10,000 Sq Ft of Caribbean Grand Estate — Sugar Mill, Tennis Court, & Room for 20

Top rated by guests
House Exterior
Sport court
Living Room
Sport court
Powder Room
review stars
9.6Outstanding
(9 Ratings)
"Incredible. Best property we have ever stayed in and exceeds all expectations. We have stayed in places all over the world and this one is the BEST!"
Kevin B.
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(9 Ratings)

House in St. Croix

20 guests · 8 bedrooms · 8 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

No passport required. U.S. citizens travel to St. Croix just like any domestic trip — pack your bags and go.

Castaway Dreams sits on almost two acres of pristine Caribbean property, with views of Buck Island and the turquoise waters below. At 10,000 square feet, this is a place where 20 people can actually spread out and have space — not stack up on top of each other.

Six bedroom suites, each with its own king bed, full bathroom, and air conditioning. Four of those rooms also have queen sofa beds. Every room gets plush linens and oversized pillows — you'll sleep better here than you do at home.

The renovated sugar mill might be the coolest part of the property. Two stories, connected by a giant spiral staircase, with air conditioning, a bathroom with shower, and a bar that holds plenty of wine. Upstairs, a rum barrel poker table seats six. Stairs connect the mill to the full-size tennis and pickleball court — rackets already waiting for you.

The game room brings the entertainment indoors: a 90-inch flat screen, Xbox, air hockey, foosball, a pinball machine, and a sauna. Fast wifi throughout means everyone stays connected when they want to be.

The recently updated kitchen has double self-cleaning ovens, a new stove, ice maker, and high-grade cookware. The 18-foot mahogany dining table — three inches thick — seats 15, with dinner served against a backdrop of thousands of lights twinkling across the marina. Outside, you've got both a Traeger pellet smoker and a propane grill, plus beach towels and a cooler ready to go for beach trips.

Good to know: the deck sits three stories up and the pool has no barricades. This property isn't childproofed, so families with very young kids should plan accordingly.

This is the place for destination weddings with the ocean as your backdrop, executive retreats where the team needs room to think bigger, or milestone family celebrations where three generations finally get together.

Weddings, large reunions, and corporate events require prior approval and an event fee, payable before access to the property.

Amenities at 10,000 Sq Ft of Caribbean Grand Estate — Sugar Mill, Tennis Court, & Room for 20

Non-smoking
No pets allowed
Family friendly

Map of St. Croix

city location on map

Ratings and reviews

9.6 / 10
Outstanding(9 Ratings)
10 / 10Outstanding·Jul 2026
Incredible. Best property we have ever stayed in and exceeds all expectations. We have stayed in places all over the world and this one is the BEST!
10 / 10Outstanding·Jun 2026
This is a high end, beautiful villa. The well equipped kitchen and washer and dryer were very much appreciated. There was enough cupboard and refrigerator space for each of the 4 families to have their own shelves. We just stayed with our 6 adullt children and 7 grandchildren. There were enough bedrooms suites for the adults to have thier own suite and a suite for the boys and girls. The suites were spacious and beds were comfortable. The outdoor entrances allowed you to feel like you had your own personal space as opposed to sharing a hallway. Captain Carl was a BIG bonus. Those of us who went on the fishing excursion had a blast. We were able to bring home over 40 pounds of frozed tuna and Mahi-mahi after eating it for 4 days. He was great in taking us to Buck Island. The kids had a lot of fun on his boat. In the instructions that you are given, #1 says not to drink the tap water. The tap water is SAFE. A new filtration system has been put in and it's safe to drink and make ice. WE needlessly spent a lot of money on water and ice for 15 people before we found out about the new filtration system. This is not Mexico or China where you should not drink the water. Elizabeth is very respoonsive and quick to get back to you as the house manager. It's nice to have someone who acts quickly ad gets things done. We would like to come back with our adult friends because you can't beat watching the sun come up with the view that you'll have on the deck with a hot cup of coffee!
10 / 10Outstanding·May 2026
The photos do not do this home justice! It was beautiful and spacious, with amazing views, extensive property, well-stocked kitchen, games and swim essentials. Each room has an en suite bathroom (with jetted tubs, showers or both) with separate entrance, creating some privacy when desired. It was also a quick walk to the marina, and a 5 minute drive to one of the locals' favorite beaches, Shoy's Beach. Close to groceries and yummy restaurants but far enough away to feel secluded and safe.Service was also fabulous! We had a special request before we arrived, which they graciously accommodated. We also had a wifi issue, and professionals were there quickly to resolve thoroughly.
10 / 10Outstanding·Apr 2026
Beautiful house. Very roomy. Not at all crowded with 11 adults. Bonus is the 4 hr boat ride with a captain. Would definitely rent again

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at 10,000 Sq Ft of Caribbean Grand Estate — Sugar Mill, Tennis Court, & Room for 20. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is 10,000 Sq Ft of Caribbean Grand Estate — Sugar Mill, Tennis Court, & Room for 20 pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at 10,000 Sq Ft of Caribbean Grand Estate — Sugar Mill, Tennis Court, & Room for 20?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.