Vacation Rentals & Villas in St. Ann Parish

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116 Houses

Luxury Private White Sand Beach Cottage 2bd with Chef - Eden Sands Villa

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect Jamaican vacation for families who enjoy being in the heart of the city.” Our hosts, Nathan and Melissa were warm and friendly and very responsive to our many questions when preparing for our trip to Jamaica. They both visited with us during our trip and were available by phone to answer any questions or give recommendations. The villa was simple and perfect. There was always a cool breeze coming off the sea through the main entrance of the house and with the ceiling fans, there was no need for air conditioning. Both bedrooms had excellent air conditioning systems however, so we used those on just a few nights when the restaurant down the road had music playing - couldn't hear a thing with the windows closed. We felt very safe in the home and out and about in Ochi, which was an initial concern of ours. It was quickly dismissed after going out with Ms. Barbara around the town for a "tour". Milo (and Kirk - who was very nice), the night security gentleman was wonderful, had many interesting stories and was very generous, bringing us mangos and fresh ackee. Ms. Barbara, our chef, was simply the best. She cooked amazing fresh Jamaican food, oriented us to the town and stores, taught me how to make some dishes, and was knowledgeable about nutrition and health. She even made my "green juice" for me in the morning. She knew the island and was quite helpful about how to get around and acclimate to being in JA. The sea was perfect for scuba and looks just like the pictures posted - we spent time snorkeling, swimming, watching the world cup on the large screen TV, playing soccer on the beach, reading and just relaxing and rejuvenating in the sunshine. The Knutsford Express bus took us to Kingston and back - would highly recommend it for traveling distances - very clean and comfortable. We had a wonderful family vacation, my boys (11 & 16) loved it and felt it was way better than going to an all-inclusive resort - the food was CERTAINLY better! We hope to get back there soon - perhaps rent both Eden Sands and Neptune, the villa next door. Thank you to all those we met at Eden Sands Villa for a great Jamaica visit.

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$574

Drax Hall Country club 140 Sunshine Villa

St. Ann's Bay bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$127

Responds fast! avg. 54 minutes

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$689

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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$542

1 Bedroom Apartment heart of Ochi Rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$86

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 BiancaJel, 8 mins from Ocho Rios, a/c, pool, mountain view

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$121

Eden's Gate

Runaway Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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$58

Sleepy Shallows - Rio Bueno 4 Bedroom Beachfront

Discovery Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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$1,317

Morning Glory near Dunn's River & Dolphin Cove

Ocho Rios villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

“Absolutely Mindblowing!!!!” I cannot begin to describe the experience other than mind blowing! Morning Glory is part of a 'Gated' community with access to residents only. It is located next to the RUI in Mammies Bay but I am so glad that opted for this location. The villas were spacious and beautiful. Each window had open ventilation covered with netting to prevent our friendly mosquitos from visiting. The grounds were picturesque and the service was way beyond what I could ever imagine. There is a private beach a stones throw away with bar, restaurant, gift shop and showering facilities. Please don't think for one second that I am flowering this up... It is an experience that needs to be experienced. Claude, Geraldine and the team, I cannot thank you enough!!!

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$448

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$224

Retreat Drax Hall Country Club

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$184

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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$1,245

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$1,721

OCHO RIOS Jamaica Paradise House 2 (3Bdrms)

Ocho Rios house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 42 minutes

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$184

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.

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$230

Chrisanns Apt9 Paradise Suite, Oceanfront and High Speed Wifi

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Our new Lil paradise Oasis-” From a google search to emails then to final completion our quick Jamaican get away turned into a get away we'll always come back to! Paradise apt #9 is alot more than the pictures show!! It's Home! The decoris beautifully Caribbean! Kitchen with everything you need to living room with cable tv and a bathroom with swesome shower pressure... But The Loft ... The most comfortable place "I ever slept" in my life. 10 steps down was paradise that opened onto a deck where the pool, Groton and Caribbean were in our view! The groto: Heaven... Glistening water leading to The Carribean I floated on a raft for hrs in our secluded lik grotto Location location location: anything and everything at a stones throw (or mango throw) away. A few great resturaunts to a grocery store and then a variety store right across the street then... A few mikes down the road you have Ocho Rios! The hub of Jamaica margarettiville, scuba, jet skis,jerk chicken and beef pattie galore!! Then for a great Italian Jamaican dinner you have to hit Evitas! So from Charmaine who greeted us, to our own house "keeper" to Chase to Trevor who climbed a coconut tree and opened up our own coconut... The staff could not be any friendlier or accommodating It's everything the big hotels have to offer but it's your own Paradise apt! apt 9! Kathy & tony

