more people.brbrThe Space:brAMENITIESbr• 2 private salt-water pools (infinity main pool, separate cottage plunge pool with ledge seating) br• Pool table and media areabr• Mountaintop location br• Indoor and outdoor dining and seating br• Bar area and Fire pit and garden seating br• Gazebo seating and dining poolside br• Incredible teak interior floors and paneling br• Soothing, classical interior design in cool whites and pastels br• Chef’s kitchen with wine coolers, professional coffee station, and air fry oven br• Full gym with Nordic Track equipment, outdoor shower, and ½ bathroom br• Wellness cottage with one private bedroom and En-suite bathroom, office area, plunge pool, and deck brbrFeaturesbr• Beach and Golfbr• Games roombr• Wellness Centerbr• Mountaintop location br• Kid’s Club br• Tennis Available br• Watersports AvailablebrbrSTAFF br• Chef, butler, housekeepers, laundress & gardeners br* 7 dedicated, experienced, and highly professional villa staff are always ready to provide immaculate service. brbrBEDROOM DESCRIPTION brMain HousebrBedroom 1 - King-size bed or two single beds, private terrace with swing bench. En-suite bathroom with soaking tub, double vanities, separate WC, and outdoor shower. brBedroom 2 - King-size bed, private outdoor terrace overlooking the main pool. En-suite bathroom walk-in shower, double vanity, and closets brBedroom 3 - King-size bed, private outdoor terrace. En-suite bathroom walk-in shower and double vanity brBedroom 4 - King-size bed or two single beds, private terrace with swing bench. En-suite bathroom with soaking tub, double vanities, separate WC, and outdoor shower. brCottage brBedroom 5 - King-size bed, private balcony overlooking plunge pool and view. En-suite bathroom with walk-in shower brbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.
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Villa

Point of View at Tryall Club by Personal Villas - Beach and Water Sports

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** brbrPOINT OF VIEW at the TRYALL CLUB, Montego Bay, JamaicabrbrBuilt on the summit of Barnes Hill and on one level with exceptional privacy, Point of View embraces all that is so beautiful and inherently creative about Jamaica; its architecture, natural stones, burnished mahogany and gardens that celebrate the vibrancy and colour for which this quixotic island country is renowned. br brLiving in Jamaica is all about the world outdoors. All of this is encapsulated at Point of View and the veranda with its comfortable seating, tables for dining and infinity pool and lawns in front are designed so that everything can be taken in. But if from time to time there is the need to step away, there is an indoor sitting room where deep sofas await and interesting books line shelves and sit on tables, ready to be read. br brThere are many surprises at Point of View; bird cages amidst flower borders, inquisitive parrots, a kitchen garden and apiary that tastes every bit as good as it looks and a gazebo. Except this is not a normal gazebo. Slightly oriental in its graceful lines and with a large circular dining table, it is cantilevered so as to offer a panorama of falling and soaring valleys, the ocean as well as trees and flowers. At dawn, it stands above the mist swirling below, at dusk, it salutes the setting of the sun and at night it is lit overhead by stars in the inky sky and by the flickering of flames in the nearby fire pit.brbrAMENITIES br• Heated infinity-edge swimming pool br• Hot tub, Fire pit, 2 golf carts br• Free Wireless internet br• Cable TV, Safe, DVD player, Wet bar br• Indoor/Outdoor Dining br• Entertainment library with CD, DVD, Games and SONOS br• Flat-screen televisions br• Kitchen garden, Hair dryers br• Apiary – fabulous honey br• Complimentary International calls br brFeatures br• Golf cart ride to tennisbr• Massage centerbr• Fitness center, boutiquebr• Tryall marketbr• Games room, Kid’s Club br• Golf course brbrSTAFFbr• Chef br• Laundress br• 2 Housekeepersbr• 2 Butlers br• 4 Gardeners brbrBEDROOM DESCRIPTIONbrWest Wing brBedroom 1 - Master bedroom: Four-poster king-size bed and en-suite bathroom with bathtub, A/C, interior walk-in shower, outdoor shower, vanity brBedroom 2 - King-size bed (can be made up as two twin beds) and en-suite bathroom and walk-in shower, A/C, vanity brBedroom 3 - Four-poster King-size bed, A/C and en-suite bathroom and walk-in shower, double vanity brEast Wing brBedroom 4 - Master bedroom with a four-poster king-size bed, A/C, daybed, dressing room and en-suite bathroom with bathtub and walk-in shower, vanity brBedroom 5 - Four-poster King-size bed, A/C and en-suite bathroom and walk-in shower, double vanity brbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.
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$3735.8

