Vacation Rentals & Villas in St. Mary Parish

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66 Houses

Grande Haven Villa - Oracabessa, St Mary Jamaica

Oracabessa villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$401

Zyani Boutique Resort Voted #1 Seaside Villa in Ocho Rios Jamaica

Rio Nuevo villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$859

Northcoast Jamaica Paradise, Private beach,pool

Oracabessa villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$287

Exclusive hideaway with private pool

Port Maria b&b

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$745

Endless Summer (15 minutes east of Ocho Rios)

Boscobel villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private pool

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Price per night from

$172

Luxurious Ocho Rios Waterfront Villa: Private Pool, BBQ, Chef, Nr. Attractions

Tower Isle villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

“My stay here was heaven on earth.” My stay on this villa was great. Everything I could imagine and more Food was delicious and authentic; not process or frozen. The master suit where I stayed was immaculate. The power shower to the huge jacuzzi bath. The king size bed made my night rest wonderful. It's felt like I was sleeping on clouds. This villa was hard for me to leave, from pool, xbox, board games and a fantastic pool why must I go outside.(lol). When I decided to go outside it was also a great and wonderful experience. I visited duns river falls, when to the hot spot night club margarita ville, oceans 11, and amnesia. We sang karaoke had great Jamaica drinks and watch the beautiful scenery. All these great attraction only 12mins tops from the villa. However my highlight of the stay is the private beach, only 2min walk from the villa. Great vacation I'm booking another stay for January andirons can't wait...

Match: Private pool

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Price per night from

$974

Loveland Villa a Jamaica Jewel

Oracabessa villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$344

LaCaye - Waterfront villa, close to Ocho Rios

Tower Isle villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$802

Lagardan ocean view entire house

Tower Isle house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$630

The Palms At Galina Luxury Rental Fully Staffed

Oracabessa house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

Responds fast! avg. 9 minutes

Match: Private pool

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Price per night from

$802

The Palms at Oracabessa Full Staff Luxury Rental

Oracabessa house

  • 15 bedrooms
  • 13 bathrooms
  • sleeps 28

Responds fast! avg. 9 minutes

Match: Private pool

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Price per night from

$1,518

All Inclusive Oceanfront Villa - Adventure & Yoga Retreat!!

Tower Isle villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$1,203

Blow Hole Villa - Seaside Jamaican

Oracabessa house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$1,731

Timbuktu by the Sea

Boscobel villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$2,580

Great rentals within 20 miles that match your search

The Cedars Estate

Ocho Rios villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 27 minutes

Match: Private pool

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Price per night from

$1,033

Lavender Moon

Ocho Rios villa

  • 14 bedrooms
  • 13 bathrooms
  • sleeps 41

Match: Private pool

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Price per night from

$4,461

MARIBELLA&crystal cove ocho rios penthouse villa apartment

Ocho Rios penthouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Private pool

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Price per night from

$347

Turtle Beach Sunset Condos Getaway

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private pool

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Price per night from

$156

Luxury Villas with Beautiful Ocean Views

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private pool

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Price per night from

$893

Luxurious Beachfront Villa Paradiso - 5 Staff with Coach and Driver

Ocho Rios villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 18

Match: Private pool

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Price per night from

$2,176

The Cottage With Spa Retreat

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private pool

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Price per night from

$93

Scotch on the Rocks Villa, Ocho Rios, Jamaica

Ocho Rios villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Great Family Vacation” Excellent facilities, wonderful staff with extraordinary cook, food exceeded expectations as well as accommodating children's requests. Pool, kayaks and snorkeling gear provided, we took kids fins and goggles. Would not hesitate to return.

Match: Private pool

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Price per night from

$2,000

Edgewater Beach Villa - Ocho Rios - Oceanfront Villa

Ocho Rios villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$1,122

Tropical Dreams: Sunny, picturesque, Large and Beautiful Frontroom

Kingston private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful place to be!” We were looking for more of a cultural experience and this was a wonderful place to start! Vivienne and Lloyd are amazing and we so enjoyed the time we had with them. We are already planning another vacation and will definitely be staying here again when in Kingston!! Our new home away from home!! Thanks again Viv and Lloyd for such great hospitality!!!

