Entire home

Warm ocean breezes waves breaking on coral reef below. 1Bed-1Bath or 2Bed-2Bath

Photo gallery for Warm ocean breezes waves breaking on coral reef below. 1Bed-1Bath or 2Bed-2Bath

Fab views for sunrise and sunset or anytime! Hear the ocean waves below.
You're almost there!
Welcome!
Looking through the front door and you can already see the beautiful ocean.
We're so happy you are here!

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Onsite parking available
  • Kitchen
  • Barbecue grill
  • Balcony
  • Massages in spa
  • Internet access

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

2 bathrooms

lower bath

Toilet · Shower only

upstairs main bath

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Warm ocean breezes waves breaking on coral reef below. 1Bed-1Bath or 2Bed-2Bath

Tradewinds is a quiet, peaceful, private 2 level one OR two bedroom cottage perched above John's Folly Bay in the scenic, tranquil southeastern corner of St. John. In contrast to many cottages in St. John, we are easily accessible from a paved road. No scary gravelly mountain inclines to traverse to get to Tradewinds! Available as either a one or two bedroom charming, large cottage, Tradewinds can accommodate 2-4 guests. If it's just two of you, the downstairs bedroom is locked and unoccupied for the week. IF YOU'D LIKE MORE ROOM, THE DOWNSTAIRS BEDROOM AND BATH CAN BE MADE AVAILABLE TO ACCOMMODATE A TOTAL OF 4 GUESTS FOR AN ADDITIONAL FEE. YOU MUST INDICATE THIS TO THE OWNER THROUGH VRBO
A 45 minute drive from Cruz Bay(ferry arrival point), we are five minutes past Coral Bay, a one minute drive to Salt Pond Beach and Ram's Head. Tradewinds features beautiful sunrises from the large deck and the gentle melody of waves on the beach below.

This charming wooden cottage features light, airy rooms with stunning ocean views throughout. The deck commands a panoramic view of the British Virgin Islands and a southeastern exposure offers breathtaking sunrises-if you're up that early! Steady trade winds keep the house cool on hot days and ensure bug-free evenings.

Renting as a 1BR grants access to the upper level featuring a kitchen/living room/eating area, bedroom and bathroom. Or for more space, rent Tradewinds as a 2BR cottage granting you access to both the upper and lower levels-one bedroom and bathroom on each level. The lower level, accessed by an enclosed outside stairway, features a beautiful bedroom with a private balcony and a bathroom with ocean views. This configuration is designed for maximum privacy between two bedrooms-each with its own private bath. **This set-up is NOT good for small children, as bedrooms are separated and access between levels is via a covered outside stairway.** The choice is yours, one bedroom or two!
** PLEASE NOTE THE 2nd BDRM is an additional $75.00 per night fee which is not going to be reflected in the initial Homeaway quote. The owner will adjust the rate manually to be reflected. Additionally there is a cleaning fee of 175.00 plus tax.
There are only a few other houses on our hillside, ensuring complete privacy in our cottage, with a few houses nearby in case one wanted to wave hello to our neighbors.

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About the area

St. John

St. John is home to this cottage. While the natural beauty of Virgin Islands National Park and Cinnamon Bay Beach can be enjoyed by anyone, those looking for an activity can explore Tortola Cruise Ship Port. Discover the area's water adventures with scuba diving and snorkelling nearby, or enjoy the great outdoors with mountain climbing and hiking/biking trails.
Map
Coral Bay

What's nearby

  • Virgin Islands National Park - 4 min walk - 0.4 km
  • Saltpond Bay - 15 min walk - 1.3 km
  • Saltpond Bay Beach - 16 min walk - 1.4 km
  • Kiddel Bay - 16 min walk - 1.4 km
  • Johnson Bay - 3 min drive - 2.4 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 99 min drive

Restaurants

  • Sebastian’s Seaside Grill
  • ‪Skinny Legs - ‬7 min drive
  • ‪Shambles - ‬23 min drive
  • ‪Trunk Bay Beach Bar - ‬27 min drive
  • ‪Maho Crossroads - ‬15 min drive

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 69 out of 69 reviews
Rating 8 - Good. 0 out of 69 reviews
Rating 6 - Okay. 0 out of 69 reviews
Rating 4 - Poor. 0 out of 69 reviews
Rating 2 - Terrible. 0 out of 69 reviews

