List of all Jamaica villas

  Select Columns  
PhotoVilla NameSummaryLocationFROMBDBASLSQFTSTFAccessibleA/CBHFTChefKIDSCookGOLFInternetJCZIPoolWRFT
A Summer Place on the Beach - A Summer Place Nl A Summer Place on the BeachNestled on its own sandy beach by the blue waters of Discovery Bay, A Summer Place is a spacious and playful family home. The design is of typical Caribbean gingerbread style with hand-carved fretwork trimming the length of the house.Discovery Bay$2100/nt.7914120005
Allamanda - Nl Copy AllamandaALLAMANDA is a brilliant contemporary private villa with large heated pool, an excellent staff including top-rated chef and nearby membership at Round Hill.Montego Bay$1357/nt.541080006
Almond Hill - Nl Almond HillAlmond Hill was designed by Prince Kasimir Korybut in 1993. It was brilliantly renovated, creating a contemporary beautifully decorated home with french doors opening from all of the bedrooms to the garden and bathrooms. Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and a five-minute drive from Round Hill where guests enjoy complimentary resort membership.Montego Bay$1044/nt.4487
Amanoka on the Beach - Am Amanoka on the BeachLocated on beautiful Discovery Bay, Amanoka is one of the most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquoise water, and waterfront gazebo with suspended canvas swings.Discovery Bay$2857/nt.781496007
Ambiance Sea Salt at the Tryall Club - Aurorahdr Ambiance Sea Salt at the Tryall ClubAmbiance Sea Salt is one of the most stylish villas in this collection. Exquisite classic Jamaican architecture defines 7,700 square feet of living, dining, entertaining, and relaxation spaces. Exteriors are lushly landscaped with native trees and a host of flowering plants.Montego Bay$2250/nt.6612110006
Anticipation at Tryall Anticipation at TryallAn absolutely gorgeous villa; modern, bright, airy and with a stunning contemporary finish that is blessed with magnificent ocean views that are hard to beat.Montego Bay$1738/nt.6612
Aqua Bay at the Tryall Club - Dji Aqua Bay at the Tryall ClubAqua Bay is an amazing seafront property and is one of the premier villas at The Tryall Club.Montego Bay$2889/nt.46885005
Bali Hai at the Tryall Club - Bali Hai Bali Hai at the Tryall ClubOn seven acres overlooking the Tryall golf course and the Caribbean Sea, Bali Hai is among the most beautiful and spacious private homes at the Tryall Club. The unique architecture has situated all bedrooms for maximum privacy.Montego Bay$1786/nt.5610100008
Bambu - Nl Copy BambuNine miles west of Montego Bay is a large private site overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast. Elegantly perched on eight and a half acres atop this hill is Bambu, a grand six-bedroom private villa distinguished by its classic architecture and appreciated by discerning vacationers.Montego Bay$1179/nt.7714100007
Bee Happy at the Tryall Club - Bee Happy Nl Bee Happy at the Tryall ClubBee Happy, This beautifully renovated staffed two-bedroom villa at the legendary Tryall Great House is sumptuous. The villa is distinguished by beautiful Jamaican crafted artisan work, including dramatic new ceilings in the entrance and living areas, bespoke furnishings and artwork, breathtaking views of sea, sky, and mountain from its comfy furnished veranda and spacious interiors, top that with a private plunge pool and you may never need to leave!Montego Bay$711/nt.2341
Blue Heaven - Blue+Heaven NL Blue HeavenThis lovely villa and grounds sit on a hilltop overlooking Montego Bay and beyond. Perfectly situated only 20 minutes from the airport and 15 minutes from the Tryall Club. Blue Heaven also comes with a complimentary driver on 7-night reservations.Montego Bay$714/nt.32635223
Bougainvillea at the Tryall Club - Bougainvillea Bougainvillea at the Tryall ClubBougainvillea is one of the most stylish homes in this collection. Brilliant architecture and design have resulted in a luxurious state-of-the-art vacation home that is elegant but not daunting.Montego Bay$1767/nt.561080005