Match: Private pool

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Price per night from

$52

Lhorizon A Jewel in the Caribbean

Ocho Rios villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 22

“You Promised...You Delivered!” Our group of 18 (13 adults and 5 children) stayed at L’Horizon for a week in January 2015. The entire experience, from booking to the time of the stay, was amazing. The owner, Barrington, was more than helpful and very responsive during the planning phase. And then we arrived! We were greeted by the Manager and staff with smiles, “welcomes”, and rum punch. The house was immaculate and the rooms were very spacious and more than sufficient for our large group. The staff kept the house spotless the entire stay even with 5 young kids doing what they do best (making a mess). The first day, we were provided a cell phone to reach the Manager (Kelly) if there were any issues that needed to be addressed. The cell phone also gave us the opportunity to make local calls which came in handy. We had pre-arranged a formal family dinner (details worked out with Barrington) for the day after our arrival which turned out to be a huge success! The food was amazing and included everything we requested. Each night thereafter we had delicious dinners prepared by the cook (thank you Miss Rose!). We did not purchase the all-inclusive package so we had to purchase our own food which was a bit inconvenient. This was a lesson learned (not the owners fault) and we all agreed that next time, all-inclusive would be the way to go. Regardless, breakfast and dinners were tastily prepared to order. We mostly went out for lunch or brought lunch back to the house. This gave us a chance to go out and see what the area had to offer and try some local foods. We even tried the local KFC which we were told was much different from those in the US. We proved that was true . While we didn’t get an all-inclusive package, inclusive in our package was a personal driver who took us wherever we wanted to go locally. We had the opportunity to go shopping, eat at local seafood and jerk spots (yummy), visit the Dunn’s River Falls (a must-do), and our “party group” even got driven to local dance clubs and picked up at 2:30 and 3:30 in the morning! On the nights we stayed in, we hung out at the Jam Eng Bar on the property by the pool, danced, and sang! The bartender was amazing and tons of fun! As for the younger kids, they lived in the pool and had an amazing time. When they were not in the pool, the private beach was only a quick 5-minute walk away. But let’s not forget the older crowd. My mom, aunt, and mother-in-law spent their days relaxing poolside and around the house (so many places to relax) chatting it up with the staff that were all so very friendly. The entire family agreed that this was one of their best vacations ever! We’ve even talked about the next time we’ll vacation at L’Horizon. A special thank you to Barrington and his wonderful staff at L’Horizon for making this vacation one of the best my family has ever had! For us, you more than delivered on your promises!!

Match: Private pool

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Price per night from

$1,616

Beautiful Staffed Villa with Spectacular North Shore Ocean Views

Ocho Rios villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 12

“Perfect Vacation Spot” Spectacular views. House is wonderful. Staff is awesome. Could not have been more accommodating. Sharon's meals were awesome. Cutty, our driver is an invaluable resource of information. Will definitely go back

Match: Private pool

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Price per night from

$541

Malatai - Ocho Rios 6 Bedroom Beachfront - Ask about 4 & 8 bedroom Rates

Ocho Rios house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Private pool

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Price per night from

$4,286

*PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 5 Bed Fully Staffed OceanFront Villa

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$1,800

Coral Cay - Ocho Rios (4 Bdrms) - ask about our 5, 8, 9, 12 & 13 bdrm rates

Ocho Rios house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$1,093

Golden Clouds - Ocho Rios area 12 Bedrooms

Ocho Rios house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

Match: Private pool

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Price per night from

$2,000

Kai Kala - Ocho Rios 10 Bedrooms waterfront

Ocho Rios house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

Match: Private pool

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Price per night from

$2,393

Scotch On The Rocks - Ocho Rios 5 Bedrm Oceanfront

Ocho Rios house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private pool

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Price per night from

$1,650

Seven Seas - Ocho Rios 4 Bedroom Beachfront

Ocho Rios house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$1,314

Stone Harbour - Ocho Rios 4 Bedroom Beachfront

Ocho Rios house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$1,320

Villa Mara - Ocho Rios 7 Bedroom Beachfront

Ocho Rios house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$3,000

Terra Nova - Ocho Rios 4 Bedroom Oceanfront

Ocho Rios house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$786

Villa Paradiso - Ocho Rios 7 Bedroom Beachfront

Ocho Rios house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$3,214

Topaz Villa

Runaway Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$58

Viewing 38 of 66
rentals in St. Mary Parish

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