Vacation Rentals & Apartments in Montego Bay

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351 apartments

Pleasant View Villa

Hopewell house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$326

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$344

Celebrity Villa Jamaica

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$1,317

Drambuie - Montego Bay 5 Bedroom

Montego Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$1,157

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$802

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.

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$825

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$344

Summerhill - Spring Farm 9 Bedrooms (ask about our 4-8 bdrm rates)

Montego Bay house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$1,986

Serendipity - Spring Farm, Montego Bay 6 Bedrooms

Montego Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 1

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$1,580

Greatview - Spring Farm, Montego Bay 6 Bdrms-ask about our 4, 5, 7, 8 bdrm rate

Montego Bay house

  • 6 bedrooms
  • 10 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$3,571

Hils Court Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$744

BEAUTIFUL MOUNTAIN VIEW APARTMENT-EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$516

Endless Summer - 6 Bedrooms - Spring Farm

Montego Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$2,429

Hospitality Expert EDEN: View, Pool, Beach & Chef

Rose Hall villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 6 minutes

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$434

Datura Villa

St James, Montego Bay villa

  • 5 bedrooms
  • 15 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

Inquire for Rates

Hotel Tropik Leadonna

Rose Hall hotel apartment

  • 29 bedrooms
  • 29 bathrooms
  • sleeps 50

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$86

King Room At Hotel Glorianna

Montego Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$121

Hospitality Expert NSF: Private Pool, Beach, Chef

Rose Hall villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 6 minutes

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$228

Flower Hill - Spring Farm, Montego Bay 6 bedrooms

Montego Bay house

  • 6 bedrooms
  • 14 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$3,714

Triple Room At Diamond Villa & Suites

Montego Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$321

Double Room At Diamond Villa & Suites

Montego Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$103

Golden Room At Hotel Glorianna

Montego Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$126

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$630

Jetaway Montego Bay (Entire Villa)

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$2,519

Jamaica Villa Nutmeg, Montego Bay, Jamaica

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

“Being in Paradise” The Villa was more than I could have Dreamed!! My friends and I decided to take a trip and then experience was breathe taking. The staff made us feel like Kings and Queens and it was AMAZING. I highly recommend if travel with a large group!

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$1,603

Queen Room At Diamond Villa & Suite

Montego Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$103

Seaview Chateau

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

“Great Exprience” Excellent Services was provided, staff was friendly and helpful, the property was not pleasing to the eyes but made for a relaxing weekend and the cook prepared great meals that tasted great and in a time manner. Alver and his team must be commended. oh and Andre was not helpful but he was a great person to have around... he was the go to guy for anything and he always had and answer

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$1,374

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$916

Hospitality Expert NCH: Private Pool/Beach/Chef

Montego Bay townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 6 minutes

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$125

Allamanda - Montego Bay 5 Bedrooms

Montego Bay house

  • 5 bathrooms
  • sleeps 2

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$1,714

Sundown Beach Studio

Montego Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$155

3 beds/3 bath At Glorianna

Montego Bay house

  • 1 bedroom
  • 3 bathrooms
  • sleeps 3

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$172

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$321

Hatfield South Villa

Ironshore villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$974

Fairway Manor - 7 Bedrooms - Montego Bay

Montego Bay house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$2,890

Villa Sweet Villa Luxury Vacation Rental - 9 BD with Full Staff Montego Bay

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$2,863

Bogue Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“R & R at it's Finest!” I have stayed at this Villa three years in a row and am planning on going again for 2 weeks in February 2015! It is relaxing, comfortable and spacious and the staff are amazing as Sophia is the best and will make your stay incredible. I can't wait to return for my 4th visit!

Responds fast! avg. 3 hours 54 minutes

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$172

Silent Waters Villa - Private Luxury Villa

Montego Bay villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

“Life Changing” I stayed at Silent water's villa with my family some years back. I must agree that the feeling when you first arrive at this villa is the most special aspect. When we arrived at the villa, the full staff of about 10 people were uniformed, in a row and waiting the greet us! When our guests walked into the main entrance of the property, they were completely blown away. We occupied the entire space, including the owner's suite, and it was an experience that has put a positive outlook on our lives ever after! If you have the chance, stay at Silent Waters.

Responds fast! avg. 1 hour 22 minutes

Match: Private outdoor pool (unheated) Towels provided Swimming pool

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Price per night from

$3,944

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