Bumper’s Nest at the Tryall Club - Bumpers Nest Nl Copy Bumper’s Nest at the Tryall ClubOn three acres of land with a commanding view of the Caribbean Sea, lush green mountains, and a golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation has recreated one of the most glamorous homes at the Tryall Club. Here is an extraordinary private home with simply the best of everything.Montego Bay$1911/nt.6612100006
Buttonwood Reef and Sea Biscuit Cottage - Buttonwood Master Nl Copy Buttonwood Reef and Sea Biscuit CottageThis stunning 6-bedroom villa & 3-bedroom Sea Biscuit cottage is located right on the water’s edge, overlooking the crystal-clear blue waters that Ocho Rios is well-known for. Entry to the villa & cottage is through the private compound of Hermosa Cove Boutique Resort.Ocho Rios$4900/nt.9918
Buttonwood Reef - Buttonwood Master Nl Copy Buttonwood ReefThis stunning 6- bedroom villa is located right on the water’s edge, overlooking the crystal clear blue waters that Ocho Rios is well-known for. Entry to the villa is through the private compound of Hermosa Cove Boutique Resort.Ocho Rios$3000/nt.6612
Canoe Cove on the Beach - Canoe Cove Nl Canoe Cove on the BeachIn the 1950’s, Kingston attorney Clinton Hart happened onto this remarkable 3-acre waterfront location, bought it and built a simple beach cottage for his family. Through four generations, Canoe Cove has been a beloved family home, virtually unembellished. In 2015, Hart’s grandson replaced the worn cottage with a new sort of architecture, straightforward, uncomplicated and loaded with thoughtful comforts and essentials to redefine luxury in a beachy, barefoot lifestyle.Ocho Rios$4600/nt.7814100009
Caribbean Jewel - Nl Hires Caribbean JewelCaribbean Jewel is a 5,000 square-foot Mediterranean-style villa, with a blend of modern Caribbean elegance, privately located on the exclusive gated Spring Farm Estate with spectacular sea views & Golf at Cinnamon Hill Course nearby.Montego Bay$1035/nt.4485
Casuarina at Tryall - Casuarina 2 Nl Casuarina at TryallCasuarina is a remarkably welcoming four-bedroom villa which offers the most magical views of the Caribbean Sea from its prestigious vantage point on Barnes Hill.Montego Bay$1964/nt.448
Cielo at the Tryall Club - Cielo Nl Lr Cielo at the Tryall ClubCielo means "sky" and "heaven" and the name tells a lot about living in this wonderful villa on a hill. Add the all-day panorama of blue Caribbean Sea at every glance and "heaven" gets even better!Montego Bay$1786/nt.56107
Cliffside Cottage - Cliffside Master Mix Nl X 2 Cliffside CottageDramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing.Montego Bay$786/nt.551050005
Coach House at Good Hope - Coach House B Fin Coach House at Good HopeThe Coach House at Good Hope is a fantastic informal gathering place for families, retreats, and friends - with space for togetherness, space for discovering nature, and space for alone time. Like traveling through a time warp, to visit Jamaica's countryside is to experience another Jamaica of 30 years ago. The pace is slow, the lifestyle uncomplicated, the people are kind and calm, the service is relaxed and meals are served family style. For larger groups The Coach House villa & The Great House villa can be rented together to offer 14 bedrooms, accommodating 28 guests.Montego Bay$1125/nt.78143
Coconut Cottage - Nl Copy Coconut CottageCOCONUT is a very private 5-bedroom cottage nestled into an acre on a gentle hillside that was the original 500-acre plantation of Round Hill Estate. Set in a storybook wooded lot, the villa accommodates couples and families in three bedrooms in the Main House and two more bedrooms in the Cottage just a few yards away.Montego Bay$1495/nt.56106
Dragonfly at Tryall - Dragonfly Nl Dragonfly at TryallOccupying a commanding position on Garden Hill, this sensational new villa is a dramatic new addition to the Tryall Club.Montego Bay$2929/nt.7714
