Vacation Rentals & Houses in Jamaica

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346 houses

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$345

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.

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$2,469

VILLA MARA

Mammee Bay villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 19

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$3,434

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!!

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$252

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$345

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...

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$975

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$631

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!

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$1,603

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$918

Villa Sweet Villa Luxury Vacation Rental - 9 BD with Full Staff Montego Bay

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$2,868

Silent Waters Villa - Private Luxury Villa

Montego Bay villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

“Life Changing” I stayed at Silent water's villa with my family some years back. I must agree that the feeling when you first arrive at this villa is the most special aspect. When we arrived at the villa, the full staff of about 10 people were uniformed, in a row and waiting the greet us! When our guests walked into the main entrance of the property, they were completely blown away. We occupied the entire space, including the owner's suite, and it was an experience that has put a positive outlook on our lives ever after! If you have the chance, stay at Silent Waters.

Responds fast! avg. 1 hour 22 minutes

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$3,944

Luxurious Beachfront Villa Paradiso - 5 Staff with Coach and Driver

Ocho Rios villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$2,180

Windfall Villas... FREE TRANSPORTATION AND MAID

St James, Montego Bay villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$345

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$5,258

Sugar Magnolia

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$2,715

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$172

Timbuktu by the Sea

Boscobel villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$2,571

Ambiance Sea Salt (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$3,959

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$4,513

Villa Amana (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$3,346

Ambiance Sea Salt (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Table tennis

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Price per night from

$3,299

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itti Barry Villa Near Dunn's River Falls

Mammee Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Table tennis, Private outdoor pool (unheated)

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Price per night from

$619

Sun, Sea, Sand, Nature

Cave house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Table tennis, Private outdoor pool (unheated)

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Price per night from

$86

LAEL's Suite Oasis

Port Royal apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Table tennis, Private outdoor pool (unheated)

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Price per night from

$218

1 of 2 match: Table tennis, Private outdoor pool (unheated)

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Price per night from

$802

Bee Happy - Stylish Renovation and Breathtaking Views

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Table tennis, Private outdoor pool (unheated)

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Price per night from

$814

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

Robin's Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$322

JAZZY Glen's Place

St. Ann's Bay house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$75

Cathreen's Oasis

Priory house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$104

Cozy House in Stonebrook Manor

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$121

Harmony Hill - Ideal Holiday Retreat

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$4,425

Family room - triple, double or single. Shared Bathroom

Port Antonio guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$69

HomefromHome Master ensuite room Ocho Rios pool/gym/tennis/basketball attraction

Mammee Bay private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$52

The Cozy Haven by the Beach

Lucea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$115

NEGRIL HOTEL LUXURY BOUTIQUE

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

1 of 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$81

SeaShell Villa Partial Ocean View

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$345

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 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$194

BUCKINGHAM VILLA & SUITES - MOSQUITO NET/FANS

Buff Bay private room

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Table tennis

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Price per night from

$172

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