Entire home

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

Photo gallery for Stunning views! Infinity pool. 5* South Shore home.

Outdoor pool
Interior
4 bedrooms, in-room safe, iron/ironing board, free WiFi
Property grounds
Exterior

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms5 bathroomsSleeps 10307 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Barbecue grill
  • Air conditioning

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property manager

David Yellin

Languages

English

Add dates for prices

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Massage
  • Outdoor pool
  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board
  • Phone
  • Safe

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the sea

Things to do

  • Tennis
  • Water sports equipment
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 3,300 square feet

Similar properties

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: Children under 8 require a waiver due to pool

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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

We should mention

A car is recommended for transportation to and from this property

Property is also known as

Leeward St John Premier Accommodation Villa Cruz Bay
Leeward St John Premier Accommodation Villa
Leeward St John Premier Accommodation Cruz Bay
Leeward St John Premier Accommodation
Leeward St John Premier Accommodation
Leeward St John December Dates Christmas Week now Available!!
Leeward St John Premier Accommodation

About the neighborhood

Map
Cruz Bay, St John

What's nearby

  • Great Cruz Bay - 4 min drive - 2.8 km
  • Cruz Bay Beach - 11 min drive - 4.9 km
  • Virgin Islands National Park - 11 min drive - 5.0 km
  • Cinnamon Bay Beach - 20 min drive - 7.9 km
  • Trunk Bay - 21 min drive - 6.9 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 64 min drive

Restaurants

  • ‪High Tide Bar & Seafood Grill - ‬10 min drive
  • ‪Cruz Bay Landing - ‬10 min drive
  • ‪Beach Bar - ‬10 min drive
  • ‪Lovango Rum Bar - ‬10 min drive
  • ‪The Windmill Bar - ‬11 min drive

Frequently asked questions

Does Stunning views! Infinity pool. 5* South Shore home. have a pool?

Yes, this property has an outdoor pool.

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

No, pets are not allowed at this property.

What time is check-in at Stunning views! Infinity pool. 5* South Shore home.?

Check-in begins at 3:00 PM.

What time is check-out at Stunning views! Infinity pool. 5* South Shore home.?

Check-out is at 10:00 AM.

Where is Stunning views! Infinity pool. 5* South Shore home. located?

This family-friendly St. John villa is located by the sea, within a 10-minute walk of Rendezvous Bay and Klein Bay. Virgin Islands National Park is 2.6 mi (4.2 km) away.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 105 out of 107 reviews
Rating 8 - Good. 2 out of 107 reviews
Rating 6 - Okay. 0 out of 107 reviews
Rating 4 - Poor. 0 out of 107 reviews
Rating 2 - Terrible. 0 out of 107 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Tara H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful family home

Nice kitchen
Stayed 7 nights in Dec 2024

8/10 Good

sharon g.

Liked: Cleanliness, check-in, communication, location, listing accuracy

St john

4 fairly equal bedrooms with 4 en suite bathrooms. Great view
Stayed 7 nights in Jan 2025

10/10 Excellent

Jenny R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Glorious Leeward St John

Stunning, 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!
Stayed 7 nights in Dec 2024

10/10 Excellent

Lorre H.

Liked: Cleanliness, location, listing accuracy

Magnificent views

Wonderful property!
Stayed 7 nights in Aug 2024

10/10 Excellent

Jennifer J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property and great vacation!

Loved 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!
Stayed 5 nights in Sep 2024

10/10 Excellent

Martin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property

Great location
Stayed 7 nights in Mar 2024

10/10 Excellent

Amy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely return visit

Our 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!
Stayed 9 nights in Jul 2024

10/10 Excellent

Corey W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place

Great property great view everything as listed
Stayed 7 nights in Feb 2024

10/10 Excellent

Dean S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Villa!

Everything about this place is 1st class!
Stayed 7 nights in Jan 2024

10/10 Excellent

Christina B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Holiday in paradise

Beautiful property. Perfect for our family. Each bedroom has a beautiful private bath and the kitchen and common areas are top notch! Great pool and the view is spectacular.
Stayed 5 nights in Dec 2023

10/10 Excellent

Sherida B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Breathtaking View

The 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.
Stayed 7 nights in Jun 2024

10/10 Excellent

Michael M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Even Better than anticipated.

Any complaints would be nitpicking an amazing stay.
Stayed 7 nights in Apr 2024

10/10 Excellent

Martin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best villa we have ever stayed at on St. John

We have made 24 visits to St. John, #1 villa. Tremendous 180* vistas and warm tropical breezes.
Stayed 7 nights in Mar 2023

10/10 Excellent

Susan N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The most gorgeous views!

We 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!
Stayed 7 nights in Jul 2024

10/10 Excellent

Dan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection!

Our third stay there and it never disappoints! The best pace to enjoy peaceful luxury!
Stayed 7 nights in Feb 2023

10/10 Excellent

Nelson A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Spot

Tremendous views, well appointed and didn’t need a thing. Thanks for making our family vacation a success!
Stayed 7 nights in Jan 2023

10/10 Excellent

Dan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection!

A terrific guest experience and an even better property! High marks on every level and look forward to coming back!
Stayed 5 nights in Oct 2020

10/10 Excellent

Sharon Z., North Royalton, OH

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular Home

This property was stunning, clean, well stocked, and provided us with everything we needed for our family vacation. The pool and view made it difficult for us to leave the property to enjoy the beautiful beaches of St. John. We will definitely be back to this property.
Stayed 7 nights in Dec 2022

10/10 Excellent

Peter S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic experience on St John!

This was my first VRBO booking, and it was truly a spectacular experience in all ways. Great communication, super clean and it felt like home...views were out of a travel magazine cover page. Thanks for everything!
Stayed 7 nights in Feb 2023

10/10 Excellent

Doug B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful getaway

7 family members 21-85 years enjoyed the beautiful setting, home and accommodations for a week. It was hard to say goodbye to the early morning poolside coffees, mid day hors d’oeuvers & cocktails, and wonderful dinners in the spacious dining area. Also having a car available was a time saver and super convenient to explore the island. Thank you to our hosts who made the process easy and the experience so enjoyable!
Stayed 6 nights in Dec 2023

10/10 Excellent

Johnathan D., Asheville NC

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stunning

Absolutely beautiful property with a pool and view even better than the pictures. Exceptionally clean and well stocked. Could not have been happier here and look forward to renting here again in the future.
Stayed 8 nights in Nov 2020

10/10 Excellent

Denise M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beyond Expectations

Photos 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.
Stayed 5 nights in Jul 2024

10/10 Excellent

Gabe L., Fort Worth

Gorgeous view, beautiful home...

This home is really well built, and has all the creature comforts of home. The view from the back porch and most of the rooms are amazing. The property owners and the property managers were easy to work with and were super responsive. We had an absolutely blast with our group and would definitely consider staying here again.
Stayed 6 nights in Aug 2018

10/10 Excellent

Diana M.

Wonderful.

This is a wonderful villa that we have stayed at many times. It is beautifully furnished and the kitchen is really well equipped. The views from the infinity pool are breathtaking. We've stayed at many villas. This is the best.
Stayed 5 nights in Jan 2019

10/10 Excellent

Robin G., Virginia Beach

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

This was exactly what we needed for our two families of four with kids ages 6 and 9. LeeAnn and the property manager could not have been more helpful and attentive. Thank you so much we hope to be back soon!!
Stayed 7 nights in Nov 2020