Eight Rivers at Prospect Estate - Eight Rivers Nl Copy Eight Rivers at Prospect EstateSet within one and a half acres of tropical gardens, populated by mature indigenous trees, plants and flowers, the Eight Rivers villa has a magnificent swimming pool and sun terrace overlooking a gazebo and the sea beyond.Ocho Rios$1200/nt.4485004
Elysian Plain at Tryall - Elysian Plain Nl Elysian Plain at TryallThis 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.Montego Bay$1571/nt.5510
Endless Summer - Es Pool Endless SummerOne of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea.Montego Bay$1643/nt.7714110005
Etoile at the Tryall Club - Villaa 2 Etoile at the Tryall ClubA beautifully presented one-bedroom villa with outstanding ocean views looking east towards Montego Bay.Montego Bay$493/nt.112
Eureka at Tryall Club - Eureka Nl Eureka at Tryall ClubThis very special villa not only offers sweeping sea views but enjoys a very private location surrounded by a garden full of meticulously cared-for specimen flowers. Beloved by many guests and with a high repeat factor the elegant interiors are a testament to Jamaican master craftsmanship.Montego Bay$1171/nt.448
Everything Nice by the Sea - Ee Dji Everything Nice by the SeaEverything Nice is a lovely waterfront property on Emerald Quay sitting on the edge of the Bogue Lagoon. Nestled in between the Breathless & Secrets Hotels & within walking distance of the Montego Bay Yacht Club.Montego Bay$1850/nt.55105
Fairway Manor - +Fairway+Manor NL +copy Fairway ManorStunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi-faceted 10,000-square-foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea.Montego Bay$2010/nt.7914100005
Flower Hill - Aerial 2 Flower HillFlower Hill is one of the most luxurious villas in Montego Bay's, Spring Farm neighborhood. This Premier 19,000-sq-ft villa sits on 4 beautifully landscaped acres overlooking the Half Moon Beach Resort and Golf Club.Montego Bay$2429/nt.612121900011
Following Seas at the Tryall Club - Following Seas Mix Nl Following Seas at the Tryall ClubFollowing Seas is a marvelous private villa with the top rating of Premier. It is tastefully renovated with thoughtful comforts, amenities and stylish bathrooms throughout.Montego Bay$2286/nt.671280008
Fortlands Point on the Beach - Fortlands Point Nl Fortlands Point on the BeachOn a stunning promontory, once the site of an old stone fort, sits a remarkable home named Fortlands Point. From its breathtaking location on the tip of the peninsula, the commanding view encompasses the turquoise water of Discovery Bay on one side and the deep blue Caribbean Sea on the other.Discovery Bay$3143/nt.9918140008
Frangipani at Prospect Estate - Frangipani Nl Copy Frangipani at Prospect EstateFrangipani takes its’ name from the tropical Frangipani tree which produces fragrant white, pink or yellow flowers. Several of these trees surround the house.Ocho Rios$1100/nt.4482564
Frankfort on the Beach Frankfort on the Beach17th Century fortress restored as a remarkable private home on a perfect private Caribbean beach.Ocho Rios$4300/nt.671250826
GoldenEye Beach and Lagoon Villas - Af 3 F Eca O GoldenEye Beach and Lagoon VillasEach of GoldenEye's stand-alone villas is its own private world, set in a verdant garden of native greenery and sitting directly on the beach or lagoon.Ocho Rios$2120/nt.224
Great River House - Grh Great River HouseClassic Jamaican architecture meets lovely spacious accommodation! Set on five acres of gently sloping land with a sea view and is surrounded by manicured lawns.Montego Bay$1000/nt.561075006
Hanover Grange at Tryall - House Whole W Pool Copy Hanover Grange at TryallHanover Grange has become one of the highest profile, privately owned villas in the Caribbean, welcoming a succession of international celebrities, politicians and business leaders as guests.Montego Bay$1800/nt.9918
Hanover Windward at the Tryall Club - O Hanover Windward at the Tryall ClubPremier Villa on Two Acres on Tryall Club’s Chic West End! Hanover Windward sits atop of a hill with far reaching views to the Caribbean sea.Montego Bay$1714/nt.681295006
