Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
4 bedrooms4+ bathroomsSleeps 10
Popular amenities
Ocean view
Kitchen
Washing machine
Dryer
Free Wi-Fi
Explore the area
Cruz Bay, St John
Rendezvous Bay
Place, Rendezvous Bay
3 min walk
Klein Bay
Place, Klein Bay
3 min walk
Great Cruz Bay
Place, Great Cruz Bay
5 min drive
St. Thomas (STT-Cyril E. King)
Airport, St. Thomas (STT-Cyril E. King)
60 min drive
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.
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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
Property # 440057vb
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
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.
Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and hiking.
St. Thomas (SPB-St. Thomas Seaplane Base) - 64 min drive
Restaurants
Shambles - 11 min drive
Woody's Seafood Saloon - 10 min drive
Cruz Bay Landing - 10 min drive
The Windmill Bar - 11 min drive
The Longboard - 10 min drive
Frequently asked questions
Does Stunning views! Infinity pool. 5* South Shore home. have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Stunning views! Infinity pool. 5* South Shore home.?
As of 9 May, 2026, prices found for a 1-night stay for 2 adults at Stunning views! Infinity pool. 5* South Shore home. on 16 Aug, 2026 start from S$1,434, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Stunning views! Infinity pool. 5* South Shore home. pet-friendly?
No, pets are not allowed at this property.
How much is parking at Stunning views! Infinity pool. 5* South Shore home.?
On-site parking is available at the 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 2 mi (3 km) of Rendezvous Bay, Chocolate Hole Beach and Chocolate Hole. 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.
The view from this beautiful, well-maintained home is stunning. Pictures don’t do it justice! The owners have obviously worked hard to continuously upgrade and maintain the home over the years. Thank you for a lovely stay.
Beautiful location with amazing views. The pool and layout of the house was fantastic. Everything was as advertised. Communication with the owner was great with great support on the transportation to/from the island. Only small critique would be that the initial cleaning could have been a little more thorough.
A piece of paradise, with fabulous views. The bedrooms/bathrooms were all stocked with everything you needed. The outdoor pool area was wonderful & pool/beach towels were provided. The pool lounge chairs and outdoor sitting area were very comfy. Beat family vacation!
This was a beautiful villa and a great location. Unfortunately, we had a lot of power problems while on St. John. This house has very limited battery backup power. Three of our five nights we weren’t able to have air-conditioning. And the first night we had zero power and no running water. Maybe we got unlucky. I’m not sure how often St. John has these problems, but I would think twice about renting a house without a generator in the future.Other than that, the place was great. When everything was working, it was perfect for our family of six.
It was 6 ladies for my 60th birthday! The house was perfect. I can’t wait to come back to St.John. Great kitchen ,living area for games and the views are the best on the island .
We had a wonderful stay at Leeward. The house is beautiful and we're convinced you won't find a better view elsewhere. We also appreciated the owner asking personally how our stay was and what improvements could be made in the future.The only issue we had during our stay was an island wide power outage, which was out of anyone's control. The issue we had with this was the solar panels did not work the way they should have and left us with no power for over 24 hours which was upsetting, especially for the price you're paying for the home. We also felt it would have been extremely helpful to have the property manager meet us at the home at our check in time to go over the workings of the home. Staying on St. John is not your usual Vrbo stay and it would have been helpful to know how to conserve energy or how the solar panel system works.This was not our first time on St. John, but this was our first time at Leeward and we will definitely be back!
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!
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.
Christina B.
Stayed 5 nights in Dec 2023
Response from VrboOwner on 15 Jan, 2024
Thanks so much for staying with us Christina, we're glad you enjoyed your stay!
Tremendous views, well appointed and didn’t need a thing. Thanks for making our family vacation a success!
Nelson A.
Stayed 7 nights in Jan 2023
About the host
Hosted by David Yellin
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