check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag

10% Savings 10/15-30! Summerwind- Great Views, Pool, Hottub, Full A/C!

16 Reviews
Bedrooms 4
Half Baths1
Property type villa
Minimum Stay 7 nights

Pay with confidence

When you book through the HomeAway checkout, your booking is backed by our Book with Confidence Guarantee™ offering comprehensive payment protection.

Learn more


Half Baths
Minimum Stay
7 nights


Upper Carolina Villa Rental Photos and Description

4 Bedrooms, 4 1/2 Baths, Pool, Hottub, Very Private & Quiet, Great Views

High atop Bordeaux Mountain is Summerwind, a secluded, first-class villa set on 5.5 acres of the St. John’s National Park. Our guests tell us they enjoy the privacy of this mountaintop retreat, as well as the short 10-minute ride to the north shore beaches. But most of all they rave about the panoramic views from Summerwind. As the rolling mountains, Coral Bay and British Virgin Islands unfold before you; it feels like you are sitting on top of the world. Aptly named Summerwind, even on the hottest days of the summer, there is comfortable breeze.

Summerwind allows our guests to feel like they are living outside with all the comforts of being indoors. The villa is comprised of two buildings decorated in a clean, contemporary style, with a sundeck, pool and hot tub in between them. The pool and sundeck were designed so that they are bathed in sunshine for most of the day, while the hot tub is tucked into a private corner of the deck. Lush plantings, flowers and fruit trees surround the villa - feel free to pick mangoes, bananas, papayas or limes if you see some ripe ones!

The main house was constructed with a cathedral ceiling and includes the living room, dining areas, kitchen, half bath, wet bar and office space. The main house, as well as all the living spaces of Summerwind, have elegant Travertine stone floors. Three large double doors open onto a 36-foot covered deck, which is a perfect place to relax in the shade, grill or dine outside looking out at the view. The gas grill is always ready with a backup tank available. Summerwind’s kitchen is well stocked, and in addition to all the standard appliances our guests would expect (e.g. 4-burner gas stove and oven, refrigerator/freezer, dishwasher, microwave, coffeemaker, toaster, etc.) we also have a Panini maker, wine cooler and powerful Vitamix blender – ideal for fruit smoothies or frozen cocktails. Summerwind also has all the technology you would require on vacation including satellite TV with cable and sports channels, DVD player, stereo, CD player, iPod docking station, Wifi and printer.

Across the pool is the other house that includes the master bedroom, two guest bedrooms and access to the forth bedroom situated under the main house. Each room in the villa is air conditioned, and also has ceiling fans as well as sturdy glass doors and sliding screen doors if that is your preference. The four bedrooms are accessed by an exterior staircase, share the same spectacular view and have covered sitting areas on the decks outside the bedrooms. The master bedroom has a cathedral ceiling, king bed, spacious double bathroom, walk-in closet and large outdoor shower. The three guest bedrooms have queen beds as well as private travertine-tiled bathrooms. Finally, the villa comes equipped with a washer, dryer, blow driers in every bedroom and plenty of beach towels, beach chairs, coolers and floats.

Summerwind is suitable for both family vacations as well as romantic getaways. The superb privacy of the villa has attracted many couples and honeymooners over the years. For families, the villa has a pack-n-play, portable high chair and beach toys.

Despite its unspoiled location, Summerwind is located in a neighborhood of fine luxury villas, ¼ mile off Centerline Road, and a 5-minute walk to the restaurant, shops and smoothie stand at the Bordeaux overlook. Situated in the middle of the island, you can drive to Coral Bay in 10 minutes and Cruz Bay in 15 minutes.

The tranquility, the breathtaking view, the contemporary style and comfortable amenities; we think Summerwind is a very special place to appreciate the beauty of St. John, and we know you will too.

More Details
  • children welcome
  • non smoking only
  • wheelchair inaccessible

Property Manager
Owner / Property Managers
Member since: 2010
Speaks: english
Calendar last updated:
October 25, 2016
Call Manager

About Owner / Property Managers

The owners of Summerwind are a family with 3 children from the Boston area. In 2004 we were vacationing in the USVI and took a look at properties on St. John. Each villa we saw was set in the lush landscape, but the homes were very rustic and were decorated in loud tropical patterns. The last villa we saw was Summerwind, and we immediately fell in love with the view. As we toured the rooms we felt very comfortable in the understated contemporary style and could really imagine ourselves being in this house. Our children at the time were ages 7 years, 4 years and 9 months and were excited about the pool, the proximity to the beaches and smoothie stand. Since buying Summerwind, we have vacationed on St. John 2-3 times each year and consider our time on the island our most special family time. We have also shared Summerwind with many friends (young, old, married, single, family reunions, romantics vacations, etc.) and they love coming back.