Happy Hour - Nl Happy HourHappy Hour Villa is the newest villa on the beautiful Discovery Bay shore. The modern design & architecture of this 13,000 sq ft villa is complemented with luxurious and beautiful finishes. Happy Hour villa is a resort in itself, a calm sandy beach front, tennis/pickle court, gym, spa, sauna, games room, media room, infinity pool, Baja ledge/kiddies pool, hot tub, indoor/outdoor living & so much more.Discovery Bay$5143/nt.771413000
Harmony Hill at Tryall - Harmony Hill 4 Nl Harmony Hill at TryallHarmony Hill is a private oasis offering the finest in Caribbean living, combining Jamaica’s rich architectural tradition with today’s modern amenities and service.Montego Bay$3240/nt.7714
Haystack at the Tryall Club - Dji Haystack at the Tryall ClubIts remarkable architecture defines spacious bedroom suites, a long furnished verandah, a striking inside dining room and large family play room ~ all enhanced by overviews of the long private pool and acres of landscaped lawns and breathtaking views of the deep blue Caribbean Sea.Montego Bay$4000/nt.101020150007
Hidden Bay by the Sea - Hidden Bay Nl Copy Hidden Bay by the SeaHIDDEN BAY by the SEA perches dramatically on a cliffside and is one of the most remarkable sites on Jamaica’s renowned North Coast.Runaway Bay$1929/nt.661255005
Hummingbird House at the Tryall Club - Pool+ 1 O Hummingbird House at the Tryall ClubHummingbird House is one of the finest properties within the Tryall Club!Montego Bay$2986/nt.7814140005
Hyde Park at the Tryall Club - Rose Cottage Nl Hyde Park at the Tryall ClubHyde Park is a large and lavish home with glorious views of the lush Jamaican mountains and the deep blue Caribbean Sea. Its design is a stylish blend of Jamaican, Asian, and European elements with an emphasis on extraordinary comfort.Montego Bay$1950/nt.6814120007
Infinity at the Tryall Club - Infinity Nl Infinity at the Tryall ClubA Premier villa at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and tastefully furnished -- some traditional, some eclectic -- with a designer’s eye to comfort throughout. Named for its seemingly endless private pool, Infinity is a vacationer’s paradise for golf and tennis enthusiasts, spa weeks, family reunions or merely relaxing into the good life for a week or more.Montego Bay$2530/nt.65128
Jubilation at Tryall - Jubilation Pool Looking North Jubilation at TryallJubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures, locally built mahogany four poster beds and uniquely crafted local wood carvings.Montego Bay$1500/nt.6612
Jus Paradise at Rose Hall - Jus+Paradise +copy Jus Paradise at Rose HallJUS' PARADISE is an charming private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall. This well-located home sits between two renowned golf courses: the challenging White Witch and championship Cinnamon Hill course. Five minutes west is the famous Half Moon course.Montego Bay$743/nt.3665
Karma Bay at the Tryall Club - Karma Bay Nl Copy Karma Bay at the Tryall ClubA sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay.Montego Bay$2063/nt.66125
Keela Wee on the Beach - Keela Wee Nl Keela Wee on the BeachLocated on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water ~ Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Whispering Waters..Discovery Bay$2357/nt.661290006
Kenyan Sunset Golf Villa in Rose Hall - Kenyan+Sunset+ Kenyan Sunset Golf Villa in Rose HallIn the Rose Hall residential expanse of fine homes, Kenyan Sunset Golf Villa is designed for families and golfers.Montego Bay$1014/nt.571080006
Linga-Awile Cottage on the Beach - Linga Awile Nl Linga-Awile Cottage on the BeachThis 3-bedroom casual cottage shares a delightful waterfront site with its neighboring Villa, on the clear waters of Discovery Bay. Linga-Awile sits on a lovely, long, large lawn. Beyond the lawn and swimming pool is its sugary white sand beach with two thatched roof umbrellas for shade.Discovery Bay$519/nt.3464
