Top 1% of guest reviews in this areaTop 1% of guest reviews in this area
3 bedrooms3+ bathroomsSleeps 6
Popular amenities
Private pool
Onsite parking available
Kitchen
Washer/dryer
Air-conditioning
Barbecue
Explore the area
St. John, St John
Chocolate Hole
Place, Chocolate Hole
1 min walk
Great Cruz Bay
Place, Great Cruz Bay
4 min walk
Chocolate Hole Beach
Place, Chocolate Hole Beach
17 min walk
St. Thomas (STT-Cyril E. King)
Airport, St. Thomas (STT-Cyril E. King)
58 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Ensuite Bedroom 1
1 King Bed
Ensuite Bedroom 2
1 King Bed
Ensuite Bedroom 3 - Pool Cabana
1 King Bed
3 bathrooms, 1 half bathroom
Ensuite Bathroom 1
Toilet · Shower only
Ensuite Bathroom 2
Toilet · Shower only
Ensuite Bathroom 3 - Pool Cabana
Toilet · Shower only
Lavette
Toilet
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
About this property
Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !
Welcome to Castaway Villa, a beautifully renovated private vacation home designed for guests who want the perfect balance of luxury, comfort, convenience, and breathtaking island beauty. Nestled in the desirable Estate Chocolate Hole neighborhood on St. John, this exceptional villa offers sweeping turquoise water views, peaceful surroundings, and an unbeatable location just a short walk to the Westin Resort and a very quick drive to the dining, shopping, and nightlife of Cruz Bay.
Whether you are returning to Castaway Villa or discovering it for the first time, you’ll find a thoughtfully updated property that blends modern upgrades with relaxed Caribbean elegance. Recent renovations and improvements have elevated the entire experience—inside and out—making Castaway Villa a place you truly won’t want to leave.
Prime Location with the Best of St. John at Your Fingertips
Castaway Villa is ideally situated for guests who want both privacy and proximity. The Chocolate Hole neighborhood is known for its tranquility, scenic roads, and stunning harbor views, making it a favorite for morning runs or leisurely walks while soaking in the beauty of the island. At the same time, you are moments away from everything St. John has to offer including;
- Walking distance to the Westin Resort - Less than a 5-minute drive to Cruz Bay, the heart of St. John, with its boutiques, restaurants, bars, and ferry dock - Around the corner from the St. John & Dolphin Market, perfect for quick grocery runs, fresh provisions, or last-minute supplies
The location allows you to feel tucked away from the crowds while still enjoying easy access to the island’s most popular destinations.
Extensive Renovations & Modern Comforts
Castaway Villa has recently undergone major renovations, ensuring a fresh, modern, and worry-free stay. Guests returning after previous visits will immediately notice the transformation.
Recent upgrades include: - A fully renovated driveway - New exterior lighting - A beautifully updated saltwater swimming pool and expansive pool deck - All new outdoor furniture, perfect for lounging, dining, and soaking in the views - Brand-new windows & ceiling fans throughout the villa - Renovated kitchen and bathrooms - Tesla backup battery system, providing uninterrupted power during island outages
These enhancements were designed with guest comfort and peace of mind in mind, so you can relax and fully enjoy your island getaway.
Spacious Layout – Ideal for Families & Couples
Castaway Villa comfortably accommodates guests with three private bedroom suites plus an additional half bath, offering space, privacy, and flexibility for families, couples, or friends traveling together.
The main house features two spacious bedroom and bathroom suites, each designed as a private retreat. - King-size beds in both suites (one can be converted to two twins if needed) - Elegant double vanity bathrooms - Luxurious private outdoor showers, allowing you to bathe under the island sky - Direct access to ocean breezes and stunning water views
A convenient half bath is also located in the main house for guests and shared living areas.
The third bedroom suite is located in the pool cabana, just steps from the pool deck—perfect for guests who appreciate extra privacy. This includes; - King-size bed - Full bathroom - Sliding glass doors opening to a private water-view deck - Gorgeous views overlooking Hart Bay
Architectural Charm & Island Ambiance
Both the main house and pool cabana showcase beautiful wood plank cathedral ceilings that add warmth and character while enhancing airflow. Cool stamped concrete floors throughout the villa keep the space comfortable and easy to maintain in the tropical climate.
The villa is equipped with: - Full central air conditioning throughout all bedrooms and common areas - Ceiling fans for additional comfort - Large screened windows that allow you to enjoy cool ocean breezes if you prefer natural airflow
From nearly every angle, you’ll enjoy vibrant views of the Caribbean’s iconic turquoise waters.
Outdoor Living at Its Finest
Outdoor living is at the heart of the Castaway Villa experience. The centerpiece is the stunning 30-foot saltwater pool, surrounded by a large sundeck designed for relaxation and entertainment.
