Title: Riley's Retreat - Spacious Villa with Private Pool Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Riley's Retreat - Spacious Villa with Private Pool Mountain villa with a hot tub, 10-minute walk to Virgin Islands National Park ## Photo gallery for Riley's Retreat - Spacious Villa with Private Pool ![Beach nearby - Riley's Retreat - Spacious Villa with Private Pool (Cruz Bay)](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813728/7af6237b.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds - Riley's Retreat - Spacious Villa with Private Pool (Cruz Bay)](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813728/c031cdce.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Riley's Retreat - Spacious Villa with Private Pool (Cruz Bay)](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813728/bd463596.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, books, stereo, offices - Riley's Retreat - Spacious Villa with Private Pool (Cruz Bay)](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813728/0b351fe9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Riley's Retreat - Spacious Villa with Private Pool (Cruz Bay)](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813728/b623f0e3.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Near Honeymoon Beach and Cruz Bay Beach, Riley's Retreat - Spacious Villa with Private Pool provides a garden, an arcade/games room and laundry facilities. For some rest and relaxation, visit the hot tub. Stay connected with in-room WiFi. ## Reviews 10 Exceptional ### Entire home 5 bedrooms4 bathroomsSleeps 143400 sq ft ## Popular amenities - Ocean view - Pool - Kitchen - Washing machine - Dryer ## 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: Riley's Retreat: Your Caribbean Paradise Awaits! Overview: Escape to Riley's Retreat, a stunning 5-bedroom, 4-bathroom villa nestled on the serene hillside of St. John, offering panoramic views, tranquil breezes, and vibrant sunsets. This spacious haven is perfect for families and friends, blending modern amenities with the timeless charm of Old St. John. The Space: Immerse yourself in the luxury of Riley's Retreat, a beautifully updated villa that combines ornate stonework and custom mahogany details with contemporary conveniences. Wake up to the gentle island breeze on the expansive decks, sip tropical cocktails by the private pool, or challenge loved ones to a game of billiards in the game room. After a sun-soaked day at the beach, indulge in a gourmet dinner prepared by one of the island’s private chefs, and enjoy it on the outdoor dining terrace as the sun sets over the horizon. Main Level: • Open-Concept Living Area: Flooded with natural light, perfect for gatherings. • Gourmet Kitchen: Fully equipped with modern appliances and stocked spices. • Dining Areas: Both indoor and outdoor options to suit any mood. • Bedrooms: Three spacious rooms with AC, ceiling fans, and comfortable beds. o Master Suite: King-sized bed, ensuite bathroom with a stone walk-in shower, an outdoor shower and steps leading to the pool. o Guest Bedrooms: Two rooms with queen-sized beds and ample closet space. • Wrap-Around Porches: Offering easy access and stunning views from every angle. Lower Level: • Private Apartment: Two bedrooms with queen-sized beds, a full bath, and a fully equipped kitchen. • Outdoor Deck: Furnished living and dining area for intimate gatherings. Outdoor Amenities: • Private Pool Area: Featuring a 14’ x 21’ in-ground pool and a 8-person hot tub. • Clubhouse Bar: Open-air bar with a pool table and various family games. • Underwater Mural: Guests can embark on an underwater scavenger hunt in the pool room, experiencing the many species of St. John they might encounter while snorkeling. • Bluetooth Sound System: Enjoy your favorite music inside and around the pool. • Laundry Room: 3 Large capacity washers, dryers, and ironing facilities for your convenience. Guest Access: Guests have access to the entire villa, including ample parking for up to 4 vehicles. Safari-style taxis can also easily navigate and turn around in the driveway. For the best island experience, we recommend renting a jeep, and we can assist with rental recommendations. The Neighborhood: Located just a mile above Cruz Bay, Riley's Retreat offers privacy and breathtaking views of the ocean and valley below. Despite its secluded feel, the villa is only minutes away from dining, dancing, and shopping. The nearest beach is just 1.5 miles away, and the Caneel hiking trail is accessible right from the base of the property. Getting Around: Renting a jeep is highly recommended to fully explore the island. We also have connections with reliable safari-style taxi drivers who know the property well and can accommodate large groups. Additional Amenities: We provide beach towels, beach chairs, coolers, beach toys, and snorkel gear for your daily excursions. Special Services: To make your stay even more memorable, we can help schedule and coordinate a variety of activities and services, including: Private Chef: Indulge in gourmet meals prepared by a private chef, featuring local seafood and island flavors. Boat Trips: Explore the surrounding waters and nearby islands. Fishing Charters: Experience the thrill of Caribbean fishing. Poolside Yoga: Start your day with a relaxing yoga session by the pool. Hiking Tours: Discover the natural beauty of St. John on guided hikes. Poolside Spa Services: Indulge in massages and other spa treatments without leaving the villa. Interaction with Guests: Our on-island property manager is available to assist with any questions or issues during your stay. You can be greeted at the docks and escorted to the villa or met directly at the house for a brief tour and settling in. Additional services like babysitting, grocery delivery, and tour recommendations can be arranged upon request. