Vacation Rentals & Houses in Jamaica

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112 houses

Signature's 21 @ the Country Club

Kingston apartment

1 bedroom / 1 bathroom / sleeps 3

“Signature's 21 @ the Country Club was the icing on the cake for my Simply Elegant Wedding Celebration.” The owner and caretaker of Signature's 21 @ the Country Club were both patient, kind and accommodating to our needs from booking to departure. I rented this beautiful treasure the week of my wedding to host a moderate group for our wedding rehearsal brunch and for me to have a place to relax away from the packed family home prior to the big day. The location was so breath taking that it was the ideal spot for us to film our pre-wedding video and take pictures as my bridesmaids and myself got ready for the main event. The garden was nicely manicured and looked beautiful. What I enjoyed best was sitting on the patio for breakfast enjoying the beautiful garden scenery as well as looking out at Kingston from the vantage point of this hidden treasure. At night the location took on a magical ambience as I enjoyed the lights of the city from standing on the patio and the stars in the sky while listening to music softly in the background. The neighborhood is quiet and at times you can forget that anyone else lives around you as Signature's 21 makes you feel like you are on your own island paradise. My guests who came for the rehearsal brunch all fell in love with Signature's 21. I hope to visit again soon and I am sure that a few of my guests will too. Thank you Bancroft for sharing your garden treasure with us. I wish you continued success with Signature's 21 @ the Country Club!

Responds fast! avg. 31 minutes

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$79

Valhalla Villa

Boscobel villa

4 bedrooms / 4 bathrooms / sleeps 8

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$453

1 Bedroom Luxury Apartment, (Casa Tianna Kingston)

Kingston apartment

1 bedroom / 3 bathrooms / sleeps 2

“Very good” The accommodation was very good. Very Luxurious and safe.Being that it was my first time to Kingston I was naturally nervous about safety but Kevin went out of his way to make sure I felt very safe. I was picked up by a driver once I landed at the airport and taken straight to the beautiful accommodation. I will definitely be staying there every time I come to Jamaica

Responds fast! avg. 3 hours 20 minutes

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$79

Selah - Runaway Bay 4 Bedroom Beachfront

Runaway Bay house

4 bedrooms / 4 bathrooms / sleeps 8

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$1,422

Villa @ Richmond Estate with Private Beach

Priory house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 38 minutes

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$184

Bahia Cottage - Runaway Bay 1 Bedroom

Runaway Bay house

1 bedroom / 1 bathroom / sleeps 2

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$213

Home Away from Home 15 mins fr Ochi Rios

Boscobel house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 42 minutes

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$87

2 Bedroom Apartment near Montego Bay with Hot Water, Wifi and Cable TV

Montego Bay house

2 bedrooms / 2 bathrooms / sleeps 5

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$86

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

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$137

Ridge Bay Chateau 3 individual cottages:Green Pastures, Still Waters, The Valley

Port Antonio villa

7 bedrooms / 6 bathrooms / sleeps 18

“Nature's ambiance” Wow! Ridge Bay's soothing ambiance provided the serenity that I needed. The warmth that the cottage offers allowed me to return to the Jamaican "No Problem” frame of mind. I turned off my cell phone, the internet, and I enjoyed myself reveling in reading, listening to music and walking. Ridge Bay is the ideal place for anyone who seeks spiritual awakening from Mother Nature. My friend and I shall surely return there soon. Candy

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$199

Casa Alexandria (Fully AC One Bedroom Apartment)

Kingston apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 20 minutes

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$79

Dream Enterprise Villa, Jamaica (South Coast)

Santa Cruz villa

4 bedrooms / 4 bathrooms / sleeps 8

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$206

DUKES Hideaway at Silver Sands Resort

Silver Sands villa

6 bedrooms / 6 bathrooms / sleeps 14

“Totally elaxing and worth it!” This was the fourth year that my family has stayed at Duke's Hideaway. We have 2 girls now ages 7 and 10 and we also bring my father who is 78. The location is very convenient to the grill, bar and store. It is also convenient to the beach. We love Judith and Paulina who help at the house and they remember us and the girls each year we have come. They cook delicious food for all of us and it is so nice not to have to eat out every day. One of the best conveniences staying at Duke's is that your laundry is done daily and when you get home, we don't have a bunch of laundry to do. We just come home and unpack our clean clothes! We feel like they are a part of our family when we are staying there. We also love staying there because it is very relaxing and it feels like a true vacation. Each year we have stayed at Duke's there has been some kind of improvement added to the house. There is a hot tub, air conditioning, televisions in each room and Wi-Fi. We have always felt very safe and welcomed at Silver Sands and at Dukes Hideaway.

