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

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January 2025

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Sun loungers, beach towels
Interior
Sun loungers, beach towels
2 bedrooms, in-room safe, iron/ironing board, WiFi
Sun loungers, beach towels

Reviews

10 out of 10

Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4102 sq m

Popular amenities

  • Parking available
  • Barbecue grill
  • Outdoor space
  • Kitchen
  • Ocean view

Explore the area

Map
Coral Bay
  • Virgin Islands National Park
    3 min walk
  • Virgin Islands Coral Reef National Monument
    20 min walk
  • Pizzabar (In Paradise)
    4 min drive
  • St. Thomas (STT-Cyril E. King)
    102 min drive

Room options

About the area

St. John

In St. John .Stay at this St. John cottage and you'll be within half a mile (1 km) of Virgin Islands National Park and 2 miles (3 km) of Saltpond Bay. Virgin Islands Coral Reef National Monument and Johnson Bay are also within 2 miles (3 km).
View more Cottages in St. JohnOpens in a new window

What's nearby

  • Virgin Islands National Park - 3 min walk
  • Johnson Bay - 4 min drive
  • Trunk Bay - 13 min drive
  • Cinnamon Bay Beach - 21 min drive
  • Maho Beach - 23 min drive

Getting around

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

Restaurants

  • The Willy T
  • Pirates Bight
  • ‪Skinny Legs - ‬7 min drive
  • ‪The Windmill Bar - ‬24 min drive
  • 1748 Restaurant

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property manager

Krista DeRoma

Languages

English, Italian

Property amenities

Beach

  • Beach towels
  • Beach sun loungers

Pool/Spa

  • Massages

Internet

  • WiFi available

Parking and transportation

  • Onsite parking
  • Car required

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Blender
  • Lobster/crab pot
  • Toaster
  • Paper towels

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bed sheets provided

Bathrooms

  • 2 bathrooms
  • Shower
  • Toilet paper
  • Towels provided
  • Soap
  • Hair dryer

Living spaces

  • Living room

Entertainment

  • TV
  • DVD player
  • Books
  • Games
  • Music library
  • Video library
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Near laundromat

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property
  • Note from host: No smoking ever!!

Services and conveniences

  • Safe
  • Chef
  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital

Things to do

  • Birdwatching nearby
  • Swimming nearby
  • Snorkeling nearby
  • Hiking/biking trails nearby
  • Fishing nearby
  • Mountain climbing nearby
  • Scuba diving nearby
  • Windsurfing nearby
  • Ecotours nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit

General

  • Unit size: 1100 sq ft (102 sq m)
  • Property does not allow children

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 28

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • This property does not allow children.
  • Note from host: Not ideal for young children

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 65 out of 65 reviews" "
Rating 8 - Good. 0 out of 65 reviews" "
Rating 6 - Okay. 0 out of 65 reviews" "
Rating 4 - Poor. 0 out of 65 reviews" "
Rating 2 - Terrible. 0 out of 65 reviews" "

10/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness
Return to Paradise
Tradewinds Cottage has everything you need for a St John vacation. Well equipped kitchen plus coolers and beach chairs for hitting some of the best beaches in the world. A deck with a fabulous view high above the ocean. Comfortable furniture inside and out. Neat and very clean. You may be on the “quiet” side of St John but there many bars and restaurants for those days when you want to eat out. The island is small so no attractions are very far away. Krista, the host, treated us like family and was quickly available by text to fix any minor problem. My strongest recommendation for Tradewinds Cottage is that this was our fifth time there.
Stayed 8 nights in Apr 2024

10/10 Excellent

Patrick, Leawood

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
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

10/10 Excellent

Andy S.

Liked: Cleanliness
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

10/10 Excellent

Brandy J.

Liked: Cleanliness
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

10/10 Excellent

Thomas H.

