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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Ready for Rentals! Bring family & friends-stay at our beautiful & spacious home!

Bedrooms 4
Half Baths1
Space 5,800 sq ft
Property type villa
Minimum Stay 7 nights


About the property

4 Bedrooms, 4.5 Baths, A/C, Pool, Harborside Setting, Spacious, Convenient

Ciellodonna is located in an exclusive neighborhood in a peaceful harbor side setting with lovely views that overlook Chocolate Hole Harbor. The house faces southeast and is blessed with sun the entire day, plus gentle cooling breezes and beautiful views of boats at rest on turquoise waters. A private path leads from the house to the water and you can walk along the shore for swimming and snorkeling at the small beach at the head of the harbor. It’s an easy 6-minute drive into Cruz Bay and about one mile to the spa, fitness facility, restaurants and beach at the Westin Resort.

Ciellodonna is a spacious and very comfortable 2-level home with 2400 sq/ft of interior space and another 3400 sq/ft of decks. Parking is on the upper level where you enter into the large great room, which contains the living, dining and kitchen areas, plus a half bath. Six sets of screened sliding glass doors open to the large upper deck which runs the full length of the house. The upper deck includes lovely views, a living/lounging area and a gazebo that provides shade for outdoor dining or relaxing. Two master bedrooms are located on the upper level and two more bedrooms are on the lower level, which is accessed by an exterior stairway. The bedroom loft is above the kitchen. The pool is on the lower deck, along with a large sun deck, a complete wet bar and another well furnished living and lounging area.

All four bedrooms are roomy master bedrooms with harbor views, a/c, tiled floors and quality furnishings. The upper west bedroom is the owner's bedroom with a 4-poster king bed and cable TV/DVD, while the upper east bedroom has a queen mahogany sleigh bed and cable TV/DVD. Like the lower bedrooms, the upper bedrooms are located on the ends of the house for excellent privacy. The lower right bedroom has a queen 4-poster mahogany bed and the lower left bedroom has a canopied king bed with a queen size sleep sofa for children. Two more kids can sleep in the loft bedroom on a full sized futon, and altogether Ciellodonna can sleep 12 people. All four master bedrooms open to a deck and all have beautiful tiled baths and showers.

The comfortable great room is defined by cathedral ceilings, Italian tiled floors, stone walls, big furniture and harbor views. There is a stereo/cassette/CD and a 42' cable color TV/DVD, plus high speed internet. The mahogany dining table seats 8-10 in the formal dining area while large exterior dining tables are located under the gazebo and on the lower deck.

The kitchen features tiled countertops, mahogany cabinets, a gas stove and oven, a dishwasher, microwave and all necessary cooking utensils and dinnerware. A washer/dryer is located off the kitchen and there's a gas barbecue on the deck.

More Details

Property Manager
Owner/Property Manager
Member since: 2010
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
April 23, 2018

About Owner/Property Manager

We’re a big family from New York who absolutely love to get away to St. John for a tropical vacation, especially in the midst of a harsh NY winter. Like most families we love to be together, but sometimes we also need some privacy and our own space. So we designed a roomy villa that brings people together by creating multiple areas for socializing, but it also provides many comfortable and private spaces where someone can have a moment to themselves. When we started looking at the cost of building on St. John, an island without an airport, we went into a state of semi shock, and the awe came much later. But we said, what the heck, let’s do this right, so we hired one of St. John’s best builders and also retained a great interior designer and we built a really nice home in a really sweet location. This is a home of contrasting themes; it’s big enough for 12 but also cozy for two or four, it’s well-appointed and comfortable but not lavish or overdone, and it’s elegant and yet still casual. The upper level is perfect for one family or 1-2 couples, and when you add in the lower level you more than double the living space and create so much room that even with 12 people its never crowded. The wet bar, pool and large decks make this an ideal villa for luxurious outdoor living, and the great floor plan does the same for indoor living. Whether you’re a big family, or a single couple, we bet that you’ll love Ciellodonna.

Owner/Property Manager purchased this villa in 2000

Why Owner/Property Manager chose Estate Chocolate Hole and Great Cruz Bay

We chose this harborside location because we wanted to be on the water, but we wanted a calm, protected shoreline where our kids could enjoy snorkeling, swimming and paddle boarding without high winds, pounding surf and rough seas. We also really enjoy looking at the boats floating lazily on the turquoise waters of the harbor; there’s something very soothing about this beautiful seascape. We live in inland New York where there are no ocean cruising sailboats in anyone’s front yard, but they’re here in St. John and they’re a constant delight to gaze at. It’s hard to describe but sometimes this harbor view, with its midday brilliant water colors and early evening stillness, has a stress reducing, almost hypnotic effect. Even though we adore this tranquil location, we also love being an easy 8 minutes from the fabulous restaurants and the fun Caribbean atmosphere of Cruz Bay. Fortunately, that’s the beauty of St. John, tranquility and excitement can coexist within a 2 mile radius. We found both, and you will also, on the water’s edge at Chocolate Hole Harbor.

