1 Bedroom, 1 Bath | Chocolate Hole


Beds Baths Location Max Guests
1 1 Chocolate Hole 2


Year In Season Off Season Holiday Additional Info
2022 $2,750

2021 Off Season: April 18, 2021 - December 18, 2021
2021 Holiday Weeks: December 18, 2021 – January 6, 2022 (10 night minimum stay over holidays)*
2022 In Season: January 7, 2022 - April 29, 2022
2022 Off Season: April 30, 2022 - December 18, 2022

* Holiday rates MAY include Christmas/New Years, Thanksgiving, Easter, Presidents' Week and Carnival week

2023 $2,950

2021 Off Season: April 18, 2021 - December 18, 2021
2021 Holiday Weeks: December 18, 2021 – January 6, 2022 (10 night minimum stay over holidays)*
2022 In Season: January 7, 2022 - April 29, 2022
2022 Off Season: April 30, 2022 - December 18, 2022

* Holiday rates MAY include Christmas/New Years, Thanksgiving, Easter, Presidents' Week and Carnival week

Additional Guests up to Max Guests, $250/week each.
Hottub Net A/C Kids
View Availability Call Now
Be sure to call to check the very latest availability since bookings can change at any time.

About Rosebay

For large groups of up to 13 people, this villa can also be booked with Jasmine, Periwinkle & Rosebay.
Rates for this are $11,500 Off Season, $14,750 In Season and $18,750 during Holidays.

Tucked into the hillside, this romantic island bungalow offers the best of St John. This newly remodeled, one bedroom cottage is located in the Great Cruz Bay, Chocolate Hole neighborhood. This quiet residential area is a perfect vacation base, just minutes from restaurants, beaches and shopping.

Welcome to Rosebay

Bathed in natural light, this cozy island home has been completely reimagined with beautiful modern beach house furnishings, high end finishes and luxury linens. The sleek new kitchen includes custom cabinetry and stainless steel appliances.
Sleek new kitchen

The perfect base for a couple, Rosebay boasts a king size bed in master with en-suite bath. An inviting great room beckons you to have a seat and take in the views from Hart Bay to Great Cruz Bay and beyond.

Enjoy making meals or preparing a beach lunch to go and dine in air conditioned comfort while you delight in the ocean and garden vistas.
Living and dining area

After a hard day at the beach, relax in the oversized chairs on your private covered deck, then soak in the hot tub and watch the sun go down and the stars come out.
Hot tub

Creature comforts and amenities include cable TV with premium programming and wireless internet access. Of course, full laundry access is on premises.
Living area


