Family-friendly holiday rentals in Anna's Retreat

The St. Thomas place was wonderful. Scott was super responsive and it was extremely easy to check in with the resort's 24 hr concierge. Right on the beach, with a pool. Two on-site restaurants and about a five minute walk to the Ritz-Carlton should you want to explore their grounds/restaurants as well. Great spot! Close to Red Hook where you can catch a ferry over to St. John and experience some amazing beaches! All in all- great spot!

This condo was perfect for a family vacation. Amy was a great communicator leading up to the trip...she was proactive about travel instructions, check-in process, and even offered to help coordinate local activities. The space was clean and as-described. It was a very quick walk to the beach and pool, making it easy for our group to come up/down at our own pace. The condo was a quick drive (5 min) to the Red Hook area, where there were plenty of restaurants to check out. Overall, it was a great experience and would definitely recommend.

Fantastic experience. The condo was spacious and so comfortable. It has everything we needed and more. The host was very responsive and kind. We had two kiddos with us and the unit was very accommodating to their needs. The beach was walkable and quiet. The pool and restaurants were so close and convenient. We would absolutely stay here again.

This property is wonderful. The resort staff is amazing, the room was perfect, and everything we wanted to do was only a taxi cab ride (or short walk) away. We will definitely look for Janee’s place again when we come back to St. Thomas!

Happy with stay. View was spectacular. 100% need a Jeep or SUV to get to the house. Wonderful experience. Would go back.

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 .

Our stay at Stonehenge Cottage checked all the boxes - perfect location, beautiful surroundings, plenty of room for 5 adults, comfortable beds, and lots of amenities. The place is close to restaurants in Cruz Bay and there are 3 markets to pick up groceries and fresh fish for cooking at home. It is also close to the hiking trails and beaches on the south side of the island which are less populated and provide great snorkeling.

a little tough to find in the rain and dark, but the location is excellent and it's the end unit on the beach next to the restaurant. the convenience and proximity to the east end goings on was excellent. theres also a bunch of snorkeling equipment, bug spray, sunscreen , etc thats left from other guests. again, super handy.

We needed a get away from busy life and found Water Island and Ray and Cheri’s place to be perfect. Can walk to Honeymoon beach , golf Cart around the island ( rent at the docks ) food at the two places that serve is excellent people are very nice and easy to get to know. I didn’t hear one police siren or ambulance all week and that’s beautiful. There is not much congestion in people , it’s just very peaceful and we will be going back for sure .

I loved staying here! Private, peacefule, and a pool, short walk to the beach and restaurants. I would defintely stay again, can't wait to go back!

This place was truly amazing from the host to the great view! No matter what I need host always respond quickly. Supplied all the things we needed. Location is private and peaceful. Very spacious and I cannot wait to come back. Wonderful hosts I highly recommend them.

Bianca’s place is so much more than described. Impecable, confortable and modern. The only table we didn’t use was the indoor dinning table. The bathrooms are clean and beautiful. We cooked most of the time and everything we needed was there . Worth every penny. You wake up and go to sleep to soft waves on the beach. Best snorkeling in the entire island as far as I’m concerned. Absolutely loved it there !

Wanted a place to take our family and extended family of friends on a vacation they would always remember. This absolutely was that and more. Kids were in awe and so were we. Things we did include going to honeymoon bay multiple x to enjoy the beach, eat and have a few adult beverages. Went to mainland to shop & explore. Ingrid made our stay so much the better w her amazing energy. The massages from her were best I've ever had. Kids had a drum circle night and that was amazing. Our hosts son took us out on his sail boat, super exciting afternoon. The creatures at 4 elements were a fun part of trip. Hermit crabs. Turtles, lizards and cool sounding frogs. My number one recommendation would be to make sure you rent a golf cart before arrival. The walking up hills was likely good for me but I didn't like it 😂. I believe they book up quick so rent golf cart before you arrive. The property is so amazingly beautiful so worth going. Hope we can make it back another year.

This place was awesome. Beautiful views of Cruz Bay and the surrounding islands (for some reason they don’t have any pics of the views in the posting, which they should update!). Very short 5 min drive to the grocery store and all the restaurants and bars downtown. Very short drive to all the incredible north shore beaches. Pool is pretty small but the views from the pool area were great.

Gorgeous views and great island feel nestled into the hill! Barb was super accommodating and helpful, definitely and 5 star stay!

We had a wonderful stay and would definitely stay again! My husband and I stayed for a short stay just the two of us. At check in time the house was still being prepared but they accommodated us by letting us drop off our things and groceries- it worked out. The location is great, the view is lovely, and the beds are comfy. We very much enjoyed our stay!

the view is just lovely! I recommend having a vehicle if staying here , as it is up a steep winding hill and it's not necessarilysafe to walk it. Has ac, kitchen amenities, coffee, a vending machine outside and a cute little pool. I enjoyed my stay very much!

We has a wonderful 5 day stay in this house located within 10 min walk of downtown Cruz Bay. the place had great views, excellent amenities, pool, and well located. the host,David, was super and very accessibpe and friendly with good suggestions. we would definitely stay again.

What a stellar location! Walking out the door onto the sand was wonderful. There are food & drink options nearby, as well as the marina. Well stocked with Moe’s market close to get anything else you may need. The host was responsive to questions. I highly recommend this fabulous locale!!

Shellie’s place was just as it was described! It was in walking distance to Sapphire beach, there was a restaurant in the same building, and it came with a lot of amenities that we were looking for. Her place was also close to Red Hook, where we were able to catch a ferry to St John’s for the day. Would highly recommend!

Alexander was a very good host. He was responsive and accommodating. The place was exactly as advertised and in great shape. Would stay again.

Myrla was the very best in helping us during our wonderful stay at her place. The view is gorgeous. The studio was comfortable. We went to many of her recommendations and were quite pleased. If you are coming to Magen’s Bay, she is the best

This place was gorgeous!! Lots of wildlife just in the area, saw hermit crabs, lizards, chickens, and fish down at the beach. Sapphire beach has lots of restaurants to enjoy, and PANGEA is to die for! With locally sourced food, we ate there almost every day during our stay. Our one downfall was not renting a car, which the hosts recommended. BUT there were plenty of taxi options and locals were all very friendly. Loved shopping in downtown Charlotte Amalie, and enjoying the live music at Sapphire beach. Hosts had snorkeling gear delivered to us free of charge as well. The HIGHLIGHT of this property is the private pool and back deck. You could hear your neighbors, but not clear enough to hear their full conversations. Definitely enjoyed floating in the pools in the AM with a book. OVERALL, it was a great trip and would DEFINITELY stay here again. Thank you Kim and Laverne, for the wonderful place. And thank you St. Thomas for letting us enjoy the island life.

Villa Solare was the perfect place for our group. We loved the separation if people wanted to go hang in their own area but plenty of space for us to hang as a group in the main house and patio area. The views are incredible (pictures don't even do it justice!). The pool was fantastic and we loved that it was saltwater. The water temp was perfect. Susan provided PLENTY of amenities (TP, paper towels, spice cabinet stocked, etc) for our 8-day stay. The grill was an excellent feature (we grilled out multiple nights and never ran out of fuel). Highly recommended & hope to stay here again the future!