11 Top Rental Villas in Montego Bay, Jamaica

Montego Bay is arguably the best Jamaican destination. You won’t regret booking a flight to this city. After all, we don’t! During our trip, we were constantly mesmerized by the city’s beautiful white-sand beaches and golf courses. In addition to that, the weather was forgiving when we were there, allowing us to enjoy the perfectly blue skies. But since we wanted to go all out, we decided to also rent a villa in Montego Bay Jamaica. Perfect for groups and families, the best villas in the city allow you to have an unforgettable Montego Bay trip. Many of them can sleep up to dozens of guests, and there are staff members ready to help you with anything you need. Lucky for you, we’re here to show you some of the top options so you don’t have to research. Here are our picks!

By the way, did you know that Ocho Rios is only a two-hour drive away from Montego Bay? If you want to pay this relaxing destination a visit, make sure to also check out these cheap villas in Ocho Rios!

Endless Summer

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Less than two hours away from Negril, a hippie travel destination, Montego Bay is home to many fantastic villas, and one of them is Endless Summer. Once we arrived, we were startled by the breathtaking views of the Caribbean Sea. But aside from that, we also have to applaud its amenities. This stunning villa has 11,000 square feet of living space, enough to sleep up to 14 guests! There are seven bedrooms in total. Four, set in the main villa, are open onto a spacious verandah that offers sweeping views. Meanwhile, the three bedrooms on the second story are furnished and share a small living area. Connected to the master bedroom, they’re perfect for children.

As a fully staffed villa, our stay was nothing short of amazing. From the butler to the chef and gardener, all staff members went above and beyond to ensure we had everything covered. We would always take a refreshing dip in the private pool during our free time. If you’re not a swimmer, chillax poolside as you enjoy your drink. Or, you can have fun in the living area, which is fitted with a flat-screen TV. It also has access to Netflix, VCR, and a DVD player. Of course, we also had to explore the city. We were able to reach some of the city’s hippest attractions within minutes by car, like Half Moon. We were able to get there in just five minutes.

Almond Hill

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Up next is Almond Hill, a villa with four well-appointed bedrooms and bathrooms. This beautiful villa is designed to accommodate up to eight travelers. Apart from air-conditioners, every room has a ceiling fan. We loved the fact that we could choose between the air-con and the fan, as the weather sometimes was too cold. Among all of the bedrooms, of course, we stayed in the Master Bedroom. It boasts a king-sized bed and a spotless bathroom with an oversized bathtub and rainfall shower. If you want to witness the lights of Montego Bay, feel free to leave your doors open all night long. But don’t hide in the room too long! Go outside and take in the views of the Caribbean Sea as well!

Once a coconut plantation, this villa features a high-ceilinged living room with a great collection of books and movies. We had a blast watching movies at night with the six-speaker sound system. Better yet, you can request an ice cream or popcorn from the staff! Apart from that, there’s also a big private pool on-site. Meanwhile, the poolside gazebo was our go-to place for shaded lunches and a me-time. Among all its amenities, the standout must be the comfy verandah. You can also have a romantic candlelight dinner here as a haven for napping.

Allamanda

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Allamanda is another excellent option that won’t disappoint. This elegant villa in Montego Bay Jamaica is located in a gated community of Great River Private, overlooking the magnificent Caribbean Sea. With a spacious terrace, we could enjoy the outdoors regardless of the weather. In addition to that, we also had fun playing billiards and table tennis. And when we weren’t in the mood to compete, we would enjoy a nice glass of cocktail at the bar while watching the game on the flat-screen TV. And while we were at it, our little ones would keep themselves busy in the pool.

This villa is able to sleep up to 10 guests and has five spacious bedrooms. Three master bedrooms can be accessed via the terrace or interior hallway, and a two-bedroom suite shares an en-suite bathroom. Finally, the last room has a private outdoor garden. No matter where you spend your nights, you can expect them to be air-conditioned and fitted with a flat-screen TV. To make your stay even better, the villa is fully staffed. They include a personal butler, a chef, maids, a laundress, and a night manager. Oh, we were also surprised that there was a complimentary full-time driver that was ready to take us around the city in a 12-seat van.

Flower Hill

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Best Pool. Among all of the rental villas in Montego Bay Jamaica, Flower Hill has to be one of the most luxurious options. This villa beautifully sits on four and a half acres of flower gardens and verdant landscapes. It has six cozy bedrooms and can accommodate up to 12 travelers or six couples. Each is fitted with quiet remote-control air conditioning, promising you a peaceful night. Also, thanks to the flat-screen TV, DVD player, iPod dock, and satellite radio, we never ran out of entertainment when we couldn’t sleep. And after a good night’s sleep, we highly recommend taking a refreshing dip in the infinity edge pool!