What makes this villa unique

We’ve seen quite a few St. John homes and our villa design seems to be somewhat unique. Designing and building a home with a curved front creates much more of a challenge, but it is esthetically more pleasing, and because of the curvature people on the bedroom decks don’t see each other, thereby creating precious visual privacy. The poolside wet bar is not unique, but it’s much appreciated when we’re having pool parties for the kids, and especially liked by the older kids in the evening. Of course our location is not completely unique because there are other homes on the harbor, but thanks to the lush tropical vegetation we can only see the villas across the harbor. However we really think that this harborside setting offers a view that is as calm, comforting, and hypnotic as you can find on this island, or anywhere else. The hill on the other side of the harbor softens the trade winds, so they’re gentle and soothing and you never need a jacket on these decks, even long after the sun has set. Speaking of the sun, you get plenty of it because the house faces southeast, but both decks have covered areas where you can be outside enjoying the view and also be sheltered from the sun.


Estate Chocolate Hole and Great Cruz Bay Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
Floor Area:
  • 5800 sq ft
  • 2 stories
House Rules:
  • Check-in: 3:00 PM / Check-out: 10:00 AM
  • Max. occupancy: 12
  • children welcome
Location Type:
  • Beach View
  • Ocean View
  • Oceanfront
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Air Conditioning ...
  • Clothes Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 10 people
  • 4 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , shower , a spacious tiled bath and shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet , shower
    Bathroom 5 - toilet , A half bath is off the Living room
  • 4 Bedrooms, Sleeps 12
  • Bedroom 1 - 1 king , Upper right, a/c, TV/DVD, deck
    Bedroom 2 - 1 queen , Upper left, a/c, TV/DVD, deck
    Bedroom 3 - 1 queen , Lower right, a/c, private deck
    Bedroom 4 - 1 king , 1 sleep sofa /futon , Lower left, a/c, deck, queen sofa bed
  • All four bedrooms are roomy master bedrooms with harbor views, a/c, tiled floors and quality furnishings. In a downstairs bedroom there is a pullout sofa. In the loft there is a queen size futon couch. The loft does not have a/c.
  • Books
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Balcony
  • Deck / Patio
  • Lanai / Gazebo
  • Outdoor Grill
Pool / Spa:
  • Private Pool
  • churches
  • duty free shops
  • health/beauty spa
  • restaurants
  • ruins
Leisure Activities:
  • beachcombing
  • boating
  • scenic drives
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • deepsea fishing
  • hiking
  • kayaking
  • parasailing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • swimming
  • tennis
  • wind-surfing
The home includes beach towels, beach chairs and a cooler.


Wonderful! 4.9/5 -
(9 traveler reviews)

88% Complete
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Ready for Rentals! Bring family & friends-stay at our beautiful & spacious home!
average rating of 4.888889 based on 9 reviews

A great hideaway

  • 4 of 5

The property was wonderful, especially the deck and pool area. The bedrooms were nice and my sons didn't have to fight over who got the nicest. Easy walk to the water (for snorkeling, walk along the path to the south and enter the bay in the area intended for snorkeling, not directly in front of the house). The downside this week was the mosquitoes. Very severe. There were a lot of them in the house when we first arrived and we gradually got rid of all of them. But late afternoon and early evening on the deck was virtually intolerable, even with bug spray. We loved the house, the location, and the proximity to Cruz Bay.

  • Submitted: May 21, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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Absolutely Perfect!

  • 5 of 5

We have a family of 4 and it was absolutely perfect and had everything we look for. We rent through VRBO often and this house was our favorite ever. Super Clean , Awesome Views , perfectly located, great pool and the people from the management company were awesome and helpful. I would highly recommend this to anyone!

  • Submitted: Nov 18, 2016
  • Stayed: November 2016
  • Source: VRBO, from HomeAway
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6 stars

  • 5 of 5

Excellent choice for 4 couples !! Plenty of space for everyone, well equipped kitchen, very clean , awesome views. Would definitely go back again. Is even better in person than in the pictures even if that is hard to believe!!!

  • Submitted: Oct 2, 2016
  • Stayed: September 2016
  • Source: VRBO, from HomeAway
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Amazing location!