Enjoy: - Floating on pool rafts with panoramic water views - Lounging in the sun or shade on brand-new outdoor furniture - Sipping frozen margaritas made fresh in the blender - Dining or grilling outdoors with the new gas grill - Rinsing off in the outdoor shower after long beach days
Whether you’re enjoying a quiet morning swim or a sunset cocktail, the outdoor spaces are designed to make every moment memorable.
Fully Equipped for a Stress-Free Stay
Castaway Villa is thoughtfully stocked so you can focus on enjoying your vacation, not managing logistics. The villa includes everything needed for a comfortable and convenient stay.
Amenities include: - Fully stocked kitchen with all cookware, utensils, and small appliances - High-quality linens and towels - Beach towels, beach chairs, pool floats, and coolers - Wi-Fi and flat screen TV which includes Apple TV - Washer and dryer
There’s truly nothing to bring but your clothes and sunscreen. The private driveway comfortably fits two vehicles, making it easy for guests who choose to rent a car.
Local Support & Peace of Mind
A full-time caretaking crew lives on St. John and is available to assist during your stay. Whether you have questions about the villa, the island, or need support during your visit, help is always close by.
The home’s Tesla backup battery system ensures uninterrupted power during outages, offering an added level of comfort and reliability that is especially valuable on an island.
Exploring St. John
While Castaway Villa is a destination in itself, renting a car is strongly recommended to fully experience St. John’s world-famous beaches, scenic overlooks, and hiking trails.
Please note: - Trash removal is the responsibility of tenants; a fee will apply if caretakers must assist - Driving is on the left side of the road, and local rental companies provide clear guidance and support
With a car, you’ll have easy access to Trunk Bay, Cinnamon Bay, Maho Bay, and countless other island treasures.
Your Island Escape Awaits
Castaway Villa is more than a place to stay—it’s a private Caribbean retreat designed for unforgettable memories. From the newly renovated interiors and outdoor spaces to the spectacular water views and unbeatable location, every detail has been carefully curated to ensure an exceptional St. John experience.
Whether you’re returning to a favorite getaway or discovering Castaway Villa for the first time, we’re confident you’ll fall in love with this special place—and start planning your next visit before you even leave.
Please note; traveler’s insurance is strongly recommended to protect your investment and provide peace of mind.
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Be aware that the pool has no fence - parents must supervise their children at all times
Please turn off the A/C whenever you leave the villa. The AC units are oversized so they cool the rooms down quickly.
There are 2 security cameras outside to monitor the villa for weather and security when it’s not in use. One is in the front and one in the back.
Important information
You need to know
Property # 7688575
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
On-site parties or group events are strictly prohibited
This property uses solar energy, plus a grey water recycling system
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, a first aid kit and a deadlock
About the area
St. John
Located in St. John, this villa is in the city centre and near the beach. The area's natural beauty can be seen at Virgin Islands National Park and Cruz Bay Beach. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with mountain biking and ecotours.
St. Thomas (SPB-St. Thomas Seaplane Base) - 61 min drive
Restaurants
High Tide Bar & Seafood Grill - 7 min drive
Woody's Seafood Saloon - 7 min drive
Beach Bar - 8 min drive
Cruz Bay Landing - 7 min drive
The Longboard - 7 min drive
Frequently asked questions
Does Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! have a pool?
Yes, this property has an outdoor pool.
Is Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !?
On-site parking is available at the property.
What time is check-in at Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !?
Check-in begins at 4:00 PM.
What time is check-out at Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !?
Checkout is at 10:00 AM.
Where is Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! located?
Located in the heart of St. John, this villa is 0.2 mi (0.3 km) from Chocolate Hole and 1.9 mi (3.1 km) from Virgin Islands National Park. Great Cruz Bay and Chocolate Hole Beach are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Beautiful property and exactly as described. We loved the pool and amazing views. The kitchen was well appointed and everything was very clean. We had 3 couples and there was plenty of space for everyone to enjoy being together. We would definitely love to stay there again!
Debra B.
Stayed 4 nights in Apr 2026
Response from VrboOwner on 6 May 2026
Hey .. thanks Debra !!! So great, thank you. Glad it all worked out and hope to have you come back and stay with us again soon.
This was our 9th vacation at Castaway Villa and was lovely as always. We highly recommend it!
Anne F.
Stayed 6 nights in Mar 2026
Response from VrboOwner on 12 Mar 2026
Hi Anne,
You absolutely have the record. 9 times is impressive !!! And you have had then the great opportunity of seeing how this villa has evolved. What a huge transformation from what it was 9 years ago. Very exciting and thanks for being so loyal.