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Villa

Overlook in Montego Bay by Personal Villas - Exceptional Charming Villa

Montego Bay, Saint James, Jamaica

Summary:br** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** brbrOVERLOOK 5BR at the TRYALL CLUB, Montego Bay, JamaicabrbrThe Overlook Villa is idyllically nestled in the Jamaican hillside and features sweeping views of the cobalt Caribbean Sea while surrounded by lush greenery, majestic palms, and tropical blooms. Its location offers guests easy walking or golf cart access to all that The Tryall Club has to offer. Breezy, wide-open spaces, together with nostalgic Caribbean décor provide an authentic Jamaican experience.brbrOverlook’s heated swimming pool, with jacuzzi platforms at each side, features a refreshing outdoor shower and is fed by a quiet babbling fountain. Surrounded by royal palm trees, planters abundant with colorful bougainvillea, and spectacular sunshine, this is the ultimate spot for relaxation.brbrOverlook’s experienced and professional Villa staff, including a Butler, Chef, Housekeeper, Laundress, and Gardner, are dedicated to ensuring all your vacation needs are met. Work in consultation to design menus to your exact taste with your talented Chef. Have your Butler arrange all the details of your day whether you golf, play tennis, or explore far or nearby. Dinner can be under the stars or in the Villa’s air-conditioned dining room and throughout the Villa, you will enjoy Wi-Fi and surround sound audio. As well, all televisions are SMART and connected through Starlink, offering North American coverage.brbrCan be rented as 4 and 5 Bedroom.brbrAMENITIESbrHeated Swimming pool (deepest point 6’)brPrivate outdoor pool showerbrComplimentary high-speed internetbrFubo satellite TV (Starlink)brFlat screen SMART television in each bedroombrLarge flat screen SMART television in Living RoombrSONOS music systembrCD/DVD PlayerbrEntertainment library (CD, DVD, Books)brCeiling fans throughoutbr2 golf carts for personal usebrOrganic gardenbrIndoor/Outdoor DiningbrWet barbrbrFeatures brWalking distance to tennis brpickleball facilities, spa, fitness centerbrCommissary, games roombrKid’s Club and resort amenitiesbrA short cart ride to the golf coursebrsea-side restaurants, private beach and pool facilitiesbrbrSTAFFbr• Butler/Head of Housebr• Chef br• Housekeeper br• Laundressbr• Gardener br brBEDROOM DESCRIPTION brBedroom 1 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, brBedroom 2 - King size bed, En-suite Bathroom, A/C, Toilet, Shower,  brBedroom 3 - King size bed, En-suite Bathroom, A/C, Toilet, Shower brBedroom 4 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower brBedroom 5 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower br* Complimentary bathroom amenities, including hair dryersbr* Safe in all bedroomsbrbrMandatory Temporary Membership Dues (TMDs)br*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights brChildren ages 13 -15 pay 50% discounted ratebrChildren 12 & younger – complimentarybrTMDs can be either prepaid or paid upon arrival at the Club.br*Cost quoted is inclusive of taxes.brbrNew Temporary Membership Dues (TMDs)br* Effective immediately to all bookings for travel January 1, 2025 and beyondbr1- 4 DAYS - PER DAYbr16 yrs. and over - $ 34.00+ 15% = $39.10br13-15 yrs. - $17.00+ 15% = $19.55brbr5- 7 DAYS br16 yrs. and over - $170.00 + 15% - $195.50 br13-15 yrs.-$85.00 + 15% = $97.75brbr*TMD rates are subject to changebrbrThe Space:brFor your family or friends, Overlook Villa combines elevated service with laid-back Jamaican style. Wake up to cooling trade winds, move through a day filled with activities, or adventure, or simply lounge the day away. Then meet back for views of a glorious sunset and a delicious signature dinner.brbrGuest Access:brOverlook sits on the upper elevation of Copperwood Ridge and is within easy walking distance of the Great House, gym and tennis courts, massage center and a short ride by the villa’s complimentary golf carts to the legendary Tryall Golf course and the beach.brbrOther Things to Note:br* All rates quoted in USD.br* Rates are subject to change without noticebr* Thanksgiving may be charged at Premium rate.br* Villa staff is exclusively curated and included in all villa rates.
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