Seaside stay .Within a 5-minute walk of the villa, you'll find Chocolate Hole and Great Cruz Bay. Chocolate Hole Beach and Rendezvous Bay are also within 2 miles (3 km).
St. Thomas (SPB-St. Thomas Seaplane Base) - 61 min drive
Restaurants
High Tide Bar & Seafood Grill - 7 min drive
Cruz Bay Landing - 7 min drive
Woody's Seafood Saloon - 7 min drive
Beach Bar - 8 min drive
The Longboard - 7 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
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.
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
Deadbolt lock
General
Grey water recycling system
Solar energy
Unit size: 2,000 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
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.
Pets
No pets allowed
Children and extra beds
Children are welcome.
Note from host: children must be supervised around pool.
Events
No 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
Onsite parties or group events are strictly prohibited
This property uses solar energy, plus a grey water recycling system
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, a first aid kit, and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. This property uses solar energy, plus a grey water recycling system. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property is also known as
Poolside Paradise Castaway Villa St. John
Poolside In Paradise, Castaway
Poolside in Paradise, Castaway Villa Villa
Poolside in Paradise, Castaway Villa St. John
Poolside in Paradise, Castaway Villa Villa St. John
Poolside Paradise Castaway Villa
Poolside Paradise Castaway St. John
Poolside Paradise Castaway
Villa Poolside in Paradise, Castaway Villa St. John
St. John Poolside in Paradise, Castaway Villa Villa
Villa Poolside in Paradise, Castaway Villa
Poolside in Paradise, Castaway Villa St. John
Poolside Paradise Castaway
Frequently asked questions
How close is Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! to the airport?
This villa is 14.2 mi (61-min drive) away from the St. Thomas (SPB-St. Thomas Seaplane Base) airport, the closest popular airport to the property.
Does Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! have an airport shuttle?
Airport shuttle services are not available at this villa.
How close is Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! to the beach?
This villa is 5.3 mi (9-min drive) from Trunk Bay and 6.2 mi (45-min drive) from Sapphire Beach. Don't forget your sunscreen!
Does Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! offer free breakfast?
This villa does not offer free breakfast.
Is there a casino at Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !?
No, there is no casino at this villa.
What time is check-in at Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !?
Check-in begins at 4:00 PM.
Is there free parking at Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !?
Free parking is not available at this villa.
Does Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! have a pool?
This villa features an outdoor pool.
Does Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! have a spa?
There are no spa services available at this villa.
How close is Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! to downtown St. John?
This villa is 0.3 mi away from Estate Chocolate Hole and Great Cruz Bay.
Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! Reviews
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.
Rating 10 - Excellent. 136 out of 143 reviews
10 - Excellent
136
Rating 8 - Good. 6 out of 143 reviews
8 - Good
6
Rating 6 - Okay. 1 out of 143 reviews
6 - Okay
1
Rating 4 - Poor. 0 out of 143 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 143 reviews
2 - Terrible
0
10/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
Reviews
10/10 Excellent
Anne F.
Mar 11, 2026
Liked: Cleanliness
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
10/10 Excellent
Edward M.
Mar 7, 2026
Liked: Cleanliness
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
10/10 Excellent
Sarah D.
Feb 13, 2026
Liked: Cleanliness
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
10/10 Excellent
alan k., Potomac, Maryland
Dec 18, 2025
Liked: Cleanliness
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
10/10 Excellent
Shawna L.
Dec 5, 2025
Liked: Cleanliness
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
10/10 Excellent
Natalie J.
Nov 20, 2025
Liked: Cleanliness
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
10/10 Excellent
Matthew G.
Nov 8, 2025
Liked: Cleanliness
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
10/10 Excellent
kelley g.
Jul 28, 2025
Liked: Cleanliness
Nice view
Great location. House was nice and had a great view
kelley g.
Stayed 5 nights in Jul 2025
10/10 Excellent
Julia M.
Jul 1, 2025
Liked: Cleanliness
2025 family trip
Absolutely perfect house for our family of four and the pool was amazing!