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$1,059

2 Bedroom Luxury Apartment, (Casa Tianna Kingston)

Kingston apartment

2 bedrooms / 4 bathrooms / sleeps 4

Responds fast! avg. 3 hours 20 minutes

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$131

EXOTIC SEA AND MOUNTAIN VIEWS PRIVATE STAFFED ESTATE 4 BEDROOM SUITES.

Port Antonio house

4 bedrooms / 4 bathrooms / sleeps 10

“Paradise Found” The first time I traveled to the Chateau was in 1995 for my honeymoon. Since then I have returned four times. There was no internet then, and only a few pictures provided via snail mail. We were so suprised at the wonder of the Chateau and surrounding area. Getting to the Chateau is the biggest challenge best to fly into Kingston and rent a car and driver. The driver will get you there safetly and then you have care to enjoy all Port Antonio has to offer. The driver returns when you leave and takes the drive back to the airport. The Chateau is beautiful. The pictures on the intenet show the real thing, they are not shot at the best angles, but really show what is there and what you get. The three bedrooms all have seperate bathrooms, so perfect for couples traveling together. The views are spectacular from the Chateua and it will become for ever engrained in your memeroy. The staff truly help to make you vacation spectacular. Nalbert, Doris, and Sylvia are the best. Drois cooks the best food ever, no restuarant has ever compared. She will cook what you want and take you to the store to get all that will be needed for the trip. You will be suprised at the fantasic meals she creates from the shopping adventure. You do not need to go with, but do as it is a geat experience and a way to ease in around Port Antonio. Sulvia keeps the place spotless and always has a huge smile. Nalbert will take care of all of your needs and is a wealth of information about Jamaica itself and the area. The staff are there when you need them and disappear quietly when you don't. Port Antonio itself is the most beautiful place I have ever been. I have travelled through out the caribbean and Mexico, and still is the most beautiful place on earth. The vegitation is huges, the rivers so serene, and the beaches will make you long to see them again. The best parts, there are no crowds. If you are looking for paradise this is the place to be!!!

Responds fast! avg. 3 hours 29 minutes

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$741

Beach Front House Four Bed Rooms four Bathrooms

Port Antonio house

4 bedrooms / 4 bathrooms / sleeps 8

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$413

Suite 205 at The Strathairn - by JamCan

Kingston apartment

1 bedroom / 3 bathrooms / sleeps 2

“very comfortable.” I stayed for 12 days. It was very comfortable. big king size bed and room very airy. sat on the balcony nice fresh Jamaican breeze. all my quest were announced.( security camera, elevator, gym, - worked well) roof top balcony lovely at night to overlook Kingston. pick up to and from airport was on time. management return call promptly. only thing I never had was a personal aide/helper but I am sure management could arrange that. lol.

Responds fast! avg. 1 hour 8 minutes

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$102

Oceanview Jamaica Holiday Rentals

Ocho Rios apartment

1 bedroom / 1 bathroom / sleeps 4

“Perfect!” Stayed here with 3 teenage children who loved the place. It has all you need. Great location. Private pool. Right on the beach. In the heart of ocho. Great house keeper. Can't fault the place.

Responds fast! avg. 1 hour 41 minutes

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$137

Casa Alexandria (Fully AC Two Bedroom Apartment)

Kingston apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 20 minutes

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$114

Fortlands Point - Discovery Bay 7 - 9 Bdrms

Discovery Bay house

7 bedrooms / 7 bathrooms / sleeps 14

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$2,571

Spicy Hill Villa, 5 Bedroom, Port Antonio, Jamaica

Port Antonio villa

5 bedrooms / 5 bathrooms / sleeps 10

“Best Service” I had one of the best New Years weekends at Spicy Hill. The staff was more than accommodating, meals were excellent thanks to Denny! The bedrooms were immaculate and comfortable. I would suggest all when visiting Portland to stay at Spicy Hill!

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$1,026

Chrisanns Apt9 Paradise Suite, beachfront and 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

Responds fast! avg. 2 hours 3 minutes

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$112

Sea View Manor, Siilver Sands Duncans Bay

Duncans apartment

3 bedrooms / 3 bathrooms / sleeps 6

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$172

Sunset 1 - Silversands Ja

Duncans villa

3 bedrooms / 6 bathrooms / sleeps 6

Responds fast! avg. 1 hour 5 minutes

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$388

Pearl Ocean Villa - Vacation rental

Port Antonio guest house

6 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 2 hours 42 minutes

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$228

Falmouth's Home Sweet Getaway

Falmouth house

2 bedrooms / 2 bathrooms / sleeps 4

“The nicest vacation ever” My trip was wonderful, I met with Mr. Robinson outside the gate of the community so he could show me home sweet getaway. I had rented a car for the purpose of my trip, Mr.Robinson registered me at the security post so I could have easy access back and forth with my car. Before I go any further, Mr. Robinson is a very nice person he warmly welcome me to home sweet getaway. We enjoyed every inch of the house, the is beautiful and we'll equipped with all the amenities as advertised and located in a safe gated community. Also Mr. Robinson call from time to time to ensure that you are comfortable or need anything. Definitely it's the perfect home away from home. It's clean and tidy. It was spacious with all the comforts of home. The home was well stocked with all the things needed for preparing meals, clean towels and toiletries. I would not hesitate to stay here again and would definitely recommend it to others.

