South Shore Villa - 4 bed- 4 1/2 bath. Amazing views, Upper Skytop Road!

9.9

Outstanding(38 Reviews)

House in Cruz Bay

8 guests · 4 bedrooms · 5 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Includes essentialsKitchen or Kitchenette, Air conditioner, Internet / Wifi and more

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

South Shore Villa is a custom built luxury villa, high on top of a mountain overlooking the blue waters of the Caribbean and pristine green forests of the National Park. With spectacular views and breezes this is the ultimate private getaway location. South Shore Villa is secluded yet only a 15 minute drive to Cruz Bay.
Located adjacent to the US Virgin Island's National Park boundaries and perched high a top a mountain overlooking the azure waters of the Caribbean, the South Shore Villa is the ultimate in private luxury vacation living.
The South Shore Villa is centrally air-conditioned and features four well-appointed bedrooms (all with private bathrooms), a luxurious custom kitchen with restaurant quality stainless steel appliances, a dining room, and a large living room all with panoramic views of the ocean.
Of additional interest is the spectacular infinity edge swimming pool with fountains, a large travertine patio, covered veranda, and a stainless steel barbeque for entertaining.

The island of St John and the South Shore Villa is a magical place where you can enjoy your days sitting around the pool, snorkeling at the beach, or hiking in the National Park and your nights viewing the stars while surrounded by the fragrances of jasmine and orchids.

The price is based on the number of people who occupy the property. Nightly rate is based on a 1-4 occupancy. Each additional guest above 4 is charged a per person per nights fee. Please enter the correct TOTAL number of guests including children when booking the property. Only paying guests are allowed on the property.

Amenities

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Laundry

Balcony or Patio

Dishwasher

Map of Cruz Bay

Nearby attractions

Charlotte Amalie Overlook

17.5 mi

Tree Limin' Extreme Zipline St. Thomas

20 mi

Skyride to Paradise Point

16.7 mi

Christmas Cove

8 mi

$$$$

South Shore Villa - 4 bed- 4 1/2 bath. Amazing views, Upper Skytop Road!

$$$$

9.9

Outstanding(38 Reviews)

House in Cruz Bay

8 guests · 4 bedrooms · 5 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Includes essentialsKitchen or Kitchenette, Air conditioner, Internet / Wifi and more

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

Amenities

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Laundry

Balcony or Patio

Dishwasher

Map of Cruz Bay

Nearby attractions

Charlotte Amalie Overlook

17.5 mi

Tree Limin' Extreme Zipline St. Thomas

20 mi

Skyride to Paradise Point

16.7 mi

Christmas Cove

8 mi

Reviews

9.9

Outstanding(38 Reviews)

10.0

Jul 2024

Waking up every morning to panoramic vistas was a dream come true. It was like being in a postcard-perfect paradise. Our experience at South Shores was nothing short of exceptional. From the beautiful layout and breathtaking views to the fully stocked kitchen, welcoming amenities, and top-notch customer service, every aspect of our stay was memorable. I highly recommend this rental to anyone seeking a truly remarkable vacation experience.

10.0

Jun 2024

Bullet points of perfection! Responsive owners for worry free planning. Perfect location, far away from the hustle but close enough to beaches, Cruz and Coral Bays, and middle island for easy access. Villa living spaces are so comfortable inside and out. The pictures are spot on. Beach bags with towels prepped and ready as well as a care package from a local deli that was on point. Everything you need for island fun is there. The views are unreal! Morning, noon and night they strike all your senses. Amazing sunrises with abundant wildlife, always quiet and peaceful. The bay and mountain views filled my photo app. The times spent enjoying the outdoor living, pool lounging, inside relaxing, and cooking dinners with friends were amazing. We are ready to share our experience with friends!

10.0

Apr 2024

Everything was in great shape and nicely appointed. Beautiful views high up above Fish bay.

10.0

Dec 2023

Excellent views, very private. As described, no surprises! Would highly recommend renting a vehicle as most destinations are a 15-20 drive. We would love to return someday

10.0

Dec 2023

Four of us stayed 6 days in absolute Paradise! South Shore Villa is the perfect place to vacation. You would never need to leave the property! The views are incredible, the house is unique and designed to give everyone space and luxury. The welcome and management are over the top and the house was well equipped for all our needs. Highly recommend!!!!

10.0

Nov 2023

Our party had a very nice stay at South Shore Villa. The views from the property were incredible. Everything we needed was available at the villa. We had a great time exploring the island but were just as happy and comfortable relaxing at the villa.

10.0

May 2023

This villa was sensational, great view, nice location close to town. The climb up to the villa is a bit intense for the novice as it’s way way up. My wife fell on the first day of our trip and fractured her hip. Fortunately this villa had very few steps to enter it which was a blessing. What a fantastic spot to recover, spent two weeks enjoying the view and the nice cool breeze. Our property manager was super responsive and so helpful with all our needs. We’d definitely stay here again!