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Communal pool - Hot tub - Private pool ### Internet - Available in the villa: WiFi ### Parking and transport - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Microwave - Oven - Refrigerator - 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 - Smoke-free property ### 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 organised tours and activities - Solar energy - Unit size: 3,400 square feet - Water-efficient showers ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22800/22707/98863cfd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gallows Point Resort St. John - Pool - Hot tub - Kitchen - Washing machine 9.6 Exceptional 536 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=22707&PinnedHotelID=22707&HadPinnedHotel=true®ionId=-1&adults=2) ![Luxury Room, 1 King Bed, Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/70000000/69730000/69720500/69720498/787142d6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Wharfside Village Hotel St. John - Free Wi-Fi - Restaurant - Bar - Housekeeping 9.8 Exceptional 145 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=69720498&PinnedHotelID=69720498&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32590000/32583700/32583661/123bfae8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pet friendly. 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Additional fees may apply depending on the event. In the event that a hurricane is pre... ### Pets Pets are 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 This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking. 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 that there is a carbon monoxide detector on the property Host has indicated that 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 Trunk Bay and Virgin Islands National Park. Explore all the area has to offer with mountain climbing and horse riding. [Visit our St. John travel guide](https://www.expedia.co.uk/St-John.dx601376) [View more Villas in St. John](https://www.expedia.co.uk/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 - ![Trunk Bay which includes island views](https://images.trvl-media.com/place/6068195/50d468d4-c434-4d10-9dfa-ce3006419950.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Virgin Islands National Park 11 min walk \- 0.6 miles - ![Caneel Bay featuring tropical scenes and a sandy beach](https://images.trvl-media.com/place/6068169/facafb4f-7ed4-48d3-8561-f605d1252063.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Caneel Bay Beach 16 min walk \- 0.9 miles - ![U.S. Virgin Islands, St. John, Cruz Bay, elevated town view with The Battery](https://images.trvl-media.com/place/553248635980612252/94927ac4-c701-4ada-92c5-823702faf1fc.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Cruz Bay Beach 2 min drive \- 1.0 mile - ![Honeymoon Beach featuring a beach](https://images.trvl-media.com/place/6068183/43edeb06-f08e-402f-bd2c-d4f0cdb9e6f4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Honeymoon Beach 7 min drive \- 1.5 miles - Great Cruz Bay 3 min drive \- 1.2 miles ### Getting around - St. Thomas (SPB-St. Thomas Seaplane Base) 59 min drive ### Restaurants - High Tide Bar & Seafood Grill 4 min drive - Shambles 3 min drive - Cruz Bay Landing 4 min drive - Woody's Seafood Saloon 4 min drive - Greengo’s 4 min drive ## Frequently asked questions ### Does Riley's Retreat - Spacious Villa with Private Pool have a pool? ### Is Riley's Retreat - Spacious Villa with Private Pool pet-friendly? ### How much is parking at Riley's Retreat - Spacious Villa with Private Pool? ### What time is check-in at Riley's Retreat - Spacious Villa with Private Pool? ### What time is check-out at Riley's Retreat - Spacious Villa with Private Pool? ### Where is Riley's Retreat - Spacious Villa with Private Pool located? ## 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 ## Reviews ### 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.co.uk/lp/b/content-guidelines) 10 - Excellent 20 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.8 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Isaac G. 18 Nov 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Dorothy was very easy to work with and was very prompt to our questions we had, and patient, which we appreciate. Everyone involved was so accommodating and welcoming. Home was in great shape, except for a nasty smell outside the home that kept us from being able to hang out by the pool, but sometimes those things are uncontrollable from the hosts to solve. ##### Isaac G. Stayed 5 nights in Nov 2025 ### 10/10 Excellent #### Chris W. 30 Jan 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 #### Michael W., Austin Texas 27 Jul 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 #### Joseph S. 8 Jul 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 #### Chris H. 3 Dec 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 #### Chris F. 22 Dec 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 #### DEBORAH L F. 18 Mar 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 #### William M. 24 Jul 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. 25 Jan 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. 13 Jan 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 #### Kevin M. 21 May 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. 17 Aug 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. 23 May 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 #### Gina G. 2 Jun 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 #### Meredith C. 28 Jan 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 #### Madeline S. 15 Aug 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. 9 Aug 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 18 May 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. 10 Apr 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. Stayed 5 nights in Apr 2022 ### 10/10 Excellent #### Richard W. 31 Mar 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Richard W. 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