Chocolate Hole vacation rentals

We thoroughly enjoyed our stay in St. John. Isa was so friendly and welcoming, always offering helpful recommendations and suggestions. She always made sure we had everything we need. Her home is beautiful and was the perfect place to stay on the island. The place was peaceful and her artwork was stunning. We would absolutely come back and stay here again. Thanks Isa!

We had a great stay! Plenty of room for our party of 8 to spread out! Suzy was very responsive to any requests or questions we had.

We loved staying at Larry and Vanessa’s! Vanessa was kind enough to meet us at the main road to show us to the house. She went over everything about the house and made sure we had everything to feel at home. The house and pool were very clean and beautifully decorated. We appreciated the provided beach chairs, towels, snorkels, coolers and toys for the beach. It saved us the hassle and cost of renting everything we needed. Vanessa was ready to answer any questions we had throughout the week. There is no AC in the house but it wasn’t needed with the great breeze blowing through. One thing not mentioned in the house description is that the house has solar backup for the frequent power outages. That was a huge plus since you can bet you will experience no power on your visit to St John. This house was perfect for our family of 4 and a grandparent. It would be a great option for three couples or anyone who may want a group setting but still have some privacy in the lower level.

We had a great stay at Sabrina's place! Beautiful views and very comfortable space. Beautiful beaches, market, and restaurants a short drive away. Beds were very comfortable. Sabrina was very friendly, responsive and had great local recommendations!

This was such a wonderful place to stay on St. Thomas! It is secluded and private, has a beautiful and peaceful wrap-around porch, and suited all of our needs while staying on St. Thomas. The outdoor shower was just lovely, and I looked forward to it everyday being out and about exploring and hitting all the beaches. It is an excellent home base if you are looking to explore the island with a vehicle. Mark was communicative throughout, from booking to check-in and during our stay. He offered to pick us up from the airport when the wait for our rental car was excessive, to give you an idea of how helpful he is. Such a kind and genuine soul. He dug out the shop-vac so we could vacuum our rental before returning it. On our first day there, he took us to a parking spot down near the coast and then on a great jungle hike to get to an incredible secluded beach called Neltjeberg! Do not miss this for anything! You won't want to leave. Can't wait to come back for another visit. Book it now.

We had such a lovely vacation! The ocean view from the property is absolutely surreal—waking up to that every morning felt like a dream. The location is perfect, close to world-class beaches that made our days full of sunshine, relaxation, and adventure. The home itself was clean, comfortable, and had everything we needed. We couldn’t have asked for a better stay. Highly recommend!

We stayed here for a month and loved our time here. The place had everything we needed to feel comfortable and the well stocked kitchen and the grill made cooking easy. The view was incredible and the large deck made soaking it in easy. You also cant beat the proximity to Magens Bay (although its close its not super walkable - its not far but the view shows you how high up the place is so its a steep walk down and back). There were also some great food spots really close by (Charlo’s, Northside Grind, etc) to grab a quick bite. Overall great spot would 100% return.

I felt home away from home at this location. The view of the island is unmatched and the balcony is perfect for dinning alfresco. Dionne took the time to talk me through my rental needs and was very transparent about my options. I could have not asked for a better host. I hope to return again soon.

While St. John is our favorite place in the world, I can’t say enough about our experience at Eureka Villa — it was absolutely perfect for our two-couple group. Great location not far from Cruz Bay (and as a bonus: super close to Windmill Bar!). Was so appreciative of Elise being proactive upon our arrival to the island and personally escorting our Jeep to the location, showing us around the villa, and was more than willing to share her knowledge of the island. The panoramic view was indescribable. Loved having the cross-breeze from large glass/screen doors in the central space, while still having access to bedroom air conditioning for comfortable sleeping at night. Clean, organized, modern updates, STOCKED with home and beach supplies which saved lots of packing space for us — beach chairs, coolers, towels, snorkel gear, even had spare reef-safe sunscreen. Elise & John were immediately responsive to any questions and fantastic to work with. Already counting the days until our return.

This was our 2nd time staying in St John. This visit we brought our 6 & 4 year old with us! Stacey’s unit was everything we needed! The front desk concierge were so friendly. We actually arrived before check in and used their bathroom so we could immediately go to the beach. They offered to hold our luggage but we just kept it in our jeep rental until check in! We jumped in the pool every day, walked to dinner and ice cream every night. Her unit has a great parking spot right by the pool and elevator. Her locker of beach gear was useful for Long Beach days. The unit itself was so clean, the kitchen was stocked with everything we needed to make breakfasts and lunches. The washer and dryer in the unit worked great. The beach cooler and beach towels were an added bonus for our stay! I would highly recommend this condo to anyone looking to travel to St. John! Thank you Stacey for sharing your slice of paradise with us!

We loved this condo. Well appointed kitchen including a dishwasher and all the appliances you could ask for. Washer and dryer were very useful after a day at the beach . Everything was so close that we didn’t feel we needed a car (even tho you get a dedicated parking space). Shared taxis to the beaches are just 5 mins walk away. We appreciated use of the included beach chairs which were easy to carry on trips .

We had a wonderful stay at Meritage house! The layout was spacious with beautiful views - better than the photos in all regards. A perfect house for a multigenerational trip - we had grandparents, parents, and teens (6 people). Location was very convenient. We had a few minor issues that arose and Linda and Abby coordinated quickly to address them. Highly recommend!

My partner and I stayed at Aaron’s place in St. Thomas for five nights, and it was an exceptional experience from beginning to end. The listing was exactly as described—if not better. The view from the property was absolutely stunning and quickly became one of our favorite parts of each day. It set the perfect tone for a relaxing and memorable getaway. The home was spotless upon arrival, and it was clear that a lot of care goes into maintaining the space. It was well-appointed with a wide variety of amenities that made our stay feel easy and comfortable—from kitchen essentials to thoughtful extras that added convenience throughout the trip. Everything we needed was either available or clearly outlined in Aaron’s helpful communication. The only very minor issue we encountered was with the restroom door, which was a bit tricky to close quietly and occasionally caused a disturbance at night. That said, it was a small inconvenience in what was otherwise a flawless stay!

Staying at You and Me by the Sea was an incredible experience! Shannon was very responsive to any questions and was a great host. She gave recommendations before our arrival and let us check in early as well. The view from the balcony is SPECTACULAR and can be seen from the bedroom and living room area. I would definitely recommend having a car on the island, as the house is located on a steep hill. The location is perfect if you’re looking to visit St. John, as the ferry is right down the hill! There are also many beautiful beaches right in the area. I would recommend staying here, as it is a great spot and Shannon is a great host!

Loved staying at Lime Tree! We stayed at 2 places in St. Thomas. This one, and one at Sapphire Beach. Lime Tree has a more secluded beach. It's small, but beautiful. If you're more into amazing view than getting in the ocean, this is great! There are some reefs around to snorkle (rent from the shop at the resort), but other than relaxing and eating, there's not much to do immediately around. The grounds were kept very clean. I would definitely stay here again for a lazy, relaxed retreat.

My best friend and I came for our 1st visit to Tortola, and we love Elms and Cane Garden Bay! We stayed in the Star Apple Suite, and it was perfect for us! Plenty of room, clean, and amazing balcony with wonderful views! Elvet was kind and helpful, and the live music a couple nights a week and the ribs were amazing! We loved many restaurants in CGB, and it never felt overcrowded to us. We will absolutely be back, and definitely stay at Elm Beach Suites!!