Vacation Rentals & Apartments in Montego Bay

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314 apartments

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!

Match: Safe Private pool Pets allowed

All filters match

Price per night from

$783

Match: Safe Private pool Pets allowed

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Price per night from

$172

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Hotel Tropik Leadonna

Rose Hall hotel apartment

  • 29 bedrooms
  • 29 bathrooms
  • sleeps 50

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$86

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

Montego Bay house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$1,979

Serendipity - Spring Farm, Montego Bay 6 Bedrooms

Montego Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 1

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$1,575

Quadrille - Silver Sands 4 Bedroom Beachfront

Silver Sands house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 1

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$997

Azure Cove - Silver Sands 5 Bedroom

Silver Sands house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$5,175

Great River House - Montego Bay 5 Bedrooms

Montego Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$1,851

RUSTIC CARIBBEAN HIDEAWAY IN PRISTINE COVE

Negril beach hut

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$97

Flower Hill - Spring Farm, Montego Bay 6 bedrooms

Montego Bay house

  • 6 bedrooms
  • 14 bathrooms
  • sleeps 12

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$3,701

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

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$514

3 beds/3 bath At Glorianna

Montego Bay house

  • 1 bedroom
  • 3 bathrooms
  • sleeps 3

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$172

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$2,038

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$3,912

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$2,965

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

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$3,558

Bella vista panoramic view penthouse

Montego Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$137

Mcken- Z Haven

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Safe, Pets allowed

2 of 3 filters match

Price per night from

$52

Chateau Gloria Luxury Villa

Ironshore villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$831

Sol Mar Villa

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$502

Beautiful Yellowbird Villa

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$480

Datura Villa

St James, Montego Bay villa

  • 5 bedrooms
  • 15 bathrooms
  • sleeps 10

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

Inquire for Rates

Sea Glass Villa

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$2,294

Breathtaking View Villa Jamaica

Falmouth villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$445

Anticipation Villa at The Tryall Club

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$3,902

Little Palm

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$940

Sugar Magnolia

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$2,713

Hanover Grange - Exclusive Private Jamaican Estate

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$3,080

Interstellar Pods

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Safe, Pets allowed

2 of 3 filters match

Price per night from

$101

Paradise Palms Jamaica Villa

Montego Bay house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 35 minutes

2 of 3 match: Private pool, Safe, Pets allowed

2 of 3 filters match

Price per night from

$115

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: Safe, Private pool, Pets allowed

2 of 3 filters match

Price per night from

$205

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, Safe, Private pool

2 of 3 filters match

Price per night from

$822

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

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$3,930

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

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$172

Effies Luxury Villa By The Sea with Pool

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 28 minutes

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$386

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$343

Windfall Villas... FREE TRANSPORTATION AND MAID

St James, Montego Bay villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$343

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Safe, Private pool

2 of 3 filters match

Price per night from

$320

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