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Chocolate Hole House Rentals(18)

18 Results
$1,960 - $4,200
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 6
7 night minimum stay
(13)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night minimum stay
(12)
$3,500 - $5,500
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
7 night minimum stay
(3)
  • 5 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 12
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 7 night minimum stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(14)
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
5 night minimum stay
(3)
$6,750 - $11,900
per week
5 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
5 night minimum stay
$4,500 - $7,600
per week
5 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
5 night minimum stay
$7,000 - $11,500
per week
5 night minimum stay
  • 4 BR,
  • 5 BA,
  • Sleeps 8
5 night minimum stay
$3,000 - $5,700
per week
5 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 9
5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(4)
$257 - $500
per night
5 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
(6)
$4,900 - $8,000
per week
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 night minimum stay
$8,500 - $14,000
per week
0 - 5 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
0 - 5 night minimum stay
$8,700 - $14,000
per week
5 night minimum stay
  • 4 BR,
  • 6 BA,
  • Sleeps 8
5 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
1 more choices from the HomeAway Network
$3,745 - $5,880
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(7)
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Recent Chocolate Hole Reviews

Gorgeous, private get-away

5 of 5
Our stay at Arcadia was absolutely wonderful! It was our third trip and by far our favorite. The location of the villa is so convenient for daily trips to the beach and also, the awesome local shopping. The property manager was very helpful, with suggestions for THE best restaurants, (our fav is Asolare), shopping, groceries, and of course, the gorgeous beaches. The villa is private & secluded which met our needs perfectly. The bright cheery main house had all the amenities, and the bedroom was large & spacious with a VERY comfy king sized bed. The pool was perfect for relaxing after a warm day at the beach. We also enjoyed daily hikes from the villa that provided beautiful views of the ocean and secluded homes in the area.
  • Submitted: Mar 26, 2015
  • Stayed: Nov 2014

Came again, brought friends!!

5 of 5
We had such a good stay last year we had 2 other couples want to come with us this year. We love the new pool and deck. We saw deer in the yard along with lots of Iguanas in the bushes. We enjoyed the deck/pool view each morning and evening. This is a great house, very convenient to the grocery stores, Cruz Bay and the roads around the island to the beaches. We love staying here and look forward to getting back soon. Thanks again.
  • Submitted: Mar 23, 2015
  • Stayed: Feb 2015

Stunning Views and Beautiful Home

5 of 5
We stayed at Sweet Dreams Villa in February and are still telling all of our friends about the lovely home in Chocolate Hole. The house is indeed "funky" but it was perfect for our group. The kitchen was well-stocked and had everything we could possibly need with the exception of an ice maker (which was easily remedied by a trip to the grocery store 5 min away to get ice). The views are absolutely amazing. We watched the sunset every evening from the beautiful porch. The house is very spacious and perfect for a group. We felt we had plenty of privacy from our friends, but there was great common space. We were a bit leery that there was no central AC, but the bedrooms got cold very quickly and the rest of the house was fine temperature wise except for late afternoon. The owners were very responsive and made sure we had everything we need before we left for St. John. The property manager was also very responsive to all of our needs during our stay - we notified him that one of the beach chairs broken and he brought a new one to the house within a few hours. The porch and deck are amazing spots to eat and we loved sitting in the hot tub in the evening watching the stars. I would highly recommend Sweet Dreams Villa - we had a wonderful stay and cannot wait to return.
  • Submitted: Mar 8, 2015
  • Stayed: Jan 2015