Villa in Cruz Bay
10 guests · 5 bedrooms · 5 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this villa rental
Summary:
This stunning private luxury villa in St. John, overlooking the Caribbean Sea and Fish Bay, is the perfect retreat for a vacation with friends and family. Relax with a cool drink on a chaise lounge by the pool, enjoying views of the deep blue sea. Explore the unspoiled beauty of St. John and its magnificent, pristine beaches, then return to WindSong Villa for luxurious relaxation. This Villa has a generator that will automatically kick on if the power goes out so guests can continue to enjoy a comfortable stay.
The Space:
As you enter WindSong Villa’s custom brick and stone pathway, you will be greeted by arched, custom mahogany doors that will transport you back in time, yet have all the modern conveniences you would desire and expect in a luxury resort. From the plush furnishings to the St. John stone walls with seashells, and the pool overlooking the sparkling turquoise ocean beneath you, WindSong Villa will bring you to a place of happiness and peace.
Newly renovated in 2022, WindSong Villa sleeps 10 guests in five KING SUITES and has 5.5 bathrooms. This luxury villa offers 3 air-conditioned King Suites on the main floor of the villa, each with its own ensuite bath and a beautiful private outdoor terrace with sweeping views of the crystal blue Caribbean. Additionally, there is a 4th King Suite that is accessible via outdoor staircase below the main level. Finally, there is a separate fully air-conditioned King apartment with a kitchenette and ensuite bath-perfect for guests seeking additional privacy or needing extra amenities.
High-end window treatments, luxurious bedding, and custom furnishings accompany the exquisite guest rooms. Each private terrace has seating and tables to enjoy the magnificent beauty of the turquoise Caribbean water below.
Guest Access:
BookVI will arrange for a greeter to meet you at the villa for check-in, provide a tour, and address any questions about the property, as well as offer insights about the island. Arrangements will be tailored to your party size, arrival time, and familiarity with the area. Alternatively, BookVI offers a virtual check-in via FaceTime to review the villa and answer any questions.
To make the villa more affordable for smaller groups, the base price covers up to six guests and includes the three-bedroom main house. Additional bedrooms (4th and 5th) can be added for $150 per room per night. If the extra rooms are not required, they will locked for your stay.
For 4 bedrooms, please select 8 guests.
For 5 bedrooms, please select 10 guests.
This will automatically adjust your quote accordingly.
Please note that during the Christmas and New Year holidays, there is a minimum stay of seven days, and the dates cannot overlap both holidays. A ten-day minimum is required for bookings that cover both holiday periods.
The Neighborhood:
Relax and enjoy the peaceful, upscale neighborhood of Point Rendezvous after a memorable day exploring the stunning beaches of St. John and the surrounding US & British Virgin Islands. WindSong Villa is a dream retreat for both families and couples. Located just minutes from Cruz Bay Village, it offers easy access to exploring, shopping, and dining.
Getting Around:
BOOKVI highly recommends renting a 4-wheel drive vehicle for navigating St. John's terrain. We can provide a list of trusted local rental companies and have a few villa vehicles available.
Other Things to Note:
You will receive a contract to finalize your booking. Once your flight is booked, please provide your flight information to help us plan your arrival. We can assist with arranging private transportation from the airport to the villa, water service, taxi service, boat charters, private chefs, and massages. Expect a few emails to help with your vacation planning. We look forward to welcoming you to St. John. Please let us know if you have any questions.
Interaction with Guests:
This villa is professionally managed by BOOKVI, a trusted island travel specialist. Additionally, a property management service is on-call for any maintenance needs during your stay.
This stunning private luxury villa in St. John, overlooking the Caribbean Sea and Fish Bay, is the perfect retreat for a vacation with friends and family. Relax with a cool drink on a chaise lounge by the pool, enjoying views of the deep blue sea. Explore the unspoiled beauty of St. John and its magnificent, pristine beaches, then return to WindSong Villa for luxurious relaxation. This Villa has a generator that will automatically kick on if the power goes out so guests can continue to enjoy a comfortable stay.
