Montego Bay Villas & Luxury Vacation Rentals

Luxury Villa Rentals for 2+ people


Montego Bay





5 11 6 + 1 half
$2,072 - $4,272 /night
4 12 4 + 1 half
$1,520 - $2,395 /night
5 10 4 + 1 half
$1,358 - $3,715 /night

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Your Guide to Luxury Villa Rentals in Montego Bay

Montego Bay villas are an outstanding choice for anyone seeking the unmatched beauty of the Caribbean Sea, the immaculate vibes of a Jamaican vacation, the privacy of home, and the full service of a luxury hotel. There is a seemingly endless array of great places to satisfy even the most diverse of groups, as well as villas that are perfect for destination weddings or any other special event.

Why Book a Villa in Montego Bay?

The coast town of Montego Bay is Jamaica's second-largest city, and a top resort destination. Part of the beauty of Montego Bay is that everything is very close by: restaurants, reggae music hotspots, chic boutiques, dynamic marketplaces, premier golf courses, and great diving, snorkeling, and water sports spots. A villa lets you experience the best of Montego Bay while also offering a level of privacy and personalized service that you just can’t get anywhere else, and they are also often decorated and appointed in an authentic, unique style.

Luxury Vacation Rentals in Montego Bay

Our luxury vacation rentals in Montego Bay—many of them overlooking the city from lush slopes, and others boasting direct beach access—are an incredible way to enjoy this tropical holiday haven and all it has to offer. Most feature full staff and a level of service and professionalism that you just won’t find anywhere else, as well as plenty of little touches that really elevate your villa rental experience.

Montego Bay Villas for Family Vacations

With their private pools, full staff, and exclusive locations, our Montego Bay villas are the perfect place to stay for your next family vacation. Plus, most of our villas are located just a few steps away from the pristine white sand beaches that made Montego Bay famous, while offering stunning views of the Caribbean Sea.

Blue Haven Villa: Located atop a hill in the exclusive Tryall Club, Blue Haven Villa features lush landscaping, unforgettable views, a large private pool, and an airy veranda that is sure to be the site of many an exquisite meal prepared by your private chef. The villa is also designed with children in mind, including safety features like gates and locks to the pool area, that ensure peace of mind.

Fairway Manor: If you have any golf lovers in your family, then Fairway Manor makes for an ideal choice. This 7-bedroom villa overlooks Half Moon’s Robert Trent Jones Golf Course, and the butler is even a scratch golfer who can double as your instructor. It also features seven well-appointed bedrooms, multiple large living areas, a tennis court, a games room, and a heated infinity pool with a non-slip shallow end for the kids.

Pavilion: A sprawling estate spread out over 5 octagonal pavilions, Pavilion is sure to enthrall any little explorers you have travelling with you! Set within the legendary Rose Hall Club, the villa also has lots of lovely architectural touches and impeccable landscaping that will be appreciated by guests of any age, while the layout makes it perfect for multigenerational and multifamily groups as well.

Romantic Villa Getaways in Montego Bay

Looking for a romantic getaway? Montego Bay is the perfect spot for couples seeking to escape the mundane and truly connect. While there’s no shortage of great activities to enjoy, couples can also spend their days lounging by the pool, taking in the Caribbean sun, and enjoying the privacy of their own villa before stepping out in the evening to experience Montego Bay's world-famous nightlife or enjoy a romantic dinner for two.

Jus Paradise: Located within Rose Hall, this 3-bedroom villa is perfect for couples who are traveling together, or even just a single couple that wants more space and privacy to lounge about. The master bedroom opens to a private veranda, the rich mahogany creates a sumptuous atmosphere, and the private chef is known as one of Montego Bay’s best.

Great River House: Originally designed by the DuPont family in the 60s, Great River House has seen several recent renovations that make it the perfect blend of old and new. It features rich furnishings, well-curated art, impeccable landscaping, a tennis and croquet court, and a ton of extra little details and nooks and crannies that are just begging to be discovered.

Cliffside Cottage: Perched atop a lush hillside in the Tryall Club, Cliffside Cottage offers stunning views from its expansive and bougainvillea-adorned veranda and pool deck, while the colorful interior, with its high-arched ceilings, maintains an open, airy quality that is in perfect harmony with the villa’s surroundings.

Beachfront Villas in Montego Bay

For many visitors, the white sand and calm, blue waters of the Caribbean are the top reason to visit Jamaica, which makes a beachfront villa an amazing way to enjoy Montego Bay.

Serenity On The Beach: Serenity is one of the Tryall Club’s most adored villas, and it’s not hard to see why. It’s privileged location on the Tryall Club’s beautiful beach is second to none, while the villa’s layout is designed to accentuate the ocean views and beach access as much as possible. It can also be combined with the neighboring Tranquility and Noble House on the Beach to make a 10-bedroom compound that is perfect for events, family reunions, and weddings.

6 BDM Oceanview Villa: Half Moon’s beaches are some of the best maintained in Montego Bay, and this 6-bedroom villa gets you as close as you can get while offering some of the best ocean views in the resort, as well as the privacy and luxury of full staff and a private pool.

