The Island Rider Villa was absolutely perfect, gorgeous views, & Betsy & the entire team were fabulous, so nice, & so helpful!! I HIGHLY recommend the beautiful Island Rider Villa, & the Where to Stay team is the best… they truly go above & beyond!! Our entire St. John vacay was absolutely PERFECT!! Loved everything about our stay!!

Betsy is the BEST!!! She is so very sweet, helpful, answered all our questions / emails promptly & thoroughly, gave us so much valuable information, and truly made sure we had the BEST experience!! We are so thankful for her, she made sure our entire vacay was perfect … she goes above & beyond!!

Wonderful experience. Gorgeous views. Would definitely book again.

Very helpful

We loved our stay at Island Rider. The pictures online were a perfect representation of what you get. There’s A/C everywhere (which you can’t say of all Villas). The views from the pool and jacuzzi were phenomenal. Had washer/dryer with soap already there, so you really only need to being a few dates worth of clothes. Very reasonable drive into Cruz Bay. Only small negative was the hot water. Have to wait a very long time for it, and sometimes it seemed to run out a little soon. Otherwise, this place is an absolute dream. Good chance we’ll stay here again whenever we can get back to St John.

Betsy and everyone was great to work with. Absolutely loved out greeter Winnie when we arrived.

Overall, I cannot recommend this villa enough. It offers an unparalleled experience of luxury, comfort, and natural beauty. Whether you’re seeking a romantic getaway, a family vacation, or a serene retreat, this place has it all. So, indulge yourself and bask in the wonders of this villa overlooking the sea with its mesmerizing pool—I guarantee it will be an experience you’ll never forget!

I would highly recommend planning your trip with Andrew! He has amazing attention to detail and provides great travel tips!! he will ensure you have a special time!
He went above and beyond by sending me additional links for car, rental, sailing, groceries, and everything else. He also gave me tips on what I would experience driving on the island that was very helpful in planning my location.

We can’t tell you enough how much we enjoyed staying at Island Rider! The location is superb! Views are great! All the bedrooms are King beds, and very well appointed. We had to call maintenence to come show us how to turn on the A/C in the TV room, and they were very prompt. It was successfully working in no time! Mike had to come back the next day to change batteries in a small detector, and once again, he was very prompt to come!

Excellent once again!

Photos and description do not do this home justice. Everything was amazing - furnishings, space, views, etc. Our group included four adults and three kids (ages 8-11), and everyone was beyond happy the entire time.

Betsy and team are the best. They’ve thought of every detail to make your trip perfect.

This villa is beautifully done, especially love the stone work! The view out to the infinity pool was breathtaking! The kitchen is well stocked with everything you could imagine, we even had a little welcome “basket” of local beer, pop, cheese, crackers and other items which was nice. It was nice having outdoor space both in the front of the house and back overlooking the pool. The outdoor space is huge, especially loved the open area from the kitchen leading to the bar counter. Bedrooms are well done with comfortable beds. It was also nice having a hot tub even though not all the jets were working. We had one issue with not having water which didn’t happen until midnight. I called the after hour number and someone was there by 7am the next morning. Something to do with the pump, it was fixed and all was well!

Everything was great working with Shawna & WhereToStay!!

My fiancé and I were planning our trip to elope in St. John. We searched and searched then found this gem! We looked no further. Island Rider villa has a billion dollar view! It is very up to date, immaculate, plenty of bedrooms and living space. The kitchen was fully equipped and the pool was absolutely breath-taking to enjoy the view while floating in the pool. The hot tub was also very clean and enjoyable and of course with an amazing view! There is plenty of outside terrace to sit and have a glass of wine and enjoy the lovely weather. It is paradise! Everyone we spoke with regarding renting this was exceptionally nice and very very helpful. We got married in front of the pool and I received so many compliments about how beautiful it was! Sunrise to sunset and even in the evening sky the view is priceless! It is only minutes to Cruz Bay where all the shopping and restaurants are. We are planning on returning with our children the next time! I cannot say enough about Island Rider! So many memories and gorgeous pictures and romantic villa that will meet all your needs.

Shawna is excellent. She was helpful on day 1 and was there for every question and helped us with recommendations. She is a 5 star representative! Excellent and appreciated all her time with us answering our questions about restaurants, car rentals, beaches and many other things. Very responsive and professional. Highly recommended working with her. Thank you Shawna!!!

We had a wonderful time at Island Rider Villa!

Shawna was awesome and helped us every step of the way. She answered all of our questions and her recommendations were great!

Island Rider Villa is everything we thought it would be! The pictures were spot on. The villa is beautiful and very well appointed. The sunrise and sunset views are nothing short of spectacular. If you’ve never stayed on St. John, the villa is really well situated for quick trips to Cruz Bay and easy drives to all of the north shore beaches. We will absolutely plan to stay at Island Rider again!!

Shawna and Sharon were great to work with. They provided great communication leading up to our trip and were very helpful with check in information and taxi transfers to and from the ferry/airport. We will absolutely book through whereto stay.com for our future trips!! Thanks Ladies, for helping to make this a memorable trip!!