Entire home
Stunning views! Infinity pool. 5* South Shore home.
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Reviews
10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
4 bedrooms4+ bathroomsSleeps 103300 sq ft
Popular amenities
Explore the area

Cruz Bay, St John
- Place, Rendezvous Bay3 min walk
- Place, Klein Bay3 min walk
- Place, Great Cruz Bay4 min drive
- 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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- Ocean view
- Pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (77 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Children under 8 require a waiver due to pool
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
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.

Cruz Bay, St John
What's nearby
- Rendezvous Bay - 3 min walk - 0.3 km
- Klein Bay - 3 min walk - 0.3 km
- Chocolate Hole - 4 min drive - 1.9 km
- Chocolate Hole Beach - 4 min drive - 1.9 km
- Great Cruz Bay - 4 min drive - 2.1 km
Getting around
Restaurants
- Shambles - 11 min drive
- Cruz Bay Landing - 10 min drive
- Woody's Seafood Saloon - 10 min drive
- Greengo’s - 11 min drive
- The Longboard - 10 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
15 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Dec 2025
10/10 Excellent
Tina M.
10 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tina M.
Stayed 7 nights in Jan 2026
10/10 Excellent
Debra I.
8 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy

Debra I.
Stayed 7 nights in Sep 2025
10/10 Excellent
Scott G.
11 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Scott G.
Stayed 7 nights in Oct 2025
10/10 Excellent
Angie H.
20 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Angie H.
Stayed 28 nights in Jun 2025
10/10 Excellent
Pat S.
2 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pat S.
Stayed 6 nights in Aug 2025
10/10 Excellent
kris a.
16 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
kris a.
Stayed 6 nights in Sep 2025
10/10 Excellent
Gloria B.
22 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house!
Gloria B.
Stayed 7 nights in Mar 2025
10/10 Excellent
Martin G.
14 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property
Martin G.
Stayed 7 nights in Mar 2024
10/10 Excellent
Verified traveller
13 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise On STJ
Verified traveller
Stayed 8 nights in Apr 2025
10/10 Excellent
Tara H.
4 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful family home
Tara H.
Stayed 7 nights in Dec 2024
10/10 Excellent
Lorre H.
11 Aug, 2024
Liked: Cleanliness, location, listing accuracy
Magnificent views
Lorre H.
Stayed 7 nights in Aug 2024
10/10 Excellent
Corey W.
11 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place
Corey W.
Stayed 7 nights in Feb 2024
10/10 Excellent
Dean S.
14 Jan, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Villa!
Dean S.
Stayed 7 nights in Jan 2024
8/10 Good
sharon g.
11 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
St john
sharon g.
Stayed 7 nights in Jan 2025
10/10 Excellent
Amy F.
13 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely return visit
Amy F.
Stayed 9 nights in Jul 2024
10/10 Excellent
Martin G.
16 Mar, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Best villa we have ever stayed at on St. John
Martin G.
Stayed 7 nights in Mar 2023
10/10 Excellent
Christina B.
12 Jan, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Holiday in paradise
Christina B.
Stayed 5 nights in Dec 2023
10/10 Excellent
Jennifer J.
24 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property and great vacation!
Jennifer J.
Stayed 5 nights in Sep 2024
10/10 Excellent
Dan H.
9 Mar, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfection!
Dan H.
Stayed 7 nights in Feb 2023
10/10 Excellent
Nelson A.
28 Jan, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Spot
Nelson A.
Stayed 7 nights in Jan 2023
10/10 Excellent
Dan H.
1 Nov, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfection!
Dan H.
Stayed 5 nights in Oct 2020
10/10 Excellent
Michael M.
23 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Even Better than anticipated.
Michael M.
Stayed 7 nights in Apr 2024
10/10 Excellent
Sharon Z.
31 Dec, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spectacular Home
Sharon Z.
Stayed 7 nights in Dec 2022
10/10 Excellent
Johnathan D.
15 Nov, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stunning
Johnathan D.
Stayed 8 nights in Nov 2020
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
- 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
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