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St. John villa expert

Know Before You Go...

Island Rider overlooks some of the clearest Caribbean water you’ve ever seen. You can spend hours just relaxing on the covered patio enjoying the sun. You can entertain friends in the large open living area that opens onto the deck, or take a quiet stroll in the garden to gather your thoughts and unwind. If you want to squeeze in a little shopping, Cruz Bay is just minutes away.

Shawna , 214-350-6220 x9102

Perfect getaway for friends or families with older children.

Island Rider is located in the exclusive Point Rendezvous community on St. John’s south shore. This villa sits on a hillside above Klein Bay overlooking Rendezvous Bay and Ditliff Point.

This well-appointed home holds all of the charm of old St. John without sacrificing modern amenities. The octagonal, solar-heated swimming pool faces the sea and small islands. A surrounding terrace holds loungers and stairs that lead to the deck’s various levels. The lower and upper levels has dining tables with umbrellas, and there’s a stainless steel BBQ grill under the veranda. A Jacuzzi with jets hides around the corner with a gorgeous tropical vista. Plus, there’s a hammock to sleep in, a sand shower to rinse off in, and a covered courtyard to relax in. The home’s entrance is at the back of the house for extra privacy and security. The open plan Great Room opens to views on one side and the covered patio on the other. It incorporates the lounge, gourmet kitchen, and dining room into one open space with vaulted ceilings and stone walls. A media room sits opposite with a flatscreen TV, entertainment system, balcony access, ocean views, and tons of seating. There are four air-conditioned king suites, all on the lower level. Each suite has exterior access, a TV, seating, and an ensuite bathroom. The fourth suite is on the main level next to the media room.

Island Rider is an ideal getaway for friends or families with adult children. Located just five minutes from Cruz Bay, it has convenient access to town and the North Shore beaches but still provides seclusion.

Quick Quote

Dates People Nightly
Apr 16, 2022 to Nov 18, 2022
5 Night Minimum
1-2 people $1,029 USD
3-4 people $1,200 USD
5-6 people $1,371 USD
7-8 people $1,543 USD
Nov 19, 2022 to Nov 25, 2022
7 Night Minimum
1-8 people
Thanksgiving
$1,543 USD
Nov 26, 2022 to Dec 16, 2022
5 Night Minimum
1-2 people $1,029 USD
3-4 people $1,200 USD
5-6 people $1,371 USD
7-8 people $1,543 USD
Dec 17, 2022 to Jan 3, 2023
7 Night Minimum
1-8 people $2,029 USD
Jan 4, 2023 to Apr 14, 2023
7 Night Minimum
1-2 people $1,271 USD
3-4 people $1,443 USD
5-6 people $1,614 USD
7-8 people $1,786 USD
Apr 15, 2023 to Nov 17, 2023
5 Night Minimum
1-2 people $1,100 USD
3-4 people $1,271 USD
5-6 people $1,443 USD
7-8 people $1,614 USD
Nov 18, 2023 to Nov 24, 2023
7 Night Minimum
1-8 people
Thanksgiving
$1,614 USD
Nov 25, 2023 to Dec 16, 2023
5 Night Minimum
1-2 people $1,100 USD
3-4 people $1,271 USD
5-6 people $1,443 USD
7-8 people $1,614 USD
Dec 17, 2023 to Jan 4, 2024
7 Night Minimum
1-8 people $2,100 USD

Notes on Rates:

  • All rental rates are based on two persons per bedroom.
  • This property charges rates in US Dollars (USD).
  • Rates do not include: tax of 12.5%, damage waiver fee of $50.00.
  • Rates are subject to change.
Rates shown in

Choosing the right villa is just the first step in creating the perfect vacation experience. We help you plan every element of your villa vacation, from rental cars to spa treatments, completely personalized to you.

  • grocery provisioning
  • car rental
  • spa services
  • chef/cook services
  • butler service
  • restaurant reservations
  • activities and sightseeing
  • ferry/airport transfers
  • laundry service

    Beds & Baths

    Main House

    • Bedroom 1: Main level
      • 1 King, Air Conditioning, TV, Exterior Access Only
      • Ensuite Full Bath with Shower
    • Bedroom 2: Lower level
      • 1 King, Air Conditioning, TV, Exterior Access Only
      • Ensuite Full Bath with Shower
    • Bedroom 3: Lower level
      • 1 King, Air Conditioning, TV, Exterior Access Only
      • Ensuite Full Bath with Shower
    • Bedroom 4: Lower level
      • 1 King, Air Conditioning, TV, Exterior Access Only
      • Ensuite Full Bath with Shower

    Other Bathrooms

    • Bathroom 5: Half bath
    • Bathroom 6: Half bath

Features

  • BBQ Outside (Gas)
  • Beach Chairs
  • Beach Towels
  • Big Screen Television
  • CD Player
  • Ceiling Fans
  • Coffee Maker - Drip style
  • Cooler
  • Dishwasher
  • Docking Station
  • DVD Player
  • Generator
  • Great Views
  • Group
  • Hair Dryers
  • Honeymoon
  • Hot Tub
  • Ice maker
  • Internet Access/WiFi
  • Iron/Ironing Board
  • Microwave
  • Near Town
  • Pool at Villa
  • Safe
  • Satellite
  • Staff Favorites
  • Stereo System
  • Washer/Dryer
Pool 17 x 17 Depth 4'; solar heated pool and spa
Air Conditioning A/C in bedrooms : + media room
Location Point Rendezvous
Beach 5 minutes from Great Cruz Bay
Transfers There is one complimentary arrival that brings the arriving guests to the car rental to pick up their reserved car and then ushers the party to their villa. You may schedule additional arrivals as needed for $65 per arrival.
Included Mid-week linen service.
Children Welcome over 8 years of age or under 8 months.
Additional A fee for arrivals after 7 pm.
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Rating (5.00 out of 5)
Traveler Satisfaction 100% Traveler Satisfaction
# of Reviews 3 for Island Rider Villa

Billion dollar paradise!!!

Island Rider Villa, St. John villa review

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!!!

Posted by Robyn C

Great stay!

Island Rider Villa, St. John villa review

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!

Posted by Electra M

Amazing views Amazing house!

Island Rider Villa, St. John villa review

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!!

Posted by Renee P