10/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Lauren V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time staying at Tradewinds. STJ feels like a second home for us and Krista’s house is our favorite rental so we grab it anytime it’s available for our travels. Krista and Lenny a so easy to work with and their home is wonderful! Truly a delight staying here and look forward to future trips.
Stayed 7 nights in Jan 2026
Response from VrboOwner on 18 Jan, 2026
You guys were THE BEST! and we hope you come back anytime you want!! Thanks for the good humor, laughs and being such super guests!!!
Verified

10/10 Excellent

robert p.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We had a great stay at Tradewinds

So hard to say goodbye to this darling cottage!!
Stayed 7 nights in Jul 2019
Response from VrboOwner on 6 Mar, 2020
We are so happy that you had a lovely stay. Please come back anytime!
Verified

10/10 Excellent

Joyce H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing views, peaceful, lovely villa

We have stayed at tradewinds since 2006, and return as often as we can...it's that beautiful!
Stayed 7 nights in May 2021
Response from VrboOwner on 21 Jun, 2021
Thank you for your endearing review of Tradewinds and more so your devotion to returning for so many years. We very much appreciate our long time returning guests and we thank you. The door is always open for you!
Verified

10/10 Excellent

Brandy J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection -again!

This is our second stay at Tradewinds and it was once again perfect! The view is breathtaking! The cottage is clean and has everything you need for a perfect visit. Krista checks in from time to time and responds quickly to questions. Great place to stay - don’t miss out!
Stayed 7 nights in Dec 2024
Response from VrboOwner on 5 Jan, 2025
We love having you guys always! Thank you for your super special review and thank you too for adding to the love and memories that we want Tradewinds to give every guest. Please please come back anytime!!! Merry Christmas
Verified

10/10 Excellent

Tom C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Magnificent Views from the Deck

Tradewinds is a wonderful spot off the beaten path in the Salt Pond area. After a day exploring the island we would return to views of Norman Island and Coral Bay. Krista was very informative and responsive to any inquiries. I highly recommend Tradewinds.
Stayed 8 nights in Dec 2024
Response from VrboOwner on 8 Jan, 2025
Thank you for your kind review and please come back anytime. You were all such wonderful guests and the door is always open for your entire family!
Verified

10/10 Excellent

Lisa R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The view!

We had a terrific time in St. John and loved staying at Tradewinds Cottage. The views were amazing and we felt at home right away. It had everything we needed and we enjoyed having a few less crowded beach options a short ride from the house. We would highly recommend Tradewinds Cottage!
Stayed 7 nights in Jan 2021
Response from VrboOwner on 23 Jan, 2021
Thank you for the very kind review and also for being such awesome guests!! We loved having you and we certainly hope that you will come back again anytime!!!
Verified

10/10 Excellent

Joe T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A real gem!

Tradewinds was a terrific choice for our family of four adults - our first trip to St John. If you are planning to stay on the east side of the island, you don't need to look any further. Tradewinds offers spectacular views, comfortable accommodations, easy access to great beaches and snorkeling, amazing stargazing, beach gear and a fully equipped kitchen. Krista is a super friendly, helpful and responsive host. We can't wait to return!
Stayed 7 nights in Dec 2024
Response from VrboOwner on 9 Jan, 2025
Please come back whenever you want! Thank you all for being such easy and great guests. You know how to find your back to Tradewinds and we hope to see you again soon!!!
Verified

10/10 Excellent

shef m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful vacation

This was an excellent place to stay, perfect for just the two of us or if you wanted to add to others there is a downstairs with great views also. Quiet neighborhood with friendly people. It is a bit of a hike to and from Cruz Bay but we enjoyed the drive every day. Would recommend this place to anyone that’s looking for a quiet hideaway
Stayed 7 nights in Apr 2021
Response from VrboOwner on 8 May, 2021
We are so happy you came to stay with us and enjoyed all that Tradewinds has to offer. Thank you for your kind words and praises of the cottage. We are glad you were happy and do hope that you will return anytime. Sunny regards, Krista
Verified

10/10 Excellent

Edward C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cooper review

Great accommodations, clean, wonderful sunrise every morning, super easy to travel to and close to the day hikes we do when in St John. Thank you!
Stayed 7 nights in Dec 2019
Response from VrboOwner on 6 Mar, 2020
We are so happy that you enjoyed yourselves and Tradewinds treated you like a royal guest. Please come back and see us again anytime since I believe you are a regular to the island. Thank you for staying with us!!!!
Verified

10/10 Excellent

marc s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We love St. John

Our stay at Tradewinds was wonderful. The house is lovely. Well suppled and clean, all that you could need. Unbelievable view. We would recommend it .
Stayed 7 nights in Nov 2021
Response from VrboOwner on 2 Dec, 2021
Thank you for your very kind review. Please please come back anytime! We loved hosting you both!
Verified

10/10 Excellent

Edward C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation.

