Windspree Vacation Homes St John USVI

Skyridge - Upper Carolina

View Video4 Bedrooms | 4 Baths | 8 Max. Guests

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Sleeps up to 4 (top floor only) or 8 (both floors)

Skyridge is located on an enviable half acre site at an elevation of 600 feet, offering panoramic and entirely private views above the tree line to 14 islands and across the VI National Park. 

Skyridge has water and island views

Located in Cereus Corner, Skyridge benefits from cooling night breezes and breathtaking views. The Skyridge webcam gives viewers an idea of this majestic view, but there is nothing like sitting in the deck encompassed by the real thing!

The Great Room

Recently refurnished, the Great Room opens onto a balcony and an intimate dining terrace with truly magnificent views of the water and nearby islands. Enjoy state-of-the-art entertainment systems, a large teak dining table, and a comfortable sitting area.  The family-style kitchen is fully equipped with appliances and amenities, with thoughtful design details such as a "pass through" window to the terrace.

Sky Ridge Dining Room

The Sky Ridge Dining Room opens into a comfortable sitting area and a family-style kitchen.  A balcony with an outdoor eating area invites you outdoors day and night...

Hammock on the deck at Skyridge villa in Coral Bay

Relax in the hammock while you take-in the views of the sea and the British Virgin Islands in the distance. Enjoy the warm sun and cool breezes on the decks at Skyridge.

The private pool

The tile pool is private and surrounded by mature landscaping.  The pool deck has a grill and outdoor lounge and dining furniture. 

Moon Rise, seen from the deck at Skyridge

Seeing the moon rise over the sea from Skyridge is an unforgettable experience!

Office Bedroom

Located off the Great Room are two bedrooms, each with private baths featuring outdoor showers with views.  The bedrooms have ceiling fans and a/c.  The east bedroom (pictured here) has twin beds, which can be converted to a king bed, and four windows with ocean and garden views.  It also has a desk and internet access.

Master Bedroom

The master bedroom on the west side is surrounded by windows and offers a private mountain view.

Downstairs 3-bedroom apartment

For larger groups, a 1,200 square foot downstairs apartment is also available, with three additional bedrooms, two baths and full kitchen.  The queen suite has sliding doors leading to a deck with views of the British Virgin Islands.  The king bedroom shares a full bath and outdoor shower with a third small bedroom. 

Apartment kitchen and dining area

The three-bedroom downstairs apartment is spacious and comfortable, with a full-kitchen and amenities.

Lizard Room

Lizard Room

Frog Room

Frog Room



Skyridge Webcam

Live Skyridge Villa Webcam - Click to view

Skyridge is a non-smoking villa.

The private pool, the comfortable disposition of the house, and the magnificent views from the deck make Skyridge a terrific family vacation home.

Skyridge Video

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Beds Baths Location In Season Off Season Holiday Max Guests
4 4 Upper Carolina $3,465/1-4

In Season: Dec. 15 - April 15
Off Season: April 16 - Dec. 14
Holiday Weeks: Christmas, New Year's, and Presidents Weeks

Rates shown are for weekly rentals.Prices listed do not include 12.5% VI hotel tax and $35 damage insurance fee.

In Season: Dec. 15 - April 15
Off Season: April 16 - Dec. 14
Holiday Weeks: Christmas, New Year's, and Presidents Weeks

Be sure to call to check the very latest availability since bookings can change at any time.

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A/C (air conditioning in bedrooms) Garden Internet
IPod Base Station Kids allowed (No children under age 8) Pool
Safe Audio Sound System TV

This is truly paradise! Our family has never stayed in such a beautiful place and a unique home. Loved all the colors and neat artwork. After visiting Trunk Bay on a cruise excursion five years ago, we knew we wanted to come here and stay to spend more time on these beautiful beaches. So glad we ran into you and found out you had this awesome home here. We have made so many memories here. Loved snorkeling, Kayaking, and hiking. Didn’t make it all the way down Reef Bay Trail but maybe can do that next time. Hope to be back again one day.

The Reynolads , 04/2016

Where has the time gone? It seems like we just talked about making a list of places to see, people to visit with, restaurants to dine, etc. and we are all of a sudden packing to go homeL Homer and Linda, our dear friends, we have thoroughly enjoyed another trip to Skyridge and St. John. The snorkeling (everyday) was spectacular (3 x to Salt Pond, Haulover, Maho (a very pleasant surprise) Frances (all had great surprises. We will have fun working on hundreds of pictures and Al’s videos. Our dinners at Skinny’s and Aqua Bistro and Indigo were all so different- and so good. Today’s brunch at Concordia and of course lunch at Tourist trap didn’t disappoint. Having time to sit on the balcony and just watch the ships go by is always on our schedule. This will always go down as the BEST VACATION EVER!”

Al and Carol English , Huntsville, AL , 04/2016

Thank you both so much for sharing your beautiful home with us. This is our 1st trip to St. John and we are so happy with the choice we made. We loved how spacious and open the house is with the magnificent views and refreshing breezes. I found it so relaxing to cook up nectar every few days for the hummingbirds. The beaches here are magnificent and yesterday we had the pleasure of swimming with 3 sea turtles on Maho beach. When we first arrived I have to admit the driveway made me very nervous but after a day or so, it is now somewhat FUN! We are enjoying our last days listening to the sounds of nature. As we head back to long Island, NY we’ll see a bit of snow but know that spring is right around the corner. Thank you again.

