Villa vacation rentals in Chocolate Hole

This was our favorite place to stay out of the last 2 years.

Absolutely Perfect Stay at Just Peachy! Our stay at Just Peachy in St. John was nothing short of incredible! From the moment we arrived, we were blown away by the stunning views of the mountains and ocean—it truly felt like paradise. The villa itself was immaculate, beautifully designed, and had everything we needed for a comfortable and relaxing vacation. Melissa, our host, was phenomenal! She was incredibly responsive, always just a message away, and went above and beyond to make sure our stay was perfect. Whether it was providing great local recommendations, answering any questions we had, or simply ensuring we felt at home, her hospitality was unmatched. Waking up to breathtaking sunrises, lounging on the patio with the cool island breeze, and enjoying the peaceful surroundings made this trip unforgettable. If you're looking for the perfect getaway in St. John, Just Peachy is the place to be. We can’t wait to come back! Thank you, Melissa, for making our trip so special!

We really enjoyed this condo on St. John!! It was so comfortable and had everything we needed. We loved sitting out on the covered balcony, enjoying the view, both in the morning while having our coffee and in the evening watching the sunset! The location was fantastic! We walked to town for restaurants & groceries, and we walked to the taxi area to get a ride to the beautiful beaches! There was a steep hill walking back to the condo, but it was worth it for the condo and its location! It was just right for us and our two teenagers:)

We very much enjoyed our stay at Pressure Drop Villa (PDV). The view is amazing and the location , though private, is close enough to beaches, groceries and restaurants. In addition, the kitchen is well stocked and supplies for the beach are provided. We used the beach chairs, cooler and beach towels almost daily (had a rainy day). It is a short drive to many fantastic beaches. From PDV Salt Pond, Francis Bay, Maho Bay, and Skinny Legs (restaurant) are all a fairly short drive. Trunk Bay and Cinnamon Bay beaches are a bit further. It was easier for us to park at Cinnamon Bay and take a Taxi to Trunk Bay. We also went into Cruz Bay to La Tapa for a fantastic dinner one evening. To end the evening we would unwind on the deck . It’s really nice to sit on the deck and relax and soak up the sights and sounds of Coral Bay. Jean was always available to answer our questions and give us guidance when needed. We would stay here again.

Kurt’s place was absolutely amazing for a relaxing get away. The space was beautiful and well maintained. The location is amazing as well with a less than 5 minute walk to Sapphire beach and a 5 minute drive to Red Hook. Kurt is also an amazing host who is extremely responsive and quick to help with anything you may need. Cant wait to book again!!

I would absolutely recommend this place for anyone! Everything was as advertised the views were stunning the home was absolutely beautiful and sabrina was an excellent host. My favorite part was that it wasn't dead in the center of town nor was it too far away from Charlotte Amalie or anything else, really 10/10 on all fronts.

If I could give Kandee's place 10 stars, I would. The photos don't do this place justice. When you open the front door the view is breath taking. Kandee has thought of everything to make your stay so easy. So many beach and pool toys and all the kitchen appliances and cooking spices etc you need. She was incredibly helpful when we had an issue with the lock on the bedroom building and fixed the issue right away. This place is split in to 3 levels, upstairs is living, a separate buidling down a level has bedrooms, then the pool is on the level below. All with amazing views. We watched the sunrise over the bay every morning from the bed, incredible. The photos don't do this place justice. Go ahead and book right away. And don't forget your 4 wheel drive for the drive up to the property and around the island in general.

Lovely stay! It was perfect for a family of 4 with the washer & dryer and two full bathrooms. Beach was beautiful and snorkeling was fantastic! It was nice to be several buildings down from the restaurants and busy part of the resort. Also, easy to rent a boat from the marina in walking distance (GoMojo). Would absolutely stay again. Thank you!

We had an amazing week at the Tropical Palm Villa!! Spencer was extremely helpful and always quick to respond to any questions we had. Mason met us and made us feel right at home while checking us into the villa. The views from villa are incredible! The place was perfect for my family of five to enjoy St. Thomas and all it has to offer. We were especially grateful for the amenities that made cooking and grilling a breeze. We also enjoyed the beach gear that was provided, including chairs, beach umbrella, and snorkel gear. The location of the house is perfect, offering easy access to the beach, or a quick drive into Red Hook for restaurants, groceries, and the ferry to St. John. Overall, we had a tremendous week and hope to make it back soon.

Great host and property. Unique,great view,comfortable,well equipped. Great pool. 5 star across board except star on location as represented due to advertising of "short walk to beach ". Was short drive to multiple beautiful beaches,Smugglers Cove most beautiful secluded beach ever

This place was amazing. The property was very well maintained and clean. Everything worked and it had everything we needed. The location is close to hiking, beaches, grocery and food. Kim was a great host we will be back for sure.

