Poolside in Paradise at Castaway Villa

Photo gallery for Poolside in Paradise at Castaway Villa

Pool | Outdoor pool
Beach nearby, sun loungers, beach towels
Outdoor pool
Outdoor pool
Outdoor pool

Overview of Poolside in Paradise at Castaway Villa

Entire home

Poolside in Paradise at Castaway Villa

9.8 out of 10 Exceptional
9.8/10 Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 6

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
St. John, St John

Explore the area

  • Popular LocationChocolate Hole4 min walk
  • Popular LocationGreat Cruz Bay4 min walk
  • Popular LocationCruz Bay Beach11 min drive
  • AirportSt. Thomas (STT-Cyril E. King)69 min drive

Space details

3 bedrooms, 4 bathrooms, sleeps 6
2000 sq ft
Bedroom 1
    1 king bed
Bedroom 2
    1 king bed
Bedroom 3
    1 king bed
Common area
    1 double bed
    1 twin/single bed
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
    No shower or bathtub

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 in Paradise at Castaway Villa

Family-friendly villa in St. John with outdoor pool
Castaway villa is conveniently located in the Estate Chocolate Hole neighborhood, walking distance to the Westin Hotel and a very short drive to Cruz Bay dining and shopping. A perfect neighborhood for morning runs while enjoying the fantastic views. The villa has recently undergone major exterior renovations to the driveway, exterior lighting, salt water pool and pool deck plus all new exterior furniture. If you have stayed with us before, and we know many of you do, you'll be in for a real treat on your return! In total, the property has 3 bedroom + bath suites, plus a sleeping loft and an additional half bath, located as follows: The main villa has 2 bedroom and bathroom suites, both offering king size beds, double vanity bathrooms & private outdoor showers. One of the suites can have the king converted to two twin beds if needed. The sleeping loft is small and positioned overlooking the main living room, and has a full bed - suitable for kids. There is also a half bath in the main house. The pool cabana is home to the 3rd bedroom suite, and is located off of the pool deck. It too has a king size bed, central air, fantastic views of Hart Bay, full bathroom and a sliding glass door to a private water view deck. Both the main house and cabana offer beautiful wood plank cathedral ceilings, cool stamped concrete floors, full central air throughout including common areas, ceiling fans and fantastic ocean breezes if you prefer to have the windows open with the screens on, gorgeous turquoise water views, and a 30ft pool with large sundeck. It all works to create a space you won't want to leave!

The villa is fully equipped to make your stay as comfortable as possible. It has a fully stocked kitchen with all the kitchen gadgets so that you can cook as much (or as little) as you want! We also provide all linens, pool floats, beach towels, beach chairs, coolers, wifi, TV, cable and house phone. Washer and dryer are available for use during your stay. Nothing to bring but your clothes and sunscreen! The driveway fits 2 cars comfortably. The villa also has a new gas grill and outdoor shower for rinsing off after long days at the beach. Use the blender for frozen margaritas to sip while you float on the pool rafts and overlook the water views in Chocolate Hole.

There is a full time caretaking crew who live on St. John. They are available to answer any questions during your stay.

The location of the house is fantastic. The neighborhood is great for those who want to go for a run or morning stroll. The newly renovated Westin is nearby, with all of it's amenities. The St. John market is around the corner - not even a 2 minute drive - for any last minute food or alcohol needs! We fell in love with St. John and loved the idea of being close to Cruz Bay yet private enough to not feel the hustle and bustle.

Renting a car is strongly recommended in order to see all of the beautiful beaches the island has to offer and for trash removal, which is the responsibility of the tenants. A fee will be assessed if the caretakers have to facilitate removal. Driving is on the left side of the road and the rental companies are very good at explaining road rules, etc..

Traveler’s insurance is recommended.
Air-conditioned accommodations at this villa offer private pools and washers/dryers. Rooms open to balconies. Smart televisions come with DVD players. Kitchens offer refrigerators, stovetops, microwaves, and separate dining areas. Bathrooms include showers and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include safes and phones. Additionally, rooms include coffee/tea makers and irons/ironing boards.

Recreational amenities at the villa include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Property manager


Cleaning and safety practices

Enhanced cleanliness measures

Disinfectant is used to clean the property
High-touch surfaces are cleaned and disinfected
Sheets and towels are washed at 60°C/140°F or hotter

Social distancing

Contactless check-in
This information is provided by our partners.

