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Chocolate Hole Vacation Rentals(32)

32 Results
$500 - $800
per night
2 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
2 - 7 night minimum stay
(15)
$214 - $357
per night
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 7 night minimum stay
(18)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(15)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
4 - 7 night minimum stay
(18)
$1,450 - $2,980
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
3 night minimum stay
(3)
$1,571 - $2,857
per night
5 - 7 night minimum stay
  • 6 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 16
5 - 7 night minimum stay
(25)
$1,571 - $3,000
per night
5 - 7 night minimum stay
  • 6 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 17
5 - 7 night minimum stay
(25)
$300 - $485
per night
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(18)
$471 - $929
per night
6 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
6 - 7 night minimum stay
(48)
$1,960 - $4,200
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 6
7 night minimum stay
(10)
$2,850 - $6,350
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
(17)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night minimum stay
(7)
$2,695 - $6,890
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(8)
$3,500 - $5,500
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
7 night minimum stay
(3)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
(3)
$2,590 - $7,198
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
  • 4 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
(3)
  • 5 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 12
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 7 night minimum stay
(7)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 7 night minimum stay
(3)
$2,500 - $5,750
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
(44)
9 more choices from the HomeAway Network
  • Studio,
  • 1 BA,
  • Sleeps 2
5 - 7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(38)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 5 night minimum stay
(6)
  • 5 BR,
  • 5 BA,
  • Sleeps 15
(5)
$350
per night
4 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 5 night minimum stay
(7)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(22)
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Recent Chocolate Hole Reviews

Beautiful Villa with Great Location!

5 of 5
We stayed at the villa the week of January 10th. Sweet Dreams has amazing views, and we liked that it wasn't a long drive from Cruz Bay. Yes, Iguana Road is a bit steep and rough, but it is worth it to arrive in a peaceful and beautiful setting. The villa itself has everything you need and is tastefully and cheerfully decorated with that "island feel." We really appreciated the welcome package as that has never happened before on either our last stay at St. John or St. Thomas. With recent updates we could tell that the owners have worked hard to make this a special place and take pride in this immaculate home. We had two couples stay at the villa, but with the beautiful unit downstairs, it would be great to have three couples spending time together. Missing St. John already!
  • Submitted: Jan 27, 2015
  • Stayed: Jan 2015

Fabulous Place to stay

5 of 5
We had our family Christmas celebration here and it was fabulous! Grandparents, Parents and young adults and all of us would say this was a slice of heaven. This was our first trip to St. John and it won't be our last :) The home was very clean and lots of extras to enjoy. Some of us woke up every morning and went paddle boarding, some khaking, snorkeling and some yoga on the rock and then some just had their coffee and watched everyone having a great time. We loved the pool and hot tub every day too. WE had Captain Mike take us in the sailboat over to soggy dollar which was so fun, and he was amazing!!! We did this on Christmas, he helped us get grandparents in dingy to sailboat, showed us around some of the islands, nice lunch and drinks too. Paul , the owner, was very hands on , making sure we were all happy , he too was just amazing. Oh and I can't forget Jennifer our massage therapist that came to the house -Wow-what a treat!!! We ate at Woody's(loved the fish bites which were recommended by Captain Mike) Morgan's Mango,High Tide(not so good but right next to Ferry) We really loved cooking at our home too. We would go back tomorrow- but must work - someday!!! We all loved this beautiful home and thank Paul for letting us come and taking such great care of us.
  • Submitted: Jan 21, 2015
  • Stayed: Dec 2014

Great Location Amazing Views and Sunset

4 of 5
Our family spent 2 weeks over the Christmas holiday at Villa St John and had a wonderful time. The location is perfect for trips into Cruz Bay. We had 9 adults and had plenty of room as the house is large and spacious. We balanced the trip between eating out and cooking in the open kitchen which allows for great interaction and a festive cocktail hour. Jared who manages the home was most accommodating, he got us settled and was helpful arranging everything from a boat charter to in home massages. Any problems were quickly addressed and we would recommend any group to stay at the property.
  • Submitted: Jan 7, 2015
  • Stayed: Dec 2014