Home » Homes » Luxury Villas In Jamaica, Montego Bay: Finding Your Caribbean Paradise
Nestled in the North of the Caribbean sea and closely neighboring Cuba and Haiti, Jamaica is one of the most culturally vibrant countries in the world. Nearly three million people call this island paradise home, stretched over 4,240 sq miles of gorgeous beaches, stunning rainforests, and misty mountain ranges.
It’s the perfect destination for some truly exquisite luxury villas, and is a very popular destination for overseas wedding ceremonies. Luckily, we have an extensive list of 160 incredible villas for you to look at.
So, whether you’re coming to tie the knot, splash out with friends, or immerse yourself in another culture for a while, let’s have a look at what Montego Bay has to offer for your perfect getaway.
About Montego Bay
This sunny city on Jamaica’s northern coast is a highly popular tourist destination thanks to its perfect mixture of adventurous and relaxing opportunities.
Colloquially known as Mobay, it is the capital of the parish of St. James, and one of the most populated cities in Jamaica. The nearby town of Hopewell is a favorite spot for expats since it strikes the perfect balance between the serenity of the countryside with the vibrancy of the city.
Montego Bay is on par, and often surpasses, Kingston as the tourism center of Jamaica, mainly thanks to Sangster International Airport – one of the busiest airports in the Caribbean. It also features a range of gorgeous seaside locations, such as Doctor’s Cave Beach, which has some fabulous snorkeling opportunities.
The wide expanse of garden ensures you can enjoy your much-needed privacy without missing any of the sights on offer. Multiple dining areas means you’re not limited to one view for the duration of your stay. Alternatively, host a barbeque event on the lawn and feel the grass between your toes for an added sense of that easy-living style that Jamaica encapsulates so well.
2. Cliffside Cottage
Nestled on the crest of lush hillside, this dramatic villa, reminiscent of the colonial style of Jamaican country houses, boasts some of the best panoramic views of the Caribbean sea the Tryall Club has to offer.
Not only that, but it comes with a wonderful, incredibly attentive team of five staff members who help make everything that little bit more magical, such as organizing a poolside dinner on the terrace. They consist of a chef, butler, laundress, housekeeper, and night-watchman who doubles as a gardener, ensuring you stay safe throughout the entirety of your stay.
The main villa is a bungalow-style residency, featuring a gorgeous veranda that stretches around to link all four bedrooms together. This then leads out towards the heated pool, beside which is the guest house, draped in bushels native flora that help blend the property into the countryside. Inside, you can find a private gym, three ground-floor bedrooms, and one stunning upper-floor bedroom with a large balcony that overlooks the water.
A dedicated team of staff are there to cater to your every need. Additionally, Sugar Hill has two gardeners who help take care of the property, and tend to a vegetable garden and a collection of fruit trees, which are used regularly in the three daily meals your chef provides.
4. Ambiance Sea Salt Villa
With a design that honors the original meaning of villa, whilst incorporating quintessential elements of Jamaican style, Ambiance Sea Salt is a sprawling complex that blurs the lines between inside and out.
The connecting corridors open out into a series of stunning courtyards, bordered by rows of Tuscan style pillars. This, when combined with the stone-coral walkways and Italian Travertine decor, evokes feelings of stepping into a Roman atrium.
The structure of the house is slightly more enclosed than its counterparts, leading to an added level of intimacy and privacy that is perfect for relaxation. Amenities include:
- Entertainment spaces: A home theater, small library, and comfortable family room
- Pool: A 60ft long heated pool, with shallow kiddie-pool
- 5 bedrooms, able to sleep 10 guests: Each room comes with its own marble en-suite bathroom, with both an indoor and outdoor shower. 4 master suites have their own, fully-furnished verandas
- Transport: 2 complimentary golf carts
Round Hill Villas
Situated on the Round Hill Bluff, barely 25 minutes away from Sangster International Airport, is the “Classically Curated Caribbean” Round Hill resort. Founded in 1953, Round Hill is the more relaxed of the two major villa locations, with a greater emphasis on wellness and serenity. Think more ‘landed gentry’, rather than ‘nouveau riche’.
Whilst the majority of Round Hill’s villas aren’t named, and are known instead by their number, here are two iconic vacation homes that are well deserving of the name they were given – and the price tag that comes along with them.