  • 5 of 5

We were a group of 4 adults and 3 kids. Ciellodonna suited our needs perfectly. The two bedrooms/loft upstairs and two bedrooms downstairs provided separate areas for members of our group. As several other reviewers have mentioned, the pictures of this place do no do it justice. The view out over Chocolate Hole was amazing and the inside of the house was nicely furnished with a great kitchen and living area. There are TV's in all of the rooms and WiFi throughout (not that we really needed it). All of the bathrooms were very large and worked perfectly for our large group. The house is also convenient to Cruz Bay and the nearby Westin resort. While Chocolate Hole provides an amazing view for those staying at Ciellodonna, it is not a great beach for swimming. The shore near the house is quite rocky and even the "sandy" part of the beach is not necessarily recommended for swimming. With that said, this should absolutely not b a reason to avoid this house as there are few if any places on swimmable beaches at this price point.

Overall, the best part about Ciellodonna is the amazing 2-level deck. The upper deck provides a nice outdoor dining area and views out across Chocolate Hole and toward St. Croix in the distance (on a clear day). The lower deck offers a pool, grill, bar, and shade for just hanging out after a long day at the beach.

Not only was the house fantastic, but Caribbean Villas, the property manager was great to work with. They answered all of our questions and were extremely responsive to any requests.

I can't recommend this place highly enough. We would absolutely stay at Ciellodonna again.

  • Submitted: Jun 21, 2016
  • Stayed: June 2016
  • Source: HomeAway
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Glen Ellyn, IL USA

exceeded our expectations

  • 5 of 5

The pictures do not do it justice! The location is awesome!

The home is clean, well cared for! Kitchen is great!

Pool is clean and feels new, great deck, walk down to ocean!

We shared it with another family, we will be back for sure!!!

  • Submitted: Aug 23, 2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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Rockland, Massachusetts, USA

Great House on a Great Island - Highly reccommend

  • 5 of 5

This was our first trip to St. John and the house was a great way to enjoy the island for our family of 4 (two boys 12 & 14). We were promptly met by the island greeter at the car ferry who took us to the house and showed us around and provided us with helpful hints about the island. The house was amazing. I was curious what the front/entrance to the house looked like as there were not any photos. The entrance is beautiful, charming and private down a long driveway. There is an out door shower right at the entrance which allowed us to wash sand off out feet upon returning from one of the island's many beaches. However, once you enter the villa you realize why they do not bother with photographs of the entrance. The house is stunning. The pictures do not do it justice. The stone walls and marble floors offer a classic touch. But the real beauty comes from the 5 sliding glass doors on the back wall of the living room which offer views of a long deck and the harbor below and beyond. The kitchen is fully functional, refrigerator/freezer with an ice maker, gas stove, blender, dishwasher, etc. Plus there is a gas grill on the lower pool deck. We chose to make breakfast, pack beach lunches and go out to dinner every night. However, you could prepare dinners right at the house as there is a grocery store right down the street. Since we only had four people we only utilized the upstairs bedrooms. The bedrooms were very roomy and each had its own full bath with gorgeous huge stone showers. There were 4 TVs but we probably used them less than 1/2 hour the whole week as there was a lot to do. The multiple decks provided a different view and atmosphere. The top one offered higher views of course but it also offered a nice quiet spot if the kids were in the pool at night. The bottom deck is gigantic with 10 - 12 lounge chairs which surround a surprisingly deep pool (about 5 feet). The water in chocolate hole harbor below is less than a 2 minute walk. We snorkeled there the first day right from the bottom of the trail from the house. It is rocky and there were several large sea urchins in there. If you are careful and pretty agile you can get in there and if offers some pretty good snorkeling. However, once we ventured out to the other beaches you do not need to utilize that water other than the views. The house was a perfect base to venture from and explore the island and a great place to come back to and relax. We definitely plan to rent this villa on our next trip.

  • Submitted: Jul 22, 2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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Car: necessary

Ciellodonna is located in an exclusive waterfront setting, with lovely views overlooking Chocolate Hole Harbor. The house faces southeast and is blessed with sun the entire day, plus gentle cooling breezes and beautiful views of boats at rest on the turquoise waters. A private path leads from the house to the water and you can walk along the shore for swimming and snorkeling at the small beach at the head of the harbor. It’s an easy 6-minute drive into Cruz Bay and about one mile to the spa, fitness facility, restaurants and beach at the Westin Resort.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Tax Rate 17.5%


THANKSGIVING: Off Season rates apply

Terms and Conditions and Cancellation Policy sent with confirmation.
$500 Damage Deposit

50% is due within 7 days of booking, final payment is due 60 days prior to arrival. For Christmas/New Years bookings- final payment is due 120 days prior to arrival.

Manager's Cancellation Policy

  • Canceled bookings will not receive a refund