4 Bedroom Villas

Villa Name sort ascending sort descending
High Season sort ascending sort descending
Low Season sort ascending sort descending
Max. Guests sort ascending sort descending
Location sort ascending sort descending
Expansive pool deck
High Season
1/2/19 - 4/14/19
Low Season
4/15/19 - 12/18/19
Location Beds Baths Max. Guests
$4900.00 - $6300.00 $2900.00 - $5050.00 Chocolate Hole 4 4 8

20% Discount. Now until Oct. 31. As low as $331.43 per night!

Villa Allesandra has a level floor plan with 2 air-conditioned King Master bedrooms in the main house and a separate air-conditioned Garden cottage with 2 additional bedrooms. Ground level Queen bedroom and a second level small 4th Queen bedroom. 5 flat screen TV's.  20' x  16' pool, 6 person spa, lower level has a 20' x 20' covered play area with ping-pong table, games and sky bar. Separate laundry room. Luxurious tropical plantings including orchids, lime trees, bananas, jasmine, hibiscus, tia, flamboyant, ferns and many more. The villa is located just five minute drive to the town of Cruz Bay, where you can enjoy dining or one of the many casual or classic restaurants this charming town has to offer. Or shop from the several small and unique shops all located in the heart of Cruz Bay and the charming Mongoose Junction Mall in short walking distance.

Expansive panoramic views of Cruz Bay, Great Cruz Bay, Chocolate Hole, St Thomas, Little St James and the surrounding cays.

St John prides itself for it's beaches that are among the best in the the world.

st john villa rental
High Season
1/2/19 - 4/14/19
Low Season
4/15/19 - 12/18/19
Location Beds Baths Max. Guests
$2800.00 - $4200.00 $1890.00 - $3500.00 Chocolate Hole 4 4 8

20% Discount now until Oct. 31. As low as $216 per night! Christmas Week still open!

This comfortable St. John pool and Spa villa features 4 bedrooms / 4 baths, located high on a hillside on St. John's southwest side. This lovely home offers a fun pool and stunning views over 2 south shore bays and privacy for 2 - 8 people. close to fabulous beaches and Cruz Bay, the local hot spot. This St. John Villa accommodates 8. Bedrooms are a King and a Queen up/Queen and a King down.
The King and Queen on the main level have A/C.

Children welcome.

High Season
1/2/19 - 4/14/19
Low Season
4/15/19 - 12/18/19
Location Beds Baths Max. Guests
$ $ Rendezvous Bay North 4 4.5 8

Now open April 18 - 25, 2020!

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 on 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 Pavillion 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 4 ft. to 9 ft. depth, and appears to join the ocean below.

Leeward's four bedrooms are furnished with king sized beds and 42 in. TV's. 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 mornig coffee or a moment of solitude looking out over the bay.

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 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 16 years, and with the recent remodeling we are confident that it will continue to provide premium accomodations for those visiting St John.

Great sunset views!
High Season
1/2/19 - 4/14/19
Low Season
4/15/19 - 12/18/19
Location Beds Baths Max. Guests
$3150.00 - $5145.00 $2100.00 - $4200.00 Chocolate Hole 4 4 8

Designed to harmonize with the surrounding tropical beauty, Paradise Revisited! is located to catch the island breezes and insure privacy and gives this villa an atmosphere of seclusion. This St. John Villa accommodates 8.

Children over 8 welcome.

*Rates shown are weekly.

2019 Dates
High Season: January 2, 2019 - April 14, 2019
Low Season: April 15, 2019 - December 18, 2019
Thanksgiving Week: November 23 - November 30, 2019
Holiday Season: December 19, 2019 - January 2, 2020

2020 Dates
High Season: January 2, 2020 - April 17, 2020
Low Season: April 18, 2020 - December 18, 2020
Thanksgiving Week: November 21 - November 28, 2020
Holiday Season: December 19, 2020 - January 2, 2021

All rates subject to 12.5% USVI Hotel Tax. A $35 non-refundable security deposit and $35 reservation fee are required.
Rates are subject to change without notice.

View St John Vacation Villa Rentals USVI in a larger map