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

Search Holiday Rentals in Southside

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

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 £535
includes taxes & fees
28 Oct - 29 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 £303
includes taxes & fees
1 Oct - 2 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 £244
includes taxes & fees
2 Oct - 3 Oct
The Perch at Hawk Hill
A coastal hotel with a beachfront view, a rocky shoreline, and a backdrop of hills.

4. 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.
The price is £536
includes taxes & fees
9 Oct - 10 Oct
NEW LISTING- Ideal Oceanside Location and Recent Renovation / DREAM Combination!
A deck with a view of the ocean at dusk, featuring a palm tree, lounge chairs, and a railing.

5. 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 £606
includes taxes & fees
12 Oct - 13 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.

6. 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
The price is £438
includes taxes & fees
3 Oct - 4 Oct
Stunning St. Thomas Condo for Your Tropical Escape
A beach with clear water, palm trees, and distant hills.

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.
Discover Your Island Oasis: St. Thomas Condo
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 £672
includes taxes & fees
1 Oct - 2 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 £458
includes taxes & fees
2 Oct - 3 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, (865 reviews)
"Bluebeards is one of my favorite places to stay when I am on the island."
United States
Erica
The price is £172
includes taxes & fees
29 Oct - 30 Oct
Bluebeard's Castle Resort
A clear turquoise sea with people swimming.

11. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (40 reviews)
"The room was beautiful great View locations on point for everything you needed within the area the only downfall I would say was the hill if you're walking and if you have any type of handicap but other than that beautiful place to stay"
United States
Jason
The price is £220
includes taxes & fees
1 Oct - 2 Oct
Breathtaking Views from Sapphire Village II
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

12. 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, (255 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is £201
includes taxes & fees
11 Oct - 12 Oct
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

13. 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)
"We LOVED our stay and would recommend it to anyone going to St. Thomas. The location was unbeatable, and the property was equipped with everything we needed and more!"
United States
Alessandra C.
The price is £201
includes taxes & fees
1 Oct - 2 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.

14. 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)
"Stayed for two and had a great time. Location was close to many tourist spots, hiking, shopping, and entertainments."
United States
Dede C.
The price is £181
includes taxes & fees
4 Oct - 5 Oct
The Captain and the Mermaid - Adventures in Paradise are waiting!
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

15. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (45 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
The price is £220
includes taxes & fees
3 Oct - 4 Oct
Sophisticated Beach Condo-Ocean View-Sapphire
A living room with a sofa, chairs, a lamp, and a painting on the wall.

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 £286
includes taxes & fees
2 Oct - 3 Oct
The Landmark Apartment
A beach with clear turquoise water, sandy shore, and buildings in the background.

17. Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
St. Thomas
9.8 out of 10, Exceptional, (142 reviews)
"We had an amazing stay, the condo was very clean and close to several beaches and restaurants."
United States
Jessica D.
The price is £227
includes taxes & fees
12 Oct - 13 Oct
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
A beach with clear turquoise water, sandy shore, and buildings in the background.

18. 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 £182
includes taxes & fees
4 Oct - 5 Oct
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
A beach with clear turquoise water and waves.

19. 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 £201
includes taxes & fees
1 Oct - 2 Oct
The Mermaid's Pearl at Sapphire Beach
A living room with a sofa, a coffee table, a TV, and a view of the ocean through a sliding door.

20. Updated: Luxe Condo steps from Sapphire Beach!

Updated: Luxe Condo steps from Sapphire Beach!
St Thomas
9.8 out of 10, Exceptional, (98 reviews)
"Great stay, great place and great location"
United States
shane E.
The price is £194
includes taxes & fees
15 Oct - 16 Oct
Updated: Luxe Condo steps from Sapphire 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southside Hotel Reviews

Buoy Haus Beach Resort St. Thomas, Autograph Collection

Buoy Haus Beach Resort St. Thomas, Autograph Collection

10/10 Excellent
"Beautiful, quite property"
Letitia 5-night trip
Posted 16 hours ago
Buoy Haus Beach Resort St. Thomas, Autograph Collection

Find out more about Southside

Holiday Apartments in Southside

Search for holiday rentals in Southside on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Southside using one of the methods below:

  • View our selection of featured holiday rentals in Southside
  • Use the map to find apartments and other holiday homes in the Southside neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southside while they last

Look no further and take a look at our great range of rental properties in Southside