Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
Highlights
Family fun awaits
Top-rated for families.
Outdoor pool
The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
Unmatched views, unforgettable moments
Guests like the location for the scenic views.
4 bedrooms4+ bathroomsSleeps 10
Popular amenities
Private pool
Onsite parking available
Kitchen
Washer
Air conditioning
Barbecue grill
Explore the area
Cruz Bay, St John
Rendezvous Bay
Place, Rendezvous Bay
3 min walk
Klein Bay
Place, Klein Bay
5 min walk
Chocolate Hole
Place, Chocolate Hole
4 min drive
St. Thomas (STT-Cyril E. King)
Airport, St. Thomas (STT-Cyril E. King)
61 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 Twin 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.
Our prices include all fees. No hidden fees.
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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 # 440057
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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
St. John
Located near the beach, this villa is in Rendezvous & Ditleff, a neighborhood 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 check out Tortola Cruise Ship Port.
Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and horse riding.
St. Thomas (SPB-St. Thomas Seaplane Base) - 64 min drive
Restaurants
Skinny Legs - 29 min drive
Tarpon’s Table - 45 min drive
Duffy's Love Shack - 46 min drive
Shambles - 11 min drive
The Ritz-Carlton, St. Thomas - 79 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 Aug 19, 2026, prices found for a 1-night stay for 2 adults at Stunning views! Infinity pool. 5* South Shore home. on Sep 21, 2026 start from $1,288, 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?
Onsite 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.?
Check-out 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.
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