Vacation Rentals & Apartments in Montego Bay

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186 apartments

Match: Private outdoor pool (unheated) City breaks Pets allowed

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$172

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Sundown Beach Studio

Montego Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$155

Hatfield South Villa

Ironshore villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$975

Crystaljamaica Villa Tours and airport transfer

Ironshore villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 16

Responds fast! avg. 31 minutes

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$958

Celebrity Villa Jamaica

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 18

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,317

Interstellar Pods

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), City breaks, Pets allowed

2 of 3 filters match

Price per night from

$101

Mcken- Z Haven

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), City breaks, Pets allowed

2 of 3 filters match

Price per night from

$52

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$916

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$630

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$344

Pink Hibiscus Villa - Private Pool

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 18

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$1,148

The Paradise by TRVLR

Ironshore villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$745

Jetaway Montego Bay (Entire Villa)

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$2,524

Blue Heaven Villa

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,148

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.

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$825

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$344

Windfall Villas... FREE TRANSPORTATION AND MAID

St James, Montego Bay villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$344

Stunning Ocean View Negril

Negril townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$685

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

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

2 of 3 match: Pets allowed, City breaks, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$2,863

Jamaican Styles Villa

Saint James Parish villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), City breaks, Pets allowed

2 of 3 filters match

Price per night from

$81

Nickel's Garden Villas

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), City breaks, Pets allowed

2 of 3 filters match

Price per night from

$117

2Bdrm, 2Bthrm Villa btwn Montego Bay & Ocho Rios!

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Secound Time the Charm!” My sister and I loved it the first time we went we couldn't think of another place to be. It was a very comfortable and relaxing time. Away from the cold of the us. The neighbors was nice and Delmar was as charming as ever.

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Private outdoor pool (unheated), City breaks, Pets allowed

2 of 3 filters match

Price per night from

$138

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

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$114

Villa Windy Way

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$69

256 Jamaica

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$81

Topaz Dream Palace - live-in hosts - can book separate rooms

Montego Bay b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$40

Home Sweet Home

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$92

Hospitality Expert HALF HILL: Pool, Beach & Chef

Rose Hall villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 6 minutes

2 of 3 match: City breaks, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$343

5 Bedroom Luxury and Affordable Villa on 9 acres

Wiltshire villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Quiet, Crazy Wonderful” Dutura - Peaceful, beautiful, quiet, lush, green, roomy, comfortable, spacious! Dutura Staff - Amazing, kind, caretakers, fun, Great Cooks, great trainer, attentive, major attention to details that make you feel comfortable. Those are the words that describe this place. We were met with warmth and smiles. Chisholm took us to some great spots for Crazy adventures but really safe. Then home to an amazing staff that felt like family from day one! We stepped out of our comfort zones, we rested, we ate, we laughed, we Yogaed, we walked in beauty, we were challenged and we did not want to leave. Thank you Randel and Dutura for an experience we will never forget. We were the crazy 8's becoming indigenous! haha inside joke!

2 of 3 match: City breaks, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$786

Suite Eleven

Ironshore apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$109

Calvin's Villa

Florence Hall Village house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$138

Beautiful Exotic Tropical Paradise - Townhouse in

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Just wow!” Very pleasantly surprised with the modern conveniences and comfort of this home in paradise. The location was central and easy to find. This will definitely be the way to spend vacations as opposed to a resort. Very relaxing. Well taken care of grounds and pool. Highly recommend.

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$269

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

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$194

Hithatcher Escape Villa your perfect luxurious Jamaican holiday location!!!

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$172

Brand New and modern 2 Bedroom Tropical Paradise with views of the Caribbean Sea

Saint James Parish townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$100

Silver Sands Villa ~ Hastings Place ~ Sun, Sea, Fun & All the comforts of Home!

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: City breaks, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$631

Montego Bay Vacation Apartment - The Best Views

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 44 minutes

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$63

Birdhouse Music Mansion by Temple X (Guest Villa)

Rose Hall villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 3 match: Pets allowed, Private outdoor pool (unheated), City breaks

1 of 3 filters match

Price per night from

$573

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rentals in Montego Bay

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