Jamaica Rentals with Pools

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1,316 houses in Jamaica with pools

Riviera Wellness Retreat, Mammee Bay villa, JM

Mammee Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

“Riviera Villa is like living in paradise with beautiful people.” My party and I have been visiting our holiday home as we like to call it for the last 13 years. In recent years we have gone twice. The staff have become apart of our own family. Need l say more. The villa is spacious inviting and very clean, with air conditioning in each room. The pool is cleaned daily and is situated just of the veranda, easy to keep an eye on the young ones. It also has its own gate which can be locked to keep the younger child out if not supervised. The food which is prepared in the spacious kitchen is cooked to perfection. Some of the ingredients are taken off the property including herbs, mangos, bananas and other lustrous fruits and provisions. My party and l look forward to going to our home in the beautiful island of Jamaica. The private beach is just a short walk away where you can mingle and enjoy various cocktails and relax and enjoy the beautiful sunshine.

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Price per night from

$289

Grande Haven Villa - Oracabessa, St Mary Jamaica

Oracabessa villa

4 bedrooms / 5 bathrooms / sleeps 8

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Price per night from

$515

Sunrise Supreme

Runaway Bay apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 29 minutes

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Price per night from

$60

Beach Studio with European Country Charm 15 Minute

Rose Hall apartment

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$80

Seadrift Villa w/ private pool, great entertainment space, easy walk to beach.

Duncans villa

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 17 minutes

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Price per night from

$292

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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Price per night from

$184

Contemporay Central Spacious 2bdrm/2bth/Pool/Toni Comfort Suites

Kingston apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 6 minutes

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Price per night from

$161

Jamaica Luxury near the Beach

Bull Bay house

11 bedrooms / 11 bathrooms / sleeps 34

Responds fast! avg. 56 minutes

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Price per night from

$68

Valhalla Villa

Boscobel villa

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$453

Shotover Gardens Estate - cottage with pool

Port Antonio log cabin

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$58

Pelican Three Bedroom Villa

Treasure Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$567

70 steps to the sand

Negril Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 35 minutes

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Price per night from

$172

Out of the Blue Villa

Treasure Beach villa

4 bedrooms / 5 bathrooms / sleeps 8

“Paradise!!!” The most amazing vacation we have ever had!! The house and beach were spectactular, the staff were knowledgeable, friendly and kind, and the food was incredible. The whole family loved it. We only booked for a week but will be coming back for at least 2 weeks next year.

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Price per night from

$859

Hummingbird Hill Villa

Runaway Bay villa

5 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$601

The Marley manor

Kingston apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$69

Serendipity Villa - Spectacular views of the Caribbean Sea

Treasure Beach villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$115

Award-winning villa with private beach and pool

White House villa

5 bedrooms / 4 bathrooms / sleeps 10

“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!

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Price per night from

$625

Selah - Runaway Bay 4 Bedroom Beachfront

Runaway Bay house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$1,427

The Biggest and Best on Jamaica's South Coast

White House villa

5 bedrooms / 7 bathrooms / sleeps 10

“Best Vacation Ever!” My family and I stayed at Point Of View Villa last Christmas. We had a fantastic time! The Villa was beautiful and the staff was extremely nice and helpful. It was wonderful to find a place away from all the tourist traps and high prices, but still be able to take short trips to see many of Jamaica's attractions. My family and I are definitely coming back! Having our own private cook was great, we all loved her cooking and professional service, it was more than we had hoped for. We have stayed other places and this was by far the best. The owner was very helpful advising us. Highly recommended!!!

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Price per night from

$457

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

Match: Swimming pool

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Price per night from

$79

Ocho Rios, Jamaica, Luxury Vacation Rental

Priory house

3 bedrooms / 2 bathrooms / sleeps 6

“Awesome place to stay for a home away from home experience.” My family and I spent two weeks in this beautiful 3 bedroom home. The ambiance was immaculate. The rooms were clean and spacious. It is ideal for persons who want the luxury of a vacation in a family setting. It comes complete with all of the modern appliances and facilities for cooking, washing, etc. Ideal for persons who are looking for a get away from the regular hotel or resort. The village also has a general swimming pool ideal for all ages. There is a play area for children as well as adult entertainment facilities. It is only 5 mins drive from Ocho Rios which boasts many famous attractions including the world renown Dunns River Falls.

Responds fast! avg. 3 hours 56 minutes

Match: Swimming pool

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Price per night from

$86

Island Treasure Villas

Ocho Rios house

3 bedrooms / 2 bathrooms / sleeps 8

“Great, beautiful villa with a great owner!!!!” The villa was just as beautiful as the pictures!! Also there was a miscommunication with the number of guests and the owner was very understanding and handled it promptly. He was very nice and was available when needed. I would recommend this villa 100%!!!

