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

Beach nearby, snorkelling

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$4,934
HK$5,551 total
includes taxes & fees
22 Sept - 23 Sept
Marriott's Frenchman's Cove
On the beach

2. 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)
"The view from the balcony was gorgeous! I appreciate the option of one queen or two twin beds in the second bedroom! Our family of 5 was very comfortable! And Kerri was very easy to contact and was great with recommendations as needed! Check in and check out were seamless!"
United States
Liz O.
The price is HK$1,228
HK$4,592 total
includes taxes & fees
19 Sept - 20 Sept
Stunning St. Thomas Condo for Your Tropical Escape
Beach

3. NEW LISTING- Ideal Oceanside Location and Recent Renovation / DREAM Combination!

NEW LISTING- Ideal Oceanside Location and Recent Renovation / DREAM Combination!
St Thomas
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful ocean views with convenience of beach and restaurant access. Mike was fabulous to work with. He offers great tips and recommendations. "
United States
Susan R.
NEW LISTING- Ideal Oceanside Location and Recent Renovation / DREAM Combination!
1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

4. 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$1,758
HK$3,154 total
includes taxes & fees
1 Oct - 2 Oct
Aqua
Terrace/patio

5. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is HK$1,350
HK$2,696 total
includes taxes & fees
19 Sept - 20 Sept
The Perch at Hawk Hill
Terrace/patio

6. 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, (73 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$3,474
HK$7,093 total
includes taxes & fees
27 Sept - 28 Sept
6 bedroom Villa and Pool side Villa with Private Pool, Sleeps 12
On the beach

7. 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$4,592 total
includes taxes & fees
19 Sept - 20 Sept
Discover Your Island Oasis: St. Thomas Condo
Terrace/patio

8. The Perch on Hawkhill, Lower Level

The Perch on Hawkhill, Lower Level
Saint Thomas
The price is HK$3,437
HK$7,044 total
includes taxes & fees
19 Sept - 20 Sept
The Perch on Hawkhill, Lower Level
TV

9. Charming, Hillside Villa with Ocean & Beach Views

Charming, Hillside Villa with Ocean & Beach Views
Southside
The price is HK$2,699
HK$5,476 total
includes taxes & fees
16 Oct - 17 Oct
Charming, Hillside Villa with Ocean & Beach Views
Property grounds

10. Private Terrace Suite with Ocean Views

Private Terrace Suite with Ocean Views
Southside
The price is HK$1,193
HK$3,515 total
includes taxes & fees
5 Oct - 6 Oct
Private Terrace Suite with Ocean Views
Exterior

11. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (844 reviews)
"Very beautiful place to stay and peaceful"
United States
Luis
The price is HK$1,448
HK$1,792 total
includes taxes & fees
17 Oct - 18 Oct
Bluebeard's Castle Resort
Outdoor pool, pool cabanas (surcharge), pool loungers

12. 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, (507 reviews)
"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"
United States
Shani
The price is HK$2,753
HK$3,098 total
includes taxes & fees
1 Oct - 2 Oct
The Westin St. John Resort Villas
View from room

13. 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$3,883
HK$5,764 total
includes taxes & fees
19 Sept - 20 Sept
Suite St. John at Gallows Point Resort
Aerial view

14. 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$695
HK$3,949 total
includes taxes & fees
11 Oct - 12 Oct
Villa Island Paradise
On the beach, sun-loungers, beach towels

15. 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, (254 reviews)
"Enjoyed our stay "
United States
Jason A.
The price is HK$157
HK$1,549 total
includes taxes & fees
20 Sept - 21 Sept
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
Living room

16. The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.6 out of 10, Excellent, (18 reviews)
"Wonderful place to stay and Ali the cab driver was also amazing "
United States
Eileen
The price is HK$1,745
HK$3,139 total
includes taxes & fees
19 Sept - 20 Sept
The Landmark Apartment
Beach nearby, sun-loungers, beach towels

17. Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
St Thomas
9.8 out of 10, Exceptional, (128 reviews)
"Great place. I stay here two times a year. Always consistent. Always clean."
United States
John H.
The price is HK$777
HK$1,886 total
includes taxes & fees
26 Sept - 27 Sept
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
Exterior

18. Oceanview Luxury Condo – Beach, Pool, Gym & Yacht Club

Oceanview Luxury Condo – Beach, Pool, Gym & Yacht Club
St Thomas
9.4 out of 10, Exceptional, (40 reviews)
"Perfect location"
United States
Robert
The price is HK$2,930
HK$5,103 total
includes taxes & fees
19 Sept - 20 Sept
Oceanview Luxury Condo – Beach, Pool, Gym & Yacht Club
On the beach, sun-loungers, beach towels

19. 1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
St Thomas
9.8 out of 10, Exceptional, (158 reviews)
"Perfect room for our vacation! Close enough to the sapphire beach restaurant and pool but far enough away to still be quiet at night. "
United States
Michelle M.
The price is HK$1,659
HK$4,243 total
includes taxes & fees
24 Sept - 25 Sept
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
Interior

20. Cozy stay, next to lookout and 10 minutes for Magens Bay Beach

Cozy stay, next to lookout and 10 minutes for Magens Bay Beach
St. Thomas
9.0 out of 10, Wonderful, (21 reviews)
"The view and apartment was amazing we will definitely be returning in the future!"
United States
Jennifer
The price is HK$1,177
HK$2,997 total
includes taxes & fees
15 Oct - 16 Oct
Cozy stay, next to lookout and 10 minutes for Magens Bay Beach
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

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

8/10 Good
"The bartenders, wait staff, concierge, guest arrival services members were impressive and professional. We merely experienced a problem with our access to warm/hot water for showering. After reporting “cold water bathing” as du jour twice in one day, we were relocated to a different room—yet the next two rooms were not reflective of our purchased/selected rate, and on the third attempt we were relocated to a room with merely “tepid” temperature of water. This disappointing fact was reported to administration."
Shari 5-night trip
Posted 1 hour ago
The Westin St. Thomas Beach Resort & Spa