5 BDM Oceanview Villa: If you have a smaller group, then we also have beautiful 5-bedroom villas available in Half Moon that still offer exquisite views, prime beach access, and a full and attentive staff.

Staffed Villas in Montego Bay

When planning a vacation, many people assume that they can only get a five-star service experience at a luxury hotel. However, our Montego Bay luxury villa rentals offer an even higher and more personalized level of service by ensuring that all staff are exclusively focused on your needs. Whether you want to spend your days lounging by the pool or exploring the island, our staff will take care of all the details.

Silent Waters Villa: Renowned as one of Jamaica’s most luxurious villas, Silent Waters rests atop one of Montego Bay’s highest hills, offering unsurpassed ocean views. No expense has been spared in the construction of this villa, and its 16.5 acres include 12 buildings, a helicopter pad, a tennis court, 2 swimming pools, and much more. It’s perfect for large groups and is one of Jamaica’s top choices for destination weddings.

Villa Indigo: With its dramatic hillside location, rich mahogany finishings, and verdant, lush landscape adorned by all manner of fruit tree, Villa Indigo is a truly soulful villa that enjoys the benefit of attention to detail. This goes doubly so for its staff of 10, all of whom are passionate and experienced in their respective roles and work together to make sure every guest is having the best vacation experience possible.

Endless Summer: Elegantly designed and appointed, Endless Summer features stunning architecture and awe-inspiring views that make it a perfect choice for a destination wedding. The staff also works attentively to make sure all possible requests are handled correctly, and includes a butler, chef, gardener, laundress, and housekeeper.

Montego Bay FAQ

What Should I Know Before Traveling to Montego Bay?

You do not need a visa for tourist travel for up to 90 days. All other travelers will need a visa and/or work permit. Travelers from the US and Canada can enter Jamaican with just a valid passport.

How to Travel to Montego Bay?

Getting to Jamaica is easier than most other Caribbean Islands. There are many direct flights from Europe, the US, and Canada. Sangsters International Airport in Montego Bay is one of the two main access points, the other being Kingston's Norman Rogers International Airport. Many major US and British airlines have regular flights to Montego Bay and Kingston (ask our expert villa specialists for more information)

How do I get around Montego Bay?

Whether you opt for a rental car, getting to and from luxury villa rentals in Montego Bay is easy, either by taxi or minibus. Private drivers can also be arranged, which is how we suggest getting around Montego Bay. Your concierge will be able to arrange a private driver, as well as any airport transfers that you may need.

Best Time of Year to Visit Montego Bay?

Looking to escape the cold weather and experience some warmth and sunshine? Then a trip to Jamaica in late November or December is perfect! During this time of year, the island's weather is beautiful, with temperatures ranging in the mid to high 80s. That said, shoulder season in May-June is also a smart time to visit, since there are less crowds and you can enjoy better rates.

Best Things to do in Montego Bay?

Montego Bay's upbeat, hospitable, sun-soaked, calypso rhythm offers visitors great beaches, pristine ocean views, and a sense of rich history in the form of forts, plantation houses, and 18th-century churches. There is also a bird sanctuary, several art galleries, and a straw market. Other great options include:

Attend A festival: Jamaica has a proud and dynamic culture, and many of Montego Bay's annual events reflect that. These include the Reggae Sunsplash Festival every July, which features all of the top Jamaican reggae artists; September's Stir It Up Expo, a beach battle starring some of Jamaica's best musicians and spoken word artists; and the Jamaica Cricket Festival in December, which showcases Jamaica's most widely viewed sport by featuring live matches starring some of the top players in the country.

Hit The greens: Montego Bay is home to some of the most luxurious golf resorts in Jamaica, so if you’re looking to tee off, you have come to the right place. Montego Bay boasts several famous courses, including at the Tryall Club, which features an impressive championship course, as well as at Rose Hall, Half Moon, and Round Hill – all of which are home to some of our most beautiful villas as well.

How’s the Food in Montego Bay?

When it comes to food, Montego Bay offers a little something for everyone, from fresh seafood to traditional Jamaican fare. For those who want to indulge in some local specialties, dishes like jerk chicken and curry goat are definitely worth trying. The seafood is also always a standout, with specialties like grilled lobster and conch always being a favorite among guests. Our villa pre-stocking service can ensure that all your favorite foods are stocked in your villa when you arrive, while your private chef can arrange a personalized menu as well.

What's the Weather Like in Montego Bay?

The weather in Montego Bay is simply gorgeous. The sun shines almost daily, with an average temperature of 88°F(31°C). Even in the wetter months, September to December, the temperature rarely dips below 85°F (29°C), and rainfall usually only happens in spurts in the afternoon.

Book a Villa in Montego Bay with Rental Escapes

Our passion is helping travelers find perfect places to stay. Our villas in Montego Bay feature spacious terraces, lush gardens, and stunning ocean views. Private cooks, housekeepers, or any other kind of assistance you may need can also be easily arranged by your concierge.

Whether you are on holiday with friends, on a family vacation, or on the honeymoon of your dreams, a home away from home is available to you in one of our beautiful luxury vacation rentals in Montego Bay. Contact our specialists today to find the Montego Bay villa that's perfect for you.

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