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Jamaica Boats or Houses(66)

66 Results
$80 - $90
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 night minimum stay
(20)
$219 - $255
per night
3 - 4 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 15
3 - 4 night minimum stay
2 Reviews
$120
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
1 Review
$14,000 - $21,000
per week
7 night minimum stay
  • 7 BR,
  • 8 BA,
  • Sleeps 16
7 night minimum stay
(3)
$1,140 - $1,495
per night
2 night minimum stay
  • 8 BR,
  • 8 BA,
  • 2 HF BA,
  • Sleeps 19
2 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 10
(5)
$125 - $135
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
3 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 6
2 night minimum stay
(6)
$643 - $714
per night
4 - 7 night minimum stay
  • 4 BR,
  • 5 BA,
  • Sleeps 9
4 - 7 night minimum stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 night minimum stay
$70
per night
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 night minimum stay
(6)
  • 2 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 3
2 night minimum stay
2 Reviews
$91 - $107
per night
2 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 3 night minimum stay
(22)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
2 night minimum stay
$170 - $190
per night
3 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(39)
  • 7 BR,
  • 9 BA,
  • Sleeps 14
5 night minimum stay
1 Review
  • 4 BR,
  • 2 BA,
  • Sleeps 12
2 night minimum stay
(4)
$15,000 - $24,500
per week
7 - 14 night minimum stay
  • 10 BR,
  • 10 BA,
  • 1 HF BA,
  • Sleeps 20
7 - 14 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
7 - 14 night minimum stay
$1,490 - $2,914
per night
4 - 5 night minimum stay
  • 7 BR,
  • 8 BA,
  • Sleeps 14
4 - 5 night minimum stay
  • 16 BR,
  • 16 BA,
  • Sleeps 32
5 night minimum stay
$1,929 - $3,714
per night
4 - 5 night minimum stay
  • 6 BR,
  • 6 BA,
  • Sleeps 12
4 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 7
5 - 7 night minimum stay
$1,857 - $3,286
per night
7 - 12 night minimum stay
  • 8 BR,
  • 7 BA,
  • Sleeps 16
7 - 12 night minimum stay
$4,000 - $7,000
per week
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 7 night minimum stay
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 12
7 - 12 night minimum stay
 

Recent Jamaica Reviews

The Real Jamaica!

5 of 5
After many years of traveling and living around the world before having kids, this was our first time traveling with the kids. They'd been on vacations before (i.e., Disney, all-inclusives, US vacation rentals, etc.), but this was the first time they'd travel like we used to--living like and with locals, visiting places off the beaten path, absorbing culture. Rose Apple Villa was the perfect home base for us and our trip was amazing! Our kids are 6 and 8. They loved exploring the beautiful property (my son became quite adept at climbing coconut trees...), visiting with the neighbor's pigs and bunnies, hanging out with the dogs, swimming in that massive pool! Even homework was more fun on the veranda with the fantastic view. We all fell in love with Jacquie and happily took advantage of the cooking option- she is an amazing cook! My son would take one bite of food, then run into the kitchen and hug her and tell her he loved her (which is saying a lot, because his biggest concern on this trip was "someone who couldn't cook as good as mom"). We had so much fun shopping for ingredients in the local specialty markets with her, the house was immaculate despite all the in and out we did, she did our laundry (!!) and she braided my daughter's hair so we didn't have to get it done in the market. I wish we had Jacquie at home! It was a real treat. Wayland was lovely and took care of everything we needed him to - we visited during a drought, so water deliveries were necessary (and satellite service calls because the water guys knocked the wires out). Everything was taken care of while we were out with only minor inconvenience. Kirk drove us not just to local places (i.e., grocery store, internet cafe, Chukka Adventures), but all over the island--to YS Falls, Alligator Pond (Little Ochie's is all it's cracked up to be!), Kingston, Port Antonio, even a local orphanage so we could visit and our kids could help out. He's a superb driver (those roads in the mountains are nuts!), has a killer reggae collection, answered all 10,000 questions we asked, his rates were totally reasonable and he's just a really nice guy. We sorta fell into going to Jamaica after a trip to Puerto Rico didn't work out and we all feel so lucky things ended up this way and that we found Rose Apple Villa. This was the perfect introduction to travel for our kids and we were both amazed with how much Jamaica had to offer those who wanted a true travel/culture experience as opposed to the resort stuff.
  • Submitted: Dec 9, 2014
  • Stayed: Nov 2014

Frozen Tundra

5 of 5
We traveled Feb 15-22 of 2014. At first we were unsure if we made the right decision to book a villa instead of an all inclusive resort. So glad that we decided to try something different and stay at this villa. A few of the other couples that traveled with us have traveled to many places and have gone on a number of cruises. At the end of the week they had said, this was the best vacation that they have ever taken!!! There were 6 couples in our party and we never felt crowded in this spacious villa! Plus there were plenty of lawn chairs and water equipment for all of us. This villa could accommodate 14+ people easily. Each room is so private and quiet with very comfortable beds. The staff were like family and made our stay so pleasant and memorable. The food was fantastic! The home was amazing and the beach was beautiful! The owners are awesome! They went out of their way to meet all our needs. The owners even arrange an unforgettable orphanage trip to the Jackie Roots Project for us. We hope to someday return to do some mission work for the Jackie Roots Project. Everything about this vacation was amazing!! We have never been so pampered in our whole life!! We cannot wait to come back! :)
  • Submitted: Dec 8, 2014
  • Stayed: Feb 2014

5-Star!

5 of 5
Our family recently had the pleasure of vacationing at ‘Brown Shuggah.’ The listing couldn't be more accurate. Every aspect of this home is absolutely breathtaking; the layout and design are exquisite, the views are stunning, the staff are delightful and the food was delicious! The best way I can describe Brown Shuggah is that It felt as though you were walking into a feature home of Architectural Digest. We were also able to take advantage of some of the tours that Chukka had to offer and we were very impressed. All in all, it was a 5-star vacation and we can hardly wait to return next year. Many thanks to Anna & Daniel and their team for creating such a memorable vacation for our family.
  • Submitted: Nov 22, 2014
  • Stayed: Aug 2014