Little Hill at Tryall - Little Hill Pool With Stairs To South Garden Little Hill at TryallLittle Hill was built in 1959 by an architect Robert Hartley. It was the first villa to be built at The Tryall Club in the Classic West Indies style around a circular 30 foot diameter swimming pool with extensive covered terraces throughout.Montego Bay$2286/nt.448
Little Palm at Tryall - Little Palm Nl Little Palm at TryallTryall's only two bedroom estate villa, Little Palm lives large nestled on a 3 acre property, on the 17th hole and a short walk or quick golf car ride to the beach.Montego Bay$707/nt.224
Longview Villa on Round Hill - Longview Nl Longview Villa on Round HillIf you, family or friends are looking for a certain kind of hideout in a tropical seclusion with timeless elegance and understated luxury, Longview Villa on Round Hill is a pretty favorable address.Montego Bay$5940/nt.771475006
Ma Moura at the Tryall Club - Ma+Moura NL +copy Ma Moura at the Tryall ClubBuilt and owned by the same family for over forty years, Ma’Moura’s unique setting sits high on a hill overlooking the 17th green and the Caribbean Sea. Enjoying cool breezes and unobstructed views, this villa provides one of the most private yet outdoor experiences at Tryall.Montego Bay$1929/nt.4485
Makana on the Beach - Makana Makana on the BeachMakana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay. The site itself is remarkable: a spacious villa with private tennis court and swimming pool on a sugary white sand beach bordering translucent swimming and kayaking water.Discovery Bay$3286/nt.7714105007
Malatai on the Beach - Malatai NL +copy Malatai on the BeachMALATAI has just undergone a Fabulous renovation, with 8 newly renovated bedrooms and bathrooms, a beachfront, and a top-rated chef, directly on the translucent waters of Mammee Bay, near Ocho Rios. While privately located, Malatai is only minutes from Dolphin Cove, famous Dunn‘s River Falls, and lively Ocho Rios with its wide selection of duty-free shopping, excursions, and music.Ocho Rios$5000/nt.881695007
Mirador at the Tryall Club Mirador at the Tryall ClubMirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course.Montego Bay$411/nt.1229001
Moments at the Tryall Club - Charles And Earl Nl Moments at the Tryall ClubWith over 2,500 square feet of living space, Moments is a two-bedroom villa suite that offers spectacular views and a spacious patio.Montego Bay$550/nt.2242500
No Problem at Tryall - No Problem Nl No Problem at TryallCommanding excellent views of the Caribbean Sea and Tryall Club’s golf course, No Problem is a cozy two-story villa.Montego Bay$965/nt.336
Noble House on the Beach Noble House on the BeachA paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean.Montego Bay$1050/nt.468100009
Nutmeg NutmegNutmeg is a charming 6 bedroom villa in the upscale residential neighborhood of Spring Farm ~ just five minutes from three world-class golf courses, designer shops, bars, restaurants and beaches.Montego Bay$1150/nt.66126
Out of the Blue on the Beach Out of the Blue on the BeachOut of the Blue is an oxymoron: a contemporary home in Old Jamaica. And what a home it is! The villa sits on the longest uninterrupted expanse of sea view at beach level of any other beach property in this group.Treasure Beach$750/nt.44830005
Overlook at Tryall - Overlook Nl Overlook at TryallBuilt on one of the prime sites at Tryall and conveniently located in easy walking distance of the Great House, gym and tennis courts, with total privacy and magnificent landscaping.Montego Bay$1679/nt.5510
Pavilion - L PavilionPavilion is an exquisite villa privately located at the end of a cul-de-sac with magnificent views of the Caribbean Sea to the north and a tranquil 10-mile view of the mountains to the south. It is spacious, quiet, peaceful and beautiful.Montego Bay$1286/nt.56105
