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

Top rated by guests
Beautiful Leeward St John Villa
Master ensuite bathroom
Bedroom 2 ensuite bathroom
Bedroom 3 ensuite bathroom
bedroom 4 ensuite bathroom
review stars
10Outstanding
(128 Ratings)
Leeward offers breathtaking ocean views, magnificent pool, luxurious bedrooms, well-equipped kitchen, and attentive property management. A perfect retreat!
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
10 / 10
Outstanding(128 Ratings)

Villa in Cruz Bay

10 guests · 4 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this villa rental



- 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.

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

Non-smoking
No pets allowed

Map of Cruz Bay

city location on map

Ratings and reviews

10 / 10
Outstanding(128 Ratings)
review starsSummary of reviews
Leeward offers breathtaking ocean views, magnificent pool, luxurious bedrooms, well-equipped kitchen, and attentive property management. A perfect retreat!
From real guest reviews summarized by AI
10 / 10Outstanding·Jul 2026
Leeward was beautiful, clean, and easily accommodated our party of 8. The infinity pool and cabana is where we spent most of our time as the view was spectacular. David was prompt with his answering any questions we had. Highly recommend this gorgeous home for your next stay on St. John!
10 / 10Outstanding·Jul 2026
Absolutely beautiful home, views as wonderful as pictured. Perfectly situated on the island to visit all the beaches and participate in water sports out of Cruz bay. Minutes from downtown. Highly recommend !
10 / 10Outstanding·Jul 2026
The property was excellent. The host answered any questions we had which was only one minor question. Everything was clean, organized and perfect place to relax. Location was perfect--easy access to beaches as well as restaurants, groceries, and shops. We plan to return.SincerelyClark Family.
10 / 10Outstanding·Jun 2026
This was an ideal 4 bedroom 4.5 bath villa for our group of four couples. The outdoor space was perfect with the Infiniti pool overlooking the ocean, a shaded veranda area, dining table, Sonos music, and high quality furniture. Inside areas offers a variety of spaces to cook and dine. Bedrooms were comfortable and well appointed. Location was convenient to Cruz Bay and north shore beaches. Recommendations on car rental and taxis was reliable. Power was reliable. Washer and dryer were nice and the ice maker was perfect. Would definitely stay here again!

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FAQs

Is parking included with this villa?

Parking is not specified as an available amenity at Stunning views! Infinity pool. 5* South Shore home.. For more information, we encourage you to contact the property about where to park.

Is there a pool at this villa?

We didn’t find pool listed as an amenity for this villa. It may be worth double checking if a pool is important for your stay.

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

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

What amenities are available at Stunning views! Infinity pool. 5* South Shore home.?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.