Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Homes
Studios
Villas
Apartments
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Condos
Cottages
Estates
Farmhouses
Hotels
Lodges
Townhomes
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Chocolate Hole Waterfront Vacation Rentals Vacation Rentals(20)

20 Results
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(15)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
(15)
$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
(24)
$3,095 - $6,350
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
(14)
$2,695 - $6,790
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(8)
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(11)
$2,905 - $8,232
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 7 night minimum stay
(7)
  • 3 BR,
  • 3 BA,
  • Sleeps 9
4 - 7 night minimum stay
2 Reviews
  • 5 BR,
  • 5 BA,
  • Sleeps 11
(3)
$215 - $535
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night minimum stay
(3)
$2,950 - $5,650
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
(40)
$1,900 - $2,850
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
1 Review
$242 - $295
per night
5 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
5 - 7 night minimum stay
(13)
$443 - $914
per night
4 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
4 night minimum stay
(12)
$2,800 - $6,000
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
7 night minimum stay
(7)
  • 5 BR,
  • 5 BA,
  • Sleeps 15
(5)
$3,230 - $5,670
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(5)
$7,000
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(20)
Advertisement
 

Recent Chocolate Hole Reviews

Great Location and Lovely View!

5 of 5
We had an absolutely wonderful time staying right on the water, enjoying the kayaks and snorkeling just steps away. The home had everything that we needed to cook meals in, or just a few minutes drive to Cruz Bay, where the restaurant choices were abundant. We love the peaceful neighborhood and will definitely choose this home for our next St. John trip!
  • Submitted: Nov 18, 2014
  • Stayed: Nov 2014

Unbelievable Views and Breezes

5 of 5
We had a wonderful time at Sopra Mare for 10 fun filled days. The views at Sopra Mare were 2nd to none! Every night we left the doors opened in the bedroom - the breezes and sound of the ocean were so relaxing. As vacation rental owners - we were impressed by Mike's quick responses and help for our last minute trip. Everything is in the place was neat, clean and up to date. Colleen - Mike's property manager - was also great and extremely informative. If you have the opportunity to book this place or Mike's other property - you will not be disappointed. Thanks again Mike for a great time and your help.....
  • Submitted: Oct 25, 2014
  • Stayed: Oct 2014

Wedded Bliss!

5 of 5
We got married last weekend at Villa St John under the gazebo by the pool with the reception onsite as well. The event could not have gone better! With over 30 people for wedding and reception, there was plenty of room inside and out and our guests throughly enjoyed this beautiful spot and house!! Our family stayed at the house for the week. We had a couple of single adult family members staying in the main house bedrooms and Jarrid put a few air mattresses on frames in the guest house upstairs for the young adult children/cousins with plenty of room for everyone! The views were awesome and the rooms were very spacious. I loved the window in the shower and saw an iguana in the tree outside the window over the tub. We cooked family dinners in the kitchen with plenty of room for everyone to chip in and plenty of room for dining. Some of the beach chairs had torn bottoms and when I let Jarrid know, we had new ones before the next day! Awesome service!! I would definitely go back to Villa St John, we had a fabulous time. Don't forget your bug spray if you go to St John in the summer time!
  • Submitted: Aug 22, 2014
  • Stayed: Aug 2014