Villa Photos

Location Map

Posted: May 1, 2022
Great place! Comfy bed, tasteful furnishings, hot tub, AC & beach chairs greatly appreciated. Kitchen well equipped.
Posted: Feb 25, 2022
Well appointed and clean. Spacious and bright, very comfortable for a long stay. Look forward to returning!
Posted: Dec 21, 2021
We enjoyed our stay in this beautiful villa. What an amazing view of the sunset & bay! The iguanas resting in our tree was an added bonus. The washer & dryer came in handy. My wife loved the soft sheets and comforter and the hot tub!
Posted: Nov 9, 2021
We loved the villa! The view at sunset was amazing every night.
Posted: Oct 24, 2021
The villa is absolutely spectacular. We had a wonderful trip.
Vicky A
Posted: Feb 11, 2021
This is a newly remodeled unit, one of four on the property. They are situated so you have good privacy. It had everything you need for a comfortable stay and being able to do laundry is a huge plus. The deck has a great view and sunsets are super from this location. Highly recommend.
Posted: Dec 6, 2020
This was our second trip to St. John but our first time at Rosebay. The pictures were beautiful but the reality surpassed those. We really enjoyed watching the boats every morning on the deck with our coffee. When we returned at night we always took time to enjoy the amazing sunsets and the hot tub! The cottage has everything we needed and is beautifully furnished. The bed is extra comfortable. The location is also very convenient. We'll be back!
Posted: Jun 4, 2020
Beautiful private villa. The wrap around porch enhanced the gorgeous water views. Our villas had everything we needed. Loved the beachy modern villa vibe. We will definitely recommend Destination St. John Vacation Villas. This was our first trip to St. John, will not be our last. Thank you for the snacks from Sam & Jack's Deli! We did visit them again.
Posted: Mar 4, 2020
We had a wonderful time here in St. John & Rosebay Villa! It's a perfect location far enough away from busy Cruz Bay but close enough for easy access. The villa itself is perfect! Beautifully decorated, comfortable & equipped with everything we need. We really appreciated the beach chairs & towels. We loved St. John - what a little piece of paradise! Also, the welcome snacks were very helpful after a day of traveling.
Posted: Feb 24, 2020
Beautiful villa with all new furnishings and appliances. Location is idea - very private and close to attractions. The welcome basket with snacks was a pleasant surprise and just what we needed for a late arrival. Booking was easy and staff was helpful. Views are amazing We had everything we needed and more and will definitely return!!
Perry P
Posted: Feb 15, 2020
Wonderfull villa!bay
This villa is even better then the photos and description states! Eric, a driver for Destination St John, picked us up at the ferry docks, helped us with our bags, and gave us Island advice-best beaches-restaurants etc…Very nice and helpful! Rosebay villa greeted us with a very clean-wonderful feel with even a welcome bag full of goodies! The few times we called the management company they answered right away-were very helpful and courteous! The views are breathtaking-location is great and villa is completed in a fabulous flow and detail!!
02/15/2020 at 11:29 AM
Posted: Apr 2, 2021
My wife and I have made many trips to St John over the last 20 years. We have used several different agencies and also booked directly from villa owners. One thing we have come to expect is the island moves at a different pace than the mainland. However, the team at Destination St John turned that expectation upside down on our most recent visit. We decided to use our grill one night but discovered it was out of gas. They delivered a full tank the next morning! This is just one example. All interaction with them was prompt and courteous from initial booking to checkout. We will definitely be using them for future visits.
Posted: Dec 5, 2020
Destination St. John was top notch at helping us out with needs, questions and concerns. Easy and fast communication and transactions. What a surprise to find a welcome basket with delicious snacks - great after a long travel day!
Posted: May 30, 2016
...Destination St. John was extremely helpful and quick to respond with all questions, excellent management company! We can't wait to book again for another vacation in paradise!!!!
Posted: May 26, 2016
...The management company (Destination St. John) is always a pleasure to work with.
Posted: May 8, 2016
...The property managers were great. Destination St. John rep met us at dock, and showed us around, and the office promptly answered a few questions we had. They even left a wonderful basket of goodies for us to enjoy on our arrival. We will be back! Thank you Destination St John!
Posted: May 1, 2016
...The folks at Destination St. John were helpful as always. Can't wait to go back!
Posted: Feb 29, 2016
...We also appreciated the Destination St. John staff welcoming us and being helpful. We hope to be back again next year!
Posted: Nov 2, 2015
...We've used Destination St. John many times to rent on St. John and cannot wait to do it again! -truly!
Posted: Aug 6, 2015
...My expectations were far exceeded by the incredibly generous hospitality of Leslie and the team at Destination St. John. There was a special hositality basket with delicious treats.
Posted: Jul 16, 2015
...Destination St. John was easy to work with and our greeter did a great job of getting us settled. We also enjoyed the basket of snacks left in the fridge. I wouldn't hesitate to recommend this property at all!
Posted: Jul 11, 2015
...We highly recommend using the management company Destination St. John to rent this Villa, we have used them for the past 8 years and they are simply the best!!!
Posted: May 28, 2015
...We rented through Destination St John both times and they are professional, friendly, curtious and a pleasure to work with. Thank you Kelly for making both of our stays amazing.
Posted: Mar 24, 2015
...The staff at Destination St. John were very nice, accommodating, and quick to respond to our (literally) last minute request. They had the villa cleaned & ready the next day, with a staff member ready to meet us & show us to the villa...they even put a very nice welcome basket of food/snacks in the refrigerator. Another villa rental company sent me a rude email saying they were too busy to schedule a cleaning service...I'm so glad we stayed with DSJ...Great service!...I plan to use them exclusively in the future.
Posted: Aug 4, 2014
...Destination St John was excellent to work with. We enjoyed the welcome basket after a very long day of travel.
Posted: May 29, 2014
...The Destination St. John website was very informative and well put together, we knew exactly what to expect and couldn't wait to get there.
Posted: May 16, 2014
...Hope to return someday and visit the beautiful island again. And we would contact Destination St. John for accomodations again.
Posted: Jul 13, 2013
...We've been using Destination St. John for the last 6 years for villas and couldn't be more pleased....This Company is the BEST and so are all their employees, they take care of any need/question you may have 24/7.
Posted: Jul 11, 2013
...Destinations St John took care of any problem we had immediately.
Posted: Jul 9, 2013
...Thanks to Destination St John for taking care of us.
Posted: Apr 20, 2013
...Destination St. John left a wonderful gift basket in the fridge which made us feel very welcome. We plan to return to St. John and would certainly book our trip through Destination St. John again!

Security/Cancellation Policy

A $1000 security deposit may be required. Cancellations 60 or more days prior to arrival are non-refundable unless property can be re-committed for reserved dates. If property is recommitted for your dates, a 15% service fee will apply. No refunds will be issued within 60 days of arrival, under any circumstances. We STRONGLY urge you to purchase travel insurance.

Reservation Payment


We accept:

Visa, Mastercard, Discover, Checks