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Stunning views! Infinity pool. 5* South Shore home.

Photo gallery for Stunning views! Infinity pool. 5* South Shore home.

Beautiful Leeward St John Villa
Eco solar power backup
Exterior
Lovely space and gardens
The house from the pool

Reviews

10 out of 10
Exceptional
4 bedrooms4+ bathroomsSleeps 103300 sq ft

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Barbecue grill
  • Air conditioning

Explore the area

Map
Cruz Bay, St John
  • Cruz Bay Beach
    ‪11 min drive‬
  • Virgin Islands National Park
    ‪11 min drive‬
  • Trunk Bay
    ‪21 min drive‬
  • West End (TOV-West End Seaplane Base)

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

2 Single Beds and 1 King Bed

4 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

Stunning views! Infinity pool. 5* South Shore home.



- Southerly aspect
- Full AC throughout
- Internet
- Secluded neighborhood
- 8 minute drive to Cruz Bay
- 47 ft infinity pool
- Outdoor pavilion and bar
- Four king sized beds + Twin daybed and twin trundle + playpen/crib
- All bedrooms are ensuite
- On-island property manager
- Long history of repeat guests
- Spacious gourmet kitchen
- Outstanding views of Rendezvous Bay
- Beautifully maintained tropical gardens
- Access to private neighborhood beach
- Environmentally conscious solar field

LEEWARD ST JOHN is a luxury modern villa beautifully situated on the South shore of St. John. Overlooking the tranquil Rendezvous Bay, the house is only an 8 minute drive from Cruz Bay town centre making this the perfect location for your stay in St. John.

Leeward is positioned to capture some of the best views on the island, with all rooms and the deck enjoying fantastic vistas of the south shore of St. John, the Caribbean Sea and St. Croix 40 miles away.

An arched entranceway with an impressive 9 ft solid mahogany door leads you to the spacious kitchen and indoor dining area, with vaulted ceilings and full height windows allowing you to drink in the breathtaking Rendezvous Bay below. With Thermador appliances, breakfast bar and Subzero wine fridge, the kitchen is fully equipped for even the most discerning chef's needs.

The views continue from the vaulted Great Room, which with comfortable seating and 60 inch TV provides the perfect space for relaxing indoors. From here, French doors open onto the expansive coral stone deck. Within the outdoor Pavilion is a shaded seating area as well as a bar and grill, whilst the deck has space for plenty of sun loungers. The south facing aspect ensures you can enjoy the Caribbean sun long into the late afternoon.

The best vistas are perhaps enjoyed from within the inviting 47 ft infinity edge pool, which steps from 4ft to 6 ft in depth, and appears to join the ocean below.

Leeward's four bedrooms are furnished with king sized beds and 42 inch TVs. All are ensuite, which are beautifully tiled and fitted with rain shower heads. The two upper floor bedrooms have covered balconies which create the perfect spot for your morning coffee or a moment of solitude looking out over the bay. There is a twin daybed with twin trundle in one of the downstairs bedrooms as well as the king sized bed.

There is a crib/playpen with bedding, a high chair.
Rollaway beds can be rented if needed.

The house has A/C throughout with numerous ceiling fans ensuring comfortable temperatures.

We are environmentally conscious at Leeward, and a large array of solar panels are fitted out of sight beneath the house. Rain water and grey water is captured and used to water the luscious garden, in which we take pride. Power outages do occasionally occur in the USVI, so the house is equipped with state of the art solar driven battery back up power.

In summary, Leeward is a beautiful family house with well crafted details and upscale furnishings to ensure your vacation is a memorable one. We and numerous returning guests have enjoyed Leeward for many years, and with the recent remodelling we are extremely confident that it will continue to provide premium accommodation for those visiting St. John.

Property manager

David Yellin
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Children under 8 require a waiver due to pool
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Pool is unfenced. Children MUST be supervised in the pool. Pool rules are posted in the outdoor poolside pergola. Please follow them at all times.
No drones allowed. Please respect our neighbor's privacy.
No smoking and no candles

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

St. John

Located near the beach, this villa is in Rendezvous & Ditleff, a neighbourhood in St. John. While the natural beauty of Virgin Islands National Park and Cruz Bay Beach can be enjoyed by anyone, those looking for an activity can explore Tortola Cruise Ship Port. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Cruz Bay, St John

What's nearby

  • Great Cruz Bay - 4 min drive - 2.8 km
  • Cruz Bay Beach - 11 min drive - 4.9 km
  • Virgin Islands National Park - 11 min drive - 5.0 km
  • Cinnamon Bay Beach - 20 min drive - 7.9 km
  • Trunk Bay - 21 min drive - 6.9 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 64 min drive

Restaurants

  • ‪High Tide Bar & Seafood Grill - ‬10 min drive
  • ‪Cruz Bay Landing - ‬10 min drive
  • ‪Beach Bar - ‬10 min drive
  • ‪Lovango Rum Bar - ‬10 min drive
  • ‪The Windmill Bar - ‬11 min drive

Frequently asked questions

Does Stunning views! Infinity pool. 5* South Shore home. have a pool?