Property amenities


  • Beach nearby
  • Beach loungers
  • Beach towels


  • Outdoor pool
  • Private pool


  • Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site


  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster


  • Dining table


  • 3 bedrooms
  • Bedsheets provided


  • 4 bathrooms
  • Hair dryer
  • Shampoo
  • Shower only
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area


  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture


  • Laundromat nearby
  • Washer/dryer


  • Air conditioning


  • No pets allowed


  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone
  • Safe

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Tennis
  • Water sports equipment on site
  • Birdwatching nearby
  • Cycling 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
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit
  • Smoke detector


  • 1 room
  • Sleeps 6
  • Unit size: 2,000 square feet (186 square meters)

Similar properties



Check-in time starts at 4:00 PM
Minimum check-in age: 25


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


Pets not allowed

Children and extra beds

Children are welcome
Note from host: children must be supervised around pool.

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
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, 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

We should mention

A car is recommended for transportation to and from this property

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

About this area

St. John

Located in St. John, this villa is in the city center and near the beach. American Yacht Harbor and Waterlemon Cay are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit St. John Spice and Mongoose Junction. Be sure to check out the area's animals with activities such as game walks and birdwatching.

What's nearby

  • Chocolate Hole - 4 min walk
  • Great Cruz Bay - 4 min walk
  • St. John Spice - 4 min drive
  • Battery - 8 min drive
  • Cruz Bay Beach - 11 min drive

Getting around

  • Cyril E. King Airport (STT) - 69 min drive


  • High Tide Bar & Seafood Grill - 7 min drive
  • Cruz Bay Landing - 7 min drive
  • Shambles - 10 min drive
  • The Windmill Bar - 10 min drive
  • The Tap Room St. John Brewers - 8 min drive

Frequently asked questions

Does Poolside in Paradise at Castaway Villa have a pool?

Yes, this property has an outdoor pool.

Is Poolside in Paradise at Castaway Villa pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Poolside in Paradise at Castaway Villa?

Check-in begins at 4:00 PM.

What time is check-out at Poolside in Paradise at Castaway Villa?

Check-out is at 10:00 AM.

Where is Poolside in Paradise at Castaway Villa located?

This family-friendly St. John villa is located by the sea, within a 5-minute walk of Chocolate Hole and Great Cruz Bay. Virgin Islands National Park is 1.9 mi (3.1 km) away.




Rating 10 - Excellent. 84 out of 90 reviews" "
" "10 - Excellent 93%
Rating 8 - Good. 5 out of 90 reviews" "
" "8 - Good 6%
Rating 6 - Okay. 1 out of 90 reviews" "
" "6 - Okay 1%
Rating 4 - Poor. 0 out of 90 reviews" "
" "4 - Poor 0%
Rating 2 - Terrible. 0 out of 90 reviews" "
" "2 - Terrible 0%






Property conditions & facilities


10/10 Excellent

Debbie S.

Liked: Cleanliness
Wonderful location and view! Pool was wonderful. Cose to restaurants and shopping.
Stayed 8 nights in May 2023

10/10 Excellent

Sharon T.

Liked: Cleanliness
Just wonderful
We absolutely loved this property and our stay on St. John. It had everything we needed a great location and absolutely stunning views. We would definitely return also, Todd is a great host with great communication and ease of check-in and checkout. Thank you!
Stayed 4 nights in May 2023

10/10 Excellent

Ben O.

Liked: Cleanliness
Beautiful home with an Incredible View!
Highly recommend booking this house! Spacious home with a beautiful pool overlooking Chocolate Hole, great AC, less than 10 min drive from Cruz Bay + beach towels / chairs / snorkel gear included. The owner and property manager were proactive in communication and gave a walk thru of the home upon arrival, plus checked in daily to see if we needed anything. Even provided a few welcome snacks from a local market upon arrival. Would definitely book again!
Stayed 4 nights in May 2023

10/10 Excellent

Matt W.

Liked: Cleanliness
This is a very nice property in a very special place. Proximity to everything is key. 15 minutes and you are at world class beaches! The pool was especially relaxing after a day exploring. Would highly recommend!
Stayed 7 nights in Mar 2023

10/10 Excellent

Wendy R. M.

Liked: Cleanliness
February Warm-Up
Once again we spend 10 days lounging in the sunshine on your beautiful pool patio and basking in the sun on a different beach each day. Your location is so conveniently positioned to Curz Bay yet gives us the quiet location of Chocolate Hole.
Stayed 12 nights in Feb 2023