Chill Out in Chocolate Hole: Family-Friendly Retreat with A/C, Private Pool, & a solar power battery backup system!

Photo gallery for Chill Out in Chocolate Hole: Family-Friendly Retreat with A/C, Private Pool, & a solar power battery backup system!

A poolside area with wicker chairs and a view of the sea.
A house with a red roof, surrounded by dense greenery and trees, located on a hillside near a body of water.
A stone staircase with metal railings, surrounded by cacti and tropical foliage.
A spacious dining area with a long table and chairs, a living area with a sofa and TV, and large windows offering a view of the sea.
A balcony with two lounge chairs and a potted plant, overlooking a bay with boats and lush greenery.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Discover nearby landmarks
    Walk to Great Cruz Bay
4 bedrooms4 bathroomsSleeps 12

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill

Explore the area

View in a map
St John, VI
  • Place, Chocolate Hole
    ‪1 min walk‬
  • Place, Great Cruz Bay
    ‪5 min walk‬
  • Place, Chocolate Hole Beach
    ‪15 min walk‬
  • Airport, St. Thomas (STT-Cyril E. King)
    ‪59 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

4 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Kitchen
Separate dining area
Dining area

About this property

Chill Out in Chocolate Hole: Family-Friendly Retreat with A/C, Private Pool, & a solar power battery backup system!

Private Villa in Chocolate Hole Harbor – Ciellodonna Vacation Rental

Welcome to Ciellodonna, an attractive private villa in Chocolate Hole Harbor offering breathtaking ocean views, a private pool, and spacious island living. This stunning 4+ bedroom, 4.5-bath vacation rental spans 2,400 sq. ft. of interior space and an expansive 3,400 sq. ft. of outdoor deck space, making it one of the premier villa rentals for families and groups. Perfect for up to 12 guests, Ciellodonna blends comfort, privacy, and Caribbean charm —ideal for family vacations, group getaways, or romantic retreats.

Open-Concept Living with Panoramic Ocean Views
Step into a spacious open-concept air-conditioned great room featuring vaulted ceilings, Italian tile floors, and natural stone accents. The living, dining, and kitchen areas flow seamlessly together, creating a bright and airy atmosphere. Six screened sliding glass doors open onto a full-length upper deck, offering uninterrupted views of Chocolate Hole Harbor. Enjoy:
- Outdoor dining under a covered gazebo
- Comfortable lounge seating for relaxation
- Cooling ocean breezes and natural light

Fully Equipped Kitchen
The modern kitchen is designed for both convenience and style, featuring:
- Granite countertops and mahogany cabinetry
- Gas stove, oven, microwave, and dishwasher
- Full cookware, utensils, and dinnerware
- Washer and dryer
Enjoy indoor dining for 8–10 guests or dine outside under the gazebo with seating for 8 more.

Spacious Bedrooms & En-Suite Bathrooms (Sleeps 12)
Ciellodonna features 4 private bedrooms, each with its own en-suite bathroom, plus additional sleeping areas. Two bedrooms are positioned on opposite sides of the great room, while the other two are located on the lower level with separate outside access. The lower-level bedrooms are connected by a hallway, making this layout ideal for families traveling with children.
- Two master suites on the main level for privacy (1 King, 1 Queen)
- Two guest bedrooms on the lower pool level (1 King, 1 Queen)
- Loft with full-size futon (ideal for kids)
- Queen sleeper sofa for additional guests in the lower king bedroom
Bedroom highlights:
- King and queen beds with premium furnishings
- Air conditioning in all bedrooms
- Private deck access with ocean views
- Cable TVs and internet (WiFi)

Private Pool & Outdoor Entertainment Space
Relax in your own private pool overlooking the turquoise blue seas found in the Caribbean, surrounded by a large sun deck designed for entertaining and leisure.
Outdoor amenities include:
- BBQ grill for al fresco cooking
- Covered wet bar with flat-screen TV
- Rain-sheltered dining area
- Ample lounge chairs for sunbathing
This villa is perfect for guests searching for a St. John villa with a pool and ocean views.

Prime Location Near Cruz Bay & Beach Access
Located in a quiet, scenic setting, Ciellodonna offers direct access to the pebble beach at Chocolate Hole Harbor - enjoy swimming, snorkeling, kayaking, and paddleboarding.
Key location benefits:
- 5–7 minute drive to Cruz Bay restaurants, shops, and nightlife
- East-southeast exposure for sunrise views and steady breezes
- Easy equipment delivery from local kayak and paddleboard rental companies
This makes Ciellodonna a top choice for travelers seeking a St. John vacation rental near Cruz Bay with beach access.

Why Choose Ciellodonna?
- Private villa with pool and ocean views
- Ideal for families, couples, and group vacations
- Spacious indoor/outdoor living areas
- Close to beaches, dining, and activities
- Sleeps up to 12 guests comfortably
- 4 Bedrooms with en-suite bathrooms, & a ½ bath off the great room
- Air-conditioning in the main living area and bedrooms
- Solar powered battery backup system for those unexpected power outages

Book Your Caribbean Escape
Experience the best of island living at Ciellodonna—your private waterfront villa in Chocolate Hole Harbor. Whether you're planning a relaxing retreat or an adventure-filled vacation, this home offers everything you need for an unforgettable stay. Make your reservations now!

