Features
Map
Rates & Availability
Review
Features
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PETS
No Pets Allowed -
BEACH
Beach Sun Loungers Beach Towels Near The Beach -
DINING
Dining Table -
SAFETY
Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
4 Bedrooms Bed Sheets Provided -
GENERAL
Unit Size: 3300 Sq Ft (307 Sq M) -
KITCHEN
Blender Dishwasher Electric Kettle Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop -
LAUNDRY
Laundry Facilities Near Laundromat Washing Machine And Dryer -
PARKING
Car Recommended Onsite Parking -
INTERNET
Free WiFi -
OUTDOORS
Balcony Barbecue Grill Garden Outdoor Furniture -
POOL/SPA
Massages Outdoor Pool Private Pool -
BATHROOMS
4.5 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided -
LANGS SPOKEN
English -
THINGS TO DO
Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Hiking Nearby Horse Riding Nearby Kayaking Nearby Parasailing Nearby Power Boating Nearby Swimming Nearby Tennis On Site Water Sports Equipment Windsurfing Nearby -
ENTERTAINMENT
Books DVD Player Games Stereo Smart TV With Cable/satellite Service -
LIVING SPACES
Living Room -
CLIMATE CONTROL
Air Conditioning -
FAMILY FRIENDLY
Children's Games Highchair -
LOCATION HIGHLIGHTS
Near A Health Or Beauty Spa Near A Hospital Near The Sea -
SERVICES AND CONVENIENCES
Chef Housekeeping (on Request) Iron/ironing Board Phone Safe -
SUITABILITY/ACCESSIBILITY
Smoke-free Property
Map
Rates & Availability
Review
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Maggie U.
Submitted Feb 19, 2026
Stayed Feb 5, 2026We 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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David D.
Submitted Jan 15, 2026
Stayed Dec 27, 2025Fantastic house and fantastic host!
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Tina M.
Submitted Jan 10, 2026
Stayed Jan 3, 2026A piece of paradise, with fabulous views. The bedrooms/bathrooms were all stocked with everything you needed. The outdoor pool area was wonderful & pool/beach towels were provided. The pool lounge chairs and outdoor sitting area were very comfy. Beat family vacation!
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Scott G.
Submitted Oct 11, 2025
Stayed Oct 4, 2025Very beautiful house. Met our needs and exceeded our expectations.
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Debra I.
Submitted Oct 8, 2025
Stayed Sep 27, 2025Wonderful home with an absolutely amazing view! This property was perfect for me and my family!
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kris a.
Submitted Sep 16, 2025
Stayed Sep 9, 2025It was 6 ladies for my 60th birthday! The house was perfect. I can’t wait to come back to St.John. Great kitchen ,living area for games and the views are the best on the island .
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Pat S.
Submitted Sep 2, 2025
Stayed Aug 10, 2025Awesome house! We had a great time.
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Angie H.
Submitted Jul 20, 2025
Stayed Jun 18, 2025Beautiful house! We enjoyed our stay and will definitely be back!
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Submitted Apr 13, 2025
Stayed Apr 5, 2025We had an amazing stay at Leeward. Two families with young children. The owner, property manager, and valet were
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Gloria B.
Submitted Mar 22, 2025
Stayed Mar 14, 2025Epic views and the infinity pool was amazing!!
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sharon g.
Submitted Jan 11, 2025
Stayed Jan 4, 20254 fairly equal bedrooms with 4 en suite bathrooms. Great view
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Tara H.
Submitted Jan 4, 2025
Stayed Dec 28, 2024Nice kitchen
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Jenny R.
Submitted Dec 27, 2024
Stayed Dec 20, 2024Stunning, well-appointed home with exceptional views, infinity pool, and patio, including pergola for shade. We enjoyed everything about our week in this gorgeous home and location, close to beaches, hiking, and ready access to town. Our host alas arranged for car rental, and for a driver to meet us at the ferry the first day with the car so starve could easily find the home, and yo pick up the car and keys on the last day. We hope to be back again!
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Jennifer J.
Submitted Sep 24, 2024
Stayed Sep 18, 2024Loved the property. Great view and convenient location (12 min from Cruz Bay). 4 great master suites, gorgeous pool and wonderful kitchen. Friendly and helpful property manager. Thank you!
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Lorre H.
Submitted Aug 11, 2024
Stayed Aug 3, 2024Wonderful property!
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Denise M.
Submitted Jul 27, 2024
Stayed Jul 21, 2024Photos don’t do the view from the pool deck of this home justice. The house and location are phenomenal. We took our family (adult children) and enjoyed every minute. The house has so much space and was well furnished. Check in was simple. The property manager was incredibly responsive. The only challenge of the week was the first trip down the driveway (backing in is definitely the way to go), but once you do it the first time, it feels routine. St. John has so much to offer and if you want a top notch experience with your own little piece of paradise while you stay, book this house.
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Susan N.
Submitted Jul 21, 2024
Stayed Jul 13, 2024We spent a week at Leeward with kids, adults, and a couple of seniors/grandparents. It was absolute perfection! The pool is gorgeous, large, and perfect for the three kids while the adults enjoyed the covered seating area. The view is simply incredible as well! The beds were all very comfortable and the house was stocked with everything you could possibly need. This was my fourth time to St. John and I appreciated the driveway on the home being easy to get in and out of. The distance to town was perfect as well - far enough away but only a 10 minute drive. We loved it so much and hope to return one day!
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Amy F.
Submitted Jul 13, 2024
Stayed Jul 4, 2024Our family stayed at Leeward February 2019. We loved the house and setting so much we came back with our friends. Everyone loved the property and had a wonderful time!
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Beth C.
Submitted Jul 7, 2024
Stayed Jun 15, 2024This is the second time we have stayed at this property and we have stayed in about 8 villas on St. John. I believe this has one of the best views and an amazing infinity pool. The one weak point of the place was communication. I didn't receive replies back to e-mails and there was basically no help with checking in- thankfully we had been to the villa before but if we were new to the island it would be nerve wracking to navigate there on our own. Last time we came someone met us and guided us there and then gave a tour/instructions of the house but impersonal this time- maybe a leftover COVID response! Overall, however, recommend this location highly.
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Sherida B.
Submitted Jun 21, 2024
Stayed Jun 8, 2024The villa is wonderful, but the real star is the view of the bay and its crystal clear turquoise water. We never tired of looking at it. The pool was spectacular. We had beautiful, sunny days the entire week. It was a vacation we will always remember.
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Karen G.
Submitted Jun 3, 2024
Stayed May 25, 2024Our family of 6 adults and 2 toddlers and an infant enjoyed our stay at Leeward. The view was the money shot! On a clear day, you could see all the way to St. Croix. The downstairs bedroom with the trundle bed was great for a toddler. The pack and play was used for the infant and was in great condition. The kitchen was well appointed with everything you could possibly need. The great room was a large space if you wanted to watch a movie in the evening. Very comfortable furniture. The beds were also comfortable. Taylor, the property manager was very as well as the owner. Would definitely recommend.