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Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !

Villa in St. John with private pool and kitchen

Photo gallery for Poolside Paradise at Castaway Villa with new kitchen, baths, & Tesla batteries !

Pool
Exterior
Living area
Living area
Living area

Reviews

10 out of 10, Loved by Guests
3 bedrooms3+ bathroomsSleeps 62000 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View in a map
St. John, St John
  • Place, Chocolate Hole
    ‪1 min walk‬
  • Place, Great Cruz Bay
    ‪4 min walk‬
  • Place, Chocolate Hole Beach
    ‪17 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, where you can enjoy its restaurants, beach access, and amenities
- 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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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Children must be supervised around pool.
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
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

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.
Map
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
  • Sunset Beach - 3 min drive - 1.3 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 61 min drive

Restaurants

  • ‪Woody's Seafood Saloon - ‬7 min drive
  • ‪The Longboard - ‬7 min drive
  • ‪Upstairs Bar & Grill - ‬7 min drive
  • ‪extra virgin - ‬8 min drive
  • ‪Lemongrass Restaurant and Bar - ‬2 min drive

Frequently asked questions

Does Poolside in Paradise Castaway Villa newly renovated kitchen & baths Tesla backup have a pool?

Yes, this property has an outdoor pool.

Is Poolside in Paradise Castaway Villa newly renovated kitchen & baths Tesla backup pet-friendly?

No, pets are not allowed at this property.

How much is parking at Poolside in Paradise Castaway Villa newly renovated kitchen & baths Tesla backup?

On-site parking is available at the property.

What time is check-in at Poolside in Paradise Castaway Villa newly renovated kitchen & baths Tesla backup?

Check-in begins at 4:00 PM.

What time is check-out at Poolside in Paradise Castaway Villa newly renovated kitchen & baths Tesla backup?

Checkout is at 10:00 AM.

Where is Poolside in Paradise Castaway Villa newly renovated kitchen & baths Tesla backup 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 133 out of 140 reviews
Rating 8 - Good. 6 out of 140 reviews
Rating 6 - Okay. 1 out of 140 reviews
Rating 4 - Poor. 0 out of 140 reviews
Rating 2 - Terrible. 0 out of 140 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

alan k.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 4 nights in Dec 2025

10/10 Excellent

Shawna L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 9 nights in Nov 2025

10/10 Excellent

Matthew G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 5 nights in Nov 2025

10/10 Excellent

kelley g.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice view

Great location. House was nice and had a great view
Stayed 5 nights in Jul 2025

10/10 Excellent

Julia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

2025 family trip

Absolutely perfect house for our family of four and the pool was amazing!
Stayed 6 nights in Jun 2025

10/10 Excellent

Wendy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 7 nights in May 2025

10/10 Excellent

Chad H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 5 nights in Jun 2025

10/10 Excellent

Amorette G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 7 nights in Jun 2025

10/10 Excellent

David G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!!!!
Stayed 4 nights in May 2025

10/10 Excellent

Wendy Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

Very lovely property. Good location and views.
Stayed 7 nights in Mar 2025

10/10 Excellent

Josh R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 5 nights in Apr 2025

10/10 Excellent

Maria O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in May 2025

10/10 Excellent

Kim S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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! .
Stayed 7 nights in Mar 2025

10/10 Excellent

Edward M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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?
Stayed 15 nights in Feb 2025

10/10 Excellent

Anne F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 6 nights in Mar 2025

10/10 Excellent

Matt W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

Another great stay! Beautiful home and location.
Stayed 8 nights in Feb 2024

10/10 Excellent

Eleanor F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Really enjoyed our stay!

This property is just as described, convenient to Cruz Bay, nice, open floor plan, comfortable beds. We really enjoyed our stay.
Stayed 6 nights in Dec 2023

10/10 Excellent

Lauren R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay

Perfect location! Id definitely stay here again and do recommend it.
Stayed 7 nights in Nov 2019

10/10 Excellent

Hope A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 5 nights in Apr 2025

10/10 Excellent

Sarah

Liked: Cleanliness, amenities, property conditions & facilities, communication
It's very quiet in a beautiful location.
Stayed 4 nights in Aug 2022

8/10 Good

Rebecca M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family get away

Overall good. Would consider for future stay.
Stayed 5 nights in Aug 2024

10/10 Excellent

Lindsay M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house for a family

We had a great time and the house was wonderful!
Stayed 7 nights in Aug 2023

10/10 Excellent

Jonathan W., Brookville, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chocolate Hole

Wonderful stay
Stayed 5 nights in Jan 2024

10/10 Excellent

Jan L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome House

The house was great. It was spacious and clean. We loved the pool.
Stayed 6 nights in Jul 2024

10/10 Excellent

randi s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 18 nights in Dec 2024

About the host

Hosted by Todd

Host profile image
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

Close access to the Westin is a great plus.

Also, the 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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