Frequently Asked Questions (FAQ):
1. Is there on island assistance during our stay?
Yes! Caribbean Villas of St. John has a local office right on St. John. Their friendly team is available to answer questions, provide recommendations, and assist with anything you may need during your stay, helping ensure a smooth and enjoyable vacation.

2. Does Ciellodonna have backup power?
Yes! The villa has a solar powered battery backup system that automatically kicks on if there is an unexpected power outage.

3. Are linens, towels, and beach gear provided?
Ciellodonna includes your linens, bath towels, beach towels, beach chairs, a cooler, and a starter packet of paper products.

4. What are the best restaurants & Bars in Cruz Bay & Coral Bay, St. John? Cruz Bay is the main town on St. John and offers the largest variety of restaurants, from casual to fine dining. Coral Bay is the quieter side of the island and offers a more casual, laid back atmosphere. A complete list can be found in our About St John Section under Dining.
- St. John Back Bar
- 1864
- Joe's BBQ
- Surf Club Cantina - Coral Bay
- The Terrace
- Skinny Legs - Coral Bay
- Woody's Seafood
- Lime Inn

5. What are some hiking trail recommendations?
Ram's Head, Reef Bay Trail, Lind Point Trail, Salt Pond & Drunk Bay Trails, to name a few. A complete list can be found under our About St John Section - Boating, Scuba Diving, Fishing, & Hiking Section.

6. How far away are the barefoot, white sand beaches of the National Park?
Located on the north side of the island, about a 10-15-20 minute drive away are some of the most beautiful beaches - Hawksnest, Trunk Bay, Cinnamon Bay, Maho Bay, and Francis Bay.

7. Is Housekeeping included? No.
Standard housekeeping is provided before arrival and after departure. Additional cleaning services during your stay may be arranged for a fee.

8. Do I need a vehicle to stay at Ciellodonna?
Yes, renting a jeep is recommended. Having a vehicle will allow you to easily explore beaches, restaurants, and attractions around St. John. Ciellodonna has private parking.

9. What activities are available on the island?
- Scuba Diving - Low Key Watersports
- Snorkeling
- Paddleboarding
- Kayaking
- Swimming
- Boating
For a list of our recommendations, please visit our About St John section on our website.
Our prices include all fees. No hidden fees.

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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 Welcome
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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
No smoking is allowed on the premises.
The property is non-smoking. This includes outside on the decks and the surrounding grounds of the property.
No functions, wedding/receptions, etc. are allowed at the property. The rental is only for the guests reserved and paid to stay at the property.

Important information

You need to know

Property # 477315
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
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the neighborhood

St. John

Located in St. John, this villa is on the waterfront. The area's natural beauty can be seen at Virgin Islands National Park and Cruz Bay Beach. Discover the area's water adventures with kayaking, scuba diving, and motor boating nearby, or enjoy the great outdoors with hiking/biking trails.
Map
St John, VI

What's nearby

  • Chocolate Hole - 1 min walk - 0.2 km
  • Great Cruz Bay - 5 min walk - 0.5 km
  • Chocolate Hole Beach - 15 min walk - 1.3 km
  • Rendezvous Bay - 16 min walk - 1.4 km
  • Sunset Beach - 3 min drive - 1.9 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 66 min drive

Restaurants

  • ‪Skinny Legs - ‬27 min drive
  • ‪Duffy's Love Shack - ‬42 min drive
  • ‪The Ritz-Carlton, St. Thomas - ‬45 min drive
  • ‪Jimmy Buffett’s Margaritaville - ‬48 min drive
  • ‪Sunset Grille @ Secret Harbour Beach Resort - ‬44 min drive

Frequently asked questions

Does Chill Out in Chocolate Hole: Family-Friendly Retreat with A/C, Private Pool, & a solar power battery backup system! have a pool?

Yes, this property has a pool.

How much does it cost to stay at Chill Out in Chocolate Hole: Family-Friendly Retreat with A/C, Private Pool, & a solar power battery backup system!?

As of Aug 26, 2026, prices found for a 1-night stay for 2 adults at Chill Out in Chocolate Hole: Family-Friendly Retreat with A/C, Private Pool, & a solar power battery backup system! on Sep 1, 2026 start from $1,298, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Chill Out in Chocolate Hole: Family-Friendly Retreat with A/C, Private Pool, & a solar power battery backup system! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Chill Out in Chocolate Hole: Family-Friendly Retreat with A/C, Private Pool, & a solar power battery backup system!?

Check-in begins at 4:00 PM.

What time is check-out at Chill Out in Chocolate Hole: Family-Friendly Retreat with A/C, Private Pool, & a solar power battery backup system!?

Check-out is at 10:00 AM.

Where is Chill Out in Chocolate Hole: Family-Friendly Retreat with A/C, Private Pool, & a solar power battery backup system! located?

Situated on the waterfront, this villa is steps from Chocolate Hole and 1.8 mi (2.9 km) from Virgin Islands National Park. Great Cruz Bay and Chocolate Hole Beach are also within 1 mi (2 km).

About the host

Hosted by Caribbean Villas of St. John

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Languages:

English

Premier Host

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