This was our 2nd trip here and it will not be the last. This is a very well appointed property, nothing more you could really need. There is always a breeze to keep you comfortable and is in a very quiet location. We look forward to coming back again. Thanks,
Stayed 7 nights in Dec 2021
Response from VrboOwner on 3 Jan, 2022
Thank you for staying with us again !!! We can’t wait to have you back anytime!!! Hopefully we will see you in 2022!!!
Verified

10/10 Excellent

Richard F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sunrises in Paradise

Everything about this stay was great. One one direction it's just a two minute drive to Salt Pond bay and the trail head to Rams Head, and in the other direction it's only 10 minutes to Skinny Legs' amazing burgers or a half hour to an amazing sunset view at Trunk Bay. Waking up every morning to an amazing sunrise right from your back porch was indescribable. We absolutely recommend the property to anyone looking to get away
Stayed 5 nights in Aug 2019
Response from VrboOwner on 6 Mar, 2020
We are so happy to know that Tradewinds treated you well while you were staying. Nothing is more rewarding than when all is said and done our guests have had a memorable and fabulous visit. Please do come back again anytime now that you know the way. Sunny regards, Krista
Verified

10/10 Excellent

Jeremy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

There's no place like home

It took all of 5 minutes after arriving for our 2nd stay to feel like we were home. What more can I say?
Stayed 8 nights in Apr 2022
Response from VrboOwner on 31 May, 2022
So happy to hear it truly feels like home for you. “ You know the way home” Come back soon! You guys are the best guests!!!
Verified

10/10 Excellent

Lawrence M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay.

For two adults Tradewinds is pretty close to perfect. The cottage itself felt very light and airy with amazing views of John’s Folly. Check in was easy and the owner was very responsive to questions. Like most of St. John, you would be wise to utilize a four wheel drive Jeep to access the house. But don’t worry, the driveway is not crazy steep like some and is easy to find.
Stayed 8 nights in Dec 2022
Verified

10/10 Excellent

Jeremy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceeded Expectations

Exactly what I pictured and hoped for--which is rare. The property manager and owner were both delightful to deal with and good communicators. We've been coming to the islands for 35 years and this place felt like coming home.
Stayed 9 nights in Jul 2021
Response from VrboOwner on 28 Jul, 2021
We thank you for your warm and lovely review. We truly try our best to make each guests stay a memorable and easy experience. Thank you for making our home your home. It takes two, both sides and guests who also are wonderful to work with. The door is always open to you and your family. Please come back again any time!!
Verified

10/10 Excellent

Corey J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular!

From the moment we booked this trip to St. John, I knew I was looking for something special. Tradewinds is exactly that! Spectacular views, beautiful accommodations and a very well stocked house. Krista has a real gem here! Can’t wait to come back!
Stayed 4 nights in Jun 2019
Response from VrboOwner on 6 Mar, 2020
We are so happy that you enjoyed your stay with us at Tradewinds!! Thank you for your kind words and review and we sooo look forward to your return!!! We will be hoping and waiting to hear from you again!! Sunny regards, Krista
Verified

10/10 Excellent

Beth W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Tradewinds is a charming cottage perched on a hillside with incredible views. It is on the sleepier side of St. John, which made it even more relaxing, but there are small grocery stores and a handful of restaurants just a 10 minute drive away. There are a few beautiful beaches nearby and it's a 20-30 minute drive to the more popular beaches on the north side of the island. Krista was extremely responsive and helpful throughout. We really enjoyed our visit!
Stayed 7 nights in May 2022
Response from VrboOwner on 2 Jun, 2022
We are so glad to know your first visit with us was pleasurable and relaxing. We try very hard to make it the best we can for everyone. Our repeat guests come back every year and we hope to see you again soon. Thank you for bring such wonderful guests!
Verified

10/10 Excellent

Patrick

Liked: Cleanliness, amenities, property conditions & facilities, communication
The view from this property overlooking the ocean is fabulous. We could hear the waves hitting the shore. We would spend the evenings lying on the deck amazed seeing the stars overhead. This property is on the quiet side of the island away from all the lights of Cruz Bay allowing for the wonderful nighttime light show!
Stayed 21 nights in Jan 2024
Verified

10/10 Excellent

Brandy J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!!