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$138

Paradise Found: Luxury Family Villa with Private Pool & Beach

Runaway Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

“the time of our lives!” i've stayed in many places in jamaica and other parts of the caribbean and the world - hotels, villas, apartments, resorts etc etc etc. - but no place - not one, made me feel the way sevilla did. we were at home. we were so well taken care of. orchestrated by the owner, Clare, and the joy she exudes in making everything and i mean everything, just right, just so, for us - and Monica the chef cooked us three meals a day which we had requested. (she'll cook anything for you - but we requested authentic jamaican) and wow - for the cost which was minimal, we had top notch fine dining meals daily - we didn't have to ever leave the premises except to walk down to the private beach at our leisure. We were able to have a real restful and productive vacation - like we were in a cocoon of sorts - safe peaceful secure and happy. that's the atmosphere Clare and her impeccable staff provide - and we're going back at our first opportunity and i suspect every year thereafter. simply beautiful.

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$572

Sanora near Dunns River and Dolphin Cove

Mammee Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$207

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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$2,475

The Hacienda 62 Culloden by the Sea Whitehouse Westmoreland Jamaica

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$230

Montego Bay Villa, View of Caribbean Sea

St. Ann's Bay apartment

  • 1 bedroom
  • 7 bathrooms
  • sleeps 2

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$92

Hidden Treasure

Ocho Rios house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$109

The best luxury rental for less !!!

Runaway Bay house

  • 1 bedroom
  • 5 bathrooms
  • sleeps 2

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$92

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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$775

Luxury Villas with Beautiful Ocean Views

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$895

Alexanders 3 bedrooms Penthouse on the Beach

Ocho Rios villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 8

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$402

VILLA MARA

Mammee Bay villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 19

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$3,442

Turtle Beach Towers, One Bedroom Apartment, Ocho Rios.

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful Apartment” This apartment was wonderful. The location was excellent! You are close to everything from tourist to basic local things to do. Everything I was in need of was in the apartment. It looks exactly like the pictures if not better. I was impressed by how clean it was kept. I forgot the houskeepers name(sorry!) but she is a wonderful attentive lady! The owner is very attentive and polite also. I had encountered an issue with transportation to Ocho Rios from Montego Bay, she even arranged the transportation for me the day before I landed!

Responds fast! avg. 3 hours 52 minutes

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$101

Drax Hall Country Club's Sweet Escape

Ocho Rios house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$127

Eslyn Villa Runaway Bay - A Home Away From Home...

Runaway Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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$197

SAND CASTLE RESORT

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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$115

Caribbean Dawn Private Villa With Access to a Private Beach

Ocho Rios villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 32 minutes

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$359

Tropical Getaway Villa, private small pool, deck & BBQ, 10 mins Ocho Rios

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Tropical Getaway is Fabulous” Tropical Getaway has EVERYTHING!!!!! Ms. Tanika is awesome. I would recommend her place to family and friends. Our stay was as pleasant as Jamacia and we did not want for anything. Every detail was covered. Great job and we will see you next year!!

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$252

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$172

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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$344

Whisperings Seas Jamaica - conch shell

Ocho Rios condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$362

STUNNING 2 bed 2 bath beach front condo..making your Caribbean dream a reality

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Great Condo, Great Location” First time we have rented a condo from an owner through FlipKey. Everything from reservation confirmation, payment etc was very smooth. When we arrived on site the outside of the Towers was disappointing, but very common in tropical climates. But all was overlooked when we walked into the suite. So very nice, clean, clean, clean. Lots of room for my husband and I, as well as a daughter. Close to the beach, restaurants, shopping and taxis. The suite had everything you need. Reliable internet, fully equipped kitchen, tv in living room and master bedroom. Millicent met us on arrival and showed us around the suite as well as explained beach access etc. We had a great vacation and would definitely recommend this location. I was also impressed when the owner , Kenita came to say goodbye when we left. It was a pleasure to meet her. We hope to be back one day.

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$144

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