We had a wonderful time with 4 adults and 2 kids. The house was the perfect size for our group and was exactly as pictured. The island was struggling with power issues all week but we had no trouble at the house with some help from the Tesla backup and just keeping things turned off when we were at the beach during the day. The property manager did a great job checking in on us during our stay and we felt well taken care of. We absolutely will plan to be back! The house was beautiful and easy to access from town.
Meaghan E.
Stayed 7 nights in Mar 2026
Response from VrboOwner on 6 Apr 2026
Wow ... thanks so much Meaghan .. this is great and I'm so glad you were so happy. Well, we would love to have you come back !!! Thanks again.
This was such an amazing property with excellent attention by the property managers. We spent 6 days here in April 2026 with our daughter and grandkids. The pool and sleeping accommodations were perfect! The kitchen was so nice. The only upgrade I would suggest is for new skillets and bakeware. The location is excellent for driving to a different beach every day. We actually ran out of water one evening, but the response time from the property management company was super fast. The tank was refilled in a couple of hours! Excellent customer care! We love St John and were thrilled to share the island experience with our family. Thank you! I highly recommend this home!
Amy W.
Stayed 6 nights in Apr 2026
Response from VrboOwner on 24 Apr 2026
Thank you for your kind words !!! We will absolutely order those items for the kitchen. Sorry about that. Thanks again for staying with us and hope to see you again soon.
This was our 7th stay at Castaway. The kitchen and bathrooms have just been recently refurbished, along with some remodeling. It is more beautiful than ever. Todd is an excellent host and ensures that you are very well taken care of.
Edward M.
Stayed 15 nights in Feb 2026
Response from VrboOwner on 8 Mar 2026
Thank you Ed for such ann amazing review !! You are absolutely so loyal to us and have experienced our journey together from the time we bought in 2019 and all of the renovations and changes we made each year. You never know what we’re going to do next, do you ? Thanks so much for staying with us and booking again next year as well. Just awesome.
Thanks,
Todd
House is wonderful. Spotlessly clean, great kitchen and super location. The neighborhood is great for walking and is close to town and amenities. The pool area is lovely as well. We will definitely be back
Sarah D.
Stayed 35 nights in Jan 2026
Response from VrboOwner on 13 Feb 2026
Thank you Sarah … so glad you’re so happy. Really do appreciate you choosing our home and look forward to seeing you again soon.
Fantastic place, one of the best that we’ve ever stayed at. Beautiful view of water and the pool was big and secluded. The owners were very attentive and left a great welcome basket for us when we arrived. Restaurants, groceries, and the car ferry port in Cruz Bay were all very close-by (5-10 minute drives). Would definitely stay there again
alan k.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 19 Dec 2025
Hi Alan .. wow .. I just think this could be one of the best reviews ever received :-). Thanks so very much and I'm so happy your stay with us was so great ! Thanks again for taking the time to give us a review and hope to have you all come back and stay with us again soon.
The villa was beautiful, and we had no problems at all. We would definitely stay there again.
Natalie J.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 20 Nov 2025
That’s so nice to hear Natalie. Always our goal !!! Just wanted to thank you again for staying with us and hope to have you all come back and stay with us again soon.
We just got back from a wonderful 9 day stay at Castaway! This place was perfect for our family of four. The reviews saying that the place was located in a "quiet area but close to all of the action in Cruz Bay" were spot on with only a five minute drive. We felt well taken care of as the ONLY hiccup we had was the grill was out of propane but a quick text and Elian was able to bring one in what felt like minutes. The rooms and beds were very comfortable and we felt we had everything we needed to cook breakfast, dinner etc. The pool was PERFECT to come home to after exploring the island all day and felt larger than what is depicted on VRBO. Thanks Todd & Steph for hosting..we got so much in during this St. Jean trip that we won't be back for a while but would definitely stay here again!
Shawna L.
Stayed 9 nights in Nov 2025
Response from VrboOwner on 6 Dec 2025
Wow, thanks so much Shawna !!! So glad you and your family were so happy. I really appreciate you taking the time to give us such a great review and I’ll look at getting a spare propane tank. Would love to have you come back and stay with us again soon. Thank you.
Absolutely perfect house for our family of four and the pool was amazing!
Julia M.
Stayed 6 nights in Jun 2025
Response from VrboOwner on 16 July 2025
Thanks so much Julia !!!
So glad you were so happy and we want to thank you very much for staying with us. Hope to have you come and stay with us again.
We had a great stay at Castaway. The team is very responsive to any text sent and are great to work with. They made sure our stay was wonderful and you can’t beat the location and cleanliness of this property. We loved it and can’t wait to come back!
Wendy H.
Stayed 7 nights in May 2025
Response from VrboOwner on 11 June 2025
Thanks so much Wendy. So glad you were so happy with your stay !!! Really do appreciate you staying with us and hope to see you come back and stay with us again soon.
