Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !
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Reviews
Entire home
Popular amenities
- Ocean view
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
Explore the area

- Chocolate HolePlace, Chocolate Hole1 min walk
- Great Cruz BayPlace, Great Cruz Bay4 min walk
- Chocolate Hole BeachPlace, Chocolate Hole Beach17 min walk
- St. Thomas (STT-Cyril E. King)Airport, St. Thomas (STT-Cyril E. King)58 min drive
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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 !
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.
- Air-conditioned villa with private pool, kitchen and washer/dryer
- Free WiFi
- Take a swim in the outdoor pool
- Amenities include laundry facilities
- On-site recreation includes tennis courts
- Guests have great things to say about the location and the helpful staff
- 8 minutes by car from Virgin Islands National Park and 9 minutes from Trunk Bay
This St. John villa is smoke free.
Property amenities
Beach
- Beach nearby
- Beach loungers
- Beach towels
Pool/Spa
- Outdoor pool
- Private pool
Internet
- Available in the villa: Free WiFi
Parking and transport
- Car recommended
- Parking on site
Kitchen
- Blender
- Coffee grinder
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Hob
- Ice maker
- Lobster/crab pot
- Microwave
- Oven
- Paper towels
- Refrigerator
- Spices
- Toaster
Dining
- Dining table
Bedrooms
- 3 bedrooms
- Bedsheets provided
Bathroom
- 3.5 bathrooms
- Hair dryer
- Shower
- Soap
- Toilet paper
- Towels provided
Living spaces
- Dining table
- Living room
- Separate dining area
Entertainment
- Books
- DVD player
- Games
- Smart TV with cable/satellite channels
Outdoor areas
- Balcony
- Gas grill
- Outdoor furniture
Laundry
- Laundry facilities
- Washer/dryer
Comfort
- Air conditioning
Pets
- No pets allowed
Suitability/Accessibility
- Smoke-free property
Services and conveniences
- Iron/ironing board
- Safe
Location highlights
- In the city centre
- Near a health/beauty spa
- Near a hospital
- Near an outlet shopping centre
- Near the bay
- Near the marina
- Near the sea
Things to do
- Tennis
- Water sports equipment
- Birdwatching nearby
- Ecotours nearby
- Fishing nearby
- Hiking/biking trails nearby
- Horseback riding nearby
- Kayaking nearby
- Motor boating nearby
- Mountain biking nearby
- Mountain climbing nearby
- Parasailing nearby
- Rock climbing nearby
- Sailing nearby
- Scuba diving nearby
- Snorkelling nearby
- Surfing/bodyboarding nearby
- Swimming nearby
- Water skiing nearby
- Wildlife walks nearby
- Windsurfing 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
- 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 and check-out are 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
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
Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries ! 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 informationOpens in a new window
10/10
10/10
10/10
Reviews
10/10 Excellent
Amy W.


Amy W.
10/10 Excellent
Aimee W.

Aimee W.
10/10 Excellent
Meaghan E.
Meaghan E.
10/10 Excellent
Anne F.
Anne F.
10/10 Excellent
Edward M.
Edward M.
10/10 Excellent
Sarah D.

Sarah D.
10/10 Excellent
alan k., Potomac, Maryland
alan k.
10/10 Excellent
Shawna L.
Shawna L.
10/10 Excellent
Natalie J.
Natalie J.
10/10 Excellent
Matthew G.




Matthew G.
10/10 Excellent
kelley g.
Nice view
kelley g.
10/10 Excellent
Julia M.
2025 family trip
Julia M.
10/10 Excellent
Chad H.
Excellent Stay in Chocolate Hole
Chad H.
10/10 Excellent
Amorette G.
