St. Ann's Bay Rentals

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St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$172

Montego Bay Villa, View of Caribbean Sea

St. Ann's Bay apartment

  • 1 bedroom
  • 7 bathrooms
  • sleeps 2

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Price per night from

$92

Sea Shell Villa Ocean View

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$264

Sweet Oasis Polo Villa ,Gated, 24/7 security/ swimming pool/ free beach access

St. Ann's Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 3 minutes

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$194

SeaShell Villa Partial Ocean View

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$344

Luxurious Island Escape Near Ocho Rios

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$573

3-Bedroom Vacation Home

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$184

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Price per night from

$607

Tranquil Escape Draxhall

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$166

Great rentals within 20 miles that match your search

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$287

Greenwich Gated House Community

Ocho Rios house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$92

Sanora near Dunns River and Dolphin Cove

Mammee Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$206

Jaca Paradise Villa at The Palms Ocho Rios St. Ann

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$287

Whisperings Seas Jamaica - conch shell

Ocho Rios condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$361

Bella Vista at Richmond Estate (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$321

Grande Haven Villa - Oracabessa, St Mary Jamaica

Oracabessa villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 6

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Price per night from

$401

Luxurious Beachfront Villa Paradiso - 5 Staff with Coach and Driver

Ocho Rios villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 18

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$2,176

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.

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$2,002

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...

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$974

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$224

Chill on the hill..free wi fi

Ocho Rios apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“LOOK NO FURTHER” Do not look any further! This is the place to be! The Biggs brothers will take really good care of you, and make sure every single need is met. The condo is gigantic, has two floors, 2 1/2 bathrooms, a gazebo patio off the living room, and a HUGE open terrace, on the 2nd floor. Both ensuite bedrooms are on that second level. The upper deck, has a clear view of the Caribbean sea, table and chairs, and pads to sit on. Please bring them inside when you are done, so they stay nice, for others. Its a massive condo, and has a very well stocked kitchen. We cooked dinner twice, but we sure enjoyed our morning Blue mountain coffee, every morning, taking in these VIEWS! WI-FI worked perfectly, there is cable TV for evenings in, and even better, the sound system tunes into IRIE-FM or any station you choose. Harry came to fix a lock and bring us s brand new coffee pot, and he did it immediately! They will not "drag their feet, like other renters. Phillip & Harry were both there to greet us, and help carry in our bags and groceries. The tour was efficient and thorough. The bureau's for your clothes is gorgeous cedar as is the headboard on the bed. There is ample closet space in both bathroom areas, to hang dresses or clothes you do not want wrinkled. Yes, they have an ironing board too, in case that happens. The view is fantastic, and one day, a cruise ship came in, and we had front row seats. June has less cruise ships, so that is the time, to experience DUNNS RIVER FALLS, and enjoy it with 20 people, as opposed to hundreds of people. Traveling "off season", has its perks! There are (5) pools around this rambling complex, of gardens and steps. We used the one closest to the condo, a few times. If you have any issue with the pool, call the number on the sheet they leave, and literally, in (5) minutes, someone will be there. Our son, age 20 was traveling with my husband and I. Trip Advisor does not have a "drop-down", to click traveling with FAMILY. The stairs could be a challenge for wheel chairs, but other than that, the walk is doable. We are NEVER going to rent from anyone else, and neither should you. Harry came back (2) days before we left, to return our security deposit, so there is no issue with that. We are very neat and clean, so we swept and mopped, and took out the garbage, put every dish away. Its called RESPECT, and since we got it from these brothers, we returned the vibe. We also made sure to "pay it forward", and leave toilet paper, and garbage bags, for the next LUCKY RENTER! I am telling you, LOOK NO FURTHER. Even if you read negative reviews in other condos in this complex, you will NOT have any issues, with APARTMENT 2-A in PHASE 4. We rented a car, so we covered the entire North Coast, and visited many beaches. If you have a vehicle, I am going to recommend that you have to go to SUGAR POT BEACH. Its a secret place, down a dirt road, behind Rio Nuevo gas station. "off the beaten path", is where you find the best places. This is one of them. When you follow this dirt road to the sea, the beach is spectacular, private, has shady parking, and the bar area, is made of stone and drift wood. The restaurant is adorable and they have many choices of island delights! The food is to die for. I ate curry conch two days in a row, and it was the best I ever had! I have eaten it in every parish on this island, over 29 years. The curry goat was also fresh and very seasoned. I want to take this time to thank Phillip, Clayton & Harry Biggs. They were the nicest, most responsible, caring renters, we have ever come upon. We loved their vibes, and honest to God, you will too! They work together, and call the condo phone, to make sure, everything is going well. They REALLY want your trip to leave you feeling IRIE. Best 16 days in JAMAICA, ever! THANK YOU FROM THE BOTTOM OF OUR IRIE HEARTS, and see you next time, for sure!

