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St. John villa expert

Know Before You Go...

Caneel Trailside Cottage is a private home located in the hills near the Virgin Islands National Park. Not only do guests enjoy the nature that surrounds, but they can also take advantage of the hiking trails, huge views, and extreme privacy. The cottage offers a swimming pool and sunning deck, and air-conditioning for added comfort. The kitchen has everything needed for meal preparation, or a simple drive into town will offer numerous bars and restaurants. The beach is also nearby and can be accessd by a hike through the National Park, or by a 5-minute car ride.

Shawna , 214-350-6220 x9102

Caribbean views from every room in the house!

Perfectly named, Caneel Trailside Villa is near the mid-point of the VI National Park Caneel Bay Hill Trail, on the ridge between Caneel and Margaret Hills. This 2-bedroom villa is also approximately one mile from Cruz Bay. This is a hiker/adventurer dream spot!

Split air-conditioners add comfort in each bedroom and virtually throughout the villa. This villa is perfect for one or two couples or a small family. Located on a hilltop, Caneel Trailside Cottage is just steps away from two National Park hiking trails.

The large front deck provides views of the Caribbean. One mile from Cruz Bay, Caneel Trailside Cottage is a rare commodity. The flat parking area and wooden gates behind Caneel Trailside Villa lead down a few short steps to the large brick patio. The main entrance to the villa is just steps away. Native stonework lines the walls on either side and provides an interesting architectural feature.

Around one side of the house, the patio pool deck is located among tropical landscaping and comfortable lounge furniture. A lush garden surrounds the private brick patio that encloses the swimming pool, barbecue area, plentiful seating, hammocks, and lots of space. Expansive front porches look out over the southwest end of St. John and offer views of the Caribbean Sea.

Just inside the front door, a hallway closet houses a high-tech stackable washer and dryer set. It’s a convenient place to dry those towels after a long day of island play.

Inside, the Great Room has teak furniture in the living area, cable TV, a queen sleeper sofa and stereo system.

The fully equipped kitchen is designed for maximum efficiency and has everything you could want - blender, microwave, dishwasher, stove with exhaust hood, fridge, and plenty of cookware. The Corian countertops and stainless steel appliances make cleaning a snap, so you can spend more time having fun.

The large mahogany dining area in the Great Room seats 6 comfortably. The inlaid table top adds an eclectic formality to casual Caneel Trailside Cottage.

Dining al fresco on the large covered deck is always an option. For those rare afternoons when there is little breeze, outdoor ceiling fans are a perfect addition.

The water view spans from the southeast to due west, interrupted by the occasional island cay or cruise ship in the distance.

The two-bedroom suites are located on opposite sides of the Great Room with a king-size bed and its own ensuite bathroom (large walk-in showers with native stonework and designer tile), individually zoned air-conditioning, and private access to a porch overlooking the Caribbean. They feature built-in reading lamps and dressers, corner seating, and windows on three sides.

Rocking chairs are placed in front of each bedroom wing. This is the perfect spot to enjoy morning coffee while watching ships cruise by.

Forty yards from the backyard, through National Park land, is Caneel Hill Trail, which drops down to secluded white sand beaches on the North Shore in less than 45 minutes, and further drops down to the town of Cruz Bay with a half-hour hike in the other direction. A 1/4-mile hike brings you to the Caneel Hill Observation Platform, where you can see a 360-degree view of both the Caribbean and Atlantic, as well as the entire Western Half of St. John.
** Additional $300 to Winter Season Rates for Presidents Day Week

Additional Amenities:
Ironing board, coolers, beach towels, beach chairs, beach rafts, hair dryer, blender, linens provided, Gas/Electric BBQ Grill, Charcoal BBQ Grill, crib (pack n’ play), high chair, DSL with Wi-Fi; Ocean Views from every room and Balcony; USVI National Park Trails to Beaches and 360-degree views; Private Pool Surrounded by Tropical Flowers; Great Room with Gourmet Kitchen and Elegant Dining to Seat 6; Screened Doors and Windows; Balcony and Patio Dining Options

Quick Quote

Dates People Nightly
Apr 16, 2019 to Nov 22, 2019
5 Night Minimum
1-2 people $386 USD
3-4 people $429 USD
Nov 23, 2019 to Nov 29, 2019
7 Night Minimum
1-4 people
$429 USD
Nov 30, 2019 to Dec 16, 2019
7 Night Minimum
Summer 2019
1-2 people
$386 USD
Summer 2019
3-4 people
$429 USD
Dec 17, 2019 to Jan 3, 2020
14 Night Minimum
Christmas/New Years
1-4 people
$614 USD
Jan 4, 2020 to Apr 17, 2020
7 Night Minimum
Winter 2020
1-2 people
$457 USD
Winter 2020
3-4 people
$543 USD
Apr 18, 2020 to Nov 20, 2020
5 Night Minimum
1-2 people $386 USD
3-4 people $429 USD
Nov 21, 2020 to Nov 27, 2020
7 Night Minimum
1-4 people $429 USD
Nov 28, 2020 to Dec 16, 2020
5 Night Minimum
1-2 people $386 USD
3-4 people $429 USD
Dec 17, 2020 to Jan 4, 2021
7 Night Minimum
1-4 people $614 USD