Liked: Cleanliness
Perfect for Couple
This was our fifth trip renting a home in St. John and our fourth staying in Coral Bay area. Tradewinds is our favorite to date! The house is well appointed and the interiors are up to date and very tasteful. It is very slightly trapezoid in plan which adds to the charm. We were a little concerned on booking that it did not have AC, but it was not an issue. There was steady breeze all day. In fact, it could be cool in the evening. The location was ideal for us, located between two of our favorite haunts, Miss Lucy's and Salt Pond, and close to the main road so getting in and out was a breeze (has been issue at other rentals). We were able to reach the northern and east end beaches in 20 minutes (don't miss Haulover north if you snorkel). We did not have any issues but the Owner checked in on us to make sure everything . We had a wonderful time and would definitely book again.
Stayed 7 nights in May 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness
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

10/10 Excellent

Kathleen B.

Liked: Cleanliness
Perched on a hillside
Perched on a hillside with excellent views & easy access.. We four adults had plenty of room with two bedrooms. Kitchen is well appointed. Large sea facing windows in every room. Great deck for afternoons after exploring & snorkeling. Beds & pillows very comfortable. We signed into Netflix & PBS with our code. Wifi is spotty but adequate. (I hear that is Island wide though.). Wonderful breeze all day & night. Very safe, quiet & private setting. Krista, the host is very responsive & very friendly. She was a great help when one of us needed direction for a medical issue that occurred. She has a very positive/ can do attitude. It was a pleasure working with her.
Stayed 11 nights in Jan 2023

10/10 Excellent

Lawrence M.

Liked: Cleanliness
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

10/10 Excellent

Linda L.

Liked: Cleanliness
A wonderful stay at a beautiful cottage!
Our experience was A+ in every way. Krista was a communicative host and her home is the perfect place to enjoy the Coral Bay side of St John. We enjoyed hiking, snorkeling, reading, cooking and relaxing. Tradewinds is so comfortable for sleeping with cool breezes and the view from the deck all day is sublime. You will not find a rental better set up for cooking and enjoying meals without the need to eat out every night. We thoroughly enjoyed our stay!!
Stayed 10 nights in Dec 2022

10/10 Excellent

Michelle H.

Liked: Cleanliness
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

10/10 Excellent

Beth W.

Liked: Cleanliness
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

10/10 Excellent

Jeremy G.

Liked: Cleanliness
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

10/10 Excellent

jason w.

Liked: Cleanliness
Everything we had hoped for, more than expected.
My wife and I celebrated our 25th wedding anniversary in paradise, but wanted to take our 18 and 20 year old children with us. Tradewinds was perfect to help us accomplish this ambitious goal. It provided gorgeous views, comfortable and clean accommodations, and quick easy access to the best beach and hike we found on the island. We did Ram Head hike twice we liked it so much - arguably the best sunset on the island. And the Beach at Salt Pond Bay had some of the best snorkeling on the island, and was never crowded or loud. We wanted to go to the Coral Bay side for quiet time together, and found that at Tradewinds, complete with games, a fun dvd library, cd collection, and everything we could want. It is not huge - cute, quaint, comfortable. The word "intimate" comes to mind. An intimate space with a magnificent view of the BVI, sky, and deep blue ocean. Hard to imagine a more perfect place on earth to make memories with the family, ponder the meaning of life, or just laugh at "The Hangover" after drinking a few painkillers.... When we go back to St. John, we will plan our vacation around availability of Tradewinds. I can't imagine we would enjoy any other house on the island as much.
Stayed 7 nights in Dec 2021

10/10 Excellent

Edward C.

Liked: Cleanliness
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

10/10 Excellent

Rachael T.

Liked: Cleanliness
Best View on St. John!! No need to look any further!
If you are considering a visit to St. John, your search should end here. Krista and Lenny's place is absolutely fabulous! Once you get there, the view is even more breathtaking than these pictures can portray. Not only will you have the best view, this house was by far the most equipped rental we have ever booked. While we only cooked one meal, the place has everything you need and more for all of your meal preparation. They also have the place stocked with beach items for use including towels, an umbrella, chairs, and coolers. Despite having limited cell service, the rental has Wi-Fi and a phone for local calls. Both Krista and the property manager can be easily reached. The night we decided to cook, the gas tank on the grill was empty. I sent Krista a message and before my husband could even turn the oven on, she replied back and was on the phone with me to give me instructions of where to locate the spare tank. I cannot say enough good things about this rental. It was more than we could have hoped for and far exceeded all of our expectations for our magical trip to St. John. If we decide to come back again, I would not even consider booking somewhere else to stay! P.S if you are undecided on staying in Cruz Bay vs. Coral Bay.....stay in Coral Bay....you won't be disappointed. Also, this rental also is only about a 1 minute drive down to Salt Pond Bay which was one of our favorite beaches on the trip and had some excellent snorkeling.
Stayed 7 nights in Dec 2021

