Top Castles in Southside in 2026

A marina with numerous sailboats and yachts docked, surrounded by a coastal town and lush green hills.

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Top Southside Hotel Reviews

Private Paradise! One level, panoramic views from every room!

10/10 Excellent

"The pictures don’t do this property justice. We had a rainbow everyday overlooking the ocean. Comfortable, clean and very helpful communication."

Bolongo Bay Beach Resort

10/10 Excellent

"This is as small property with a laid back vibe. Not your typical all inclusive resort. It is an older property and dated but that is what gives it charm. The only complaint is the small shower, but we knew about that prior to our visit. No biggie! Rooms are very clean! The staff are great and the food is hands down the best we have ever had at an all inclusive. It is not gourmet, but good food done well! No buffets here! Make sure you meet Big Dog at Iggies. If she does not put a smile on your face, no one will! Then you have Rosie, the resort dog! She is just the sweetest and adds little extra to your stay! Highly recommend Jermaine with Island Life Jeep Tour! He is great, knows the island and it's history. Your day is all customized to what you want to do! We will be back soon for sure!"

Boundless Bliss Hotel

10/10 Excellent

"Rooms were clean and insect free, quiet atmosphere and beautiful view of island plus your in the middle of both sides of were the beaches are 6 minute drive to either side of the things to do, middle of the beaches which are located on both sides of the island and Quiet away from the busy streets and up high"

Lovely, Pet-friendly 2BR with Gorgeous Ocean Views & 3 Beaches Nearby

10/10 Excellent

"This was our 5th time staying at the Clifftop Apt and every time has been a STELLAR stay! Barb, the Host, is excellent in her communication and is both accessible and accommodating! The apartment has PERFECT views, was exceptionally clean and we found all that we needed for cooking meals, for entertainment, for the beach and of course to relax! It was and always is the perfect stay!Can't wait til next year Barb!!! Thanks again!Read less"

3 Bedroom House and Pool with Spectacular views of Charlotte Amalie Harbor

10/10 Excellent

"Pictures do not do this villa justice. It is even more impressive in person. The cleanest and most equipped rental we have ever stayed in to date. Excellent communication from Tony and Leah answered our every question quickly and thoroughly. We spent a ton of time enjoying the outside deck and pool. It was so quiet and peaceful at all times of the day. We would definitely book again without hesitation."

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Southside Castles information

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Top Southside Hotel Reviews

Private Paradise! One level, panoramic views from every room!

Hampton by Hilton St. Thomas

Bolongo Bay Beach Resort

Boundless Bliss Hotel

Oceanfront Villa-walk to resort-Generator & Solar

Lovely, Pet-friendly 2BR with Gorgeous Ocean Views & 3 Beaches Nearby

Villa Mas: Also available as a 3 bedroom.

3 Bedroom House and Pool with Spectacular views of Charlotte Amalie Harbor

Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa

Find out more about Southside

Southside Castles information