Vacation Rentals & Houses in Jamaica

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1,305 houses

Sol Mar Villa

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$504

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Price per night from

$343

Shakti Home-The villa you've been dreaming about

Treasure Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“The best the best the best” We traveled with our 4 children and my mother in law to Treasure Beach for the week. It was absolutely Phenomenal. It is perfectly situated On the beach with two magnificent beach coves 20 steps from the door. Our kids were able to run in and out easily all day. Absolutely highlight however is audrey's fantastic cooking. We made a menu with her for the week and every night after a heavenly day at the beach we were greeted with a traditional, home cooked Jamaica Feast. Book early because this house books up far in advance.

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Price per night from

$777

Pleasant View Villa

Hopewell house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$325

Grande Haven Villa - Oracabessa, St Mary Jamaica

Oracabessa villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$401

Award-winning villa with private beach and pool

White House villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

“Wow!” We stayed as a family of 6 adults in September & had the time of our life! Andy the owner is really easy to do business with & communicates well. The location is superb with its own small private beach as well as an infinity pool. The grounds are spectacular with fruit trees, abundant flowers and many different species of birds. The housekeepers (Dion & Lilly) are superb cooks & hosts, their food was top drawer restaurant standard the whole time we were there. Karon the caretaker / gardener is an interesting guy & is really knowledgeable when it comes to the plants in the garden. Mervyn provided the night security which was discreet & appreciated. We are already saving hard to go again next year (but for longer)! Thank you andy & the team!

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$570

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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Price per night from

$540

Selah - Runaway Bay 4 Bedroom Beachfront

Runaway Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$1,998

RUSTIC CARIBBEAN HIDEAWAY IN PRISTINE COVE

Negril beach hut

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$98

Stunning Beachfront Escape w/ Panoramic Views, Private Beaches, Pool, and A/C

Treasure Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$286

Tropical Private Paradise San San 5 acres 4 bedroom suites staffed estate

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!!!

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Price per night from

$744

Sleepy Shallows - Rio Bueno 4 Bedroom Beachfront

Discovery Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$1,313

Coral Cottage Jamaica - Caribbean Seaside Villa

Little Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$401

Villa Serene, Jewel of Black River

Black River villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$612

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$1,241

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) Towels provided

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Price per night from

$858

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$343

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.

Responds fast! avg. 20 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$229

SEVILLA RETREAT luxury villa with private pool and beach in Runaway Bay Jamaica

Runaway Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

“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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Price per night from

$572

Celebrity Villa Jamaica

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 18

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Price per night from

$1,315

Tranquility Villa - Port Antonio & Blue Mountains

Port Antonio villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Fabulous, relaxing, beautiful, private...” This was my second time staying at Tranquility, (15th trip to Jamaica), My stays at Tranquility, were by far the best! Each stay gets better and better! I love the home, it's beautiful, spacious, clean, private, and the view is priceless! It's far enough away from everything, that you have the privacy you desire, but it's close enough to experience everything Jamaica has to offer. The food the cook made was fabulous, it was wonderful to have exactly what we wanted for our meals. (Helpful if your'e vegetarian, or have special dietary needs- one of us is vegetarian and the other, not). Can't pinpoint what I like most. Meals outside with a beautiful view and flower decorations on the table, lots of sun on both sides of the house, the food, swimming pool...? I loved, loved, loved everything! All of my vacation needs were met, and then some! Can't wait to get back!

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Price per night from

$343

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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Price per night from

$2,467

Little Waters - Negril 4 Bedroom waterfront

Negril house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$949

Northcoast Jamaica Paradise, Private beach,pool

Oracabessa villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$286

Sugar Bay - Discovery Bay 5 Bedroom Beachfront

Discovery Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$2,344

Dream Villa with private pool

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$206

Exclusive hideaway with private pool

Port Maria b&b

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$744

Montego Bay Villa, View of Caribbean Sea

St. Ann's Bay apartment

  • 1 bedroom
  • 7 bathrooms
  • sleeps 2

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$92

Endless Summer (15 minutes east of Ocho Rios)

Boscobel villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$172

Pattoo Castle

Negril villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 19

Responds fast! avg. 21 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$3,431

Doubloon Villa, large pool and sandy beach at heart of Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Most amazing vacation and service I've ever had” There are so many wonderful things to say about this vacation its hard to consolidate it down :) The house is absolutely amazing. Each bedroom is special and unique and the outdoor living space is more than we could dream of. Hio and Nadine were our chefs and housekeepers and I couldn't say anything better about those two - they made the most delicious food, helped us with any favors or questions we had, and probably made too many trips to the grocery store (and liquor store!) than usual for us! Robert was awesome as the groundskeeper - as soon as it started raining (which probably lasted 5 minutes the entire trip) he would appear out of thin air to get the outdoor seat cushions out of the rain. We had such a great time and it was my husband and mine's first time bringing our friends - its a different kind of vacation, much more authentic and cultural than most are used to so we were a little nervous about how they would like it but everyone agreed - this vacation was amazing. I would highly recommend it to anyone looking for a more relaxing, private, and less touristy vacation spot.

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$777

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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Price per night from

$772

Spicy Hill Villa, 5 Bedroom, 5 Bathroom, 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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Price per night from

$1,001

Linga-Awile - Discovery Bay 3 Bedrooms

Discovery Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$614

Marvettes Hideaway Sea View Villa

White House villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 9 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$223

Luxury Beachfront Villa on Private 1.7 Acre Property with Stunning Rooftop Views

Treasure Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$401

Luxury Villas with Beautiful Ocean Views

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$892

Villa Paradiso - Ocho Rios 7 Bedroom Beachfront

Ocho Rios house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$3,210

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