Gather in Style with Our Villas for Large Groups
If you're looking for more than one villa to accommodate a family reunion, corporate retreat or any large group ~ you're in the right place.
Jamaica Villas has many years of experience arranging accommodations and events for large groups. Our "sister" villas are just a short walk or drive from each other, so everyone can experience the privacy and luxury of a villa vacation and also enjoy time together when they wish. We suggest the following villas as the best selection for your large group.
A Summer Place on the Beach
7 Bedrooms
Nestled 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.
BougainVilla on Spring Farm
5 Bedrooms
This lovely contemporary villa was recently renovated and is perched on a small hill overlooking the Caribbean Sea in the upmarket Spring Farm community overlooking Half Moon Hotel.
Bougainvillea at the Tryall Club
5 Bedrooms
Bougainvillea 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.
Bumper’s Nest at the Tryall Club
6 Bedrooms
On 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.
Buttonwood Reef
8 Bedrooms
This stunning 8-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.
Canoe Cove on the Beach
7 Bedrooms
In the 1950s, 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.
Coach House at Good Hope
7 Bedrooms
The 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, visiting 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.
Country House at Good Hope
7 Bedrooms
The Country House Villa, situated in the heart of the beautiful Queen of Spain’s valley, is a Country House Villa with up to 7 spacious bedrooms, all with ceiling fans, A/C & en-suite bathrooms. Recently renovated with fresh interiors and stylish new bathrooms. Good Hope’s private beach (a 25-minute drive away) has a 110-foot beachfront with white sand and calm waters for swimming.
Endless Summer
7 Bedrooms
One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea.
Fairway Manor
7 Bedrooms
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.
Flower Hill
6 Bedrooms
Flower 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.
Following Seas at the Tryall Club
6 Bedrooms
Following Seas is a marvelous private villa with the top rating of Premier. It is tastefully renovated with thoughtful comforts, amenities and stylish bathrooms throughout.
Fortlands Point on the Beach
9 Bedrooms
On 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.
Hanover Windward at the Tryall Club
6 Bedrooms
Premier 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.
Happy Hour
7 Bedrooms
This 13,000 sq ft villa is complemented with luxurious and beautiful finishes. Happy Hour villa is a resort in itself, with a calm sandy beachfront, tennis/pickle court, gym, spa, sauna, games room, media room, infinity pool, Baja ledge/kiddies pool, hot tub, indoor/outdoor living & so much more.
Harmony Hill at Tryall
7 Bedrooms
Harmony Hill is a private oasis offering the finest in Caribbean living, combining Jamaica’s rich architectural tradition with today’s modern amenities and service.
Haystack at the Tryall Club
10 Bedrooms
Its 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.
Hummingbird House at the Tryall Club
7 Bedrooms
Hummingbird House is one of the finest properties within the Tryall Club!
Infinity at the Tryall Club
6 Bedrooms
A 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.
Keela Wee on the Beach
6 Bedrooms
Located 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..
Longview Villa on Round Hill
7 Bedrooms
If 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.
Love & Livity at the Tryall Club
5 Bedrooms
Love and Livity is a newly renovated 5-bedroom private escape. The name of the home is an ode to the island’s Reggae Super Star, Bob Marley, who introduced the world to Livity – the belief that a righteous energy flows through all people.
Makana on the Beach
7 Bedrooms
Makana 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.
Malatai on the Beach
8 Bedrooms
MALATAI is a fabulous contemporary home with modern updated bedrooms and noteworthy bathrooms nestled on a wide beachfront on the beautiful Old Fort Bay Beach. 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.
Noble House by the Sea
5 Bedrooms
A paradigm of elegance and style, Noble House by the Sea is an architectural gem, unique in the Caribbean.
Oceana at the Tryall Club
6 Bedrooms
Discover the epitome of Caribbean sophistication, opulence, and breathtaking vistas of Oceana, a true masterpiece located amidst nature’s grandeur atop Garden Hill at The Tryall Club. Oceana, built from the ground up, is simply awe-inspiring. With wide-angled views of the Caribbean Sea, the city lights of Montego Bay to the east, and the island’s westerly views, the scenic offering from this private villa will exceed expectations.
Pharos Summertime
7 Bedrooms
6,000-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.
Phoenix on the Beach at the Tryall Club
7 Bedrooms
Phoenix 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.
Promiseas
8 Bedrooms
Promiseas Villas are located on a fabulous private sandy cove which are newly completed and exceptional in every way imaginable.
Reverie
5 Bedrooms
Reverie is a very private tropical oasis, 8,500 sq ft of villa on an acre of land, nestled in a quiet beach community, just a 3-minute walk on a private road to the sandy shores of one of the best beaches on the north coast.
Rio Chico on the Beach
12 Bedrooms
Magnificent 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.
Round House at the Tryall Club
7 Bedrooms
From 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.
Sea Grapes on the Beach
6 Bedrooms
On 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.
Sea Salt at Old Fort Bay
9 Bedrooms
Sea Salt is a fabulous new property to our portfolio, located on Old Fort Bay, making this lovely half-moon beach one of our premier locations. Sea Salt is made up of a 5-bedroom main house on the beachfront with two 2-bedroom cottages set back from the beach with an expanse of tended grass lawns reaching down to the sea. Offering 9 bedrooms, beachfront, and a top-rated staff, near Ocho Rios.
Seaside Villa at Round Hill
5 Bedrooms
This amazing seafront property is one of the newest premier villas at Round Hill.
Sleepy Shallows
5 Bedrooms
Sleepy Shallows is a lovely beachfront family friendly property with newly updated interiors, located on the gated community of Bengal Bay in Rio Bueno, just 8 minutes from Discovery Bay and 50 minutes from Montego Bay.
Steppa & Peeniewalli
7 Bedrooms
A perfectly simple tropical modern design on a dramatic beach front landscape, Steppa & Peeniewalli are two villas side by side, offering mountain-to-sea views at every turn. Sculpted white staircases and rounded curved walls allow cool ocean breezes to course through the villa’s indoor and outdoor spaces. Just steps away from the beach, Steppa & Peeniewalli are designed with a purity that both integrates and contrasts with its vibrant natural surroundings.
Sugar Hill at the Tryall Club
8 Bedrooms
Sugar 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!
Sundown on the Beach
9 Bedrooms
Sundown is an exquisite staffed home on a private white sand beach next to the turquoise waters of Discovery Bay.
Sweet Spot on the Beach
6 Bedrooms
Located 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.
Timbuktu by the Sea
5 Bedrooms
Timbuktu is a brand-new villa built on the incredible coastline of Boscobel (not far from Oracabessa). Interiors are beautifully decorated with traces of Timbuktu, the Middle East, and Asia - all set in a beautiful tropical background.
Villa Lido
5 Bedrooms
Villa Lido is a fabulous brand-new contemporary beach house, constructed in 2021. Situated right on the white sand, the half-moon beach at Old Fort Bay. Beautifully designed and finished, incorporating family heirlooms and a chic modern vibe. Music, its history & its relevance today are foremost in its concept.
Whispering Waters on the Beach
7 Bedrooms
Whispering 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.