4 bedroom, A/C throughout, sunny south shore location
Howard and Lee Ann Jones
About Howard and Lee Ann Jones
We first traveled to St. John in 1994, with two very young children in tow, desperate to escape the London winter blues. Earlier in our marriage we'd travelled to a number of Caribbean islands, but the beauty of St. John was just awe inspiring. On that very first visit we purchased land, beginning a long and wonderful association with the Island of St. John. As our family grew and aged, the one constant in all our lives was Leeward. In their early years, the children spent time in the shallows of Maho Bay, playing and learning to snorkel, but also accompanied us on hikes and more adventurous outings as their confidence grew. Now we do all that, but can also throw in an hour at the Beach Bar or Longboard! Leeward has provided countless memories as the family has grown up. The London winters are still dreary, and we escape frequently to St. John. The lure of the island is strong, and even after 25+ years there is a rush of anticipation as we prepare for another visit. In 2015 we decided that it was time to extensively upgrade the house. We sought the expertise of well respected local architect Michael Milne, which has resulted in the breathtaking incarnation of Leeward you see today. It is a gorgeous island, and a beautiful house from which to enjoy it. Our family has done so, and judging by the number of repeat guests at Leeward, some stretching back over 18 years, many others have done so to. We prefer to call guests 'Friends of Leeward' as opposed to 'Visitors'. We do hope you'll find time to visit St. John, and if your travel plans incorporate another villa, that is fine too. Enjoy the natural beauty of St. John. We know you'll be back.
Why Howard and Lee Ann Jones chose Rendezvous & Ditleff
This was a choice lot which we were fortunate to buy long before the property boom on St John. The southerly aspect and views out over Rendezvous Bay are simply gorgeous. The extensive remodelling in 2016 has enhanced the views and has made Leeward a stylish, but family friendly home.
What makes this Villa 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
Pool / Spa
100% refund if canceled at least 60 days before arrival date.
Damage and incidentals
You will be responsible for any damage to the rental property caused by you or your party during your stay.
Children allowed - Please tell us if children under 10.Please tell us if children under 10.
No pets - check with ownercheck with owner
No parties/events - check with ownercheck with owner
Max guests: 10 (sleeps up to 8 adults) - Extra beds available for groups with childrenExtra beds available for groups with children
Minimum age of primary renter: 25
- Cancellations for Thanksgiving, Xmas and New Year weeks are subject to 20% fee. 100% fee if within 60 days of arrival. Trip cancel insur. recomended.
- Most St John pools are not fenced off! Please let us know if children under 10 will be in your party. The pool rules are signposted in the pergola.
- No drones to be used at Leeward.
We thoroughly enjoyed our stay at Leeward. The owners and their property manager were both lovely to work with and absolutely accommodating. The home itself is beautiful and the pool and pool area are awesome. Has everything you would need or want and more. Looking forward to our next visit already! Thank you!!!!
Thank you Laura. It was a great pleasure to meet you and your family. Randy has us inspired to use our TRX! We look forward to welcoming you back to Leeward.
Lee Ann and Howard
This property is like heaven on earth. All it appears to be!
St John Vacation
Leeward is a magnificent property!! Very well appointed furnishings and decor. My family and I spent a lot of time outside, enjoying the wonderful views. Ocean views from inside and outside the home. Well stocked kitchen with everything one needs to cook. Loved cooking in and sitting outside enjoying the tranquil beauty of the outdoors!!
The owners were wonderful to deal with, as was the property manager. My family and I will definitely go back and rent Leeward again.
Very convenient location to Cruz Bay and the beautiful St John Beaches. Also, close to the grocery stores.
Leeward is beyond a five star home!!
Thank you Sady for such a wonderful review of your stay at Leeward. We're so pleased you enjoyed your time and made good use of the kitchen and taking in those gorgeous views.
We also want to thank you for your energy conservation!
We look forward to having you visit us again in the future.
Howard and Lee Ann
Beautiful home with breathtaking views
This property is amazing! The house easily accommodated our family of eight. The kitchen was stocked with all the appliances and dishes we needed. The outdoor space, pool and views were like no other! The owners and property manager are easy to work with and were so helpful in recommending transportation and provisioning needs. We highly recommend this property and would stay here again!
Thank you Susan,
We are so glad that you enjoyed spending Christmas at Leeward.
Come back soon and escape the cold!
What an amazing home. Views are spectacular. The pictures really do not do this home justice. 4 amazingly appointed master suites with bathrooms, kitchen fully stocked, and the gazebo and pool and deck are magical. Leeward is close to Cruz Bay and the grocery stores. We can't wait to return. The owners and house manager were very responsive and attentive. Do not pass this house by, unless you want to book it when I want to return!
Thank you Debra. What a lovely review!
We’re so glad that you enjoyed your stay.
Give us a heads up when you want to return and we will look forward to welcoming you back at Leeward.
Happy New Year 🥳
LeeAnn and Howard