10.0

Mar 2023

We are repeat customers. Property manager very responsive. Not suitable for families with small children or people who have trouble with stairs or hills. Great views.

10.0

Mar 2023

The view of the villa is almost as perfect as the view from the villa. Pros: This is our 4th stay on island and by far the nicest villa. It is solid and perfectly designed with a mix of brick and stone, beautiful archways and seating areas at every turn, all adorned with palm trees and beautiful landscapes. The decorating is exactly on point and every room has its own tropical flare. Everything you need has already been thought of. From books and games, beach bags with towels, and a fully stocked kitchen, they seemed to know what we'd want before we did. Cons: The villa is so perfect it's hard to leave to go explore the island. Such hard life choices.

10.0

Feb 2023

Eric from the property management group was of great service on both the front and back end of our stay, going above and beyond. The house was awesome, views, rooms, pool, outdoor space all as advertised. Best equipped kitchen of a rental we've ever experienced. Great recommendation from property management on landlubber logistics to have the house provisioned prior to arrival. Would love to see this house come with a jeep, our rental fell through but we found plenty of work arounds to get us all over the island. Probably not ideal for small kids as all bedrooms are their own entity, but served our needs perfectly.

10.0

Feb 2023

Amazing trip! Spent Christmas week with teenager and in-laws (in their 80s) enjoying the beautiful villa and spectacular view. Highly recommend and hope to return!

10.0

Jan 2023

Has everything you need. Well stocked kitchen. Pool is wonderful. Bedrooms are big, beds comfortable. They have everything you need for a day at the beach. We spent mornings at the dinning room table relaxing , gorgeous views from every location. Afternoons in the pool. Just a wonderful wonderful location.

10.0

Jan 2023

Excellent

10.0

Jan 2023

Our second time at South Shore Villa. Had a wonderful time. Great views from the Villas. Hope to come back again.

8.0

Dec 2022

There were seven of us, all adults, and we have stayed in several villas before on Saint John and this is by far the best one. Everything about the villa was just as described. The views were incredible. Even though the drive to and from town is about 15 minutes and the roads are typical for Saint John (narrow, mountainous and serpentine), you get used to it after a few trips and the villa and location is well worth the ride. The villa was clean and well stocked and has everything you will need including coolers and beach chairs. The furniture is clean, comfortable and high quality. There were plenty of glasses and silverware. I can't think of anything that was missing. The pool is spectacular. The bedrooms and bathrooms and showers were big and comfortable and clean. I only have one minor complaint....the door handle on one of the doors from the living room going out to the porch was missing a screw and kept falling off. Other than that, this villa was perfect!

10.0

Aug 2022

We had an amazing stay at South Shore Villa! Everything was wonderful! The house was clean and well stocked! So nice to have the bedrooms separate from each other and each with their own bathroom. Outdoor showers were awesome in two of the bedrooms! The views from the balcony and pool area were fantastic! Thank you for sharing your beautiful piece of paradise!

10.0

Jul 2022

Beautiful South Shore Villa

Beautiful South Shore Villa

A gorgeous villa with amazing views. Loved the spacious air conditioned living room. So comfortable! Great pool and we loved the outside showers. All bedrooms were super comfortable and nicely decorated. Kitchen was fully stocked with anything you would need to cook dinner. Nice sound system throughout so you can listen to your music while swimming or cooking. Over all great place, and I have to say this property manager is top notch. I’ve stayed in another villa that he manages and both stays were my best on the island.

10.0

Jun 2022

Amazing!

Amazing!

This house was awesome! Amazing views of the Caribbean. Is really close to the National Park, and high up to give a feeling of being alone. The pool was great for the kids and there always was some spot of shade. Great breeze on the patio. Would definitely stay again.

8.0

May 2022

Amazing Views

Amazing Views

The house is awesome. It was perfect for 4 friends (or 4 couples) as each bedroom is actually like a private suite. We spent most of our time on the top patio overlooking the world. Perfect spot for drinks and conversations. The pool is lovely too look at but definitely chilly as it was in the shade a lot of the day. The outdoor showers are really nice. The kitchen is great and bedding was nice. The drive is the only negative. It's a slow-go as it's very steep and windy with lots of switchbacks. It was stressful for our group and we opted to hire a taxi when we planned to be out after dark.

10.0

Apr 2022

Loved Skytop

Loved Skytop

This beautiful home is exquisite. I loved how all of the bedrooms were like individual Casitas. The outdoor shower was so much fun. The sunrise every morning with my coffee on the porch, and the welcome basket was our first night's dinner. Thank you and we hope to return.

10.0

Apr 2022

Picturesque Perfection

Picturesque Perfection

This was the most beautiful property I have ever stayed at. Although difficult to get to (top of the mountain), the views and accommodations made it entirely worth the drive!!! The pool was perfect, the villa was stocked with everything we needed, and the beds were extremely comfortable. We will return!

