Montego Bay Rentals with Pools

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270 apartments in Montego Bay with pools

Pleasant View Villa

Hopewell house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$325

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Price per night from

$914

Gorgeous Oceanview Condo Montego Bay Jamaica

Montego Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“A great place to stay!” We spent three wonderful days at alyssa's Condo in the heart of Montego Bay. It is in a quiet, gated community, with a 1 minute walk to Doctor's Cave beach. What more could you ask for? The condo is clean, and everything stated in her description is accurate. Alyssa is easily contacted and has a very pleasant demeanor. When we left her condo to continue the rest of our vacation in another parish, an iphone was left behind. Alyssa immediately contacted her cleaning lady and the iphone was left with the reception. We picked up the iphone 4 days later. Thank you alyssa for being so accommodating and we would definitely like to stay with you again on our next visit. Highly recommended!!

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Price per night from

$331

Village Maria~ A true Jamaican villa experience Beachfront

Montego Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$858

2-br watervu apt-Seawind onthe Bay,Montego Bay,Jam

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$212

Nautical Homes Miramar

Montego Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Holiday Home” My daughter and I rented this really beautiful villa. Angie collected us from the airport and kindly took us shopping to get some food to tide us over until we picked up our rented car. The house smelled fresh as we walked in. The lounge is spacious with three and two seater settees, coffee table and a large smart TV on the wall. The villa has air-conditioning in the lounge and both bedrooms that was much appreciated as it was sometimes 35 degrees outside. Bedrooms have TVs on the wall. There is a large round thick glass dining table with 4 chairs. The kitchen has a fridge-freezer, gas cooker, microwave, kettle, coffee maker, toaster and a washing machine that my daughter thought wonderful as she used it often. Everything is as described in respect of this villa. We had a wonderful stay and will definitely return when next in Jamaica. Another thing we thought wonderful is the automatic gates - no getting out and opening the gate - just press the remote control, drive in and park! The security company checked the house and left a note to say they have been round. We felt very safe at the villa. If you do not rent a car, Bouge taxis can be found who will take you where you want to go or ask Angie. There is a very smart car for rental should you need it at the villa. We did not hire this car as we had previously booked a 4 x 4 to take us cross country to St. Catherine and other areas that had rough terrain. We were not bothered by anyone - complete freedom. Well done Vinroy. Best wishes Dorothy and Adella.My Response Thank you very much for that wonderful review! Looking forward to having you and your daughter again. Thanks much

Responds fast! avg. 25 minutes

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Price per night from

$457

Penthouse In Paradise, 3 bdrm incl. housekeeper

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 18 minutes

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$372

Beautiful ocean views, Montego Bay Studio near Doctors Cave Beach and Hip Strip

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Vacation at Montego Bay Studio apt. 35a” We surely did enjoy our stay at No 35a. Initially we had made arrangements for a stay of one week at No 35a in Montego Bay and one week at another Hotel in Kingston. After our first two days at No. 35a we did a reassessment of our stay in Ja taking into consideration the comfort of the apartment, which is ideally situated so that there is a panoramic view of the lovely hotel gardens, pleasure boats, jet ski and cruise ships traversing the sparkling blue waters of Doctor's Cave beach. There is also the view of fascinating architecture nestled in the mountains of Montego Bay. No. 35a is also strategically located in close proximity to several of Montego Bay's premium beaches, restaurants, shopping malls etc., We were on the hip strip, everything was within walking distance. As we are conscious of the environment we were able to turn off the a/C keeping the front and back doors opened inviting what nature offers from the atlantic. We were eager to inform the property manager Doreen of our intention to extend our stay for another week. We must mention our appreciation of Doreen's hospitality. Because of her knowledge on Jamaica she was able to provide tips so that we could have made informed decisions. Having rented a Motor Vehicle we were able to explore most of Jamaica using No. 35a as the base. It was a memorable experience. Cheers

