The stunning island of Jamaica in the Caribbean has everything you need for a getaway under the tropical sun. Its fine sandy beaches back by swaying palms, a blue lagoon, lively towns and sleepy villages. In this article, we review the top 10 best luxury villas in Jamaica.
With its Blue Mountains, beaches, rainforest, and rushing waterfalls, Jamaica is a true island temptress. Bond with your honey by going undercover at Goldeneye, former home of 007-author Ian Fleming. Make a splash in the Blue Lagoon, which is said to act as an aphrodisiac, in the spot Brooke Shields made famous in the film of the same name. Get your groove on at beach bars in Negril and Montego Bay, or at Kingston’s pulsing reggae discos.
The best choice for a family or a group stay is undoubtedly one of the many beautiful villas available for rent on Jamaica. If you want a villa with glorious ocean views, a private infinity pool, space, tranquillity, luxury and the perfect place to kick back and relax, we have picked the 10 best luxury villas on Jamaica.
If you prefer to stay at a luxury hotel in the Caribbean or beyond, contact our luxury travel concierge. Our agents offer exclusive free upgrades, free breakfasts, free hotel credit and VIP gifts at luxury hotels like Four Seasons, Aman, Belmond, Hyatt, Ritz Carlton, InterContinental and more… for the same price as the hotel’s own websites.
1. Pineapple House
Pineapple House is the perfect holiday retreat and one of our best choices for a wonderful Villa holiday in Jamaica. This stunning villa overlooks the sea and has a full complement of staff. Virgin Atlantic flies direct from London to Montego Bay in just over 10 hours and the villa is just 12 miles from the airport; for a true paradise destination, this is about as convenient as you can get!
The stunning villa is perched on a hill where 180 degree views of the Caribbean Sea welcome you. It is located in the gated ground of The Tryall Club, which overlooks the ruins of the historic sugar plantation. The Tryall Club is renowned for being the Caribbean’s Finest Luxury Club Resort, and includes a world-famous golf course, tennis and its own private beach; all which you have access to as guests of Pineapple House.
The exterior architecture of the villa is beautiful and looks exactly how you would expect a grand villa in the Caribbean to look. Inside it’s seriously luxurious, a recent renovation has resulted in an award-winning interior design that fits perfectly into its island location.
There are 5 en-suite luxury rooms and the villa can comfortably sleep up to 10; ideal for a family travelling together or for a group of friends; it’s big enough to fit a large group but has plenty of nooks around the place to get away when you need some sanctuary! Your staff are a vital part of the experience of staying at Pineapple House; they are incredibly friendly, welcoming and attentive. You have the services of a CIA-trained chef, butler, housekeeper, laundress and gardener during your stay.
But it’s outside where you’ll want to spend most of your time; the outdoor space overlooks the stunning turquoise of the Caribbean Sea, there’s really no getting away from those views. There is a 2,500 square feet Lanai (popular in island homes, they consist of an outdoor living and dining area), so lots of comfortable seating areas, a dining gazebo for 10 and there’s even an outdoor bar!
The bar overlooks the heated diving pool, 8-foot deep at one end but about half the pool is only 2-foot-deep so is perfect for children. There’s also a hot tub so if you can manage to find a quiet moment just the two of you, this is where you need to head, there’s also audio and lighting special effects so at night with a glass of something chilled romance will definitely be in the air!
The villa is situated in the gated grounds of the Caribbean’s Finest Luxury Club Resort: The Tryall Club. The Tryall Club is a 2,200-acre private resort club; make the most of the fantastic facilities that can be found a mere stroll away and which include a private beach, perfect for swimming, snorkelling, kayaking and windsurfing, an 18-hole golf course, Fitness Centre, Spa, Kid’s Club and tennis.
It’s a great spot for afternoon tea and the Manager hosts a Cocktail Party which is definitely not one to miss, keep an eye out for other events too. It’s easy to see why the club is ranked on the Conde Nast Gold List as one of the best places to stay in the world.
