Luxury Homes In Jamaica To Rent For Your Next Dream Vacation

The island of Jamaica has a personality like nowhere else in the world. You’ll be swept off your feet by the white sand beaches, welcoming locals, and an unforgettable view of the Caribbean Sea. For those who seek the perfect balance of tranquility and excitement, there’s no better place to be than the birthplace of reggae. 

If you haven’t had the pleasure of traveling here yet, the country is a hive of history, culture, and beauty. Any visitor would agree, especially the ones who stay in our Jamaican luxury villas, which boast more repeat business than any other featured destination. 

At Exceptional Villas, we know how important it is to find accommodation that complements such a vibrant and magical location. So, indulge in our personal favorite vacation rentals, what they have to offer, and why they’re a perfect fit for you. 

  1. Karma Bay, Tryall Club, Montego Bay
  2. Roaring Pavillion, Ocho Rios
  3. Endless Summer, Spring Farm, Montego Bay
  4. Strawberry Hill Villas, Blue Mountains, Kingston
  5. Sunspot Villa, Runaway Bay


1. Karma Bay, Tryall Club, Montego Bay

When a villa is this glamorous, it should be no surprise that it has earned a premier rating, the highest luxury category. Once you feel the soothing lawn under your feet and the gentle shade of the coconut palms, you’ll wish you’d found this paradise years ago!


The resort and gated community will provide a range of activities for a small membership fee, including private beach access, a kids club, events during the week, jogging trails, and snorkeling. It doesn’t matter how many generations join you on your excursions, they will be equally entertained. Here you can find out more information about the Tryall Club.  

Karma Bay has more than enough to keep you satisfied at home. During the day, you can escape the sun in gazebos, or in the refreshing pool. If you drink one too many cocktails and miss the sunrise, don’t panic, because with the expansive views, you’ll be able to capture the sunset in the dining room. Below are more of the villa’s magnificent benefits. 

  • An array of board games for family or friends’ night in
  • 6 beautiful bedrooms 
  • Your own attentive team that consists of a butler, cook, laundress, housekeeper, and gardener 
  • Use of kayaks for those who wish to make the most of the blue waters
  • A golf course on site

2. Roaring Pavillion, Ocho Rios

Would you be tempted to stay somewhere that has been named “one of the best villas in the world”? Well, you can when you plan a visit to the Roaring Pavillion. Time stands still in this oceanfront accommodation, and we guarantee you’ll never want to leave.


You’ll find an open-air living room, 9,000 sq ft (square feet) of interior, a secluded location, and a private beach made famous by a James Bond film (“Dr No”, for the curious). You’ll be greeted by the incredible Chef Johanna, who will have you savoring every meal she creates with the tastiest Jamaican ingredients. They truly do cook with love on this island. 

Ocho Rios also boasts some of the best diving in the Caribbean, so be sure to check out the ocean of colorful coral reefs, stingrays, and parrotfish. The Oracabessa Marine Trust is nearby for a local dive site. We understand if you never want to leave your luxury villa though, especially when your home has such high-quality service and the features below.


  • The most stunning lily ponds
  • A state-of-the-art and fully equipped gym
  • Complimentary masks, snorkels, and fins 
  • A chef, butler, houseman, housekeeper, and gardener to ensure your every wish is fulfilled during your stay
  • 4 king-sized bedrooms

3. Endless Summer, Spring Farm, Montego Bay

When it comes to a once-in-a-lifetime celebration, it’s important to be surrounded by calm, romance, and indulgence. That’s exactly what you and your guests will receive at Endless Summer. The villa is one of our top picks for hosting a wedding in all of the Caribbean.


There’s no better way to enjoy life’s next chapter than on the upper balcony with your family and friends, watching the orange sun set on turquoise waters. Of course, this villa doesn’t need to be saved for a lavish event. Create fond memories on the private beach of Half Moon or with a visit to Rose Hall Great House, both are only a stone’s throw away.

