[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Riley's Retreat - Spacious Villa with Private Pool Villa with a hot tub, a short walk to Virgin Islands National Park ![Beach nearby](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813728/7af6237b.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813728/c031cdce.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813728/970a56c5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813728/b216fccf.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813728/00337acb.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Cruz Bay Beach is located near Riley's Retreat - Spacious Villa with Private Pool, which provides a garden, an arcade/game room, and laundry facilities. For some rest and relaxation, visit the hot tub. Stay connected with in-room WiFi. 10 Exceptional ### Entire home 5 bedrooms4 bathroomsSleeps 143400 sq ft ## Popular amenities - - Dryer - Pool - Parking available - Washer - Pet-friendly ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Riley's Retreat - Spacious Villa with Private Pool Summary: The Villa is a spacious 5 bedroom, 4 bath home with pool, hot tub, game room & gourmet kitchen. Plenty of room for friends & family &privacy/quiet time. Panoramic views, tranquil breezes, & colorful sunsets are a few of the perks that await at Riley's Retreat on the island of St John. Nestled on the hillside in a private neighborhood, this villa provides relaxation with numerous on-site amenities to enjoy, while remaining conveniently close to Cruz Bay. Come let us host you in paradise! The Space: Riley's Retreat is a bright and beautiful, newly updated villa that retains all the charm of Old St. John with ornate stonework and custom mahogany details, while also providing the modern conveniences you would expect from a vacation home. Enjoy morning coffee on the breezy decks, tropical cocktails by the pool in the afternoon. Challenge friends and family to a billiards tournament in the game room after a sunny beach day, or relish in a slow dance at the water’s edge while one of the island’s private chefs prepares a local seafood dinner. If you're lucky, the resident iguanas will join you for a starfruit snack in the groves surrounding the property. A beautiful sunset over the isles awaits every night, followed by a canopy of a million stars to gaze. The two-level design of this spacious home offers plenty of room to gather, yet it also includes private areas for you to relax and enjoy some alone time. The upper living area is an open concept to capitalize on the natural light. Complete with a gourmet kitchen and furnished indoor and outdoor dining areas, the space is meant to accommodate large groups and families. There are three spacious bedrooms upstairs and 2 full bathrooms. Each bedroom has an AC unit with individual temperature controls and ceiling fans. The Master has a king-sized bed, private ensuite bathroom with a stone walk in shower. From the bathroom, you can walk out to the outdoor shower and down private steps to the pool area. There are 2 more large guest bedrooms, with new queen-sized beds and full closet. From any room, enjoy the peaceful sounds of tree frogs floating on the soft breezes to lull you to sleep at night. Wrap-around porches make it easy to navigate and explore the property from every angle. The lower level is equally well designed and newly refurnished as its own apartment, with 2 bedrooms, both with queen-sized beds, 1 full bath and a fully equipped kitchen. The outdoor deck has a fully furnished living and dining area as well. The pool area is very private and features an in-ground 14’ x 21’ pool and 6-person hot tub. There is a club house bar area with a pool table, ‘open air’ bar and many family games, where guests can enjoy snacks, cold beverages and a little competition. There is also a full bathroom with shower. A Bluetooth sound system is also wired inside and around the pool, so you can enjoy your playlist anywhere. The laundry room on-site is equipped with large capacity washers and dryers, clothing iron and steamer, for your convenience. Our property manager is on island and available to assist with questions or issues as needed during your stay. You can be greeted at the docks and escorted to the house or we can meet you at the house, give you a brief tour and get you settled in. Other convenient accommodations can also be arranged, to ensure your stay is stress free. Babysitting, grocery delivery, taxi services, and tour recommendations can all be arranged, don’t hesitate to ask! Guest Access: There is plenty of parking in the driveway to accomodate 4 vehicles and space for safari style taxis to access and turn around. We highly recommend you rent a jeep to experience all that the island of St John has to offer. We can also recommend several great safari style taxis that can accomodate large parties. The Neighborhood: The Villa is located a mile above Cruz Bay at the end of a private road. It is a very private property overlooking the ocean and the valley below. Just minutes to dining, dancing & shopping. 