Owner / Property Managers purchased this villa in 2004


based on 16 traveler reviews

10% Savings 10/15-30! Summerwind- Great Views, Pool, Hottub, Full A/C!
average rating of 5.0 based on 16 reviews

Great Family Trip! Amazing Views and Pool

  • 5 of 5

We spent the last 10 nights at Summerwind and had a great time. The house was well located between the beaches, Cruz and Coral Bay. From my 2 yr old daughter to the grandparents, everyone enjoyed the house and St John. The views from the house are amazing and the climate is better than in town or elsewhere on the island as the Breeze keeps the temperature perfect. The house had good fencing to keep my daughter from getting into too much trouble. One of the big selling points to the house was that we could setup my daughters bed in the very large walk in closet in the master bedroom which allowed us to keep an eye on her w/o having her directly in the room or on another level of the house with her own door to the outside. The house had everything we needed.

  • Submitted: Mar 8, 2016
  • Stayed: Feb 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
lincoln, ma

Incredible family vacation!!

  • 5 of 5

Most wonderful family vacation!!! We spent a week being spoiled by this incredible home with breathtaking views. The amenities in the home are five star -- we slept well on incredibly comfortable beds and enjoyed family time by the pool and in the gorgeous gourmet kitchen and family room. The home is located perfectly for access to everything St. John has to offer. Thrilled to have had the chance to enjoy this incredible home with our extended family. We cannot wait to return to St. John and will most certainly stay at Summerwinds again!!!

  • Submitted: Feb 5, 2016
  • Stayed: Dec 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
Easton, Connecticut

By far the best house on Bordeaux mountain

  • 5 of 5

I have visited Saint Johns multiple times and Summer winds is by the most astonishing house I have rented. The views from every room of coral bay are just breathtaking along with the sounds of tropical birds chirping makes this house a piece of tropical heaven. My only complaint was that I didn't book the house for two weeks. I never thought an estate could be this gorgeous !

  • Submitted: Jan 17, 2016
  • Stayed: Jan 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
1 0

An oasis of comfort in an island paradise, Summerwind is a special vacation spot

  • 5 of 5

This was our second vacation to St. John, and we cannot say enough good things about the experience. St. John is, of course, spectacular; and, for folks who love spending time at the beach in a tropical setting, this island simply cannot be beat. We have been to literally a dozen Caribbean destinations, and St. John is easily our favorite. You couldn't see all the beaches on this island if you had twice the time; and each of them has a distinctive flavor and personality. Some days you feel like private swimming in a quiet cove, and others you feel like splashing around off a wavier shore. On still other days, you'll want to venture further out of the harbor for some of the best snorkeling you'll find anywhere. Best of all, even in the dead of our winter, this beautiful water -- ranging in color from a bright aqua to the deep blue of Windex -- never got below 85 degrees all week. Our kids had to be dragged out.

As for Summerwind, we couldn't have asked for a lovelier venue. Everything about the place has been done just right. No expense has been spared, but the feel of this mountain villa is consistently one of relaxed and easy-going comfort. The bedrooms are spacious and private, and the furnishings in the main house are oversized for casual flopping. The kitchen is outfitted with virtually everything you could ever want for dining in -- a terrific porch grill, modern gas stove, panini-maker, multiple blenders, and even an electric wine chiller. Even the cooking utensils, dishes and flatware are the quality you'd have in your own home.

Then there are the little details that truly make the place: a gorgeous pool surrounded by oversized furniture; an outdoor hot-tub that comfortably seats four (perfect for end-of-day unwinding with a cocktail); a hillside porch that overlooks Coral Bay; a huge flat-screen TV in the family room; a quality sound system with 60-odd CDs to suit every musical taste (Sinatra, Springsteen, Fleetwood Mac, Kenny Chesney, Billie Holiday, James Taylor, etc.); board games of all kinds for kids of different ages; and an outdoor shower spilling off the master bedroom that looks and feels like a little rock quarry. Every inch of the place is easy, relaxed and comfortable.

The long and the short of it is that there are a ton of terrific experiences to be had on St. John; but Summerwind is the kind of place you are in no hurry to leave. We will surely visit again.

  • Submitted: Jan 17, 2016
  • Stayed: Jan 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
2 0
Boston, MA, USA

Heaven in the Carribean

  • 5 of 5

If you're looking for a lovely home with outstanding views, accommodations, and location, this is the home for you! As first-timers on the island, we found it to be an easy commute from Cruz Bay and so close to all the great beaches. 5-10 min to our favorite, Maho Bay and then Cinnamon, Trunk, Hawksnest, etc. are all in a string from there...we hit all them multiple times. It was also a short drive to Coral Bay and the south shore beaches, which are less crowded and just as beautiful. Oh, the house has fabulous sunrises each and every day, I enjoyed all with coffee in hand on the deck. We also loved that it was secluded, no neighbors to you right, yet close to everything...the prefect balance. Pool was refreshingly delightful and the perfect temp as the sun hits it all gazing from the hot tub was a celestial treat. I'd stay at Summerwind again in a heartbeat.