I cannot say enough about how beautiful this house and location is. A beautiful view of the water in almost every location in the home. Very clean and the ere was plenty of room for 5 of us. We loved the spacious dining room with a huge dining table to seat a large group. When on the deck, you are almost directly above the water-feels like you are on a cruise ship! Andrew responded immediately whenever we had a question. I would definitely recommend this home!

View is amazing. You are close to a few marinas, restaurants & and grocery store. You MUST have 4-Wheel drive or use their driver. The driveway/road is 1/2 mile to main street with gravel & it’s very steep. The house could use a little TLC. It is an island, I understand but the house is damp smelling upstairs. The master downstairs ceiling came down during the freak tropical rain storm while we were there. It can also use some more kitchen supplies. It is not conducive to really cooking/eating for a group. There was no laundry supplies even tho there was Washer/Dryer so bring if u want to wash clothes. Outside needs fans & citronella desperately. It’s very buggy day or night. The place is amazing and a great deal. Especially for large groups or multiple families. We would stay there again. Claudia the concierge was amazing. Lionel the driver equally great and gave us history every time we drove somewhere. I would recommend this house.

We just stayed at Zack’s a couple of days ago and can’t recommend enough! We stayed for 2 days after coming back from a boat charter in the BVIs and we really wanted to explore St. Thomas. Zack met us at the apartment/studio. The place was super cool like a New York loft and had lots of room for 2 adults and 3 teenage boys! We walked to restaurants and the Diamond District and Zack arranged for a car to the airport! Loved the vibe!

Solace Villa was an absolutely amazing place for our family to spend our vacation. The views from every part of the property are stunning. There was more than enough room for our family of six to spread out and have space to relax in the evenings after a full day exploring the British Virgin Islands. Thomas was a wonderful host, reaching out prior to our stay, offering to fully stock our kitchen for us prior to our arrival. When we declined, not knowing what we would want to have, he gave excellent recommendations for the best locations for us to stock up ourselves. Thomas put together a great binder loaded with recommendations for anything we could need to know to stay entertained while visiting. I would highly recommend staying at Solace Villa.

We loved our stay here. We were traveling with two young kids (1 yo a 3 yo) as well as my parents. We both went out to eat and cooked quite a bit for ourselves and it was great that the kitchen was well stocked with necessary utensils, pots/pans, dishes, etc. The grounds are gorgeous, we felt very safe, and we loved have both the pool option and the beach so close. Host was very responsive and helpful throughout our stay.

Coconut Breeze was as good as advertised. The home was comfortable, well stocked and had spectacular views, absolutely perfect for our group of 6. Definitely get a 4 wheel drive vehicle as the roads leading up are steep and a bumpy, but hey it’s St John and that’s what you signed up for. While the home is tucked into the private, lush jungle hillside it’s also conveniently located a short drive away from multiple restaurants, grocery stores etc. We had an issue with an AC unit in the cottage, but it was promptly resolved by our host. The cottage porch was not screened in, but maybe this is something that will be done in the future. If you are staying in Coral Bay Coconut Breeze is the way.

This place was even better than described. Anything you could think of or might need was available to use. Peaceful, private and clean. One of the best places I’ve ever stayed! We would definitely book with this host in the future. Thank you 😊

The place was amazing! Best vacation we have ever been on. Beautiful views of the water. Snorkel gear and chairs come in handy! My advice would be to rent a car, so you can explore multiple beaches. We felt very at home at Ryan’s place. We were sad to leave.

From start to finish, April made our stay one of our most memorable vacations. Having visited the island multiple times, we knew exactly what we wanted—and this property checked all the boxes. Anything we needed or requested was promptly addressed by either April or her property managers. This property is truly one of a kind, offering both stunning sunrise and sunset views. The ocean breeze is strong but refreshing, keeping you cool throughout the day. We also opted to have April provision our groceries, and she went above and beyond—everything was neatly put away upon our arrival. Water Island has always held a special place in our family’s heart, and staying here made it even more unforgettable. We can’t recommend it enough!

I appreciate Randall meeting near the property to provide directions and information. The house was very clean and the views are stunning from the back patio.

The view is amazing, plenty of room and very spacious. AWD is a must for the driveway, pool are is very nice. No complaints at all. We loved our week here !!!!

I’ve had staying in many airbnbs before, and Stacie’s place has been one of the best I’ve stayed at. It had everything we needed and wanted plus more. Don’t even think twice to book this place! It’s beautiful. Also bathrooms were recently remodeled and they’re both beautiful. I will say that this home is not for children under or the elderly.

Place was nice, in a great area! Close to everything! St. Thomas is always great overall, so no complaints! The apartment looked as pictured. I loved the shower that gave the outside aesthetic but still had a covering! Washer and dryer being in unit was a plus! We loved the pool and deck! I will say, it is time for a new couch as the AC is directly over it, so it’s leaking onto it, leaving a stain.. but other than that, we had no complaints whatsoever! Check in was seamless!