This was perfect for our family! The downstairs bedroom was enjoyed by our 18 and 22 year old sons…a nice separation for them. Everything we needed was available (beach chairs, beach towels, cooler and beach bags,). The view is insurmountable- anytime of the day. We fell in love with Tradewinds and will be back!
Stayed 7 nights in Dec 2023
Response from VrboOwner on 10 Jan, 2024
We loved hosting you and you were the best guests! Please come back anytime. The door is always open for you. Thank you so much for everything!
Verified

10/10 Excellent

Mary F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise

Trade winds was as beautiful if not better than advertised. That deck and those views!! Loved all the windows and watching the sunrise in the morning and a beautiful full moon rise one evening. Thank you Krista for all your good information!
Stayed 8 nights in Jan 2021
Response from VrboOwner on 4 Feb, 2021
We so enjoyed having you both. Please return anytime!!!!
Verified

10/10 Excellent

Andy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter Vacation

My wife and I stayed at Tradewinds with some friends for a week in the sun! The house was perfect for us with two private sleeping spaces and associated bathrooms. The views from the home are breathtaking. The home was very clean and located 10-15 minutes from Coral Bay resulting in a quiet and secluded stay while being close close to great food and beaches. Krista was an excellent host: she was very responsive with messages before and during our trip. We would 100% stay here again.
Stayed 7 nights in Jan 2024
Response from VrboOwner on 15 Jan, 2024
You guys were awesome and we look forward to hosting you again anytime! Please come again! Thank you for being so wonderful!
Verified

10/10 Excellent

Michelle H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Views!

Trade winds has the most amazing views and also lives up to its name with cool, constant winds that remind you that you are squarely in a sailors dream. Loved seeing BVI lights at night and sunrise in the morning. The cottage has everything you need for beach excursions. Less than 5 minutes to Salt Pond beach and the beautiful Rams Head trail. Missing SJ already!
Stayed 8 nights in Jun 2022
Response from VrboOwner on 13 Jun, 2022
You guys were awesome guests so please please come back anytime! So happy you enjoyed yourselves. Tradewinds aims to please always. Thank you and please do return soon.
Verified

10/10 Excellent

Kent N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

First visit to the Quieter Side

We had a wonderful stay at the Tradewinds! The house was clean and bright upon arrival, had all of stuff we needed for a comfortable stay and there was no better feeling then throwing all the windows and doors open and having a constant breeze flowing. Loved the water dishes out front that always kept us looking for birds, frogs etc each morning or upon returning later in the day. If you are looking for a great secluded place near Coral Bay, the perfect spot.
Stayed 7 nights in Jul 2019
Response from VrboOwner on 6 Mar, 2020
Thank you so much for your wonderful review of Tradewinds! The house is appropriately named as those delicious cool breezes that come off the ocean are steady and welcoming in the summer heat. We are so glad you had a perfect time. Please come back as soon as you are able. We love making new friends and family at Tradewinds! Sunny regards, Krista and Lenny
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything, and then some.

Location high above the sea with endless views. Early morning on the deck with a coffee watching the sun rise. Ahhh! Cottage is equipped with everything you need if you want to eat in and several eating and drinking places five minutes away in Coral Bay. Beaches and hiking and snorkeling minutes away. The current owners have upgraded and beautified the cottage. We won’t go anywhere else on St John.
Stayed 8 nights in Apr 2023
Response from VrboOwner on 11 May, 2023
We were so honored to have you return after all of those years. If I recall this was your 4th visit to Tradewinds? Well, just know that it's your home too. We look forward to seeing you again. Thank you for being such wonderful and loyal guests. Cheers!
Verified

10/10 Excellent

Stacey M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding view and host!

Relaxing oasis, amazing views with a caring host who helped us through unchartered waters; an unexpected tropical storm. Krista’s property manager, Mike was knowledgeable and helpful- who arrived promptly to help secure the property before the storm arrived. Storm didn’t dampen our stay!! We took advantage of the downtime to relax and read! Krista’s home is well furnished, well appointed and I’d highly recommend!!!! Thank you for your caring ways, Krista
Stayed 4 nights in Jul 2020
Response from VrboOwner on 3 Aug, 2020
Hoping you will all return when we have calmer waters. :-) Thank you for your kind review. We hope to see you again soon!! Sunny regards! Krista
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