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This villa also boasts an amazing games room to keep everyone busy and happy. While the little ones are playing games, feel free to rejuvenate your body at the spa center! Though we didn’t have the chance to enjoy the spa, we did use the equipment in the home gym. Meanwhile, those who want to bond with their loved ones can relax in the main living area, which gives them access to the luxurious verandah. There, you can find a relaxing lounge area and an al fresco dining area, where you can have dinner with views of the tropical garden and pool. And when you’re not enjoying the villa’s amenities, you’ll be only a few minutes drive away from some of Mobay’s best attractions.

Nutmeg

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Set in Spring Farm, Nutmeg is another Montego Bay Jamaica villa that never fails to awe travelers. This luxurious villa is designed to give you the ultimate relaxation. One of its highlights is the open dining area, which allowed us to dine al fresco. The experience was truly amazing. We were able to immerse ourselves in the breathtaking views while enjoying every bite of food cooked by the chef. We also fancy the huge tropical garden. There, you’ll find flowers and fruits like oranges, limes, lemons, and more. But if you’re more of an active person, you’ll probably want to burn some calories by swimming in the octagonal private pool.

This villa can sleep up to 12 people and has 6 bedrooms. Five of them are on the main level, and one is set downstairs. Don’t worry; all of them are air-conditioned, promising you a good night’s sleep. On top of that, most of them are equipped with Bose iPod docks, flat-screen TVs, and telephones with room-to-room intercoms. On top of that, the villa’s library also has books on Jamaica and its fascinating history. Need a hand or have some questions in mind? The staff will be happy to help and share their knowledge with you!

Cliffside Cottage

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Most Homey. You can talk about the best villas in Montego Bay Jamaica for rent without mentioning Cliffside Cottage. This villa is simply iconic. Like many other villas, this villa also boasts a pristine swimming pool. Meanwhile, the pool is surrounded by sun loungers, allowing you to rest and admire the views across Montego Bay after a tiring swimming session. Speaking of which, there’s also after-dinner coffee served on the pool terrace. It’s the perfect spot to dance the night away with your loved ones. Also, since staying here gives you a Tryall Club membership, make sure to go there! It took us only a few minutes by car to reach the club, and we had the chance to play pickleball.

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The central part of this villa is none other than its huge living area with a high rafter-and-beam ceiling. It also opens wide to a wrap-around verandah that offers mesmerizing views of the deep blue Caribbean Sea. In addition to that, we also adore the cozy indoor dining room, which is the perfect place to bond over food. During our stay, we requested the staff to create a romantic poolside dinner so we could enjoy our meal under the stars! When it comes to the bedrooms, there are five in total. Three have access to the outdoor area and offer beautiful sea views.

The Vacation Haven

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A stay at The Vacation Haven, one of the best rental villas in Montego Bay Jamaica will guarantee you an unforgettable stay. Spacious, peaceful, and beautiful, this villa has four spacious bedrooms to accommodate up to 12 guests. For the best experience, we recommend spending your nights in the Master Bedroom. The biggest choice on the property, it’s our favorite as it also comes with a private balcony and a standing tub that offers stunning views of the ocean.

During our spare time, we would have some quality time in one of the oversized living areas. But for something more fun, why don’t you make a splash in the swimming pool? On the pool deck, there’s a bar and grill area as well. Throughout our stay, we rarely had to do the hard work as the butler, maid, chef, and housekeeper were always ready to help us with whatever we needed. Best of all, staying here means you’ll have free beach club access only moments away from the villa.

Great River House

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Best Amenities. At the Great River House, one of the best villas in Montego Bay, Jamaica, for rent, you’ll find the perfect balance of glamor and modern conveniences. Set on five acres of gated land, this villa in Montego Bay, Jamaica, easily sleeps up to 10 travelers. If you’re here with your partner, we’re sure you’ll love having a candlelight dinner in the villa’s air-conditioned dining room. You’ll be awed by the pool and sea view as you enjoy your meal. Speaking of which, meals can also be served on the pool terrace. It’s one of the loveliest spots on the property.