The Space:
As you enter WindSong Villa’s custom brick and stone pathway, you will be greeted by arched, custom mahogany doors that will transport you back in time, yet have all the modern conveniences you would desire and expect in a luxury resort. From the plush furnishings to the St. John stone walls with seashells, and the pool overlooking the sparkling turquoise ocean beneath you, WindSong Villa will bring you to a place of happiness and peace.
Newly renovated in 2022, WindSong Villa sleeps 10 guests in five KING SUITES and has 5.5 bathrooms. This luxury villa offers 3 air-conditioned King Suites on the main floor of the villa, each with its own ensuite bath and a beautiful private outdoor terrace with sweeping views of the crystal blue Caribbean. Additionally, there is a 4th King Suite that is accessible via outdoor staircase below the main level. Finally, there is a separate fully air-conditioned King apartment with a kitchenette and ensuite bath-perfect for guests seeking additional privacy or needing extra amenities.
High-end window treatments, luxurious bedding, and custom furnishings accompany the exquisite guest rooms. Each private terrace has seating and tables to enjoy the magnificent beauty of the turquoise Caribbean water below.
Guest Access:
BookVI will arrange for a greeter to meet you at the villa for check-in, provide a tour, and address any questions about the property, as well as offer insights about the island. Arrangements will be tailored to your party size, arrival time, and familiarity with the area. Alternatively, BookVI offers a virtual check-in via FaceTime to review the villa and answer any questions.
To make the villa more affordable for smaller groups, the base price covers up to six guests and includes the three-bedroom main house. Additional bedrooms (4th and 5th) can be added for $150 per room per night. If the extra rooms are not required, they will locked for your stay.
For 4 bedrooms, please select 8 guests.
For 5 bedrooms, please select 10 guests.
This will automatically adjust your quote accordingly.
Please note that during the Christmas and New Year holidays, there is a minimum stay of seven days, and the dates cannot overlap both holidays. A ten-day minimum is required for bookings that cover both holiday periods.
The Neighborhood:
Relax and enjoy the peaceful, upscale neighborhood of Point Rendezvous after a memorable day exploring the stunning beaches of St. John and the surrounding US & British Virgin Islands. WindSong Villa is a dream retreat for both families and couples. Located just minutes from Cruz Bay Village, it offers easy access to exploring, shopping, and dining.
Getting Around:
BOOKVI highly recommends renting a 4-wheel drive vehicle for navigating St. John's terrain. We can provide a list of trusted local rental companies and have a few villa vehicles available.
Other Things to Note:
You will receive a contract to finalize your booking. Once your flight is booked, please provide your flight information to help us plan your arrival. We can assist with arranging private transportation from the airport to the villa, water service, taxi service, boat charters, private chefs, and massages. Expect a few emails to help with your vacation planning. We look forward to welcoming you to St. John. Please let us know if you have any questions.
Interaction with Guests:
This villa is professionally managed by BOOKVI, a trusted island travel specialist. Additionally, a property management service is on-call for any maintenance needs during your stay.
Amenities at Windsong Villa | Stunning Views & Pool | by BookVI
Non-smoking
No pets allowed
Family friendly
Map of Cruz Bay
Ratings and reviews
10 / 10Outstanding·Jun 2026
Windsong is a BEAUTIFUL Villa with amazing views, well appointed kitchen. Very comfortable beds. Lots of room for our crew of 8. We could have slept 10 VERY comfortably! I highly recommend this Villa for a peaceful vacation!
10 / 10Outstanding·May 2026
This was an amazing home! It was PERFECT for our entire family! Everyone was comfortable! The view was EPIC! We have stayed at several properties on island and this is one of my favorites! I would absolutely book again! Super location.. and the outdoor shower in the primary is amazing! I can't say enough great things about this villa!
10 / 10Outstanding·Apr 2026
Excellent villa and hosts. We enjoyed the location and views. Pool was great for taking in the views at the end of the day after exploring St. John’s wonderful beaches. Highly recommended!
10 / 10Outstanding·Jan 2026
Welcoming host
$$$$
Top rated by guests
10Outstanding
(9 Ratings)
"Windsong is a BEAUTIFUL Villa with amazing views, well appointed kitchen. Very comfortable beds. Lots of room for our crew of 8. We could have slept 10 VERY comfortably! I highly recommend this Villa ..."
Leigh K.Don't miss out! Price and availability may change