Pharos Summertime - Summertime O Pharos Summertime6,000-square-foot private villa on 5 acres with magnificent views of the Caribbean Sea. After sunset, the view transforms from brilliant blue water to the mesmerizing beauty of the sea at night, glimmering with reflections of cruise ships and the romantic night lights of Montego Bay nine miles away.Montego Bay$1000/nt.761460006
Phoenix on the Beach at the Tryall Club - Phoenix+swimming+pool Phoenix on the Beach at the Tryall ClubPhoenix sits on a spectacular seascape on Jamaica's lush North Coast at the luxurious Tryall Club 12 miles west of Montego Bay. The beach club, pro shop, first tee and driving range are within walking distance of the Phoenix front door. Nine laykold tennis courts are just a golf cart ride up the hill.Montego Bay$2143/nt.781450005
Pineapple House at Tryall - Pineapple House Pineapple House at TryallPineapple House is a spacious villa located on Copper Ridge with a magnificent 180 degree view of the Caribbean Sea located on Jamaica’s exclusive North ShoreMontego Bay$2857/nt.5510
Poinciana at Tryall Club - Poinciana Tryall Nl Poinciana at Tryall ClubPoinciana is an exquisite 2-bedroom Great House Villa with a private plunge pool on a quiet corner of its spacious terrace and with far-reaching views of the Tryall golf course and Caribbean Sea.Montego Bay$743/nt.224
Point of View at the Tryall Club - Point+of+view+ + Point of View at the Tryall ClubLocated on the highest point at the renowned Tryall Club, Point of View sits on one of the most spectacular sites in the Caribbean … indeed, in the world. From its unique vantage point, a sweeping panorama stretches down the mountain and across the 18-hole championship golf course to the deep blue Caribbean and distant horizon. Breathtaking at every turn.Montego Bay$2877/nt.551010
Promiseas PromiseasPromiseas Villas are located on a fabulous private sandy cove which are newly completed and exceptional in every way imaginable.Ocho Rios$4000/nt.8816
Quinntessential at Tryall - Quint Nl Quinntessential at TryallOffering what is undoubtedly the most magnificent ocean view in Tryall from a commanding position atop Garden Hill; Quinntessential is one of the finest private homes in Jamaica where meticulous attention to detail and designers flourish result in the epitome of sophisticated living without compromise.Montego Bay$2429/nt.5510
Reef House at Tryall - Reef House Pool To House Late Afternoon Reef House at TryallReef House is the embodiment of oceanfront cottage living. This gorgeous home brings the outside in, bathing the rooms with soft natural light and the irresistible blues of the ocean beyond.Montego Bay$1857/nt.448
Rio Chico on the Beach - Untitled Rio Chico on the BeachMagnificent 14-acre oceanfront estate. Here is the rich character of The Riviera married to the superb service of Colonial Jamaica ... on a magnificent seascape just west of Ocho Rios on Jamaica's renowned north coast. Rio Chico's guest list includes diplomats, industrialists and celebrities from around the world.Ocho Rios$10413/nt.12122415
Round House at the Tryall Club - Round House 3 Round House at the Tryall ClubFrom the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight-bedroom staffed villa at the Tryall Club.Montego Bay$1562/nt.71014110005
Scotch on the Rocks - Nl Copy Scotch on the RocksSCOTCH ON THE ROCKS is a charming turquoise villa overlooking the Caribbean Sea.Ocho Rios$1380/nt.55105
Sea Glass at Tryall Club - Viviana Nl Sea Glass at Tryall ClubFormerly named Annabella, Sea Glass sits on a remarkable six private acres on a plum site at the prestigious Tryall Club. Uniquely private, the feeling is being in a world of your own, wonderfully quiet and tranquil while just minutes away by complimentary golf cart are the amenities that have defined the Tryall Club as one of the finest private clubs in the world.Montego Bay$1429/nt.68127
Sea Grapes on the Beach Sea Grapes on the BeachOn its own sugary white sand beach lapped by the clear turquoise waters of Discovery Bay sits the charming home Sea Grapes. The translucent azure waters here are excellent for swimming and kayaking. Surrounding the swimming pool is a spacious grassy lawn, wonderful for children and games.Discovery Bay$1000/nt.66125
