Cottage in Cruz Bay
4 guests · 1 bedroom · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this cottage rental
Our hilltop, chocolate hole location provides fantastic ocean views and the southern exposure catches the cooling trade-winds. This one-bedroom private casita has outdoor balconies that lend themselves to tranquil ocean views and amazing sunrises. We are close to town and within walking distance to Hart Bay and Chocolate Hole beach, (rocky beaches great for exploring).
The interior is equipped with a King bed in the main bedroom, and a pull-out couch in the living room; sleeps up to four (4) persons (preferably no more than 3 adults) but is perfect for a small family (please inquire about any needs for infants or small kids). There is a full kitchen, living room, A/C unit, ceiling fans, and complimentary WiFi. As a courtesy, we also stock the unit with beach towels, chairs, and a soft cooler for your beach-going needs. There is a beautiful pool on the property but is shared with the homeowners, along with limited parking.
Water and power on the island can be hit or miss and we cannot promise that there will be no interruption for services we have no control over. These include, but are not limited to electrical service, internet, water, or telephone connections. We will make every effort to escalate any interrupted service issues so they can be restored as quickly as possible. No refund or adjustment of the rate will be given for unforeseen failures/interruptions of these services.
We look forward to hosting you soon.
The interior is equipped with a King bed in the main bedroom, and a pull-out couch in the living room; sleeps up to four (4) persons (preferably no more than 3 adults) but is perfect for a small family (please inquire about any needs for infants or small kids). There is a full kitchen, living room, A/C unit, ceiling fans, and complimentary WiFi. As a courtesy, we also stock the unit with beach towels, chairs, and a soft cooler for your beach-going needs. There is a beautiful pool on the property but is shared with the homeowners, along with limited parking.
Water and power on the island can be hit or miss and we cannot promise that there will be no interruption for services we have no control over. These include, but are not limited to electrical service, internet, water, or telephone connections. We will make every effort to escalate any interrupted service issues so they can be restored as quickly as possible. No refund or adjustment of the rate will be given for unforeseen failures/interruptions of these services.
We look forward to hosting you soon.
Amenities at Breezy Hilltop, Hart Bay View, only minutes from town
Non-smoking
No pets allowed
Family friendly
Map of Cruz Bay
Ratings and reviews
10 / 10Outstanding·Apr 2026
I usually don’t leave reviews but we truly enjoyed our stay from the remote location, views, cleanliness, amenities, and ease of working with Casie! It was my son’s favorite stay!
10 / 10Outstanding·Apr 2026
View was fantastic from the patio balconies! Check in with Casie was easy upon our arrival as they live on-site in the primary dwelling. We rented the guest house. Parking was convenient and easy to turn around. The road leading to the place was typical of St. John and I would only describe the final climbs as slightly rough and very manageable.Location in Chocolate hole was very convenient to the town and markets. Nearly all beaches on the north shore were within 15-30 minutes by car.The house itself was clean and bright upon arrival. Our only complaint is that the furniture, cabinets, and patio doors had quite a bit of wear & tear. The kitchen was sparsely stocked with spices, napkins, utensils, etc. The appliances like the stove, outdoor grill, refrigerator, & dish washer were all in working order. Some of these missing items & condition did detract from the stay a little as minor frustrations.The A/C would keep up with cooling the bedroom and partially cool the living room & kitchen and fit our needs. When the weather was cooler and the breeze was strong, open air cooling was good.Now, since WAPA and the power situation is an ongoing issue, we were without power multiple days and 1 night. As a huge bonus, they had a generator to keep everything running. That was quite a relief & very appreciated.Overall, we spent most of our days at the beach and out & about. Our time & evening spent at the Breezy Hilltop was comfortable and we had a great time!
10 / 10Outstanding·Apr 2026
Our stay was lovely and Cassie was wonderful. She made our stay very easy and everything was great.
6 / 10Average·Apr 2025
We were looking forward to staying in a location with a pool. Sadly the owners had multiple young children that used the pool in the evenings when we back from our day out. This property was not listed as it is in person. Parking was up a small incline that was inconvenient and the walk into the villa was through the owners personal space where the children and a dog were usually outside playing or in the pool. We then had to go down stairs that were in serious disrepair along with the entire deck around the pool. Had we known we would be sharing the property with a family with multiple young children we would have not book this place. Not for a quite couples getaway
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Top rated by guests
9.8Outstanding
(44 Ratings)
"I usually don’t leave reviews but we truly enjoyed our stay from the remote location, views, cleanliness, amenities, and ease of working with Casie! It was my son’s favorite stay!"
Amy C.Don't miss out! Price and availability may change