Responds fast! avg. 47 minutes

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Price per night from

$126

BEAUTIFUL MODERN 1 OR 2 BEDROOM CONDO IN LIGUANEA, KINGSTON, JAMAICA.

Kingston condo

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$138

Jim's Place - Garden Suite - Whitehouse,Westmoreland.

Bluefields apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 32 minutes

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Price per night from

$63

Garden Oasis 3 bedroom Apt

Kingston apartment

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 38 minutes

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Price per night from

$207

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

Ocho Rios house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

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Price per night from

$115

77 West Boutique Hotel (Cottage 1 of 5)

Treasure Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$149

2-br watervu apt-Seawind onthe Bay,Montego Bay,Jam

Montego Bay apartment

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$201

Oneil's Villa, 5 bedroom 5 bathroom, swiming pool, access to private beach.

Runaway Bay villa

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 24 minutes

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Price per night from

$166

Village Maria~ A true Jamaican villa experience Beachfront

Montego Bay house

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 16 minutes

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Price per night from

$742

Come Chill at Runaway Bays Silver Lime Villa 4Bed/4.5Bath/Pool/5min to Beach

Runaway Bay house

4 bedrooms / 5 bathrooms / sleeps 10

“Try it! You won't regret it.” My family and I had a great stay at Silver Lime Villa. There were 3 of us, two adults, and one ten years old. We were there for three weeks. The rooms had queen size beds, and the master bedroom had a full-size sofa bed. There is also a twin bed downstairs in the living room. The kitchen had everything you would (stove, refrigerator, pots, pans, plates, and utensils, but you have to buy and cook your food. Maurice also mentioned that they could cater if you like. The rooms were clean and comfortable. Mr. Davis and her son were a joy to be around. She caters to your schedule, so she is never in your way during the house cleaning. We also had a family reunion, and Maurice made sure we had everything we needed to pull it off. The results are in, and the entire family loved it. There were no complaints. The property is set in a quiet area next to a major resort. We enjoyed the privacy of the villa surrounding. You get the feeling of a resort, but the privacy of the home. The Villa has a beach pass for anyone who wants to use it. To see the area, you would have to plan your trips. I recommend renting a car. There is Internet access at the villa. The property is a duplex with 2 BDM x 2 BHM on each side with a locked door that separates to two sides. They can accommodate a large family by opening the dividing doors. There is a possibility that you may have to share the pool with another family. Overall, we had a great time, and I would recommend the place to anyone who wants to visit Jamaica outside of the traditional resort setting.

Responds fast! avg. 1 hour 8 minutes

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Price per night from

$503

Beautiful Staffed Villa with Spectacular North Shore Ocean Views

Ocho Rios villa

3 bedrooms / 4 bathrooms / sleeps 8

“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

Responds fast! avg. 3 hours 31 minutes

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Price per night from

$401

Nautical Homes Miramar

Montego Bay house

3 bedrooms / 3 bathrooms / sleeps 6

“Holiday Home” My daughter and I rented this really beautiful villa. Angie collected us from the airport and kindly took us shopping to get some food to tide us over until we picked up our rented car. The house smelled fresh as we walked in. The lounge is spacious with three and two seater settees, coffee table and a large smart TV on the wall. The villa has air-conditioning in the lounge and both bedrooms that was much appreciated as it was sometimes 35 degrees outside. Bedrooms have TVs on the wall. There is a large round thick glass dining table with 4 chairs. The kitchen has a fridge-freezer, gas cooker, microwave, kettle, coffee maker, toaster and a washing machine that my daughter thought wonderful as she used it often. Everything is as described in respect of this villa. We had a wonderful stay and will definitely return when next in Jamaica. Another thing we thought wonderful is the automatic gates - no getting out and opening the gate - just press the remote control, drive in and park! The security company checked the house and left a note to say they have been round. We felt very safe at the villa. If you do not rent a car, Bouge taxis can be found who will take you where you want to go or ask Angie. There is a very smart car for rental should you need it at the villa. We did not hire this car as we had previously booked a 4 x 4 to take us cross country to St. Catherine and other areas that had rough terrain. We were not bothered by anyone - complete freedom. Well done Vinroy. Best wishes Dorothy and Adella.My Response Thank you very much for that wonderful review! Looking forward to having you and your daughter again. Thanks much

Responds fast! avg. 13 minutes

Match: Swimming pool

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Price per night from

$337

Sol Mar Villa

Silver Sands villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 25 minutes

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Price per night from

$338

'Sunset Vista' Negril Oceanfront Townhouse

Negril townhouse

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 36 minutes

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Price per night from

$286

City Oasis

Kingston apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 55 minutes

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Price per night from

$52

RUSTIC CARIBBEAN HIDEAWAY IN PRISTINE COVE

Negril beach hut

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$98

Villa Gilgal - Possibilities Are Endless....

White House villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 43 minutes

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Price per night from

$801

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