As one of Jamaica’s most populous cities, Montego Bay is the perfect destination for every traveler. A hearty welcome awaits you in this tropical city, with its various attractions, activities, and adventures. While here, you can hop on a private yacht and go on a luxurious cruise. It would be best if you also visited the beautiful Doctor’s Cave Beach during your stay. You can also head to the nearby Rose Hall Great House, an 18th-century mansion that is an important landmark country’s colonial history.
For more underwater fun, swim along with the dolphins at Dolphin Cove Montego Bay. If you prefer the privacy of your own lodging instead of hanging out in public places, consider staying at local rentals with pools. For excellent options, check out the top Airbnbs with pool in Montego Bay, Jamaica.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Vibes Cove (from USD 712)
Upon arrival at this spacious villa, you will be provided with a meal made by the personal chef. You’ll also have a butler and housekeeper to provide you with the comfortable and worthy service that you deserve. This villa is located in a secure and peaceful neighborhood and features views of the nearby ocean and village.
In the yard is a beautiful rectangular outdoor pool. It has white coping and a pool ladder for accessibility. In the surrounding deck, there are sun loungers, some furniture, and a pool umbrella so that you can relax in the shade.
Top guest reviews
Amenities & Room:
the wifi worked well there is board games to enjoy with the family as wellCleanliness:
the house was clean and smelled goodthe villa was very clean every single daythe pool and outside area was always kept clean as wellthe house is spacious and clean the food is authentic and deliciouseverything was exceptional the villa was very cleanHost:
the house staff is absolutely amazingthe host and the property manager were very responsive and accommodatingthis house and the staff was amazingthe staff is very helpful and efficientme and my family really enjoyed the staff and our princess treatmentRead more reviewsLocation:
the location was perfectthe location is also great because everything in town is 10-15 minutes awayoverall great location and hospitalitythe location wazs beautiful spacious and quitethe food is impeccable and the location is perfect
Superhost
2. Villa Maria (from USD 728)
Stay at this lavish villa and you’ll qualify for a free airport pickup. It comes with a friendly and welcoming staff to help you with everything you’d need. There’s also a butler and chef for even more comfort. Located near Sandals Montego Bay, the property offers guests easy access to the beach.
The rental has a sparkling blue outdoor pool that overlooks views of the ocean. This pool has a ladder and steps to make it easier for guests to get in and out of the pool. It also has a fountain. You can have the pool heated during your stay for an additional fee of 150 USD per day.
Top guest reviews
Amenities & Room:
also usb electrical outlets the air conditioning worked well as well as the wifithe saltwater pool and outdoor space is awesomethe breakfast and coconut shrimp simply outstandingeach room looks even better than the photoschef fishbone made us delicious breakfast buffets and incredible dinners every night using the freshest local ingredientsCleanliness:
it is kept immaculately cleaned and it’s beautifulthe house was very clean at all timesthis house is also immaculately clean and perfect for 4 couplesthe maids kept the villa clean each dayit is very clean roomy airy and brightHost:
the staff were excellentour host was perfectthe service and staff are excellentthe staff was amazing and spoiled us all weekthe staff were also greatRead more reviewsLocation:
very safe location in the heart of montego bayme and my family and friends enjoyed this location so muchhighly recommend this location
3. Shimmering Waters (from USD 695)
This elegant waterfront home is almost totally surrounded by the sea. It features a stunning view of the sea and the mountains, and easy beach access.
Guests will have access to the private pool that’s open all year. You also have access to two more community pools. The poolside deck has sun loungers, umbrellas, and thriving plants, enhancing the feeling of relaxation as you swim.
Top guest reviews
Amenities & Room:
beautiful pristine and comfortable house with wonderful views ralph was very responsive always available when neededwe used the chef for 2 days breakfast and dinner absolutely amazingit was extremely clean and wi-fi was availableCleanliness:
it was very clean and had plenty of hand sanitizerevery room is tastefully arranged and spotless due to tanesha's hard work keeping it cleanspacious rooms with comfy beds and nice bathroomsyour place was very clean beautiful and comfortable and made us feel right at homeHost:
the staff is knowledgeable trustworthy and responsiveperfect amazing host and staffi overly love the home and the staff made you feel like familyhe was really helpful with showing us around jamaicaralph the owner was adamant on making sure we had everything we needed before we cameRead more reviewsLocation:
wonderful home very beautiful great locationthe property is as advertised and in an excellent location
4. Nutmeg Villa (from USD 1615)
This elegant villa offers panoramic views of the ocean. The 5-acre (2.02-hectare) Airbnb comes with six skilled staff members to assist and help you during your stay. The property is close to the historic Rose Hall, and you can easily enjoy a game on its golf course.