10/10 Excellent

marc s., Philadelphia PA

Liked: Cleanliness
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

10/10 Excellent

Susan L.

Liked: Cleanliness
Only good vibes!
This was our first trip to St. John and we were pleased to pick a villa on this side of the island as it made for a very relaxing experience. The villa is a very short drive from Salt Pond which we found to be the best snorkeling spot during our trip. A must try snack are the conch fritters from "Homemade meals to go" next to the Jolly Dog. Between the Dolphin Market and the Love City Market you can find everything you need for meals, snacks, and beverages. There is a consistent breeze to keep you cool with the screened windows and doors open. The sounds of the ocean make for a good night's sleep.
Stayed 7 nights in Aug 2021

10/10 Excellent

Kathy C., CT

Liked: Cleanliness
Paradise
This home is so beautiful, Krista thinks of every detail, beach chairs, beach bags, extra fins, beautiful bedding and towels. The kitchen has everything you could think of We loved our stay
Stayed 11 nights in Jul 2021

10/10 Excellent

Jeremy G.

Liked: Cleanliness
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

10/10 Excellent

Julie T.

Liked: Cleanliness
Breezy Coral Bay/Concordia Delight!
This was a perfect set up for our party of 4 and allowed our young adult girls to have their own area downstairs. We all loved the star/satellite gazing and the beautiful daytime views off the deck. We enjoyed the proximity to Salt Pond and Lameshur Bays, and were really glad we were in a quieter area of the island as it was extremely busy during our visit. (Walking to Salt Pond via a Concordia trail was fun and safe). The busy activities of the resident Hermit/Soldier crabs and Kestrels were very entertaining and enjoyable. Lastly, we were thankful for the communication of the owner & property manager when Hurricane Elsa's approach was causing some concern.
Stayed 10 nights in Jun 2021

10/10 Excellent

Joyce H.

Liked: Cleanliness
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

10/10 Excellent

Brandon F., Scituate, Massachusetts USA

Liked: Cleanliness
Beautiful cottage on the hill
This was the perfect cottage in a quiet area of St. John with beautiful views. The cottage was clean, and very cute. Easy driving access to everything on the East side of the island. We loved every minute of being there.
Stayed 6 nights in May 2021

10/10 Excellent

Verified traveller

Liked: Cleanliness
Beautiful View, Cozy Cottage
We loved our stay at Tradewinds! The outstanding view with an equally outstanding porch made for a great stay. Everything in the house was exactly as picture. Cozy and easy to locate everything you need. The only suggestion I have is giving guests a dropped pin on Google Maps, or the coordinates of the house. We didn't realize we wouldn't arrive at our destination if we used the location provided through VRBO. PDF map provided by the host absolutely gets you to the house, but if you don't think to use that map, it is tricky to find the house. Only complaint, and it is a small one!
Stayed 4 nights in May 2021

10/10 Excellent

RJ S.

Liked: Cleanliness
Beautiful and peaceful
This is a lovely, well appointed home in a quiet location. Views from the deck were amazing. Quick drive to the south shore beaches and a 20-30 min drive to the north shore beaches. Access to beach chairs, umbrella and cooler was a nice touch. Highly recommend!
Stayed 5 nights in May 2021

10/10 Excellent

Jerry W.

Liked: Cleanliness
Wonderful Cottage
This is a beautiful place for a couple. Relatively emote with a stunning view. We had everything we needed to enjoy our stay. Everything worked as it was supposed to. Kitchen was complete. Furniture is comfortable. A little hard to find for the first time if it is after dark.
Stayed 6 nights in Apr 2021