1.5 Miles to the nearest beach. Caneel hiking trail accessible at base of property. Getting Around: We recommend you rent a jeep to explore and experience the island to its fullest. We can recommend several safari style taxi drivers who also know the property well and take great care of you in your palnning, especially when staying with a large group. The Villa can easily accomododate multiple vehicles parked at the property. Other Things to Note: We have plenty of beach chairs and coolers to take with you when you explore St John's stunning beaches. Beach toys and snorkel gear are also available. Interaction with Guests: Our property manager is on Island and available to assist with questions or issues as needed during your stay. You can be greeted at the docks and escorted to the house or we can meet you at the house, give you a brief tour and get you settled in. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Communal pool - Hot tub - Private pool ### Internet - Available in the villa: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 5 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 4 bathrooms - Hair dryer - Shower - Towels provided ### Entertainment - Books - Smart TV with cable/satellite channels - Stereo ### Outdoor areas - Balcony - Barbecue grill - Garden ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Office ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the mountains - Near the sea ### Things to do - Arcade/game room - Casino nearby - Horseback riding nearby - Mountain climbing nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - At least 10% of profits reinvested in community and sustainability - At least 80% lighting from LEDs - Cleaning products are eco-friendly - Energy-saving switches in guestrooms - Garden - Local artist showcase - Locally-owned and organized tours and activities - Solar energy - Unit size: 3,400 square feet - Water-efficient showers ## Similar properties ![Pool](https://images.trvl-media.com/lodging/20000000/19100000/19091700/19091681/f2900983.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Elegant, Beautiful, Child-Friendly, Oceanfront Paradise Rendezvous & Ditleff - Ocean view - Pool - Kitchen - Washer 9.6 Exceptional 31 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=19091681&PinnedHotelID=19091681&HadPinnedHotel=true®ionId=-1&adults=2) ![5 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78430000/78423100/78423036/36f906e7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches Cruz Bay - Ocean view - Pool - Kitchen - Washer 9.4 Exceptional 16 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=78423036&PinnedHotelID=78423036&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/38000000/37990000/37980600/37980583/be18e5e7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Stunning home. 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Additional fees may apply depending on the event. In the event that a hurricane is pre... ### Pets Pets allowed Note from host: Charge may apply ### Children and extra beds Children are welcome ### Events Events allowed ### Smoking Smoking is not permitted ## 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 Parties and events are allowed on site This property uses solar energy Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a first aid kit 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 ### Property is also known as 65dcf3d26da3560012b666eb ## About the area Located in St. John, this villa is in the mountains and near the beach. The area's natural beauty can be seen at Virgin Islands National Park and Cruz Bay Beach. Be sure not to miss outdoor adventures like horse riding and mountain climbing. [Visit our St. John travel guide](https://www.expedia.ca/St-John.dx601376) [View more Villas in St. John](https://www.expedia.ca/St-John-Villas.d601376-aaVillas.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C18.33513%2C-64.78339&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=9OOcW7fpHoXUX5DeecgSNUN-zU8=) Cruz Bay, St John ### What's nearby - Virgin Islands National Park - 11 min walk - 1.0 km - Caneel Bay Beach - 16 min walk - 1.4 km - Cruz Bay Beach - 2 min drive - 1.6 km - Honeymoon Beach - 7 min drive - 2.4 km - Trunk Bay - 13 min drive - 6.3 km ### Getting around - St. Thomas (SPB-St. Thomas Seaplane Base) - 59 min drive ### Restaurants - ‪Cruz Bay Landing - ‬4 min drive - ‪Woody's Seafood Saloon - ‬4 min drive - ‪Greengo’s - ‬4 min drive - ‪Sun Dog Cafe - ‬4 min drive - ‪Tap & Still - ‬4 min drive ## Frequently asked questions ### Does Riley's Retreat - Spacious Villa with Private Pool have a pool? > Yes, this property has a pool. ### Is Riley's Retreat - Spacious Villa with Private Pool pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at Riley's Retreat - Spacious Villa with Private Pool? > Check-in begins at 4:00 PM. ### What time is check-out at Riley's Retreat - Spacious Villa with Private Pool? > Check-out is at 10:00 AM. ### Where is Riley's Retreat - Spacious Villa with Private Pool located? > Situated by the sea, this villa is within 1 mi (2 km) of Virgin Islands National Park and Cruz Bay Beach. Trunk Bay is 3 mi (4.8 km) away. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Riley's Retreat - Spacious Villa with Private Pool Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 10 Cleanliness ### 10 Location 10 - Excellent 19 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Kevin M. May 21, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful stay I’d stay here again. Wonderful accommodations. ##### Kevin M. Stayed 5 nights in May 2024 ### 10/10 Excellent #### Laura S. Aug 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Luxury Property Absolutely stunning place! ##### Laura S. Stayed 4 nights in Aug 2024 ### 10/10 Excellent #### Todd G. May 23, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome house in St John This was a wonderful place in St John. The views and the house was amazing ##### Todd G. Stayed 4 nights in May 2023 ### 10/10 Excellent #### Chris W. Jan 30, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 40th Birthday trip Riley's Retreat was AMAZING. 10 of us went to St. John for my wife's 40th birthday trip and it was perfect. The listing hardly scratches the surface on how great this property actually is. All of the amenities, the space, the character and style of the house were fantastic. We really enjoyed our stay here. As a party of 10 it can be overwhelming for some properties regarding space and furniture, never once an issue. ##### Chris W. Stayed 4 nights in Jan 2025 ### 10/10 Excellent #### Chris F. Dec 22, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### What a wonderful place to stay on St John! House is in very good condition and unbelievable views, nice pool and hot tub but it also has lots of space for a big group! This house is in a great location only about a half a mile from downtown Cruz Bay. Property manager was easy to get hold of and check out was very easy. There is plenty of pots and pans and kitchen needs for cooking and feet nice appliances. Don’t forget the pool table and gameroom w bar top by the pool. Overall a great place and would consider again ##### Chris F. Stayed 7 nights in Dec 2024 ### 10/10 Excellent #### Joseph S. Jul 8, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family Trip St John is an idyllic destination. Riley’s Retreat was the perfect home base for our island experience. Well equipped and handsomely appointed with a spectacular view, having a most enjoyable pool with ideal size and cleanliness, Riley’s Retreat perfectly fit the needs of our three generational family When we encountered some difficulties with appliances, the staff did everything they could to rectify problems This was one location that my wife and I agreed that we would visit again ##### Joseph S. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Michael W., Austin Texas Jul 27, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great house The house was perfect form our group. It was my wife’s 40th birthday and we stayed on St John with a group of friends. The house, house managers and amenities couldn’t have been better. I’d recommend this home to anyone. ##### Michael W. Stayed 4 nights in Jul 2023 ### 10/10 Excellent #### Gina G. Jun 2, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Everything and more This property was amazing beautiful view’s very comfortable there were 8 in our group it’s spacious well stocked kitchen with everything you’ll need. Our stay here was amazing you won’t be disappointed The property manager was great very responsive. Gina G ##### Gina G. Stayed 4 nights in May 2023 ### 10/10 Excellent #### DEBORAH L F. Mar 18, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Paradise Absolutely beautiful! Everything you need and more. Loved all the space. Pool area was great for everyone hanging together. Spacious kitchen was great for gathering too. All the comforts of home. We all slept great. Beach chairs were much appreciated at the beaches and pool floats at the house. Gorgeous views from the balconies and pool. ##### DEBORAH L F. Stayed 6 nights in Mar 2024 ### 10/10 Excellent #### Meredith C. Jan 28, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Villa in Paradise Riley‘s retreat is an absolutely gorgeous villa with incredible views and space enough for a group of 10. Dorothy and her property managers made planning this trip and enjoying this villa absolutely seamless comfortable and easy. They are all extremely responsive and helpful. Everything you need is included. The pictures don’t even do it justice. I had a beautiful girls trip and can’t wait to go back. ##### Meredith C. Stayed 4 nights in Jan 2023 ### 10/10 Excellent #### William M. Jul 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A Great Property Spoiled by St. John's Power Issues This house is a great property. It is spacious and tastefully furnished with conveniences and comforts. However, the island of St. John is experiencing troubling interruptions