Fair Winds Cottages - Great for 2-4 people

Top rated by guests
Outdoor dining area of the Main House
Kitchen and dining areas of the Main House
Kitchen and seating areas of the Guest Cottage
Relaxation and dining areas of the Main House
Welcome to Fair Winds Cottages
review stars
9.8Outstanding
(27 Ratings)
Stunning sunrise and sunset views, well-equipped cottages, private and serene location, great for families or couples looking for tranquility and beauty.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(27 Ratings)

House in St. John

4 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Fair Winds Cottages is a colorful, well-appointed vacation property situated mountainside, overlooking Coral Bay. The villa offers truly spectacular views and offers privacy in its natural/garden setting. This delightful home is the perfect location for a honeymoon or romantic getaway. For couples vacationing together, the guest house provides a connected, yet private getaway with fully-equipped accommodations.

The main house, with its open floor plan, provides a living/dining area as well as a kitchen. It is connected to the master bedroom via a private deck with excellent views. A second building, connected to the main house by decks and a lighted tropical garden pathway, also offers full accommodations. It has a living/dining area, kitchen, bedroom and bathroom similar to the main house.

All rentals run from Saturday to Saturday. Requests with non-Saturday arrival dates will automatically be declined.

A 4 Wheel Drive Vehicle (Jeep or similar) is required to stay at this property. Nothing is within walking distance of the houses. It is your responsibility to book a vehicle. They do sell out during high season, so it's never too early to book one. If you are booking last minute please be sure you can secure a vehicle before confirming a booking.

Amenities at Fair Winds Cottages - Great for 2-4 people

Non-smoking
No pets allowed

Map of St. John


Ratings and reviews

9.8 / 10
Outstanding(27 Ratings)
review starsSummary of reviews
Stunning sunrise and sunset views, well-equipped cottages, private and serene location, great for families or couples looking for tranquility and beauty.
From real guest reviews summarized by AI
10 / 10Outstanding·Feb 2026
Margaret was wonderful! She answered all our questions promptly. The house was lovely and spotless! Everything you need for a relaxing vacation. AND a million dollar view!
8 / 10Excellent·Oct 2025
The stay at Fair Winds was enjoyable. The view is absolutely stunning and worth the treacherous drive up to the property. Be sure to know that the drive up/down is partially on a very rutted out and rough road. It takes about 5-7 minutes to drive up and down the drive to get to the property and leave. The home was nice and comfortable. You get to see the sunrise every morning from bed. The location in Coral Bay is very quiet and not close to all the action in Cruz Bay. The kitchen was well equipped with dishes to cook with and glass containers to store food. The host was helpful and accomodating.
10 / 10Outstanding·Feb 2025
We stayed at Fair Winds 12 years ago and were delighted to recently stay again. It’s a perfect setup for 2 couples and the views cannot be beat. The home is well maintained and very clean and the host is very responsive. It’s a quick drive to north or south shore beaches and there are several restaurant and grocery options nearby. We highly recommend!
10 / 10Outstanding·Dec 2023
Great views greet you each morning with the sunrise and tuck you in bed at night. Well appointed and maintained. Would definitely recommend.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Fair Winds Cottages - Great for 2-4 people. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Fair Winds Cottages - Great for 2-4 people pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Fair Winds Cottages - Great for 2-4 people?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.