Laurie and Alan Tickner , Long Island, NY , 03/2016

We truly enjoyed everything. Met an awesome gentleman and captain “Clark Beam” He took us out one day on his sailboat to some of the best snorkeling places we’ve ever seen.

Tracey , Huntsville, AL , 03/2016

Thank you Homer and Linda for sharing your home. It’s our first visit at Skyridge but our 7th trip to Coral Bay. We have enjoyed breakfast on the deck with the views of the boats in the strait. It’s a new perspective for us. We also enjoyed full moons most of the week. My husband, the aero-space engineer claims he knew an engineer lived here and we later found out he was right!

Barbara and Ron Houldsworth , Bow, NH , 02/2016

Thank you Homer and Linda for sharing your sweet home with us. Definitely the respite we sought. Extra special was having our son #2 child # ¾ join us. He had journeyed to space camp twice when younger-won the “right stuff” award. This connection brought him back. We hope to return, Thank you again.

William, Maureen & Matt Hollands , Roseburg, OR , 02/2016

Our 7th year at Skyridge: New this year: Paved road to Francis Bay Beach, Excellent new restaurant in Coral Bay “Indigo Brill” and a lovely new pool at Skyridge. We are always happy to be here.

Dorothy, David, Diana and Tom , Ithadca, NY , 02/2016

What a delightful way to begin 2016 at your lovely home-an island paradise. We loved the views, the foliage, the hummingbirds, the cats and so much more. We’ve always favored this area of the island and have stayed in the upper Carolina area several times. (This is our 13th trip to STJ since the mid 90’s) Coincidentally, it is the 2nd house we’ve rented from a literary figure. We love the Coral Bay area for access to Francis Bay and other Northshore Beaches, and such favorite other stops as Vie’s Beach and of course, Skinny Legs, ”a pretty OK place.” Thanks again for having such a beautiful place and for making it available. My wife and children and grandchildren have loved it!

Jack Garner , Rochester, NY , 01/2016

We visited Skyridge from July 18th thru July 25th. It was perfect for us. We had a large group of nine, ranging from age 10 to age 80, so the layout with two floors worked very well. We could be together as a family, or we could scatter out for more individual time. We cooked in 3 nights and had a game night – all of us gathered around the big dining room table. We could send the younger kids downstairs to watch TV while the rest of us hung out on the deck to watch the birds, the ever changing view and enjoy the wonderful breezes – in the whole week the upstairs TV was never turned on. Loved the outdoor shower! Having WIFI was great, and we never had a problem with AT&T cell phones. The pool got plenty of use by all of us! We had adult drinks with the key limes from the property. The interesting driveway was quickly mastered as was driving on the “wrong” side of the road. The steep, winding roads were an eye-opener - count on a 20-30 minute drive to get anywhere. We visited Lameshur Bay to snorkel, dive and enjoy the beautiful beach; Waterlemon Cay to snorkel, and Trunk Bay for our daughter’s wedding. We chartered “Born to Rhumb” and highly recommend them!

During our trip planning (and even during our time at Skyridge), Kay from Windspree was very helpful, and Judy did a great job of greeting us, showing us Skyridge and giving us very good instructions on where to shop and such. Skyridge had everything we needed – I hope we can go back again. Thank you!

Kay Corder , Alabama , 07/2015

Linda and Homer, Thank you so so much for letting us stay here for our wedding trip!! It was absolutely perfect, and I truly can’t thank you enough for your generous gift. Although we did enjoy a few meals out, our favorites were when we stayed in. For anyone wanting a wedding, Stacey at Ceremonies ST. John was fantastic. She also sent us to Zozo’s at Caneel Bay after the wedding. Although it was pricey, it was the best meal I had here. North shore deli at Mongoose Junction also awesome (I recommend the Pirate Piggy) mark and I have already discussed a return trip for an anniversary!

“Today is our last day in paradise. As Kellie said, it was perfect. With 9 people here we could come together as a family and then could spread out when we needed to. Kellie and Whitney did most of the driving and quickly mastered the slightly steep driveway and the art of backing two jeeps into the driveway. We spent one day at lamshur - our 3 divers rented tanks and got their diving fix-others floated, sunned and snorkeled around the beach…including Mom! She could mark snorkeling off her bucket list. Also snorkeled Watermelon-quite the hike, but they enjoyed it. The wedding at Trunk Bay was beautiful! The 2 girls loved the pool, others walked the property. Carleigh found a deer antler. We had fresh key lime juice in a few of our drinks and Mark tried a fresh coconut. As we leave, I hope the rains come soon. When the cactus are shriveled and dying, you know it hasn’t rained in a while. We went on a cruise with “Born to Rhumb” with Captain Shane and Katie. Had the best day! Went to the Baths, Soggy Dollar and a couple of snorkel stops. Linda and Homer, Thank you for sharing your home. It definitely gave us a trip we will always remember.”

Kay, Don, Whitney Corder, Nancy and Cindy Webb, Kelli and Mark , Huntsville, AL , 07/2015

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