Vacation Rentals & Apartments in Montego Bay

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332 apartments

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

$213

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

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Price per night from

$345

Sea View Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$247

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

Deluxe Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$236

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$345

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

Sea View Double Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$224

Sailing, Montego Bay, Pool, Beach, 876, Jamaica

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$91

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$631

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!

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Price per night from

$1,603

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$918

Twin Room in Luxury Villa (2 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$195

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

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

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Price per night from

$2,868

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

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Price per night from

$3,944

Windfall Villas... FREE TRANSPORTATION AND MAID

St James, Montego Bay villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

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Price per night from

$345

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

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Price per night from

$5,258

Sugar Magnolia

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$2,715

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$5,240

Harmony Hill (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$4,744

Sea Glass (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,197

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$4,507

Ambiance Sea Salt (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$3,295

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$3,241

Luxury Jamaican Villa Overlooking Caribbean Sea

Hopewell villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$2,524

Aqua Bay

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$4,224

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$5,222

Sea Glass (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,705

Ambiance Sea Salt (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$3,953

Villa Amana (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$3,341

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Sea Glass Villa

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

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Price per night from

$2,307

Nutmeg - Spring Farm, Montego Bay 6 Bedrooms

Montego Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

“The best vacation ever at the best villa with the best staff” Alan & Reg, We had a fabulous time at Nutmeg! All six of us loved this villa/property. The ocean view was heavenly. All of the bedroom were great, and the master was simply beautiful. The staff was outstanding! We fell in love with all of them; Ms. P, Carlington, Nataleen, Shereen, Andre and Wilton. They were very professional and all were great at their jobs. Ms. P is an excellent chef. We loved each meal! We plan to retun to Nutmeg next year! We wish we could buy this property. I was told that it would be going on the market soon, however, we are sure that it will be too pricey for us. So, for now, we will just have to visit yearly. Thanks so much for all of you assistance, you all were fabulous, too! Sincerely, Rodney & Neshanta Banks Reginald & Belinda Burney Ruben & Pam Tillman

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Price per night from

$1,653

Harmony Hill - Ideal Holiday Retreat

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$4,425

Allamanda - Montego Bay 5 Bedrooms

Montego Bay house

  • 5 bathrooms
  • sleeps 2

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Price per night from

$1,718

Serendipity - Spring Farm, Montego Bay 6 Bedrooms

Montego Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 1

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Price per night from

$1,583

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

Montego Bay house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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Price per night from

$1,990

Endless Summer - 6 Bedrooms - Spring Farm

Montego Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$2,434

Great River House - Montego Bay 5 Bedrooms

Montego Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$1,861

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