Sea Haven on Discovery Bay - Sea Haven Sea Sea Haven on Discovery BayLocated on a private waterfront acre, Sea Haven is a traditional West Indian cottage dressed in charming periwinkle blue and sitting directly on the edge of beautiful Discovery Bay.Discovery Bay$500/nt.4484
Seaside Villa at Round Hill - Seaside Nl Sharpenai Standard Seaside Villa at Round HillSeaside was completely renovated & refurbished in 2018. This amazing sea front property is one of the newest premier villas at Round Hill.Montego Bay$4400/nt.4484
Serenity on the Beach - Serenity Nle Copy Serenity on the BeachSERENITY is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Grounds include a shared tennis court and basketball hoop and a heated pool.Montego Bay$1093/nt.44825005
Seven Seas on the Beach - Seven Seas Seven Seas on the BeachThe morning sun has turned the sea and the dew on the palm trees to silver. The non-stop trade winds waft through the rooms of the villa and the aroma of fresh-baked bread works its way from the kitchen to my bedroom window.Ocho Rios$1243/nt.44850005
Silent Waters - Silent Waters 9 Pool Sundeck Mobay Daytime Silent WatersSilent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and exquisite accommodations and service.Montego Bay$2853/nt.861614
Skyline at Tryall - Stella Marina Nl Skyline at TryallStella Marina is a very smart and well-presented one-bedroom villa with stunning ocean and golf course views.Montego Bay$571/nt.122
Somewhere at Prospect Estate - Somewhere Nl Copy Somewhere at Prospect EstateSomewhere Villa is a lovely traditional style villa with an open, airy and spacious sitting room which opens on to a covered verandah, allowing for inside/outside living.Ocho Rios$950/nt.4482082
Spanish Cove - Spanish+Cove+ + Spanish CoveLocated on Runaway Bay, Spanish Cove is perched on a beautiful sandy beach nearby the heart of town. Runaway Bay is known for beautiful beaches, coral reefs, excellent scuba diving as well as the well-known Green Grotto Caves. It is also conveniently located and within easy reach of Ocho Rios for restaurants, excursions, and shopping.Runaway Bay$957/nt.4483
Sugar Bay on the Beach - Sugar Bay Nl Copy Sugar Bay on the BeachOn its own sugary white sand beach lapped by the turquoise waters of Discovery Bay sits the exquisite home Sugar Bay. Interiors have just been refreshed throughout and are distinguished by elegant custom-designed furniture, gleaming breadnut floors, and fascinating objets d`art from around the world. There has also been an addition of a brand new air conditioned Gym!Discovery Bay$1964/nt.55105
Sugar Hill at the Tryall Club - Sugar Hill 6 Pool Nl Sugar Hill at the Tryall ClubSugar Hill is a luxurious eight-bedroom villa perched atop a lush three-acre property with breathtaking views over the Tryall Club to the Caribbean Sea and horizon. This glamorous home is ideal for golf and tennis buffs, couples, large groups and families. Children welcome!Montego Bay$2000/nt.881660006
Summertime at Silver Sands - Summertime+SS NL +copy Summertime at Silver SandsSummertime at Silver Sands has a wonderful beach vibe, it benefits from cool sea breezes and is a relaxed and unfussy villa located on the renowned Silver Sands Beach Club, a collection of privately owned villas all overlooking the Caribbean sea.Montego Bay$500/nt.4484
Sundance at Tryall - Sundance Pool Inwards Sundance at TryallSundance is located on Mahogany Drive with magnificent views across vast sweeping lawns to the sea in the distance.Montego Bay$3071/nt.7714
Sunset on the Beach at the Tryall Club - Sunset Tryall Nl Sunset on the Beach at the Tryall ClubSunset is a beautiful five-bedroom villa that sits on the edge of the Caribbean Sea with a private beach offering the perfect escape for all those who love waterside living.Montego Bay$2357/nt.551030005