A complimentary Half Moon Tennis and Beach Club membership opens up many opportunities for adventure. Spend the day on the tennis court, horseback riding, or trying the multitude of watersports on offer. Here’s what you can expect to experience from the comfort of your villa. A stay here guarantees serenity and thrill are only a few steps away. 

  • An air-conditioned and private gym 
  • A relaxing poolside hot tub and jacuzzi for romantic evenings
  • A bar, pool, and BBQ to cater for everyone
  • Someone to support you with every need or desire, including a butler, cook, housekeeper, gardener, and laundress
  • 7 bedrooms and 7 bathrooms to match, so no one feels left out

4. Strawberry Hill Villas, Blue Mountains, Kingston

How many places enable you to stay above picturesque mountains, but be only a short distance from pearly white beaches? We think it’s quite a rare luxury, but it’s exactly what you get when you stay at Strawberry Hill Villas. No wonder it made our list. 

The mountain-top resort offers 12 cottages, including our one-bedroom or two-bedroom rentals. For those of you who enjoy traveling with plenty of friends at your side, one of the villas offers an extra expansion. Everyone is accommodated here, which is why we love it.


Feel like a celebrity in the spectacular infinity pool and snuggle up by the cozy bar in our wonderful 2-bedroom. Or, embrace the rejuvenating mountain air in the gazebo of our open and inviting 1-bedroom. Both of these villas have unique features that make them special, but they do share some of the same wonderful details. 

  • Striking views of mountains and sea from your spacious veranda 
  • Minibars stocked with local beverages and snacks to try
  • Bicycles available for adventures beyond the pool
  • Wireless internet to enjoy in every room
  • Complimentary bath products so you can smell as luxurious as you feel

5. SunSpot Villa, Runaway Bay 

If location is a priority for your travels, you’ll soon fall in love with SunSpot Villa. It’s found in Runaway Bay, St. Ann, which is a delightful visit close to local attractions. You won’t be far from national treasures like the famous Dunn’s River Falls and Green Grotto Caves

Discovery Bay is nearby too and is one of the best places to visit in Jamaica. There’s nothing better than being right on a sandy bay, where your stresses just melt away. In addition, since you’ll be in the Caribbean, you know the sea views will be a sight to behold.


You’ll be blown away by the real estate of this beachfront villa. The vibrant flowers of red, pink, and orange interweave with lush green foliage. Sit back in your sun lounger, enjoy the ocean view beyond the pool, and smell the sweet flora that surround you. There are so many parts of this villa you will fall in love with, but beneath is a list of the highlights. 

  • A well-maintained and flourishing garden surrounding the villa 
  • Air-conditioning for each bedroom
  • A newly-built games room for chilled evenings and hangouts
  • A team, including a coordinator, cook, housekeeper and houseman, who care about your vacation as much as you do
  • 6 stunning bedrooms

The delightful staff at the SunSpot property deserve another special mention. Everything from an individualized meal plan to a complimentary airport transfer will be organized with utmost attention. They will ensure that every moment of your vacation is filled with Jamaica luxury. You’ll only get service like this from one of our luxury villas, that’s for sure. 


We’ve done a lot of collective exploring and traveling, but Jamaica is firm on our list of the best countries to visit. No matter what location, property type, or size you are searching for, we feel confident that we can provide just what you need in this wonderful country.

If you need help planning your next vacation and want to know some of the best things to do in Jamaica, then you’re in luck. Exceptional Villas is made special by the complimentary concierge service offered to all guests. A dedicated team will take away your worries through recommendations, airport transfers, restaurant reservations, and car rentals. 

Don’t hesitate to contact our Jamaica villa specialist Sean Walsh, who has incomparable expertise and guidance to share. Check out the lovely things our guests had to say about him. All of us, especially Sean, cannot wait to welcome you on the trip of a lifetime.

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.

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