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Price per night from

$114

Responds fast! avg. 54 minutes

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$688

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$275

Blue Horizons penthouse 2 bedroom seaview Condominium

Ocho Rios apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Great Place” My husband and I stayed here a few days to visit family. It was excellent. The view from the balcony was awesome! We could see all of Ocho Rios Bay. The apartment was comfortable and clean. The surrounding property was well kept. We had a view of the one of properties pool and jacuzzi. It was easy walking access to the town for shopping and nightlife. I would definitely stay again and recommend it for couples or families.

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$343

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!!

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$1,616

Concierge, Chef, Butler, Beach, Pool, Spa, Rooftop Movies, Tennis, Family Fun!

Discovery Bay villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

“Wow!!” Dave, the Villa bus driver, picked us up at a local hotel where we had spent the previous night. The trip from Montego Bay to Mais Oui took a little over an hour but we did have one stop at a grocery for snacks and drinks. Dave was available the entire week and his advice on day trips and what to see was really appreciated. Upon arrival at the Villa we were greeted by Miss Ruby and the entire staff that presented us with cool towels and rum punch. We got a quick tour of the property while our luggage was unloaded and placed in the appropriate rooms. We were a group of 11 adults--all family and close friends. The Villa was spotless and all the items that we had requested in advance were on site for our arrival. This included the first two days' food and drinks. Arrangements for the food and drinks had been made with a local grocery where the Villa can charge and get delivery. The items were a bit pricy but for the convenience of having everything on site at arrival it is worth a little extra. On Tuesday Chef Arthur and I shopped at a large grocery store in Ocho Rios and purchased food for the remainder of our stay. Prices at this store were excellent as was the selection of food available. Our week at Mais Oui was exceptional. The staff was superb. Miss Ruby, the manager, was always available if we had questions or needs. Audrey and Janice kept the Villa in immaculate condition with fresh linens and towels daily in each room as well as fresh towels for the pool and beach as needed. Max kept the pool and grounds spotless and made sure the hot tub was ready as requested. Paul was always on hand also to serve our meals and get anything our group needed. A security guard was on site from dusk to dawn. Everyone in the group enjoyed "spa" day on Wednesday when massages were provided for our entire group. These were done by therapists whom the Villa arranged to have on site that day at an additional charge. The pool area is wonderful as it provides areas of shade, partial sun and full sun depending on how you locate your loungers. The pool is not heated but very refreshing when cooling off from the warm sun. We were a little saddened that the tennis court was in need of some repair but we were still able to use the court just not play competitively. The food at the Villa has to be considered a high point. Chef Arthur is a wonderful cook and prepared some of the finest meals we have enjoyed. He took the menu we had arranged and prepared almost everything we had requested. He asked permission to vary some dishes to give us a little more flavor of Jamaica and everyone agreed his selections were first rate. He is preparing a cook book with all his recipes and we look forward to getting a copy!! Overall, we felt like we were treated like members of the Mais Oui family. There were plenty of tears when on our last morning we were serenaded by the entire staff. Totally unexpected was a call from the Villa owner to see how our vacation was progressing and if all our needs were being met.

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$2,470

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

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$541

Luxury 7 Bedroom Villa suitable for Weddings, Parties and Family Gatherings

Discovery Bay villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 18

“Spectacular views of sea with brilliant staff” Stayed at Maranatha villa this year and left completely impressed with the staff, location and villa.. They really offered us sincere hospitality and ensured that we were well taken care of. We had some delicious meals that we enjoyed at times on the gazebo by the seaside which has some spectacular views. The rooms were spacious, clean and comfortable. The swimming pool was excellent on hot days. The adventurous ones in our group jumped off into the ocean for snorkeling and swimming in the reef. An excellent time was had by all. We will definitely be back.

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$773

Sheer Folly Villa

Mammee Bay villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

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$931

Tranquillity at The Palms Ocho Rios

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$287

Roaring Pavilion - Ultimate Luxury Beachfront Villa

Ocho Rios villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$4,466

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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$1,243

TNC Executive Villa at Richmond Estate Jamaica

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“great location best holliday ever very clean well kept” we were blown away by the view mountains one side ocean the other pool and gym were great we rented a car to get around easy just a good thing for us as we stayed for 6 weeks wow ya man trevor was great and his rep on site was most helpful cant wait to go back

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$201

VILLA MARA

Mammee Bay villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 19

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$3,435

Luxury Life Villa

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$275

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$573

The best luxury rental for less !!!

Runaway Bay house

  • 1 bedroom
  • 5 bathrooms
  • sleeps 2

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$92

Sunspot Spot Villa - Charming 6 Bedroom Beach Front Villa Jamaica

Runaway Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

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$2,748

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rentals in St. Ann's Bay

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