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$103

Ocean Front Modern Studio Hip Strip Beach Mobay

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 57 minutes

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$171

Ocean Front Montego Bay Club Apartments

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$171

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

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Price per night from

$343

TWIN PALMS RETREAT - MONTEGO BAY JAMAICA

Montego Bay townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$412

Ocean View Retreat

Ironshore villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$332

Anna's Joye - Seawind, Montego Bay

Montego Bay studio

  • Studio
  • 1 bathroom
  • sleeps 3

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Price per night from

$103

Celebrity Villa Jamaica

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 18

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Price per night from

$1,315

2 bed/ 2.5 bath Ocean Front Condo Montego Bay Club

Montego Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 57 minutes

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$228

Sea View Heights Villa Montego Bay

Rose Hall villa

  • 16 bedrooms
  • 16 bathrooms
  • sleeps 36

Responds fast! avg. 1 hour 35 minutes

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$286

Cozy Montego Bay Studio Apartment Jamaica

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Beautiful apartment - Can Not Wait to Come Back” Lovely stay! Really clean apartment great for 2. Store downstairs was so easy to get groceries to make lunch. Alyssa made it into a kingsize bed for us last minute, and she was great arranging a driver to drop us at the airport for our 9am flight. Very cool location, we woke up every morning and walked right across the street to the beach. (Theres a free local beach if you keep walking to the left, but Docs Cave was worth the 5 bucks) Best part is everything you need you can walk to. The building is old but the apartment made up for it- we saw a couple others with their doors open and we felt lucky to get an updated one. And we got beach towels provided. Cant wait to go back. Thanks alyssa

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Price per night from

$114

The Avolan at Seacastle Luxury suite,Rose hall

Rose Hall apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$178

Sea View Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$246

Jus' Beachy - Luxury Apartment in Beachfront Gated Community

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$194

Drambuie - Montego Bay 5 Bedroom

Montego Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,156

Beryl’s at Seawind on the Bay - Freeport, Montego Bay

Montego Bay studio

  • Studio
  • 1 bathroom
  • sleeps 3

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Price per night from

$109

Two Bedroom one bathroom

Ironshore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$115

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$801

2BR 2BT Tranquil Waterfront Villa(s), Montego Bay

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$229

Luxurious 1 BdRm Ocean Front Condo in Montego Bay

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“WONDERFUL TIME!” Property is beautiful....This is my second stay at the Palmyra and once again we had a wonderful time. This is a condo that is built on the most beautiful beach there is in Montego Bay, between the former Ritz Carlton and Hilton Rosehall hotels. We had views of both beach and mountains. I can still feel the tradewinds. Sharon, the owner is most gracious and the staff there was very attentive and accomodating. Thank you all, So, Sharon Im ready to book my vacation for Feb, 2015. This time NO KIDS. Looking forward til Feb. Denise

Responds fast! avg. 3 hours 48 minutes

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Price per night from

$223

Twin Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$109

Calming Waters Riverside Villa & Yoga Retreat

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$201

Serendipity Jamaica - You won't want to leave!

Rose Hall villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

“A vacation like no other” We were greeted at the airport by Norman, the most professional driver ever, he made our transition smooth and for a group of 12 adults, that is tough! He had thought of everything - including bringing a second van for our luggage! The staff at the villa greeted us at the door with warm smiles and cool towels, they made sure all our luggage was safely delivered to our rooms and then the fun began! We all stopped and stared at the huge view of the Caribbean Sea spread out in front of us, the breeze, the way the rooms are laid out and the villa itself takes total advantage of that view. We quickly changed, and began the most perfect seven days of nothing but relaxing, laughing and eating punctuated by an occasional sightseeing trip. Derek, the butler completely made the trip, he was attentive, but quiet, helpful but never intrusive - he made us feel so special. Ruby, the cook gave us gormet meals three times a day. We discussed our likes and dislikes the first day and she made it all happen. We did not need to go out to dinner and the one night we went to a lovely restaurant in town, we all agreed that we could have stayed home and eaten at Restaurant Ruby for an even better meal. It is tough to please 12 distinct people, but the staff and managment at Serendipity did just that, from organizing the most incredible massage at the villa, to driving us to out of the way Mayfield Falls, they never stopped working. All the rooms were large and private, we never felt on top of one another, we ate meals in different places, by the pool, in the dining room, on the deck, where ever we felt inspired to eat that day, Derek made it happen. I do not have one bad thing to say - I loved every minute, and would recommend Serendipity to a group like us, a large family, or just a few people that want to get away - It was truly a vacation to remember.

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$824

Ensuite Double bedroom with pool view

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$69

Mobay Club Studio Hip Strip, Beach Pool Nightlife

St James, Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$136

Deluxe Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$235

Great River House - Montego Bay 5 Bedrooms

Montego Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$1,855

Caribbean Sea Dreams, 2 bdroom with housekeeper/cook

Montego Bay townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 18 minutes

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Price per night from

$229

Deluxe studio apartment overlooking Doctor's Cave Beach

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$115

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$343

Bruce Seacastles Vacation Penthouse

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“awesome” arrived at seacastle with a few friends for a girls weekend. The condo was nice,clean and very spacious. Everything was ready when we got there and the owner very courteous and even helped us with an extra night when we missed our flight.the hotel next door had a great bar and we enjoyed our stay very much. I would definitely recommend seacastle for a great relaxation trip

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Price per night from

$194

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