Vacation Rentals & Villas in Rose Hall

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102 Houses

Sea View Heights Villa Montego Bay

Rose Hall villa

  • 16 bedrooms
  • 16 bathrooms
  • sleeps 36

Responds fast! avg. 1 hour 29 minutes

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Price per night from

$287

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.

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$826

Marriott SeaCastles Penthouse

Rose Hall condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$171

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Price per night from

$504

Hospitality Expert GREENS: 6BR, Pool, Beach, Chef

Rose Hall villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 6 minutes

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Price per night from

$286

Luxury 1-Bed Apartment in Montego Bay

Rose Hall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$217

Luxury 1-Bed Apartment in Montego Bay

Rose Hall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$240

Great rentals within 20 miles that match your search

Experience Jamaica Like a Native!

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$144

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!

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Price per night from

$787

Celebrity Villa Jamaica

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 18

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Price per night from

$1,319

Two bed family rental

Montego Bay townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

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Price per night from

$115

Ocean Front Modern Luxury Condo Montego Bay Club

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$171

Montego Bay Vacation home

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$603

Datura Villa

St James, Montego Bay villa

  • 5 bedrooms
  • 15 bathrooms
  • sleeps 10

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NICKELS GARDEN VILLAS

Montego Bay villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$118

Sweet Sunshine Villa

Duncans villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$86

Nautical Homes Miramar 2 Bedroom

Montego Bay townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 25 minutes

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Price per night from

$343

Flamingo Beach Villa

Falmouth villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$688

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

$2,867

Jetaway Montego Bay (Entire Villa)

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

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Price per night from

$2,523

Triple Room At Diamond Villa & Suites

Montego Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$321

Tut's Holiday Home

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$98

Crystaljamaica Villa Tours and airport transfer

Ironshore villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 16

Responds fast! avg. 31 minutes

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Price per night from

$958

2 Bedroom Tropical Getaway with Pool and Ocean Views

Montego Bay townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$321

Hospitality Expert SKYLARK: Pool, HT, Beach & Chef

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 6 minutes

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Price per night from

$515

Luxury Oceanfront Residence Condo with Pool in Montego Bay

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$459

Luxury 2BR Oceanfront Condo w/ Pool Access in Montego Bay

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$459

Enjoy Sunsets! Luxury Fully-Equipped 3BR Apt w/ Pool in Montego Bay

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$688

Stunning Luxury Oceans 8 Villa

Montego Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

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Price per night from

$8,786

The Vista Inn

Falmouth hotel apartment

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

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Price per night from

$482

Ma Moura

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,655

Bali Hai

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,413

Aqua Bay

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$4,242

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$3,775

Little Hill

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$3,114

Poinciana

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$840

Etoile

Hopewell villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$630

Little Palm

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$944

Viewing 38 of 102
rentals in Rose Hall

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