Time Out

2 Bedroom, 2 Bath | Chocolate Hole


Beds Baths Location Max Guests
2 2 Chocolate Hole 4


Year In Season Off Season Holiday Additional Info
2020 $3,550/1-2

2020 In Season: January 7, 2020 - April 17, 2020
2020 Off Season: April 18, 2020 - December 18, 2020
* 2020 Holiday Weeks: December 19, 2020 – January 6, 2021 (10 night minimum stay over holidays)

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

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

About Time Out

A beautiful new look for one of our favorite vacation homes!

Time Out is a wonderful home, perched on a hillside in Chocolate Hole East. This fully air conditioned villa is family friendly and offers an elegant retreat after a day at our world famous beaches.

Two equally sized bedroom suites are situated on opposite sides of an open air living/dining room/kitchen area and offer total privacy to two couples or a family with children. Each is furnished with a beautiful mahogany king-sized bed and its own private bath with exotic stone accents.

The central "great room" and both bedrooms open through sliders onto a spacious deck which spans the entire front of the villa. It’s focal point is the solar heated pool (5 feet at its deepest) with a built-in Jacuzzi for those refreshing dips between other island adventures. Enjoy the sunset and the ever-changing views over Chocolate Hole and the glorious Caribbean Sea.

The entire villa is freshly renovated and decorated with a rich yet comfortable decor, accented by rich mahogany and bamboo with a rich plantation feel, perfect for relaxing après beach! A brand new kitchen and with custom cabinetry and granite surfaces has just been added, along with the newly outfitted spa style bathrooms.

Nothing has been overlooked in an effort to provide for your ultimate comfort and every need.

Time Out offers rare combination of elegance and comfort with a practical size and budget. This, along with its beautiful views, proximity to beach and town make this the perfect couples retreat or family getaway!

Villa Photos

Location Map

Its my happy place
Stephanie Yagerman
Posted: Jul 25, 2018
Wonderful views,A/C, affordable
Posted: Feb 29, 2016
We enjoyed our stay and Destination St. John was accommodating and responsive.
Posted: Jan 17, 2016
We stay with two couples at Time Out in January of 2015 and returned January, 2016. Just that fact that we returned speaks to our satisfaction with this villa. We have stayed at six different villas on St. John and really like the location and layout of Time Out. The house is perfect for two couples with matching master suites and wonderful sunshine all day long. While we do enjoy trying different villas we would have no problem staying once again.
Posted: May 5, 2015
Well appointed with modern kitchen. Pool is a nice feature. Nice views of Chocolate Hole and sunsets. Only minutes from town.
Posted: Nov 1, 2014
Lovely villa. Outstanding view as you relax in the pool. Nice amenities and short drive to Cruz Bay where there is an abundance of restaurants & local crafts for sale. Fairly easy to get around once you get comfortable driving.
Posted: Oct 25, 2014
This villa has the perfect size, location and amenities for up to two couples or a family with a few children. The two master suites at opposite ends of the house all have direct access to the pool deck, yet provide desired privacy. The view from the pool overlooking Chocolate Hole couldn't have been better. The proximity to the North Shore beaches, restaurants, the ferry dock and grocery and liquor stores was very convenient - far better than when we stayed previously in Coral Bay area. The well provisioned home was clean and well cared for. The management group we booked through (Destination St. John) was very responsive to our questions. Having the entire house air conditioned was a definite plus. Thanks for our wonderful stay in paradise!
Posted: Jul 28, 2014
Time Out was the ideal vacation rental! Everything we needed was there & useable - from beach chairs to dryer sheets. They have attended to every detail. The views from Chocolate Hole & Time Out are beautiful. I don't think I could have picked a better rental for the two of us for our wedding on the island & honeymoon. The staff at Destination St. John was wonderful & made everything super easy to arrange. Time Out is a winner, by far one of the easiest and best rentals we've done anywhere. If all DSJ vacation rentals are this well equipped, we wouldn't hesitate renting any of them. Thanks again to the staff!
Posted: Jul 28, 2014
The staff at Destination St. John was wonderful & made everything super easy to arrange. Time Out is a winner, by far one of the easiest and best rentals we've done anywhere. If all DSJ vacation rentals are this well equipped, we wouldn't hesitate renting any of them. Thanks again to the staff!
Posted: Jun 28, 2014
Things we loved: spectacular views & sunset, tasteful renovation, great pool, excellent kitchen, air conditioning & fans kept house sufficiently cool, love the location, great arrival good basket from Sam & Jack's Deli.
Posted: May 29, 2014
My husband and we couldn't have been more satisfied with the Time Out villa. It was so quiet and has the most breathtaking view. I would highly recommend it to any couple wanting to escape! We got engaged in St. John, had our honeymoon in St. John, and will continue to visit. I would rent this villa again! My Dad is the one who booked the villa as a wedding present. He with my mother visit St. John often and got us hooked! 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. It was also great that it's located so close to town. We had the time of our lives!
Posted: Apr 23, 2014
As always, our time in St. John was perfect & makes other Caribbean destinations pale in comparison. After snorkeling a different, pristine beach everyday, we would look forward to grilling on the deck and star gazing while floating in the pool. The house was beautiful, comfortable and had amazing views.
Posted: Jul 28, 2013
We stayed at Time Out in Chocolate Hole.July 21-30, 2013. What a beautiful villa with even more beautiful views! This was our third trip to St. John and our 2nd time renting through Destination St. John. Eric met us at the ferry dock and took us to St John car rental to pick up our jeep. He even had a basket of goodies for us in the fridge! We enjoyed the beaches every day and would come back to the villa to just relax and refresh. The pool was such great place to relax and watch the gorgeous sunsets. We stayed out on the patio or in the pool almost everynight watching the cruise ships , the twinkling lights of St. Thomas , and the shooting stars over Chocolate Hole...amazing!.The villa had everything we needed, the bed was very comfortable, the kitchen was stocked with anything we could possibly need, and the bathrooms were just the right size. We are already talking about coming back and would definitely stay in Time Out again. Thanks Destination St John!
Posted: Jul 11, 2013
We stayed at Time Out from June 11 to June 19, 2013. We have been coming to St John for 28 years. We stay anywhere from 3 to 6 weeks. This is our home away from home. Time Out is a perfect two bedroom, fully AC villa that fit our needs this time perfect. Two master suits are mirror image of each other. pool is just out side your door....Perfect A great view of St Thomas. Driveway is a little tough....but once you figure out how to make a u turn at the top...It's all fine. Destinations St John took care of any problem we had immediately. A perfect little place..we will rent it again.
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. Destination St. John arranges vehicle rentals as a customer courtesy. We accept no liability for any problems or disagreements with any rental agency.

Reservation Payment


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