Entire home
Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
3 bedrooms3+ bathroomsSleeps 62000 sq ft
Popular amenities
Explore the area

St. John, St John
- Place, Chocolate Hole1 min walk
- Place, Great Cruz Bay4 min walk
- Place, Chocolate Hole Beach17 min walk
- 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.
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.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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- Ocean view
- Pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (77 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Children must be supervised around pool.
Events
No events allowed
Pets
No pets 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
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
We should mention
A car is recommended for transport to and from this property
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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

St. John, St John
What's nearby
- Chocolate Hole - 1 min walk - 0.2 km
- Great Cruz Bay - 4 min walk - 0.4 km
- Chocolate Hole Beach - 17 min walk - 1.5 km
- Rendezvous Bay - 18 min walk - 1.5 km
- Devers Bay - 3 min drive - 1.3 km
Getting around
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
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
11 Mar, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Mar 2026
10/10 Excellent
Edward M.
7 Mar, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Edward M.
Stayed 15 nights in Feb 2026
10/10 Excellent
alan k.
18 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
alan k.
Stayed 4 nights in Dec 2025
10/10 Excellent
Natalie J.
20 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Natalie J.
Stayed 4 nights in Nov 2025
10/10 Excellent
Shawna L.
5 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Shawna L.
Stayed 9 nights in Nov 2025
10/10 Excellent
kelley g.
28 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice view
kelley g.
Stayed 5 nights in Jul 2025
10/10 Excellent
Julia M.
1 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
2025 family trip
Julia M.
Stayed 6 nights in Jun 2025
10/10 Excellent
Matthew G.
8 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy




Matthew G.
Stayed 5 nights in Nov 2025
10/10 Excellent
Wendy H.
11 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and property!
Wendy H.
Stayed 7 nights in May 2025
10/10 Excellent
Chad H.
1 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Stay in Chocolate Hole
Chad H.
Stayed 5 nights in Jun 2025
10/10 Excellent
Wendy Y.
30 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family vacation
Wendy Y.
Stayed 7 nights in Mar 2025
10/10 Excellent
David G.
20 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous Stay
David G.
Stayed 4 nights in May 2025
10/10 Excellent
Amorette G.
15 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy

Amorette G.
Stayed 7 nights in Jun 2025
10/10 Excellent
Josh R.
9 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible house in St. John!
Josh R.
Stayed 5 nights in Apr 2025
10/10 Excellent
Matt W.
20 Feb, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Matt W.
Stayed 8 nights in Feb 2024
10/10 Excellent
Lauren R.
19 Nov, 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay
Lauren R.
Stayed 7 nights in Nov 2019
10/10 Excellent
Eleanor F.
22 Dec, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Really enjoyed our stay!
Eleanor F.
Stayed 6 nights in Dec 2023
10/10 Excellent
Kim S.
24 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Extreme Happiness
Kim S.
Stayed 7 nights in Mar 2025
10/10 Excellent
Edward M.
10 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Delightful Stay
Edward M.
Stayed 15 nights in Feb 2025
10/10 Excellent
Anne F.
17 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise
Anne F.
Stayed 6 nights in Mar 2025
10/10 Excellent
Sarah
18 Aug, 2022
Liked: Cleanliness, amenities, property conditions & facilities, communication
Sarah
Stayed 4 nights in Aug 2022
10/10 Excellent
Maria O.
11 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Castaway is a perfect Villa
Maria O.
Stayed 7 nights in May 2025
10/10 Excellent
Lindsay M.
15 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful house for a family
Lindsay M.
Stayed 7 nights in Aug 2023
10/10 Excellent
Jonathan W.
18 Jan, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Chocolate Hole
Jonathan W.
Stayed 5 nights in Jan 2024
10/10 Excellent
Sue S.
6 Feb, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect island getaway
Sue S.
Stayed 10 nights in Jan 2022
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
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