1. Janus Villa
Named after the two-faced deity, Janus Villa sits at the highest point of Round Hill, overlooking sensational panoramic views of the rich tropical flora, backdropped by the Caribbean sea.
There are two parts to this aptly named destination. Firstly, the official Villa Janus: 5,000 square feet of open plan design, built in the classic colonial plantation style. This four-bedroomed villa goes for a maximalist, yet elegant, approach when it comes to its interior. Everywhere you look, you can find Jamaican artwork and sculptures, helping you to feel more connected to the island and its incredible history.
The white-washed walls with simple dark-wood crown molding, doors, and window frames help accentuate the color of the furniture and decoration.
Janus Cottage maintains the simplicity of white-washed walls and furniture, this time complemented with calming pastels and floral patterns on the upholstery. With four additional bedrooms, this means your total party can be bumped up from 8 people to 16. However, unlike up at the main villa, the cottage’s rooms are not en-suites.
The cottage cannot be hired by itself. It is purely an add-on to Janus Villa to accommodate more people, or if you’re looking for that little bit of extra space. It can be accessed via a separate gate.
It almost goes without saying that Janus Villa also comes with a full staff, there to make sure everything goes off flawlessly. This spot is truly one to remember when planning that luxury vacation.
2. Seaside Villa
This modern, oceanfront villa is the ideal location for anyone looking to do a quick bit of snorkeling or splashing in something that isn’t a private pool. Its clean, straight-laced design creates an elegant simplicity, allowing the main feature to be the brilliant blue expanse of sea at your doorstep, and the shimmering lights of Montego Bay in the distance.
An array of sliding glass doors creates a fusion between the inside and outside world so you can wake up every day and step directly into paradise. The dining area makes for a dramatic difference from the rest of the villa. Made entirely from ornate wooden paneling, this splash of warm, brown tones cuts through the rest of the white building and draws all eyes towards it. When it’s time to eat, everything feels a lot more personal, creating a wonderful sense of family and togetherness.
The same can be said for the gorgeous wooden decking and bar area at the edge of the property. Take a stroll down the well-kept grass slopes and enjoy a drink of your choice as you lounge in the sun, or dip your toes into the waves.
2. Great River House
The amenities offered at Great River House are what make this five-bedroom location truly sensational. Everything you could ever want is packaged up perfectly at your convenience, including (but certainly not limited to):
- Complimentary chauffeur: Your personal driver will handle airport transfers, trips within Montego Bay area, and one day excursions (with other trips being charged locally)
- Sports facilities: Such as a private tennis court, putting green, badminton, croquet, and bocce ball equipment
- Fresh produce: Features citrus, mango and pimento trees, as well as a herb garden
- Entertainment facilities: Including Netflix, Spotify, a wireless sound system, and game room
- Amazing staff: A team of six staff members (chef, concierge/butler, housekeeping maids, gardener and night manager)
And, if you do start to feel a little cut off from the action, don’t worry. Both Round Hills and the Tryall Club are within less than 15 minutes away from Great River House. Alternatively, our staff can help arrange times at world-standard golfing ranges such as Cinnamon Hill and White Witch.
Whether you prefer to lounge inside or out, there’s room for everyone, no matter the time of day. Easiness is built into the heart of this villa, so whether you prefer to dine and laugh with your companions underneath a starry sky, float about in the pool, co*cktail in hand, or curl up on a wonderfully comfy couch with a book, the warm ocean breeze in your hair, your vacation is entirely what you make of it. It features:
- 6 en-suite bedrooms
- Large terrace with fire-pit
- Sitting rooms
- Fully-stocked kitchen
- Private gym
- Outdoor bar
- Infinity pool
4. Endless Summer Villa
If you want to feel like Caribbean royalty, look no further than Endless Summer Villa. This magnificent location is the perfect way to complete our list, and is sure to leave a lasting impression on you. Endless Summer breathes an air of opulence into any vacation. Its elegant, luxurious style is a timeless classic.
About Sean Walsh
Sean Walsh is one of our Luxury Caribbean Villa Specialists and has an in-depth knowledge of our luxury villa rentals in The British Virgin islands, Puerto Rico and The US Virgin Islands. Seán studied Customer Service and French in College, where he received a student of the year award. Having worked in France, Spain and Norway and travelled in Asia and The United States, Seán has a real passion for exploring new places.