  • Submitted: Aug 13, 2015
  • Stayed: Aug 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
3 0
Natick, MA USA

A return to paradise

  • 5 of 5

We returned again this year to the Summer Wind and spent the week in St. John luxury. The home sported beautiful new furniture in the great room and vast balcony. There was even new pool furniture including oversized lounge chairs with enough room for the whole family.

You can just relax at Summer Wind and enjoy the stunning view from top of Bordeaux Mountain. The pool was refreshing and easily entertained the kids, while the hot tub was a treat. The kitchen is well appointed. There's a large table inside the great room as well balcony dining options.

All in all, staying at the Summer Wind is simply a wonderful way to ensure a perfect vacation.

  • Submitted: Jul 28, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
5 0


Car: necessary


Rates & Availability

Upper Carolina Villa Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Off Season (2 person rate)
Apr 9 2016 - Nov 18 2016
7 night minimum stay
Notes: Rates are based on 2 guests; add $55 per night, per additional guest
Thanksgiving (2-8 person rate)
Nov 19 2016 - Nov 26 2016
7 night minimum stay
Off Season (2 person rate)
Nov 27 2016 - Dec 16 2016
7 night minimum stay
Notes: Rates are based on 2 guests; add $55 per night, per additional guest
Christmas/New Years
Dec 17 2016 - Jan 6 2017
7 night minimum stay
In Season (2 person rate)
Jan 7 2017 - Apr 14 2017
7 night minimum stay
Notes: Rates are based on 2 guests; add $50 per night, per additional guest
Off Season (2 person rate)
Apr 15 2017 - Nov 17 2017
7 night minimum stay
Notes: Rates are based on 2 guests; add $55 per night, per additional guest
Nov 18 2017 - Nov 25 2017
7 night minimum stay
Off Season (2 person rate)
Nov 26 2017 - Dec 15 2017
7 night minimum stay
Notes: Rates are based on 2 guests; add $55 per night, per additional guest

Additional information about rental rates

Tax Rate 17.5%


IN SEASON: Dec 17, 2016 - April 14, 2017
$4375/wk for 2 * $4690/wk 3-4 * $5005/wk 5-6 * $5355/wk 7-8
Christmas/New Years $6790/wk 2-8
OFF SEASON: April 9, 2016 - Dec. 16, 2016
$2380/wk for 2 people * $2800/wk 3-4 * $3150/wk 5-6 * $3535/wk 7-8
Thanksgiving $3535/wk 2-8
$500 Damage Deposit

50% is due within 7 days of booking, final payment is due 60 days prior to arrival. For Christmas/New Years bookings- final payment is due 120 days prior to arrival.

Cancellation Policy:

Once Caribbean Villas has received your deposit, if you cancel/change your reservation 120 days or more prior to arrival, there is a 20% penalty off the total room charge. If you cancel/change your reservation 60-120 days prior to arrival, there is a 50% penalty off the total room charge. If you cancel/change within 60 days of arrival, there is a 100% penalty off the total room charge. Christmas/New Years and President weeks are non-refundable.

Manager's Cancellation Policy

  • 0% refund if canceled at least 0 days before arrival date.
Enter dates for accurate pricing
Send a Message
Available arrival
Available stay (no arrival)


Upper Carolina Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
Floor Area:
  • 2400 sq. ft.
Location Type:
  • Ocean View
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Air Conditioning ...
  • Clothes Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove ...
  • Toaster
  • Dining Area
  • seating for 8 people
  • 4 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet , shower
    Bathroom 5 - toilet
  • The half bath is off the great room in the main building
  • 4 Bedrooms, Sleeps 8
  • Bedroom 2 - 1 queen
    Bedroom 3 - 1 queen
    Bedroom 4 - 1 queen
    Bedroom 1 - 1 king , Master Bedroom, TV/DVD, Indoor and outdoor shower
  • Books
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Video Library
  • Balcony
  • Deck / Patio
  • Outdoor Grill
  • children welcome ...
  • non smoking only
  • wheelchair inaccessible
Pool / Spa:
  • Hot Tub
  • Private Pool
  • churches
  • duty free shops
  • ruins
Leisure Activities:
  • beachcombing
  • scenic drives
  • shopping
  • sight seeing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • medical services
Sports & Adventure Activities:
  • deepsea fishing
  • fishing
  • hiking
  • parasailing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • swimming
  • tennis

Partner Offers