Vacation Rentals & Apartments in Montego Bay

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

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Horse riding Pets allowed

All filters match

Price per night from

$630

Match: Private outdoor pool (unheated) Horse riding Pets allowed

All filters match

Price per night from

$172

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Blue Heaven - 3 Bedroom in Montego Bay - Book Now

Montego Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$715

RUSTIC CARIBBEAN HIDEAWAY IN PRISTINE COVE

Negril beach hut

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$98

Chateau Gloria Luxury Villa

Ironshore villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$834

Pleasant View Villa

Hopewell house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$326

Datura Villa

St James, Montego Bay villa

  • 5 bedrooms
  • 15 bathrooms
  • sleeps 10

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

Inquire for Rates

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$539

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$424

Honeycomb Villa, Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$613

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$344

Love and Livity (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$4,080

Love and Livity (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,932

Love and Livity (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$3,648

Sugar Magnolia

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$2,727

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Horse riding, 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, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$344

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$916

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$802

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$321

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

2 of 3 match: Pets allowed, Horse riding, 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, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$344

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, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$825

Stunning Ocean View Negril

Negril townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Pets allowed, Horse riding, 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, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$2,863

Jetaway Montego Bay (Entire Villa)

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$2,519

Blue Heaven Villa

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 3 match: Pets allowed, Horse riding, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,145

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: Horse riding, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$286

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: Horse riding, Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$786

Jamaican Styles Villa

Saint James Parish villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Horse riding, 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), Horse riding, Pets allowed

2 of 3 filters match

Price per night from

$118

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), Horse riding, Pets allowed

2 of 3 filters match

Price per night from

$138

NICKELS GARDEN VILLAS

Montego Bay villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Horse riding, Pets allowed

2 of 3 filters match

Price per night from

$118

Sea View, Negril

Negril house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Horse riding, Pets allowed

2 of 3 filters match

Price per night from

$298

Bee Happy - Stylish Renovation and Breathtaking Views

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Horse riding, Pets allowed, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$814

1 of 3 match: Horse riding, Pets allowed, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$801

silver sands villa rental

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Horse riding, Pets allowed, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$359

Mosaic luxury villa

Hopewell villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 3 match: Horse riding, Pets allowed, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$1,474

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