10.0

Apr 2022

Remarkable property

Remarkable property

Our family loved our stay here. Check in and communication beforehand was very smooth and easy. Lovely pool and patio area we used every day. We will definitely be back. Amazing views!

10.0

Mar 2022

Absolutely Amazing

Absolutely Amazing

This property was absolutely amazing! The views are to die for and the house and amenities were all top notch. We will definitely stay here again. Check in went super smooth, we were met at the Jeep rental office and lead us to the home. At night time it was completely peaceful but close enough to drive back downtown.

10.0

Feb 2022

Great view

Great view

Wonderful place, requires adventurous driving and jeeps.

10.0

Jan 2022

Great weekend

Great weekend

Great property. Have already booked again for 2023.

10.0

Dec 2021

Beautiful home

Beautiful home

This is a great house, beautiful views, very well appointed, the kitchen had everything that you could possibly need. We loved everything about it, this was our fourth property on St. John that we have rented and it is the winner!!

10.0

Aug 2021

South Shore Villa is an amazing property.

South Shore Villa is an amazing property.

The villa has stunning views, is beautifully furnished and very well equipped with everything you need for a relaxing and enjoyable stay. The house was immaculate, and the poolside so inviting. The property management company was very responsive and easy to work with. Highly recommend it and will definitely stay there again.

10.0

Jun 2021

Island Living

Island Living

Property is beautiful and described perfectly. We just wished the pool was heated at that elevation. The water was ice cold. We could only stay in it for about 10-15 minutes. Also, it would be nice to have a generator for when the island power goes out- especially for 12 hours. Property management communication was wonderful.

10.0

Jun 2021

Views for days!

Views for days!

This villa is spectacular, every bit as beautiful as the pictures show. Beautifully appointed, spotlessly clean, comfortable and well equipped. The view is gorgeous, day and night. The management company made everything easy, from checkin to checkout. We’ll be back!

10.0

Jun 2021

Nothing Short of Amazing.

Nothing Short of Amazing.

Great host, great home. A+ all around!!!!

10.0

Jun 2021

Stunning St John view

Stunning St John view

This home was amazing with spectacular ocean views. Well stocked kitchen, 2 outdoor showers, 2 large indoor showers, 4 large bedrooms.....3 kings snd 2 twins. Gorgeous balcony overlooking infinity pool and ocean which we spent a ton of time. I highly recommend this home and will definitely be back.

10.0

May 2021

Amazing Views

Amazing Views

This house had amazing views. It was very clean and property manager answered any questions we had. About 15 minutes from Cruz Bay. If views are what you’re in for, this is the place.

10.0

May 2021

Incredible Views

Incredible Views

Property was just as shown and described on the listing. Incredible views about 15 minutes from the ferry dock. The villa is high up above Fish Bay overlooking Reef Bay. Loved our stay there!

10.0

Apr 2021

Awesome vacation

Awesome vacation

Property was fabulous, St John was amazing! My very first girls trip and it was wonderful!

10.0

Apr 2021

Absolutely love it

Absolutely love it

Thank you for a amazing experience. Property was beautiful and staff was wonderful.

10.0

Mar 2021

Wow!

Wow!

This is an amazing property with spectacular views. The property manager was very responsive in helping us for anything that was needed. Can’t wait to come back.

FAQs

How much does this house cost compared to others in Cruz Bay?

The average price for a rental in Cruz Bay is $1,222 per night. This rental is $288 above the average.

Is parking included with this house?

Parking is not specified as an available amenity at South Shore Villa - 4 bed- 4 1/2 bath. Amazing views, Upper Skytop Road!. 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 South Shore Villa - 4 bed- 4 1/2 bath. Amazing views, Upper Skytop Road! pet friendly?

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

What amenities are available at South Shore Villa - 4 bed- 4 1/2 bath. Amazing views, Upper Skytop Road!?

We found 7 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, laundry, and balcony or patio.

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South Shore Villa - 4 bed- 4 1/2 bath. Amazing views, Upper Skytop Road!

House in Cruz Bay

Reasons to book

About this house rental

Amenities

Map of Cruz Bay

Nearby attractions

South Shore Villa - 4 bed- 4 1/2 bath. Amazing views, Upper Skytop Road!

House in Cruz Bay

Reasons to book

About this house rental

Amenities

Map of Cruz Bay

Nearby attractions

Reviews

FAQs

How much does this house cost compared to others in Cruz Bay?

Is parking included with this house?

Is there a pool at this house?

Is South Shore Villa - 4 bed- 4 1/2 bath. Amazing views, Upper Skytop Road! pet friendly?

What amenities are available at South Shore Villa - 4 bed- 4 1/2 bath. Amazing views, Upper Skytop Road!?

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