To get around there are golf carts at the villa and the club also offers complimentary shuttles for transportation. If the rest of Jamaica beckons, your staff can assist with arrangements; why not visit Ys Falls, climb Dunns River Falls, swim with dolphins, visit the Appleton Distillery or if you’re feeling active, there’s horse riding, fishing, sailing, mountain biking, hiking, jet skiing, water rafting or go cliff diving in Negril!
2. Round Hill Hotel & Villas
Round Hill Hotel & Villas is a former pineapple and coconut Plantation on 100 lush acres located 8 miles outside of Montego Bay and perched on a truly perfect peninsula. It cascades past stately palms and tropical gardens down to its own pristine crescent beach. Round Hill is a canvas of pastel tropical flowers and graceful colonial architecture framed by lush Jamaican countryside and crystal clear beckoning sea.
The Pineapple House comprises of 36 oceanfront hotel rooms, overlooking the Caribbean Sea. There are also 26 individually owned villas with 93 suites. Each villa comprises 2, 3, 4, 5 or 6 suites, each with its own entrance and living areas (enclosed or semi-enclosed). Sizes vary, and most have spectacular views.
There are 24 villas with their private swimming pools. Each villa has a kitchen where housekeepers cook breakfast for service in separate suites.
The main pool incorporates 18th century stone from the Golden Grove Sugar Works with modern lines and a double vanishing edge into Round Hill bay. Features of the pool provide a shallow wading pool popular with children, and the main swimming pool cascades into a spacious spa pool on the ocean’s edge.
3. Azure Cove
Azure Cove is located slightly east of Montego Bay, you find the popular Silver Sands beach and the private resort community of the same name. This 5-bedroom, 5-bathroom villa is located here, just a short walk from the beach. It was completed in 2009 and has expansive views from the pool terrace, high-ceiling living room, television lounge and upstairs balcony down to the sea.
The villa was constructed with one bedroom on the lower level so the first floor is totally wheelchair accessible. There’s a private pool and a hot tub with lots of space on the pool deck to relax and gaze out at the ocean. There’s also ample room outside to dine; choose your spot under the verandah or on the south side patio. The villa is fully staffed with 5: a cook, butler, housekeeper, laundress and a gardener and your meals can be served at your convenience, so all you need to worry about is turning up and soaking in those views while you enjoy some Caribbean cuisine.
Nestled on its own sandy beach by the blue waters of Discovery Bay, Alvita is a spacious family home designed in Caribbean gingerbread style, with hand-carved fretwork trimming the length of the house.
A highlight of this villa is that it is a five-minute walk from both the famous beach, Puerto Seco and local amenities. With air-conditioned seven double bedrooms, nine bathrooms and 12,000 square feet of the villa’s grounds, there is plenty of space.
The living room has been designed in an open space architectural design. French doors in this area open up to a lovely 1500 ft colonnade perfect for alfresco dining. The outdoor area is covered in delightful Thunbergia flowers and the colonnade is also covered, providing shade on a hot Jamaican day. If you get too hot, there is always the private pool or the beach.
You can also enjoy warm, attentive and accommodating staff including a butler, cook, housekeeper, laundress, and a gardener so all your needs are tended to!!
Avita’s location offers a wide array of restaurants, shops, bars, beaches and tour and activity services. The villa is just 30 km away from one of the most fascinating places in the Jamaican island, Ocho Rios, a fishing village, where a bite to eat is a must.
5. Goat Hill
Goat Hill is located just west of Montego Bay is this unique and elegant private hillside villa offering stunning panoramic views. A private pool, a huge hot tub and private tennis court, as well as 3 acres of grounds, are yours to enjoy. This is a smaller villa with just two bedrooms and two bathrooms, each with a large sunken shower area.