What a wonderful and relaxing stay. This home was perfect. It had everytjing and more. Started planning our next visit before we left.our next visit!!!!
David G.
Stayed 4 nights in May 2025
Response from VrboOwner on 20 May 2025
So great to hear David. Thanks so much for staying at our home and we're ready for you when you're ready to book with us again !
Family stay with young adult children. Space for both. Location is great. Close enough to town to enjoy it, far enough for quiet evenings. Kitchen was well stocked for home cooked meals.
Chad H.
Stayed 5 nights in Jun 2025
Response from VrboOwner on 2 July 2025
Thanks so much Chad ... really appreciate you staying with us and giving us such a great review. Hope to have you all come back to stay with us again soon.
My second year at Castaway Villa and it was better than ever! I love everything about this house, from comfy beds to a fully stocked kitchen, it truly is a special spot in paradise! I’ll be back again next year!
We loved our stay here. The house is in a great location. It’s absolutely perfect for families. It’s spacious, clean, comfortable. The new kitchen is beautiful. The pool is great. The landscaping is beautiful. Beth the property manager was so responsive. The owners texted to see how things were. Just so friendly. I can’t say enough great things about this property. My kids loved the house. We would definitely book here again. My only negative which is not a negative really, there’s maybe 65 light switches that all control different things and I was not good at getting certain lights on and off, but that’s not a real negative. This house is wonderful. Do not hesitate to book here
Matthew G.
Stayed 5 nights in Nov 2025
Response from VrboOwner on 8 Nov 2025
I love your review Matt. I literally bursted out laughing with your light switches comment. That’s totally me too. But, it does make me wonder 🤔. So glad it all worked out. All new windows, screens, ceiling fans, bathrooms and kitchen .. 3 full months of renovations. Can’t wait to see it myself.
Hope to have you and your family back soon !
Perfect location! Id definitely stay here again and do recommend it.
Lauren R.
Stayed 7 nights in Nov 2019
Response from VrboOwner on 31 Mar 2020
Hi Lauren. Thanks so much for the great review. As you saw, we invested a lot into the place which I’m sure you could tell. You’re welcome to stay with us again and really hope to see you come back again soon.
This was our first time visiting St. John and Castaway Villa turned out to be the perfect house in the perfect location. The pool and view was amazing day and night and the house offered everything we could have needed during our stay. The location was also great being just a few minutes away from Cruz Bay and then not too far from multiple beautiful beaches. You can't go wrong with this rental and I would highly recommend Castaway VIlla to anyone travelling to the area.
Josh R.
Stayed 5 nights in Apr 2025
Response from VrboOwner on 11 May 2025
Hey thanks Josh !!!
So glad you chose St John and Castaway for your vacation. Really appreciate you staying with us and really glad you and your family were so happy ! Hope to see you again soon.
Verified
10/10 Excellent
Sarah
18 Aug 2022
Liked: Cleanliness, amenities, property conditions & facilities, communication
This is our sixth stay. We love the open feel of the house, the view over Chocolate Hole, and the pool. It’s a short ride to pick up groceries and to go out to dinner. It’s also a short drive to all the beaches. What more could you ask for?
Edward M.
Stayed 15 nights in Feb 2025
Response from VrboOwner on 11 Mar 2025
Thanks so much for your loyalty and staying with us Ed. Excited too that you continue to book with us and choose our home for your vacation. You've also been able to see how we continue to make improvements in our Villa each year. Thank you again for staying with us and really appreciate your loyalty.
We 100% LOVED staying at Poolside in Paradise at Castaway Villa! The house was very comfortable and the host and hostess have furnished everything you would need. The views along with the large pool, are phenomenal. The location is perfect - quiet area but close to fun and shopping. We highly recommend booking here. We WILL be a return guest! .
Kim S.
Stayed 7 nights in Mar 2025
Response from VrboOwner on 24 Mar 2025
Wow Kim … this is really nice of you !!
Thank you and thanks so much for staying with us.
I really do hope you come back and stay with us soon.
Really do appreciate you staying with us and choosing our home for your vacation.
Thanks,
Todd and Steph.
About the host
Hosted by Todd
We have owned and rented vacation properties for over 20 years and the dream was always to buy a home in the Caribbean. We are thrilled to be the owners and to share this villa with you. We also plan on spending a lot of time at the villa - can't beat the weather or the views in St. John!
Why they chose this property
We had been looking for several years. We wanted a view of the water, and we definitely wanted a pool. It had to be close to Cruz Bay and very close to a grocery store. When we saw this villa, it just felt right. Add in that it is in a great neighborhood and close to the Westin, and we knew right away this was the place for us.
What makes this property unique
Location is very private and quiet, but just a short drive down the road takes you to all the local hotspots.
Premier Host
They consistently provide great experiences for their guests