Yes, this property has an outdoor pool.

Is Stunning views! Infinity pool. 5* South Shore home. pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Stunning views! Infinity pool. 5* South Shore home.?

Check-in begins at 3:00 PM.

What time is check-out at Stunning views! Infinity pool. 5* South Shore home.?

Checkout is at 10:00 AM.

Where is Stunning views! Infinity pool. 5* South Shore home. located?

This family-friendly St. John villa is located by the sea, within a 10-minute walk of Rendezvous Bay and Klein Bay. Virgin Islands National Park is 2.6 mi (4.2 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 105 out of 107 reviews
Rating 8 - Good. 2 out of 107 reviews
Rating 6 - Okay. 0 out of 107 reviews
Rating 4 - Poor. 0 out of 107 reviews
Rating 2 - Terrible. 0 out of 107 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise On STJ

We had an amazing stay at Leeward. Two families with young children. The owner, property manager, and valet were
Stayed 8 nights in Apr 2025

10/10 Excellent

Gloria B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house!

Epic views and the infinity pool was amazing!!
Stayed 7 nights in Mar 2025

8/10 Good

sharon g.

Liked: Cleanliness, check-in, communication, location, listing accuracy

St john

4 fairly equal bedrooms with 4 en suite bathrooms. Great view
Stayed 7 nights in Jan 2025

10/10 Excellent

Tara H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful family home

Nice kitchen
Stayed 7 nights in Dec 2024

10/10 Excellent

Jenny R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Glorious Leeward St John

Stunning, well-appointed home with exceptional views, infinity pool, and patio, including pergola for shade. We enjoyed everything about our week in this gorgeous home and location, close to beaches, hiking, and ready access to town. Our host alas arranged for car rental, and for a driver to meet us at the ferry the first day with the car so starve could easily find the home, and yo pick up the car and keys on the last day. We hope to be back again!
Stayed 7 nights in Dec 2024

10/10 Excellent

Jennifer J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property and great vacation!

Loved the property. Great view and convenient location (12 min from Cruz Bay). 4 great master suites, gorgeous pool and wonderful kitchen. Friendly and helpful property manager. Thank you!
Stayed 5 nights in Sep 2024

10/10 Excellent

Lorre H.

Liked: Cleanliness, location, listing accuracy

Magnificent views

Wonderful property!
Stayed 7 nights in Aug 2024

10/10 Excellent

Denise M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beyond Expectations

Photos don’t do the view from the pool deck of this home justice. The house and location are phenomenal. We took our family (adult children) and enjoyed every minute. The house has so much space and was well furnished. Check in was simple. The property manager was incredibly responsive. The only challenge of the week was the first trip down the driveway (backing in is definitely the way to go), but once you do it the first time, it feels routine. St. John has so much to offer and if you want a top notch experience with your own little piece of paradise while you stay, book this house.
Stayed 5 nights in Jul 2024

10/10 Excellent

Susan N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The most gorgeous views!

We spent a week at Leeward with kids, adults, and a couple of seniors/grandparents. It was absolute perfection! The pool is gorgeous, large, and perfect for the three kids while the adults enjoyed the covered seating area. The view is simply incredible as well! The beds were all very comfortable and the house was stocked with everything you could possibly need. This was my fourth time to St. John and I appreciated the driveway on the home being easy to get in and out of. The distance to town was perfect as well - far enough away but only a 10 minute drive. We loved it so much and hope to return one day!
Stayed 7 nights in Jul 2024

10/10 Excellent

Amy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely return visit

Our family stayed at Leeward February 2019. We loved the house and setting so much we came back with our friends. Everyone loved the property and had a wonderful time!
Stayed 9 nights in Jul 2024

10/10 Excellent

Beth C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful View

This is the second time we have stayed at this property and we have stayed in about 8 villas on St. John. I believe this has one of the best views and an amazing infinity pool. The one weak point of the place was communication. I didn't receive replies back to e-mails and there was basically no help with checking in- thankfully we had been to the villa before but if we were new to the island it would be nerve wracking to navigate there on our own. Last time we came someone met us and guided us there and then gave a tour/instructions of the house but impersonal this time- maybe a leftover COVID response! Overall, however, recommend this location highly.
Stayed 7 nights in Jun 2024

