Book Hotels in Estate Chocolate Hole and Great Cruz Bay
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Top Estate Chocolate Hole and Great Cruz Bay hotels

Cute Cozy Cottage with private entrance and ocean views in prime neighborhood
St. John USVI
This cottage features barbecue grills.
Hosts were attentive and accommodating.
Reviewed on Feb 28, 2026

Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views
Cruz Bay St John
This villa features an outdoor pool and a gym. A garden, laundry facilities, and barbecue grills are also on offer.
everything was great really good house we had a great time.
Reviewed on Jan 19, 2026

Anestasi Cottage Brand new charming cottage with water views close to Cruz Bay
Cruz Bay St John
This cottage includes a garden and barbecue grills.
Our plans had to change due to weather related flight issues. The host was able to get the cottage ready one day early and we certainly appreciated that. Also, appreciated the manager meeting us in town upon our arrival and leading us up to the cottage the first time.
Reviewed on Mar 4, 2026

Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
cruz bay
This villa featured laundry facilities and barbecue grills.
It was a pretty house. Comfy beds, and stocked kitchen. Beautiful views!The driveway is steep and the roads getting you back are tight. It was a little farther away from Cruz Bay than we had planned. But we had a great time!!
Reviewed on Mar 3, 2026

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
St John
This vacation home includes a garden and barbecue grills.
Beautiful view. Amazing sunsets. Very clean, comfortable nice bedrooms. This was once a much larger property that was partly demolished prob after the last big hurricane. Outdoor kitchen area is pretty basic. Grill with a side burner was the only way to cook. Bring KUERIG pods from home they are ...
Reviewed on Feb 21, 2026

New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool
Cruz Bay St John
An outdoor pool is featured at this villa, along with limo/town car service and a garden. Laundry facilities, concierge services, and barbecue grills are also ...
We had a terrific time, the villa was clean and well equipped, the pool was fantastic and the views were beautiful. James was great to deal with and provided his contact should we have any issues ( which we did not) The location is great, no problem with getting taxis and an easy walk to the Westin, ...
Reviewed on Feb 19, 2026

Sunset Beach: Beachfront Villa! Pool! Hot Tub!
St. John Virgin Islands
A hot tub is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Family Fun ( or couple's dream) Home
Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This house had an extremely well ...
Reviewed on Mar 11, 2026

The Westin St. John Resort Villas
300B Chocolate Hole St. John
$729 nightly
The price is $820 total per night from Mar 25 to Mar 26
$820 total
Mar 25 - Mar 26
Total with taxes and fees
This smoke-free condo resort features 2 restaurants, 4 outdoor tennis courts, and an outdoor pool. Enjoy beachfront dining and relax with sun loungers and beach ...
This place is a little pricey but amazing
Reviewed on Mar 8, 2026

Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++
Cruz Bay St John
A hot tub is featured at this villa, along with a garden and laundry facilities. Concierge services and barbecue grills are also provided.
Don't see what you're looking for?
See all available properties in Estate Chocolate Hole and Great Cruz Bay
View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Recent Estate Chocolate Hole and Great Cruz Bay hotel reviews by fellow wanderers

Pet friendly. Kayak, paddle board, snorkel, or hike to the beach.
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Amazing house and amenities. We enjoyed having the kayaks and snorkeling so close. The views were spectacular and our family all decided it was one of our favorite rentals. We did not need to use the downstairs apartment, it was a bit musty. Nellie was great the day we arrived leading us to the property and making sure we were able to find our way. We would definitely stay here again! Thank you for helping to make our stay in St. John's so memorable!"
A verified traveler stayed at Pet friendly. Kayak, paddle board, snorkel, or hike to the beach.
Explore More Ways to Travel with Travelocity
- Castles in Estate Caneel Bay
- Kid Friendly Hotels in Estate Caneel Bay
- Estate Caneel Bay Hotels
- Hotels near Honeymoon Beach
- Hotels near Trunk Bay
- Hotels near Salomon Beach
- Estate Denis Bay Hotels
- Hotels near Cruz Bay Visitor Center
- Hotels near Peace Hill Windmill
- Hotels near Cinnamon Bay Beach
- Hotels near Hawksnest Beach
- Hotels near Gibney Beach
- Hotels near Battery
- Contant Farms Hotels






