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

Southside Holiday Rentals

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Our top choices for Southside holiday rentals

A beachfront hotel with multiple colorful buildings, a sandy beach, and rows of sun loungers with umbrellas.

1. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (207 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 HK$4,387
HK$4,935 total
includes taxes & fees
16 Oct - 17 Oct
Marriott's Frenchman's Cove
A bedroom with a bed, a nightstand, a lamp, and a view through a door.

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 HK$1,759
HK$3,155 total
includes taxes & fees
28 Oct - 29 Oct
Aqua
A room with two wicker chairs with blue cushions, a small table with a vase, and a door with a keyhole.

3. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is HK$1,351
HK$2,697 total
includes taxes & fees
14 Oct - 15 Oct
The Perch at Hawk Hill
A deck with a view of the ocean at dusk, featuring a palm tree, lounge chairs, and a railing.

4. 6 bedroom Villa and Pool side Villa with Private Pool, Sleeps 12

6 bedroom Villa and Pool side Villa with Private Pool, Sleeps 12
St Thomas
9.6 out of 10, Exceptional, (74 reviews)
"Wow, I was floored by my stay at the Frenchman's Villa. If this is available, jump on it, you won't regret it!The views, the pool, and all rooms are awesome. Victoria was an especially responsive host. We had a party of six staying and there was plenty of amenities for everyone. We cooked in one night and had all the comforts of home. "
United States
Andrew R.
The price is HK$2,848
HK$6,296 total
includes taxes & fees
18 Oct - 19 Oct
6 bedroom Villa and Pool side Villa with Private Pool, Sleeps 12
A tropical beach with clear turquoise water, rocky shoreline, and palm trees.

5. Stunning St. Thomas Condo for Your Tropical Escape

Stunning St. Thomas Condo for Your Tropical Escape
St. Thomas
9.6 out of 10, Exceptional, (34 reviews)
"Very clean and easy to navigate. Beds were comfortable and the unit was quiet. Gorgeous view. Nice to be next to iggys and the bolongo restaurant"
United States
Kelly
Stunning St. Thomas Condo for Your Tropical Escape
A beach with clear water, palm trees, and distant hills.

6. Discover Your Island Oasis: St. Thomas Condo

Discover Your Island Oasis: St. Thomas Condo
St. Thomas
8.8 out of 10, Excellent, (10 reviews)
"Lovely property and excellent communication with the host - we would be delighted to return"
United States
Hope and J.
The price is HK$1,229
HK$4,593 total
includes taxes & fees
14 Oct - 15 Oct
Discover Your Island Oasis: St. Thomas Condo
A balcony with a white railing, a blue sofa, and a hanging plant.

7. Private Terrace Suite with Ocean Views

Private Terrace Suite with Ocean Views
Southside
The price is HK$1,177
HK$3,500 total
includes taxes & fees
9 Nov - 10 Nov
Private Terrace Suite with Ocean Views
A balcony with a blue railing, two chairs with cushions, and a small table with a vase.

8. The Perch on Hawkhill, Lower Level

The Perch on Hawkhill, Lower Level
Saint Thomas
The price is HK$3,437
HK$7,045 total
includes taxes & fees
14 Oct - 15 Oct
The Perch on Hawkhill, Lower Level
A spacious patio with a ceiling fan, wicker furniture, and a view of the ocean.

9. Charming, Hillside Villa with Ocean & Beach Views

Charming, Hillside Villa with Ocean & Beach Views
Southside
The price is HK$2,590
HK$5,336 total
includes taxes & fees
23 Oct - 24 Oct
Charming, Hillside Villa with Ocean & Beach Views
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

10. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (897 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is HK$1,448
HK$1,792 total
includes taxes & fees
12 Nov - 13 Nov
Bluebeard's Castle Resort
A resort with a central pool, palm trees, and a view of the ocean.

11. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very good, (509 reviews)
"Everything was amazing! It will always be my go to when I come to visit."
United States
Treacy
The price is HK$2,754
HK$3,099 total
includes taxes & fees
27 Oct - 28 Oct
The Westin St. John Resort Villas
A room with a TV, wicker furniture, and a view of the ocean.

12. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is HK$5,062
HK$7,156 total
includes taxes & fees
14 Oct - 15 Oct
Suite St. John at Gallows Point Resort
A coastal landscape with a beach, clear blue waters, and lush greenery.

13. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is HK$828
HK$4,114 total
includes taxes & fees
16 Oct - 17 Oct
Villa Island Paradise
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

14. Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (258 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is HK$392
HK$1,838 total
includes taxes & fees
23 Oct - 24 Oct
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

15. The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.8 out of 10, Exceptional, (243 reviews)
"Great for a view - if you’re looking for proper beachfront accommodation, look elsewhere, but everything about the room and stay were great."
United States
Cody S.
The price is HK$777
HK$1,886 total
includes taxes & fees
14 Oct - 15 Oct
The Captain and the Mermaid - Adventures in Paradise are waiting!
A beach with clear turquoise water and waves.

16. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is HK$830
HK$2,052 total
includes taxes & fees
14 Oct - 15 Oct
The Mermaid's Pearl at Sapphire Beach
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

17. Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
St. Thomas
9.6 out of 10, Exceptional, (202 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is HK$392
HK$1,846 total
includes taxes & fees
16 Oct - 17 Oct
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

18. Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St. Thomas
9.8 out of 10, Exceptional, (205 reviews)
"Great stay! Easy to check in, communicate with host, perfect location!"
United States
Sarah L.
The price is HK$628
HK$2,370 total
includes taxes & fees
14 Oct - 15 Oct
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A beach with palm trees, sun loungers, and a building in the background.

19. Sapphire Beachside walkout condo E 106

Sapphire Beachside walkout condo E 106
St Thomas
10.0 out of 10, Exceptional, (101 reviews)
"Great location"
United States
Jacqueline
The price is HK$1,533
HK$3,513 total
includes taxes & fees
15 Oct - 16 Oct
Sapphire Beachside walkout condo E 106
A beach with palm trees, clear blue sky, and a calm sea.

20. Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
St Thomas
9.6 out of 10, Exceptional, (97 reviews)
"Great location! The beach chairs and cooler were a nice bonus. The resort has a nice pool -- small, but clean and with several chairs and a restroom/changing room. Would definitely stay here again. "
United States
Steph M.
The price is HK$746
HK$1,843 total
includes taxes & fees
18 Oct - 19 Oct
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
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

Buoy Haus Beach Resort St. Thomas, Autograph Collection

Buoy Haus Beach Resort St. Thomas, Autograph Collection

10/10 Excellent
"Beautiful location! Amazing island"
Alexandria 5-night trip
Posted 1 day ago
Buoy Haus Beach Resort St. Thomas, Autograph Collection