Vacation Rentals & Apartments in Montego Bay

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318 apartments

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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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 Golf course on site or within 15 min walk

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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 Golf course on site or within 15 min walk

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Price per night from

$344

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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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 Golf course on site or within 15 min walk

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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 Golf course on site or within 15 min walk

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Price per night from

$1,603

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$916

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$321

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 Golf course on site or within 15 min walk

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Price per night from

$2,863

Ma Moura

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$2,653

Poinciana

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$839

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$5,276

Hummingbird House (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$4,381

Love and Livity (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$4,078

Sugar Magnolia

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$2,725

Following Seas (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$4,381

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$4,517

Ambiance Sea Salt (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$3,302

Love and Livity (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$3,648

Hummingbird House (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$4,842

Bee Happy

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$1,028

Hummingbird House (up to 14 persons)

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$5,304

Little Palm

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$944

Following Seas (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$4,842

Bali Hai

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$2,411

Love and Livity (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$1,932

No Problem

Hopewell villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$1,268

Ambiance Sea Salt (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$3,962

Villa Amana (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$3,349

Following Seas (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated) Towels provided Golf course on site or within 15 min walk

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Price per night from

$3,354

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Serene Room 2

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Towels provided

2 of 3 filters match

Price per night from

$75

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

2 of 3 match: Towels provided, Golf course on site or within 15 min walk, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$4,057

Oceana - The Epitome of Caribbean Sophistication

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Towels provided

2 of 3 filters match

Price per night from

$4,253

Aqua Bay - New Kind of Ocean Vibe

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Towels provided

2 of 3 filters match

Price per night from

$3,418

Elysian Plain - The Edge of the Caribbean Sea

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Towels provided

2 of 3 filters match

Price per night from

$1,799

Eureka - A Jamaican Great House

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Towels provided

2 of 3 filters match

Price per night from

$1,718

Little Hill

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Towels provided

2 of 3 filters match

Price per night from

$2,618

Avalon Villa - Your Restful Hideaway

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Towels provided

2 of 3 filters match

Price per night from

$1,456

Viewing 38 of 318
rentals in Montego Bay

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