to their power supply that caused us to lose electricity (and therefore water) for several hours every day that we were there. This interrupted lighting, air conditioning, and bathroom access for extended periods of time for our entire abbreviated stay. A backup power supply would help, but there will still be issues with the commercial properties on the island that do not have electrical backup. It is very unfortunate. ##### William M. Stayed 5 nights in Jul 2024 ### 10/10 Excellent #### Laura D. Jan 25, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Unforgettable Stay at Riley's Retreat We visited St. John and stayed at Riley's Retreat for my 40th birthday celebration - I can't say enough wonderful things about both! If you've never been to St. John, go now! It's such a peaceful and laid back place, much less touristy than any island in the Caribbean I've been to before. The villa is amazing with stunning views and plenty of space for all 12 of us to relax and unwind. Loved all the unique touches, pool, hot tub, outdoor shower and all of the amenities you could possibly need. It really felt like home for a few days. The villa is in a very convenient location, a quick ride away from the Cruz Bay ferry and "downtown" area, but you'll feel like you're miles away when gazing out over the water from the villa's beautiful deck. Dorothy was a fantastic host, always very responsive and provided some great recommendations. The on-island property manager was also super helpful. I have no complaints other than we wish we had stayed longer! Will definitely be back and would definitely recommend Dorothy and Brian's place for a large group. ##### Laura D. Stayed 4 nights in Jan 2024 ### 10/10 Excellent #### Michael K. Jan 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent Experience Riley’s Retreat was a wonderful home base for our family vacation. It is close to the car ferry but yet high up enough to have an amazing view. If anyone tells you to go somewhere else for the best sunsets, you’ll probably find that they’re better at the house. The house had everything we needed for our 11 person, week long vacation, and we spent most of our time at the house, in the pool, making meals together. There were some maintenance issues. Both apartment level air conditioners stopped working or leaked at times during our stay. In each case, the management team responded quickly to address the problems. The dishwasher leaked but we found that the drain was clogged and we were able to fix it on our own. Overall though, we loved Riley’s Retreat, and we were very happy with the service. ##### Michael K. Stayed 7 nights in Jan 2024 ### 10/10 Excellent #### Richard W. Mar 31, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Richard W. Stayed 7 nights in Feb 2025 ### 10/10 Excellent #### Chris H. Dec 3, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fabulous Week at Riley's Retreat We had a group of friends here to celebrate a couple of 50th Birthdays and honestly, the week could not have gone any better. The views from this house, it's convenience to the rest of the island and all of the included amenities made for a trip that was just about perfect. Thanks to the whole team involved with this house for making everything amazing! ##### Chris H. Stayed 6 nights in Nov 2023 ### 10/10 Excellent #### Madeline S. Aug 15, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing experience We loved our stay here. We had the most amazing time. The location was easy to navigate to and from, and the property manager and coordinators were incredible. We’d happily come back again for another stay! ##### Madeline S. Stayed 4 nights in Aug 2022 ### 10/10 Excellent #### sergio t. Aug 9, 2022 Liked: Cleanliness, check-in, location, listing accuracy #### Wedding! The property delivered all that we wanted! The view was better than expected. ! Does need a little maintenance. ##### sergio t. Stayed 5 nights in Aug 2022 ### 10/10 Excellent #### Verified traveller May 18, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place! Good communication with owner and property manager. Lots of space. Convenient location. Hope to return soon. ##### Verified traveller Stayed 9 nights in May 2022 ### 10/10 Excellent #### Meghen B. Apr 10, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Absolutely gorgeous! Fantastic house. Has everything you need with an amazing host. Communication was good. House had everything and more needed for a great vacation. We were paired with a taxi driver (Ricky) during our stay who took care of everything. Any issues were immediately handled with a smile. We went to Oppenheimer beach which was fantastic. Great restaurants nearby were Lime Inn and Dave and Jerry’s. Pool and hot tub were wonderful. House is only minutes to town. I recommend a taxi driver unless you are comfortable on island roads. Bedrooms all have AC. Great for traveling with families or large groups. Can’t say enough about the property. ##### Meghen B. 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