10/10 Excellent

Sherida B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Breathtaking View

The villa is wonderful, but the real star is the view of the bay and its crystal clear turquoise water. We never tired of looking at it. The pool was spectacular. We had beautiful, sunny days the entire week. It was a vacation we will always remember.
Stayed 7 nights in Jun 2024

8/10 Good

Karen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful view

Our family of 6 adults and 2 toddlers and an infant enjoyed our stay at Leeward. The view was the money shot! On a clear day, you could see all the way to St. Croix. The downstairs bedroom with the trundle bed was great for a toddler. The pack and play was used for the infant and was in great condition. The kitchen was well appointed with everything you could possibly need. The great room was a large space if you wanted to watch a movie in the evening. Very comfortable furniture. The beds were also comfortable. Taylor, the property manager was very as well as the owner. Would definitely recommend.
Stayed 7 nights in May 2024

10/10 Excellent

Michael M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Even Better than anticipated.

Any complaints would be nitpicking an amazing stay.
Stayed 7 nights in Apr 2024

10/10 Excellent

Martin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property

Great location
Stayed 7 nights in Mar 2024

10/10 Excellent

Corey W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place

Great property great view everything as listed
Stayed 7 nights in Feb 2024

10/10 Excellent

Dean S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Villa!

Everything about this place is 1st class!
Stayed 7 nights in Jan 2024

10/10 Excellent

Christina B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Holiday in paradise

Beautiful property. Perfect for our family. Each bedroom has a beautiful private bath and the kitchen and common areas are top notch! Great pool and the view is spectacular.
Stayed 5 nights in Dec 2023

10/10 Excellent

Doug B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful getaway

7 family members 21-85 years enjoyed the beautiful setting, home and accommodations for a week. It was hard to say goodbye to the early morning poolside coffees, mid day hors d’oeuvers & cocktails, and wonderful dinners in the spacious dining area. Also having a car available was a time saver and super convenient to explore the island. Thank you to our hosts who made the process easy and the experience so enjoyable!
Stayed 6 nights in Dec 2023

10/10 Excellent

Tom W.

Liked: Check-in, communication, location, listing accuracy

Stunning Views

The house is gorgeous and the views are stunning! We were two families of 4, each with teenage children, sharing this house and it provided a gracious amount of space. It was an easy trip to town and to the north shore beaches. We cooked in every evening and had every kitchen tool needed to prepare our meals. We started and ended every day on the back patio, gazing in awe at the beauty before us. It was our second trip to St. John and this was definitely our favorite location!
Stayed 6 nights in Jun 2023

10/10 Excellent

Aaron G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property

This is a fantastic property with unbelievable views. It is located just a short drive to Cruz Bay, but also far enough away from everything for some privacy. Very clean, nice layout and magnificent views from the infinity pool. Morning coffee views are second to none. The staff was great to work with. We had an issue with a tire ( my fault) and they were there within an hour. Took the tire and went to St John the next morning. Got a new tire and had it installed by 10 the next morning. Great service and very willing to help. I would highly recommend this place. We had a group of five and there was plenty of space. Never felt like we were on top of each other. We had a great experience
Stayed 7 nights in Jun 2023

10/10 Excellent

Martin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best villa we have ever stayed at on St. John

We have made 24 visits to St. John, #1 villa. Tremendous 180* vistas and warm tropical breezes.
Stayed 7 nights in Mar 2023

10/10 Excellent

Dan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection!

Our third stay there and it never disappoints! The best pace to enjoy peaceful luxury!
Stayed 7 nights in Feb 2023

10/10 Excellent

Peter S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic experience on St John!

This was my first VRBO booking, and it was truly a spectacular experience in all ways. Great communication, super clean and it felt like home...views were out of a travel magazine cover page. Thanks for everything!
Stayed 7 nights in Feb 2023

10/10 Excellent

Nelson A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Spot

Tremendous views, well appointed and didn’t need a thing. Thanks for making our family vacation a success!
Stayed 7 nights in Jan 2023

About the host

Hosted by David Yellin

Host profile image

What makes this property unique

- Southerly aspect
- Secluded neighborhood
- 8 minute drive to Cruz Bay
- Recently remodeled
- Infinity pool
- A/C throughout
- Wi-Fi throughout
- All king sized beds
- All bedrooms are ensuite
- On-island property manager
- Long history of repeat guests
- Spacious modern kitchen
- Outstanding views of Rendezvous Bay
- Access to private neighborhood beach

Languages:

English

Premier Host

They consistently provide great experiences for their guests