Stunning views! Infinity pool. 5* South Shore home. | Villa in Cruz Bay

10.0 (126 Reviews) | 4 Bedrooms 4 Bathrooms 10 Guests

Estate Rendezvous and Ditlef Villa | Stunning views! Infinity pool. 5* South Shore home.

4 Bedroom Villa in Estate Rendezvous and Ditlef, Cruz Bay

- 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.

This 4 Bedrooms Villa provides accommodation with Bedding/Linens, Barbecue/Outdoor Cooking, Air Conditioner, for your convenience. This Villa features many amenities for guests who want to stay for a few days, a weekend or probably a longer vacation with family, friends or group. The rental Villa has 4 Bedrooms and 4 Bathrooms to make you feel right at home.

Check to see if this Villa has the amenities you need and a location that makes this a great choice to stay in Estate Rendezvous and Ditlef. Enjoy your stay in Estate Rendezvous and Ditlef at this Villa.

Prices and Availability

The last seen price for this Villa was USD US $1,502

This property is unavailable on this site presently. Check back later.

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Amenities

Air Conditioner

Parking

Pool

View

Private Pool

Ocean View

Balcony/Terrace

Oceanfront

Security/Safety

Sports/Activities

Bedding/Linens

Wellness Facilities

Entertainment

Barbecue/Outdoor Cooking

Child Friendly

Internet

Kitchen

Laundry

Policies

Check-in

Check-in time starts at 3:00 pm minimum check-in age: 25

Check-out

Check-out before 10:00 am

Child Policy

Children are welcome. note from host: children under 8 require a waiver due to pool

Pet Policy

Pets not allowed

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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts cash 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 this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Maggie U.

Feb 20, 2026 01:21:02 AM

Review Score: 8

Summary: 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!

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FAQ's

Is this Estate Rendezvous and Ditlef villa pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Estate Rendezvous and Ditlef villa have a swimming pool?

Yes, this Estate Rendezvous and Ditlef villa has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Estate Rendezvous and Ditlef villa?

Best-rates for the Estate Rendezvous and Ditlef villa starts from $1,502 per night with includes View, Ocean View, Security/Safety, Internet, Balcony/Terrace, Oceanfront, Child Friendly, Laundry, Wellness Facilities, Entertainment, Kitchen, Pool, TV, Private Pool, Sports/Activities, Bedding/Linens, Barbecue/Outdoor Cooking, Air Conditioner, Parking with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Estate Rendezvous and Ditlef villa a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Estate Rendezvous and Ditlef villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Estate Rendezvous and Ditlef villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Estate Rendezvous and Ditlef villa?

Based on the information reported by the owner or manager, the Estate Rendezvous and Ditlef villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Estate Rendezvous and Ditlef villa?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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