It’s perhaps not one for the children, as there are outside stone stairways to the bedrooms and balconies with open flooring. Complimentary membership at Round Hill Hotel and Beach Club is included; make use of the private beach, two connecting heated pools and jogging trail there. Goat Hill’s staff will spoil you with lavish meals served either indoors, poolside, or on one of the outdoor terraces; all you need worry about it choosing which!
6. Villa Latoria
Villa Latoria is a fully staffed villa with sweeping views of the Caribbean Sea and blue-green mountain range, grand and comfy verandas facing both east for memorable sunrises and sunsets!
Surrounded by miles of sugary white sand beaches, green forests and delicious cuisines, the northern coast of Jamaica, is a special place to vacation, and this villa is one of the best to rent.
Double doors throughout the villa enhance the open-air ambience of the property and bring in a gentle tropical breeze. The living areas on the ground floor boast cable television, DVD, a sound system and an iPod dock. The ground floor leads to the 1,300-square-foot east veranda, which includes a mammoth terrace and huge private pool. The west veranda is the alfresco dining porch where you can enjoy a glorious sunset.
There is a main house and a cottage and the seven bedrooms have all been lavishly renovated. All have modern en-suite bathrooms and most have memorable views of the Caribbean Sea!
The garden is full of fragrant, beautiful roses, lilies, double and triple hibiscus and bougainvillaea. Across the lawn on the lower terrace is a private tennis court.
7. Benitoite Shore House
Benitoite Shore House, named after the vivid blue crystal, is perched on the edge of the ocean. Set across a single storey, this dazzling home is infused with light. With the ocean and fine, white sands of the beach at the end of the garden, and over 200 palm trees swaying in the grounds, this is one of the best villas on Jamaica.
The living space is airy and mixes blending rustic touches with raw materials and cedar sloping ceilings. The long veranda offers a stylish spot to sit back in the cooling trade winds and enjoy a rum cocktail as the sun sets across the ocean.
The stunning interiors include a lounge, a luxurious dining area for group meals prepared by the chef, with a Tamarindtree trunk table for ten. The pool has a diving board and slide, and speakers inside and outside for pool-side music and five-star hotel grade services including a full staff offering.
The bedrooms are lovely with four-poster beds and marble bathrooms. Benitoite Shore House can accommodate eight guests in four bedrooms plus three more children.
Serendipity is a beautiful villa on a hillside with a super pool with a large lounging area which looks out to sea. Once again, this gorgeous villa is on Jamaica’s north coast, to the east of Montego Bay with sunset vistas over the sea.
The terrace here is large and ideal for lazing, plus there is private tennis court access, large living areas and wonderful staff. Guests enjoy membership to Rose Hill Beach Club, less than two kilometres away and if you choose to stay here you can walk to Half Moon Golf Club.
9. Caribbean Jewel
Caribbean Jewel can be found on Montego Bay and offers four ocean-view en-suite bedrooms, staff, and nearby golf courses and beaches.
This modern villa has exposed-beam vaulted ceilings, wood trim, and wide doors to the terrace which lets the ocean breeze and sunlight in. Beautiful furniture and all the technology you need can be found within, and this villa also has overnight security, a butler, private chef, laundress, and a housekeeper.
The alfresco dining table on the terrace, with seating for twelve this is the place to hang out in the evening and because the villa is located within a gated community, with parking, you can feel safe. Highlights arethe ocean views, the swimming pool, and garden.
10. Villa Seaspray
Villa Seaspray is located on the oceanfront and enjoys ocean views from its private terrace. The main house has three lovely bedrooms all with air-conditioning and en suite bathrooms.
An additional en suite bedroom can be found in private cottage by the swimming pool. The living area is beautiful and you can open up the patio doors to see the beach and private pool. The covered terrace and Jacuzzi are great for luxuriating in and enjoying an evening cocktail.
Guests at Seaspray have access to the restaurants and resort amenities of The Tryall club such as tennis, golf and an onsite spa.
Disclosure: Most reviews are sponsored by the proprietor or brand being appraised. All opinions remain our own & are in no way influenced.