St. Ann's Bay Rentals

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105 Houses

Montego Bay Villa, View of Caribbean Sea

St. Ann's Bay apartment

  • 1 bedroom
  • 7 bathrooms
  • sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$92

Lakeview Manor

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$115

Cozy -Terra Nova Luxury Villa on the North Coast

St. Ann's Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$689

Runaway Bay Gem!

St. Ann's Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 26 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$114

Geddes Great House Health and Wellness Farm

St. Ann's Bay house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Private outdoor pool (unheated)

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Price per night from

$2,869

Di Nest

St. Ann's Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$1,803

Great rentals within 20 miles that match your search

Luxury Villas with Beautiful Ocean Views

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$895

Loveland Villa a Jamaica Jewel

Oracabessa villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$345

Villa Turrasann

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$660

The Cottage With Spa Retreat

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$94

Reef Winds Villa

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 28 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$374

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

Rio Nuevo villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$689

Whistling Villa-Most Affordable Private Villa with pool In Runaway Bay Jamaica

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Affordable, spacious and near luxurious.” Visited Whistling Villa May 16th - 23rd with 4 friends. I chose this villa primarily because of proximity to attractions in Ocho Rios and Runaway Bay. Osburn always responded to my emails within minutes of sending them, which was comforting. I stayed at another property owned by him, and therefore trusted him. General: The villa was almost too large for 5 friends, but we each had our own space. The layout of the villa maximized the space so that the living area was extremely large. It was clean and well decorated but not so much so that you are aware that you're on an island villa; it had a really cozy feeling. Housekeeper: We had a cook!! We begged her to come home with us. Dorothy made everything we asked for and on the days we asked her to surprise us, we had heavenly meals! Breakfast was always prompt and we had breakfast in the outdoor dining area near to the pool. Pool: At the deepest end, the pool was 8ft deep. It was large and with 5 of us in the pool at the same time, we were not crowded. Bedrooms: The bedrooms were large with en suite bathrooms, a small television with cable TV, closet, air condition and dresser. It was clean and cozy. The bed sheets were outdated, but who goes to Jamaica to stay in bed right? Groundskeeper: Chris, who's the grounds man, kept the property clean and most mornings when he woke up to rake the grass, I interrupted him for some chit chat. He's soft spoken and extremely helpful, always asking if we needed anything. Amenities: We celebrated one birthday while there, and needed some music, but the reception on the radio was a bit poor and had static, so walk with many CDs. Wifi was strong in most areas, but weakest in the bedrooms. Appliances were as expected for an island villa.

Match: Private outdoor pool (unheated)

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Price per night from

$230

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 outdoor pool (unheated)

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Price per night from

$2,006

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 outdoor pool (unheated)

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Price per night from

$976

Edgewater Beach Villa - Ocho Rios - Oceanfront Villa

Ocho Rios villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,125

Linga-Awile - Discovery Bay 3 Bedrooms

Discovery Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$616

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 outdoor pool (unheated)

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Price per night from

$1,619

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.

Match: Private outdoor pool (unheated)

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Price per night from

$2,475

Siesta - Runaway Bay 5 Bedroom Beachfront - Ask about our 3 and 4 Bdrm rates

Runaway Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 1

Match: Private outdoor pool (unheated)

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Price per night from

$1,072

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

Ocho Rios house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$4,295

Amanoka - Discovery Bay 7 Bedroom Beachfront

Discovery Bay house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$3,436

Makana - Discovery Bay 7 Bdrm Beachfront - Ask about 4-6 bdrm rates

Discovery Bay house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$3,854

Selah - Runaway Bay 4 Bedroom Beachfront

Runaway Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$2,004

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.

Match: Private outdoor pool (unheated)

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Price per night from

$775

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 outdoor pool (unheated)

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Price per night from

$1,096

Bay Watch - Runaway Bay 5 Bedroom - Ask about our 3 and 4 Bdrm rates

Runaway Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$1,183

Keela Wee - Discovery Bay 6 Bedrooms beachfront

Discovery Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$2,863

Sea Grapes - Discovery Bay 6 Bedroom Beachfront

Discovery Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,811

Kai Kala - Ocho Rios 10 Bedrooms waterfront

Ocho Rios house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

Match: Private outdoor pool (unheated)

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Price per night from

$2,398

Sea Haven - Discovery Bay 4 Bedroom Oceanfront

Discovery Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$788

Golden Clouds - Ocho Rios area 12 Bedrooms

Ocho Rios house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

Match: Private outdoor pool (unheated)

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Price per night from

$2,004

Scotch On The Rocks - Ocho Rios 5 Bedrm Oceanfront

Ocho Rios house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$1,654

Sugar Bay - Discovery Bay 5 Bedroom Beachfront

Discovery Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$2,352

Match: Private outdoor pool (unheated)

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Price per night from

$2,735

Stone Harbour - Ocho Rios 4 Bedroom Beachfront

Ocho Rios house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,323

Sleepy Shallows - Rio Bueno 4 Bedroom Beachfront

Discovery Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,317

Whispering Waters - Discovery Bay 7 Bedroom Beach

Discovery Bay house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$3,436

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