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Montego Bay Rentals with Pools

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325 apartments in Montego Bay with pools

Beach Studio with European Country Charm 15 Minute

Rose Hall apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$82

Village Maria~ A true Jamaican villa experience Beachfront

Montego Bay house

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 14 minutes

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Price per night from

$752

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. 19 minutes

Match: Swimming pool

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Price per night from

$339

Paradise Plum - 4BD,Pool, Ocean views, full staff

Rose Hall house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 14 minutes

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Price per night from

$871

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

Montego Bay apartment

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$204

Pleasant View Villa

Hopewell house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$323

Penthouse In Paradise, 3 bdrm incl. housekeeper

Montego Bay apartment

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 3 minutes

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Price per night from

$302

BREATH-TAKING JAMAICAN PARADISE

Rose Hall villa

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$180

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

$336

2 bed/ 2.5 bath Ocean Front Condo Montego Bay Club

Montego Bay condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 31 minutes

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Price per night from

$218

Ocean View Retreat

Ironshore villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$337

TWIN PALMS RETREAT - MONTEGO BAY JAMAICA

Montego Bay townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 24 minutes

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Price per night from

$418

Garden-Sea view walk to beach incl. housekeeping

Montego Bay house

2 bedrooms / 2 bathrooms / sleeps 5

“Everything at your finger tips” Our recent stay at Garden/Seaview gave us everything we could want in a vacation home. The pool and grounds were beautiful and well kept and the beach a short walk away. We would spend the morning at the beach and head home for a delicious lunch prepared by the helper, Dorothy. The townhome is clean and updated with all the comforts of home. I would highly recommend this property for a couple ( as we were) a family or 2 couples.

Responds fast! avg. 1 hour 20 minutes

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Price per night from

$215

ULTIMATE LUXURY! BUTLER! CHEF! BEACH MEMBERSHIP! Flower Hill Villa- 5BR

Rose Hall villa

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$2,929

Ocean Front Montego Bay Club Apartments

Montego Bay apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 31 minutes

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Price per night from

$160

Private Beachfront Condos in Montego Bay Jamaica

Rose Hall apartment

1 bedroom / 1 bathroom / sleeps 4

“I will go back anytime” Before our departure, the booking was very professional. Debra advised us well, and she was very patient with us. On our arrival, we were greeted by Karen as if we were family returned to the country for a long absence. We had an apartment with 2 floors, 2 beds (they even brought in one more), a beautiful open terrace, a washing machine, swimming pool not far away, and the sound of the sea to wake us up. In the morning, my children could play outside, it allowed us to get up quietly. It was always a pleasure to come home to enjoy a little drink on our terrace or in the bar. We always felt very safe. The only thing that we did not love was arriving and not finding something to eat right away, but fortunately we went to Sea view Plaza for us to get some food, it saved us. The resto-bar on the beach was not far from our room but had restricted hours. Otherwise in our apartment, we had everything we needed to cook ourselves. For cleaning, we were able to hire a housekeeper at very low price, but we chose to do housework ourselves. Maybe if it were included in the total price of the apartment, we would have probably asked for it from the beginning. In conclusion, this is a place to stay. Despite a bump in the road at the beginning, I will return to Sea Castle anytime. My kids love it. My mother adores it. My husband was only disappointed because he knew Sea Castle when the place was just build and it has been improved since (which is a good thing), so of course isn't don't look the same, but he was still in paradise. Thank you to Debra, Karen and the entire team of Sea Castle. See you soon for sure Ya mon!!!

Responds fast! avg. 2 hours 11 minutes

Match: Swimming pool

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Price per night from

$98

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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Price per night from

$87

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

3 bedrooms / 5 bathrooms / sleeps 6

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Price per night from

$349

Ocean Front Modern Studio Hip Strip Beach Mobay

Montego Bay condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 31 minutes

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Price per night from

$150

Jus' Beachy - Luxury Apartment in Beachfront Gated Community

Montego Bay apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 36 minutes

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Price per night from

$195

Allamanda

Montego Bay villa

5 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$1,304

Gorgeous 14 Flr Ocean Front Studio

Montego Bay apartment

/ 1 bathroom / sleeps 3

“Awesome” What an amazing place the condo has the best view in Montego bay it was better then we thought, the shop down in the building is very handy. The condo has everything one needs. Jacque was very helpful with all the info. We would have stayed longer if the condo would have been available ,next time.

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Price per night from

$93

Seawind Studio - Montego Freeport, Montego Bay

Montego Bay studio

Studio / 1 bathroom / sleeps 4

Responds fast! avg. 13 minutes

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Price per night from

$99

Tranquillity on the Beach

Montego Bay villa

7 bedrooms / 6 bathrooms / sleeps 14

“Fabulous Family Vacation!” Our 3-generations family vacation in april 2013 was made absolutely fabulous by the truly incredible staff at Tranquility. I originally thought the other reviews I read before going must have been exaggerated but now that I have been, I can confirm that the superbe reviews are all accurate! My children loved everything about Tranquility, including beach, pool, kayaks but especially the staff, particularly Leaford and Chef Danny! We the parents loved having the beach and pool next to the house and the grandparents loved the beautiful surroundings. My children ask me everyday when we are returning to Tranquility!

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Price per night from

$1,159

1 bedroom Miramar condo

Hopewell apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 25 minutes

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Price per night from

$144

Celebrity Villa Jamaica

Montego Bay villa

7 bedrooms / 7 bathrooms / sleeps 18

Responds fast! avg. 1 hour 3 minutes

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Price per night from

$1,335

Sea View Queen Room in Luxury Villa

Ironshore villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 33 minutes

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Price per night from

$250

Caribbean Soul your island home

St James, Montego Bay condo

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 3 minutes

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Price per night from

$115

Round House at the Tryall Club

Montego Bay villa

8 bedrooms / 10 bathrooms / sleeps 16

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Price per night from

$2,173

Sea View Heights Villa Montego Bay

Rose Hall villa

16 bedrooms / 16 bathrooms / sleeps 36

Responds fast! avg. 15 minutes

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Price per night from

$1,776

GRAND ELEGANCE! CHEF! POOL! BUTLER SERVICE! SWIMMING POOL! FAMILY REUNIONS

Ironshore house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$1,378

Noble House on the Beach

Montego Bay villa

5 bedrooms / 7 bathrooms / sleeps 10

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Price per night from

$1,065

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

$115

Twin Room in Luxury Villa (1 of 2)

Ironshore villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 33 minutes

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Price per night from

$111

Drambuie - Montego Bay 5 Bedroom

Montego Bay house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$1,014

Palm 1 - Luxury 590 SF 1-bedroom retreat with shared lounge and balcony

Montego Bay apartment

2 bedrooms / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 56 minutes

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Price per night from

$173

Responds fast! avg. 13 minutes

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Price per night from

$99

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

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Price per night from

$186

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