Responds fast! avg. 38 minutes

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$63

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

3 bedrooms / 5 bathrooms / sleeps 6

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$344

PROMOTION! COMPLEMENTARY DRIVER/VAN FOR WEEK- LONG STAY GOOD FROM 3/1 - 9/30

Montego Bay villa

6 bedrooms / 6 bathrooms / sleeps 12

“So great I already booked next year” Sorry guys the 14-21 of May is ours.I encourage anyone whose reading this to snag one of the other weeks. Absolutely the only way to travel. I work long hours in a hectic industry, I take any free time with my family very serious. Our party was my mother, my sister, her son, my wife our two children and myself . Everybody had a wonderful vacation. The property is magnificent. The grounds are impeccable. The house is decorated masterfully. Every bathroom is unique and awe inspiring, and showering outside under the stars is the perfect way to end the night. But the thing that words really can't describe is the staff. The professionalism and attention to detail was absolutely remarkable, but the warmness and caring was what makes the difference. If my two year old would get cranky, there'd be Dalton with ice cream cone for him and a red stripe for dad. Juanita had everything in order at all times and everything tended to immediately. Brenda's cooking was amazing. The groundskeepers kept the grounds perfect and the pool clean and would even chill coconuts, right from the property, for our enjoyment. Every afternoon our clothes were dropped off cleaned, pressed and folded and the house was always immaculate. I recommend getting the driver and the van for the week. Lloyd was both professional and informative. Truly a great time for three generations of family. As I said at the opening we already booked next year, that should speak for itself. Grady Bergen County New Jersey

Responds fast! avg. 3 hours 20 minutes

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$1,385

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

Discovery Bay villa

8 bedrooms / 7 bathrooms / sleeps 21

“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.

Responds fast! avg. 1 hour 32 minutes

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$914

Villa Exodus Retreat incl. pool, 4+2 bedrooms, staff & private beach

Runaway Bay villa

4 bedrooms / 6 bathrooms / sleeps 16

“Life Changing adventure!” I was planning a trip for 13 people over two weeks in Jamaica. After searching though dozens of rentals and locations we came across Sevilla Villa online. During a trip to Jamaica (I am there often) I took the opportunity to see it in person. Right away I called a friend and told them this was the place! Aside from the property being immaculate and beautiful, Clare was just an amazing person and so friendly and hospitable. She is probably the best thing about the place. She showed me around and we even grabbed a beer at Sharkys. When I arrived 2 months later with me group she met us at the airport (Clare is also an avid videographer who we asked to help document our journey) and upon arrival the entire group was blown away. The staff, food and atmosphere of the villa was incredible and everyone felt right at home. After spending 9 days in close quarters with the 13 people, you realize how important it is for everyone to have a sense of home. Clare organized trips to Nine Mile, a reggae concert (Rebel Salute) and local beaches. There was a collective sadness when it was time to leave. We were fortunate to have Clare with us for the entire Journey, to Kingston and Negril...all the way to the airport when we departed and have to say I've rarely met anyone so hospitable, supportive and caring. My entire group fell in love with her. In addition to being there again next January, I've already recommended it to all my friends who are now dying to come after seeing my pictures! Thank you so much Clarebear!

Responds fast! avg. 2 hours 24 minutes

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$573

Sweeping views of the Sea, Sand & Beach from huge private balcony

Ocho Rios apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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$138

"THE REAL JAMAICAN EXPERIENCE" IN FALMOUTH

Falmouth villa

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 27 minutes

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$51

COUNTRY HOME VILLA - Mandeville's Newest Bed & Breakfast

Mandeville b&b

4 bedrooms / 4 bathrooms / sleeps 9

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$195

Sugar Bay - Discovery Bay 5 Bedroom Beachfront

Discovery Bay house

5 bedrooms / 5 bathrooms / sleeps 10

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$1,935

Linga-Awile - Discovery Bay 3 Bedrooms

Discovery Bay house

3 bedrooms / 3 bathrooms / sleeps 6

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$429

Villa Paradiso - Ocho Rios 7 Bedroom Beachfront

Ocho Rios house

7 bedrooms / 6 bathrooms / sleeps 14

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$2,070

Charming Country Cottage with panoramic views

Mandeville b&b

4 bedrooms / 4 bathrooms / sleeps 8

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$352

Makana - Discovery Bay 6 Bedroom Beachfront

Discovery Bay house

6 bedrooms / 6 bathrooms / sleeps 12

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$2,543

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