Take a soak in the sparkling waters of the outdoor swimming pool under the beautiful sunny sky. It also comes with pool floats to enhance your experience. On the poolside deck, you’ll find comfortable lounge chairs which you can use to unwind.
Top guest reviews
Amenities & Room:
the master bedroom has a nice huge open bathroom as well as a study/library/officethe rooms are all very comfortable and every one has a great viewHost:
staff is so eager to pleasegermaine brought us wonderful tropical drinks and was so attentive to anything we needed the entire tripcharmaine recommended a very kind and on-time driver to help us get around the islandit was indeed very helpfulfirst off i just want to say how responsive and accommodating charmaine isRead more reviewsLocation:
it is a beautiful relaxing place
5. Amara (from USD 685)
Feel pampered every single day of your stay here at Amara. This home is fully staffed, and even offers housekeepers and a gardener to make sure everything remains neat and pretty. If you’d like, you can also ask for a chef and chauffeur at an additional cost. The Amara team offers a personalized itinerary so that guests can have unique adventures in the city.
This home is located in a gated community where you’ll have access to three community pools, a gym, a playground, and the beach. Within the villa, there’s a private saltwater pool where you can enjoy swimming as much as you like.
Top guest reviews
Amenities & Room:
not having to worry about cooking breakfast lunch and dinner made the whole stay 100% worth itwith a curfew being in place the chef for breakfast and dinner was perfectCleanliness:
janet stayed on top of it and we never had to ask for additional clean towelsall vehicles were new/ modern and very cleanHost:
the staff was greatthe staff was amazing and neelam was an excellent hostneelam and her staff was amazingwe had a perfect holiday at amara the owners were great and the staff took wonderful care of usthis place was amazing and the staff was even betterRead more reviewsLocation:
the location is safe & in a gated community the view of the lagoon is breathtaking
6. Lovely apartment with beach access (from USD 158)
This rental has a dedicated workspace and a wireless internet connection, making it perfect for guests on a business trip. This home is located in a gated community in the heart of Montego Bay, only 10 minutes from Doctor’s Cave Beach and the main Hip Strip. Guests will be provided with essentials such as towels and snorkeling gear for a fun time in the sea.
If you prefer, you could always stay home and hang out in this apartment’s shared pool. Around the pool are sun loungers where you can recline and relax on a bright sunny day.
Top guest reviews
Cleanliness:
the space was very clean & comfortablevery clean and very stylishthe complex was clean and very safe- everything looks and feels cleaneverything was clean and ricardo made sure to maintain consistent communicationHost:
he was a lovely hostthis place is perfect best host in townricardo was a great host and checked to make sure everything was okricardo was an amazing host and made sure we were ready for our stay from the start of bookingi highly recommend this property and it’s hostsRead more reviewsLocation:
perfectly located within walking distance to the beach convenience stores and the hip stripthe location is perfect and right near the beachideal location with everything you need to relaxyou can walk to the beach entertainment shopping etceverything was perfect the location is perfect right near the beach
7. Almond Tree Cottage (from USD 239)
Nestled in a tropical garden, this cottage offers partial views of the ocean. This property has a nice pool area with sun loungers, parasols, and outdoor furniture. The pool is shared with guests from the main house.
This delightful home is conveniently located near hospitals, shopping centers, and beaches. It has a full kitchen, so you can easily prepare meals. The staff is always on location, so don’t be shy and reach out whenever you need help. If you’re traveling for work, there’s a dedicated workspace and free WiFi available here.