This villa also has a garden. You can find fruit trees, herbs, and tropical flowers there, making it the perfect place to destress. Speaking of which, you should also try the spa treatments that are available upon request. After getting the treatment, we felt renewed! Featuring five modern bedrooms, each of them is fitted with fine linens, pillow menus, and air conditioning. To make your stay even better, they also offer a wireless audio system and free Wi-Fi, allowing you to play your favorite playlist until you’re asleep. There’s also a bedroom that overlooks the on-site tennis court and garden, which is our favorite! Meanwhile, the Kohler bathrooms come with luxurious toiletries. While they’re not the biggest, they sure are spotless. Learn more about this villa by visiting its official website!

Serenity on the Beach

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Most Luxurious. Serenity on the Beach is one of the best rental villas for Jamaican travelers. This gorgeous, luxurious villa is set on the beach, which allowed us to enjoy the sea breeze every morning. As with many other villas in the city, this option offers its precious guests a breathtaking view of the Caribbean Sea. There are four bedrooms and bathrooms in total, and each of them has a comfy seating area where you can your loved ones can relax together. During your stay, we recommend spending the nights in the biggest bedroom, which is 420 square feet! It boasts a cloud-like king bed on the west end of the villa. On top of that, there’s also a marble verandah that connects each bedroom and adjoins the pool terrace.

Thanks to the free Wi-Fi, we were able to call our friends and update our socials 24/7. Also, don’t forget to bring your favorite DVD collection as there are DVD players and a cable TV in the airy living room. Here with your kids? The toy collection will keep them busy while you dip in the swimming pool. Also, friendly staff members can help you with whatever you need. They include a cook, butler, night watchman, housekeeper, and laundress.

Noble House on the Beach

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There might be many nice rental villas to choose from, but the Noble House on the Beach is easily one of the best. This luxurious villa in Montego Bay Jamaica has a series of spacious pavilions, perfect for families and large groups of BFFs. Meanwhile, water gardens and bridges separate the comfy and airy living spaces. Inside the 600-square-foot main pavilion are three bedrooms with direct access to a private outdoor area. Apart from that, two additional rooms are also set within the adjacent pool cottage. Better yet, these two rooms have their living area and patio. Additionally, this villa also offers guests direct access to the beach. Also, visiting some of the city’s top beaches (which are among the top things to do in Jamaica) from the villa is easy as they’re only a short drive away.

When it’s time to unwind, feel free to make a splash in the free-form swimming pool. During our stay, we often relaxed on one of the sun loungers to enjoy the stunning garden views. Also, this place is fully staffed, so you can get any help anytime you want. Oh, we also love the formal dining room. Featuring a beautiful chandelier and mesmerizing ocean views, we’re sure you don’t want to leave that place even after you’re done eating.

Infinity at the Tryall Club

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Best Overall. Overlooking the Caribbean Sea, Infinity at the Tryall Club is a luxurious villa set in the popular Tryall Club, hence the name. This villa is one of the biggest, as it has six bedrooms that can sleep up to 12 travelers. Each is huge and beautifully furnished, though some look more traditional than others. On top of that, all bedrooms are equipped with air conditioning, an en-suite bathroom, and a flat-screen TV, promising an enjoyable experience. Also, with five and a half bathrooms, we didn’t have to wait too long for our turn.

Furthermore, this villa is loved because of its spectacular outdoor swimming pool, which leads to a breathtaking Caribbean Sea view. After a refreshing swimming session, we would spend time with our beloved ones in the family lounge area with a wet bar. In addition to that, there’s also a well-equipped kitchen and spacious dining area. This villa truly has everything travelers need, and we’re glad we got to spend a few days there.

Our Verdict!

Our favorite villa is, as we said earlier, Infinity at the Tryall Club. It’s the best choice for those who want to experience a luxurious stay in Montego Bay to the fullest. However, the rest are great, too. We’ve picked some of our top choices based on the following categories:

• Most Luxurious: Serenity on the Beach
• Best Amenities: Great River House
• Most Homey: Cliffside Cottage
• Best Pool: Flower Hill

Things You May Need During Your Stay

• Top Villas Car Hire – Since Mobay is a popular destination featuring beaches and shopping centers that many love, why not rent a car so you can travel hassle-free? From sporty to family and small to spacious, there’s a wide range of options to choose from.
• Top Villas Babysitting Service – It’s no secret that Montego Bay is a popular option for a memorable family Caribbean holiday. To ensure everything is under control, we recommend hiring a babysitting staff! They’re expertly trained and can handle your kids well.
• Montego Bay Travel Guide – As Jamaica’s third most populous city, Montego Bay has much to offer. Check out this travel guide to know what are the best activities and attractions to check out.