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

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Our top choices for Southside holiday rentals

Family Apartment, Ocean View | Terrace/patio

1. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is Rp3.050.714
Rp6.090.503 total
includes taxes & fees
5 Sept - 6 Sept
The Perch at Hawk Hill
Luxury Apartment, 1 Bedroom, Sea Facing

2. Aqua

Aqua
3.0 star property
St. Thomas
9.4 out of 10, Exceptional, (8 reviews)
"Comfortable and beautiful area"
United States
Paola
The price is Rp3.972.172
Rp7.126.757 total
includes taxes & fees
31 Aug - 1 Sept
Aqua
Beach

3. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (205 reviews)
"The property is well maintained and comfortable. Our family enjoyed the private beach and the pool. The one on-site restaurant serves a variety of good food."
United States
Cathryn
The price is Rp11.147.767
Rp12.541.238 total
includes taxes & fees
28 Aug - 29 Aug
Marriott's Frenchman's Cove
Exterior

4. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (775 reviews)
"Beautiful property our family loved our stay here"
United States
Tricia
The price is Rp3.270.425
Rp4.047.151 total
includes taxes & fees
25 Sept - 26 Sept
Bluebeard's Castle Resort
Aerial view

5. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (38 reviews)
"Such an amazing place to stay at St. Johns. Very clean, comfortable and cool. Balcony was exceptional and they had snorkeling gear which was so cool! Will definitely return. This was our 2nd time at st . John's"
United States
Angelo
The price is Rp1.714.504
Rp9.100.917 total
includes taxes & fees
30 Aug - 31 Aug
Villa Island Paradise
Deluxe House, Ocean View | Living area

6. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is Rp2.331.195
Rp13.256.394 total
includes taxes & fees
5 Sept - 6 Sept
The Breeze
Lowest 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.
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Top Southside Hotel Reviews

Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

10/10 Excellent
"We absolutely LOVED our stay at Bolongo Bay Beach Resort! From the moment we arrived, we felt welcomed and completely at home. The staff was amazing—so friendly, helpful, and genuinely made us feel like they were happy to have us there. The resort has such a fun, laid-back island atmosphere. We loved being able to relax right on the beach, enjoy the beautiful views, grab a drink, and just soak in St. Thomas without the stuffy resort feel. The food and drinks were great, the property was beautiful, and the entire experience felt personal and authentic. What really stood out to us was the people. Everyone we encountered went out of their way to make our trip special, and that kind of hospitality is hard to find. We came home with wonderful memories and were honestly sad to leave! This was our first trip to St. Thomas, and Bolongo Bay helped make us fall in love with the island. We are already talking about coming back and would absolutely stay here again. If you're looking for a relaxing, friendly, fun Caribbean getaway where you can truly unwind and enjoy island life, Bolongo Bay is the place. 10/10 — we can't wait to return! 🌴☀️🌊🍹"
Glenn 5-night trip
Posted 3 hours ago
Bolongo Bay Beach Resort

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