Top guest reviews
Amenities & Room:
nice cottage full kitchen with all you need to cookgreat morning coffee and breakfast on the verandathe cottage is an ideal base to chill and relax with a pool just outside your front doorwe enjoyed the pool and the veranda has a beautiful viewbluetooth mirror nice pool decentCleanliness:
very clean and neat cottageeverything was very clean and tidy for our entire staygreat cottage in montego bay: clean and cozythe pool area was wonderful and very cleanvery clean and well maintained property and excellent locationHost:
all staff was greatthe host clive and vickey were absolutely wonderful hostsstaff was very professional and friendlyeveryone was so friendly and eager to help us enjoy ourselvesclive is an excellent hostRead more reviewsLocation:
the location is really goodgreat location 3 mins a drive from the airportthis location is an amazing hidden gemwe felt safe and close to everythingsafe walking distance to restaurants as well
8. Villa Zen Zen (from USD 1400)
Wake up to bright and warm mornings at this villa, which is situated on a private narrow peninsula surrounded by the ocean. So you’re guaranteed stunning sea and bay views, as well as beach access during your stay here. The home also comes with a PS4 and WiFi.
This fully staffed family villa features an enchanting infinity pool that’s open all year. On the patio beside the pool deck, there’s an area perfect for outdoor dining.
Top guest reviews
Cleanliness:
beautiful villa in a nice area very clean and modern you won't be disappointedHost:
i enjoyed my time at this home the staff were greatbeautiful home staff was absolutely amazingthe house was gorgeous the staff were lovely and the food was absolutely deliciousthe house was amazing the staff were even more amazing you will not be disappointedfabian (the butler) was caring and attentive sheryl (housekeeper) was so sweet to usRead more reviewsLocation:
this was the best stay ever the location was greatwould definitely recommend julie's place for many reasons; namely the hospitality and location
9. Calypso Shores
Upgrade your vacation plans and book a stay at this luxurious beachfront villa. It’s located in a secure gated community, with breathtaking views of the lagoon, and access to a private beach. You can go for a swim, sunbathe, or have picnics on the sand. This rental comes with a chef, a butler, a gardener, and housekeepers to attend to your needs and keep everything clean and in order.
This villa’s outdoor swimming pool is uniquely designed and is surrounded by elegant lounge furniture. Aside from this private pool, you also have access to a shared 25-meter (82-foot) lap pool within the community.
Montego Bay, St. James, Jamaica, Jamaica
39.67 km (24.7 mi) from YS FallsAccommodates: 8
Top guest reviews
Amenities & Room:
the ac in every room worked greateach room has its own air-conditioning unit and bathroom which is hugethe beds were so invitive and comfortableCleanliness:
the villa itself was very clean and had a nice and relaxing decorthe housekeeper is a nice touch and keeps your room tidied upit was spacious and super clean thanks to kerine and ricardothe home was very clean and comfortablesir ricardo (groundman): you kept the surrounding spotless and greeted us with your smileHost:
great staff beautiful homethe staff is amazing and made us feel welcomethe staff is amazing absolutely amazingthe staff was top notch and treated us like familythe staff was awesome and the food was greatRead more reviewsLocation:
great location and close to everything the food was amazing and the home was always clean
10. Glory (from USD 275)
You’ll have a wonderful stay at this cottage that’s only five minutes from Doctors Cave Beach and Sangster International Airport. You can relax in the garden or go for leisurely strolls around the beautiful neighborhood while staying here.
The private pool is surrounded by sun loungers and a few lounge chairs.
Top guest reviews
Amenities & Room:
pool and patio were awesome with great viewsthe view the staff and fresh breakfastCleanliness:
the house was extremely clean and comfortablewe loved our stay it was very clean and safethis airbnb was beautiful it was very clean quiet and relaxingthe house is very modern and cleanthe home was clean well maintained and the property is beautifulHost:
the staff was very welcoming and helpfulthe staffs were so nice and goodone of the sweetest kind and friendly people i’ve ever metshe is such a kind hearted personall of the staff were super friendly accommodating and responded to all of our needs quicklyRead more reviewsLocation:
place was beautiful and great locationthe location is fantastic as wellgreat location very accommodating will be staying everytime i visitclose to everything and every day you wake up to the best viewthe place was conveniently located near the airport and the place was clean
To a cool and refreshing summer in Montego Bay
As a tropical country, every day in Jamaica is sure to be hot and sunny. Make your vacation experience better by staying at an Airbnb with a pool. You’ll surely feel relaxed, cooled down, and refreshed during your stay with a swim in the pool.
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