Sweet Spot on the Beach - Sweet Spot Master Nl Copy Sweet Spot on the BeachLocated on a wide sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds ... a 6,000-square-foot private home with a huge lawn and beach.Runaway Bay$1778/nt.661260006
Tek Time Golf Villa on Cinnamon Hill - Tek Time Pool Area Tek Time Golf Villa on Cinnamon HillTEK TIME is Jamaican patois for advice that almost all of us need: TAKE TIME to slow down and take in all that’s good and beautiful around us. Living in a glamorous villa with a staff of six who pamper their guests without ever intruding makes it easy to heed that advice.Montego Bay$1857/nt.66126
Tradewinds at the Tryall Club - Tradewinds Nl Copy Tradewinds at the Tryall ClubTradewinds was completely renovated and refurbished in January 2018. This amazing sea front property sits on two acres at the famous Tryall Club – directly on the Caribbean Sea. 300 feet of waterfront from the north perimeter of the property, and it is one of the newest premier villas at The Tryall Club.Montego Bay$2286/nt.44840006
Tranquillity on the Beach - Tranquillity Nl S Tranquillity on the BeachTrue to its name, Tranquillity on the Beach is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff.Montego Bay$1643/nt.761463006
Villa Amana at Tryall - Create Abundance Nl Villa Amana at TryallOccupying a commanding elevated location, Villa Amana offers magnificent ocean views and a backdrop of deeply forested hills.Montego Bay$2282/nt.101320
Villa Christina Villa ChristinaSet on the historic Rose Hall Estate, Villa Christina welcomes couples, families, and friends to Caribbean luxury in a remarkable 10,000 sq. ft. well-appointed Tuscan style villa located in the Greens at Rose Hall - a private gated-community on the Cinnamon Hill Golf Course.Montego Bay$2071/nt.561010000
Villa Indigo - Ind Villa IndigoVilla Indigo at HALF MOON is one of the undisputed finest private homes in this collection.Montego Bay$2500/nt.1010201250010
Villa Rosa Villa RosaVilla Rosa is our newest villa in Montego Bay's Spring Farm neighborhood. It is a stunning, modern villa, brilliantly designed for an extraordinary indoor-outdoor lifestyle with a full complement of impressive luxuries for the upscale traveler.Montego Bay$1900/nt.561077006
Vista del Mar at the Tryall Club - Vista Del Mar Vista del Mar at the Tryall ClubOne of the most enviable locations at Tryall atop Barnes Hill, Vista Del Mar is a Jamaican Classic offering charm and spectacular views.Montego Bay$1357/nt.4485
Wag Water at Prospect Estate - Wag Water Nl Copy Wag Water at Prospect EstateWag Water is a charming cottage with a water front location, named after the river which meanders through the local parish of St Mary.Ocho Rios$700/nt.3362032
Wheel House at Tryall - Wheel House Nl Wheel House at TryallWelcome to the Wheel House Villa!Montego Bay$1357/nt.6612
Whispering Waters on the Beach - Ww Whispering Waters on the BeachWhispering Waters offers seven bedrooms and en-suite bathrooms. Overlooking one of Jamaica’s loveliest crystal clear bodies of water, Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Keela Wee.Discovery Bay$2857/nt.7714120006
Windsong - Pool WindsongWindsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view is an equally lovely vista of Round Hill, the sea and the sunset.Montego Bay$714/nt.4485
Zion Hill at Tryall - Zion Hill Nl Zion Hill at TryallFrom its splendid location 300 ft above sea level, this luxurious five bedroom villa offers bewitching, unobstructed views of the ocean, its own private spa and Turkish bath and a cinema.Montego Bay$2751/nt.7714

Find Jamaica Villas


Travel Dates
Travel Dates


Villa Size
Villa Size

Default minimum and maximum values represent the current range of villas in Jamaica.

Price Range
Price Range (per night)

Prices represent the starting per-night rate for matched villas. Default minimum and maximum prices represent the current range of villas in Jamaica.

Amenities
Amenities
Collections
Collections
Locations
Locations

If none are checked then all destinations are included.

Villa Destinations


Find Jamaica Villas