Notes on Rates:

  • All rental rates are based on two persons per bedroom.
  • This property charges rates in US Dollars (USD).
  • Rates do not include: tax of 12.5%, damage waiver fee of $50.00.
  • Rates are subject to change.
Rates shown in

Choosing the right villa is just the first step in creating the perfect vacation experience. We help you plan every element of your villa vacation, from rental cars to spa treatments, completely personalized to you.

  • spa services
  • chef/cook services
  • butler service
  • car rental
  • restaurant reservations
  • activity and sightseeing
  • ferry/airport transfers
  • grocery provisioning
  • laundry service

    Beds & Baths

    Main House

    • Bedroom 1
      • 1 King, Air Conditioning
      • Ensuite Full Bath with Shower
    • Bedroom 2: one king is convertible to two twins; queen sleeper sofa in great room
      • 1 King/Twin, Air Conditioning
      • Ensuite Full Bath with Shower


  • Balcony
  • BBQ Outside (Gas)
  • Beach Chairs
  • Beach Towels
  • Board Games
  • Cable TV
  • CD Player
  • Cooler
  • Dishwasher
  • Docking Station
  • Family
  • Honeymoon
  • Ice maker
  • Internet Access/WiFi
  • Iron/Ironing Board
  • Microwave
  • Pool at Villa
  • Safe
  • Satellite
  • Stereo System
  • Telephone
  • Washer/Dryer
Pool 10' x 20'
Air Conditioning A/C throughout villa
Location Cruz Bay - ridge between Caneel and Margaret Hills
Built 2005
Sq Ft. 1,200
Beach Caneel Bay/Honeymoon beach are the closest beaches to the villa - a 45 minute hike on a National Park Trail or 10 minutes by car to several North Coast Beaches.
Groceries 3 minutes by car
Restaurants 30 minutes walking, 1 minute by car
Transfers There is one complimentary arrival that brings the arriving guests to the car rental to pick up their reserved car and then ushers the party to their villa. You may schedule additional arrivals as needed for $65 per arrival.
Notes Dining room seats 6
Children Welcome - pack n' play crib, car seat and high chair available; children are counted as guests except for infants sleeping in a crib and not yet walking.
Additional Maid service can be arranged at an additional cost.
Availability and usefulness of sports and outdoor equipment is not guaranteed because of heavy use and exposure to the elements.
Rating (5.00 out of 5)
Traveler Satisfaction 100% Traveler Satisfaction
# of Reviews 2 for Caneel Trailside Cottage

Caneel Trailside vacation

Caneel Trailside Cottage, St. John villa review

Upon arrival we met our greeter who took us to the cottage and walked us through the villa. The villa was very clean and comfortable, and the kitchen was supplied with cooking items needed to make in-house meals. We bought breakfast food and enjoyed cooking and eating on the deck. The view is relaxing with view of water off in the distance. Our stay was very enjoyable!

Andrew did a great job keeping in touch from the beginning of villa search to the end of our stay. It was very helpful working with him to make sure travel, transportation, villa, car rental was all taken care of.

Posted by Jodie G

Perfect for our needs

Caneel Trailside Cottage, St. John villa review

Our stay at the Caneel Trailside Cottage was very enjoyable. The layout of the villa is very functional and it is nicely furnished, lending it a homey and gracious feel. We especially enjoyed the pretty patio with pool and surrounding garden and potted plants. Storage place is ample and the kitchen is well equipped. Gas grill and blender, along with large and small coolers were well appreciated. The view from the large veranda covered the south, and on clear days even St. Croix Island. My favorite feature was the proximity to the hiking trails - an easy 1/2 mile to an overlook on Caneel Hill, a 1/2 mile trail to the North Shore Road, and an even shorter walk to Margaret Hill. The driveway looks steep and daunting at first, but the Jeep climbed it nicely. A couple of times when we had questions for the management, our phone calls were answered immediately and professionally. We did not need to use the air conditioner in our bedroom because the screened windows and ceiling fan kept us cool enough at night. All in all, we loved every bit of it, including geckos and the nightly cricket chorus.

Very efficient and pleasant. Shawna was very responsive to our questions.

Posted by Rich and Kathrin S


Shopper Approved

Discounts Available

Stay 14 nights and SAVE!

Discount of 10% off rental rate. Applies to bookings 14 nights or more.

-This offer can not be combined with other promotions and is subject to availability. Black out dates may apply.

Specials subject to availability and/or change at any time. New bookings only. Blackout periods may apply.