Julia M.
Stayed 6 nights in Jun 2025
10/10 Excellent
Chad H.
Jul 1, 2025
Liked: Cleanliness
Excellent Stay in Chocolate Hole
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
10/10 Excellent
Amorette G.
Jun 15, 2025
Liked: Cleanliness
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!
Amorette G.
Stayed 7 nights in Jun 2025
10/10 Excellent
Wendy H.
Jun 11, 2025
Liked: Cleanliness
Great location and property!
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
10/10 Excellent
David G.
May 20, 2025
Liked: Cleanliness
Fabulous Stay
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
10/10 Excellent
Maria O.
May 11, 2025
Liked: Cleanliness
Castaway is a perfect Villa
We loved our stay at Castaway Villa. The house had everything we needed and was in a great location. We would stay there again. Todd the owner was very responsive and the management company did a good job of preparing the house for our stay and welcoming us when we first got there. It would have been nice if they had checked in on us once during the week. That’s the only reason they get 4 stars instead of 5.
Maria O.
Stayed 7 nights in May 2025
10/10 Excellent
Josh R.
May 9, 2025
Liked: Cleanliness
Incredible house in St. John!
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
10/10 Excellent
Hope A.
Apr 12, 2025
Liked: Cleanliness
Family Vacation
We had an awesome trip!! House was great! Views were amazing! Everything you need is provided and we had a/c when power was out for hours on the island which was really nice. The only negative thing I can say is the roads on St John are a challenge. Prices are very high but that was expected. Parking in town is a little bit difficult.
Hope A.
Stayed 5 nights in Apr 2025
10/10 Excellent
Wendy Y.
Mar 30, 2025
Liked: Cleanliness
Family vacation
Very lovely property. Good location and views.
Wendy Y.
Stayed 7 nights in Mar 2025
10/10 Excellent
Kim S.
Mar 24, 2025
Liked: Cleanliness
Extreme Happiness
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
10/10 Excellent
Anne F.
Mar 17, 2025
Liked: Cleanliness
Paradise
We have visited this lovely house for several years. The house is attractive, very comfortable and well-appointed. Our favorite activity is enjoying either breakfast or cocktails out by the pool taking in the fabulous view of Chocolate Hole.
Anne F.
Stayed 6 nights in Mar 2025
10/10 Excellent
Edward M.
Mar 10, 2025
Liked: Cleanliness
Delightful Stay
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
10/10 Excellent
Kristi P.
Feb 9, 2025
Liked: Cleanliness
Castaway
Loved this home! Location was awesome, beautiful views of Chocolate Hole. The pool was large enough for laps in the morning. We cooked in a few times and the kitchen had everything we needed. Management company was fantastic, made the arrival easy. A few issues: The mattress in the bedroom off of the pool needs to be replaced, very lumpy and uncomfortable. The kitchen could use a remodel as tiles are separating and the countertops are very worn.
Kristi P.
Stayed 7 nights in Feb 2025
10/10 Excellent
Anne G.
Jan 18, 2025
Liked: Cleanliness
Family Trip January 2025
We very much enjoyed our stay at Castaway Villa and found the home to be very clean and comfortable. We loved the location as very convenient to grocery stores, Downtown Cruz Bay and the many beaches. We also felt the house provided a private setting with beautiful views of Chocolate Hole Bay. We loved the fact the beach chairs, coolers and snorkeling gear were provided at the house which came in very handy as we traveled to different beaches each day. The property management team of Todd and Stephanie were super responsive and lovely to work with. We will most certainly be coming back to Castaway Villa as we had a wonderful memorable Family Trip!!!
Anne G.
Stayed 7 nights in Jan 2025
10/10 Excellent
randi s., Reno, Nevada
Dec 24, 2024
Liked: Cleanliness
paradise found
Enjoyed nearly 3 weeks celebrating a big birthday for my husband. Todd was so responsive & helpful. Very clean. Kitchen well stocked. Decor was lovely. So comfortable and relaxing. Wonderful views. Loved it ALL!