Vacation Rentals & Houses in Jamaica

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Caribbean Sea Dreams, 2 bdroom with housekeeper/cook

Montego Bay townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 0 minutes

1 of 4 match: Table tennis, Shared indoor pool, Trampoline, Cot available

1 of 4 filters match

Price per night from

$230

Fiwi Endz (Glenroys Guest Apt)

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Table tennis, Shared indoor pool, Trampoline, Cot available

1 of 4 filters match

Price per night from

$64

NEGRIL HOTEL LUXURY BOUTIQUE

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$81

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$287

SeaShell Villa Partial Ocean View

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$345

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$207

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$207

Where the Cliffs and the Beaches Meet

Negril house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

“Home away From Home” This was a family trip. It was four adult women and 3 adult men. We stayed September 14-17 and had a wonderful time at Llantrissant. Ms. Anne, Ms. Paulette, Danny, Benjie, Charma and Barry were all very professional and very accommodating, by the time we left they felt like family. Ms. Anne and Ms. Paulette prepared excellent meals. The house was homey and we all felt right at home. It's an older house but very well kept along with the landscape and beach area. The veranda (which is were we spent most of our time while we were at the house) provided for an excellent view. We loved having the private beach area. Charma (and Barry) walked the yard at night and made us feel very safe. I was a little nervous because you really don't know what to expect when you're communicating through email and over the phone. But Craig and afua were patient with me and answered all of my questions and as soon as we got to Llantrissant the staff put us all at ease. They welcomed us with open arms. We look forward to returning in the future!!

2 of 4 match: Shared indoor pool, Trampoline, Cot available, Table tennis

2 of 4 filters match

Price per night from

$643

Jamaica Villa Nutmeg, Montego Bay, Jamaica

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

“Being in Paradise” The Villa was more than I could have Dreamed!! My friends and I decided to take a trip and then experience was breathe taking. The staff made us feel like Kings and Queens and it was AMAZING. I highly recommend if travel with a large group!

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$1,607

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...

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$976

Bruce Seacastles Vacation Penthouse

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“awesome” arrived at seacastle with a few friends for a girls weekend. The condo was nice,clean and very spacious. Everything was ready when we got there and the owner very courteous and even helped us with an extra night when we missed our flight.the hotel next door had a great bar and we enjoyed our stay very much. I would definitely recommend seacastle for a great relaxation trip

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$194

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Shared indoor pool, Trampoline, Cot available, Table tennis

2 of 4 filters match

Price per night from

$224

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

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$213

Private 2 bed Hill Top Villa to rent rural Jamaica

Santa Cruz villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 4 match: Table tennis, Shared indoor pool, Trampoline, Cot available

1 of 4 filters match

Price per night from

$65

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$276

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. 1 hour 13 minutes

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$138

Secrets and Dreams Studio Suite at Strawberry Fields Together!, Jamaica

Robin's Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$322

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.

1 of 4 match: Table tennis, Shared indoor pool, Trampoline, Cot available

1 of 4 filters match

Price per night from

$729

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.

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$2,476

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!!!

1 of 4 match: Table tennis, Shared indoor pool, Trampoline, Cot available

1 of 4 filters match

Price per night from

$459

Charming Country Cottage with panoramic views

Mandeville b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 4 match: Table tennis, Shared indoor pool, Trampoline, Cot available

1 of 4 filters match

Price per night from

$345

Ocho Rios Beach-front Resort Condo-WiFi

Ocho Rios condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Location yes! housekeeping staff no...” Hello, we just came back from a week in Ocho Rios and had a fantastic time. The condo we rented was not in the tower shown in the picture but in the adjacent hotel, which was good too. And yes, location in great. Right next to a nice beach with a pool in the complex. So, as I mentioned, location was great. However, housekeeping left to be desired. We were told that the condo would be cleaned every 2 days, but after 3 days, no one had come to bring fresh towels or toilet paper! We had to call and call to get some service. Also, when we asked for some dishwashing soap, we were told to use either hand soap or soap for clothes. So aside from the little hickups with the housekeeping staff, I would recommend this rental.

1 of 4 match: Cot available, Table tennis, Trampoline, Shared indoor pool

1 of 4 filters match

Price per night from

$69

Topaz Villa

Runaway Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 4 match: Table tennis, Shared indoor pool, Trampoline, Cot available

1 of 4 filters match

Price per night from

$58

Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$184

1 of 4 match: Cot available, Shared indoor pool, Table tennis, Trampoline

1 of 4 filters match

Price per night from

$287

70 steps to the sand

Negril Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 4 match: Table tennis, Shared indoor pool, Trampoline, Cot available

1 of 4 filters match

Price per night from

$173

Jaca Paradise Villa at The Palms Ocho Rios St. Ann

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$287

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$919

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.

1 of 4 match: Table tennis, Shared indoor pool, Trampoline, Cot available

1 of 4 filters match

Price per night from

$64

SAND CASTLE RESORT

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 4 match: Table tennis, Shared indoor pool, Trampoline, Cot available

1 of 4 filters match

Price per night from

$115

Relax in Sunny Montego Bay Jamaica Free Wi-Fi

Rose Hall house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 4 match: Table tennis, Shared indoor pool, Trampoline, Cot available

1 of 4 filters match

Price per night from

$86

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$632

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$345

Sea View Double Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$224

Twin Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$109

Twin Room in Luxury Villa (2 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$195

Sea View Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$247

Deluxe Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Cot available, Shared indoor pool, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$236

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