Vacation Rentals in Southside

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Southside vacation rentals

On the beach, snorkeling
Marriott's Frenchman's Cove

Condo resort in St. Thomas

Marriott's Frenchman's Cove
4.0 star property
9.0 out of 10, Wonderful, (187)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
United States
Ron
The price is ₩1,504,329
₩1,692,378 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Marriott's Frenchman's Cove
Luxury Apartment, 1 Bedroom, Sea Facing | 1 bedroom, Egyptian cotton sheets, premium bedding, down comforters
Aqua

Apartment in St. Thomas

Aqua
3.0 star property
9.6 out of 10, Exceptional, (4)
"Comfortable and beautiful area"
United States
Paola
Aqua
Standard Single Room, Balcony, Beach View | Beach/ocean view
Hotel Sophia Boutique Hotel

Aparthotel in St. Thomas

Hotel Sophia Boutique Hotel
4.0 star property
8.2 out of 10, Very Good, (32)
" Beautiful views of the water. The room was clean, comfortable, and the host was great to deal with. "
United States
Matthew
Hotel Sophia Boutique Hotel
Exterior
Flamboyan on the Bay Resort and Villas

Condo resort in St. Thomas

Flamboyan on the Bay Resort and Villas
3.5 star property
8.6 out of 10, Excellent, (805)
"The staff was pleasant"
United States
Carla
Flamboyan on the Bay Resort and Villas
Aerial view
Villa Island Paradise

Villa in St. John

Villa Island Paradise
4.0 star property
9.0 out of 10, Wonderful, (6)
"Very safe and secure place! Also very clean! Just uphill from cruz bay "
United States
Tyler
The price is ₩174,267
₩1,017,457 total
includes taxes & fees
Dec 25 - Dec 26
Villa Island Paradise
Exterior
Gallows Point Resort

Aparthotel in St. John

Gallows Point Resort
4.0 star property
9.6 out of 10, Exceptional, (534)
"Very comfortable AV and beautiful views!"
United States
Todd
Gallows Point Resort
Outdoor pool
Sapphire Beach Resort

Aparthotel in St. Thomas

Sapphire Beach Resort
3.0 star property
6.8 out of 10, (272)
"Really great room view and lots of great little amenities that made the trip very helpful"
United States
Janette
Sapphire Beach Resort
View from property
Castle Villas at Bluebeard's

Aparthotel in St. Thomas

Castle Villas at Bluebeard's
2.5 star property
8.6 out of 10, Excellent, (1214)
"Great get away!"
United States
Roquelle
Castle Villas at Bluebeard's
Fitness facility
Pirates Pension at Bluebeard's Castle

Aparthotel in St. Thomas

Pirates Pension at Bluebeard's Castle
3.0 star property
8.4 out of 10, Very Good, (794)
"Great staff"
United States
Shereika
Pirates Pension at Bluebeard's Castle
Fitness facility
Hilltop Villas at Bluebeard's Castle

Aparthotel in St. Thomas

Hilltop Villas at Bluebeard's Castle
3.0 star property
8.6 out of 10, Excellent, (1790)
"The on site restaurant is very convenient with good food."
United States
Erica
Hilltop Villas at Bluebeard's Castle
Luxury Suite Ocean View Upper 15D | View from room
Suite St. John at Gallows Point Resort

Aparthotel in St. John

Suite St. John at Gallows Point Resort
4.0 star property
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
The price is ₩1,173,643
₩1,600,480 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Suite St. John at Gallows Point Resort
Exterior
Sapphire Village Resort

Aparthotel in St. Thomas

Sapphire Village Resort
3.0 star property
6.4 out of 10, (314)
"Great spot. Close to beach and dinning. "
United States
anna
Sapphire Village Resort
Aerial view
Beachfront Villas at Crystal Cove

Apartment in St. Thomas

Beachfront Villas at Crystal Cove
4.0 star property
9.6 out of 10, Exceptional, (148)
"Second time there. Just an over all beautiful property. "
United States
Erik
Beachfront Villas at Crystal Cove
City Apartment, 3 Bedrooms, Kitchen, City View | Living room | 45-inch TV with digital channels, Netflix, Hulu
The Landmark Apartment

Aparthotel in St. Thomas

The Landmark Apartment
2.5 star property
8.8 out of 10, Excellent, (15)
"I loved the historic nature of the building. It had an interesting layout, but it was very spacious and clean, and had a wonderful location for walking around downtown and seeing the sights."
United States
Mercy
The price is ₩345,582
₩610,222 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Landmark Apartment
White sand, sun loungers, beach umbrellas, beach towels
Virgin Islands Campground

Cabin in St. Thomas

Virgin Islands Campground
2.0 star property
9.4 out of 10, Exceptional, (115)
"Excellent place to stay! "
United States
Peter
Virgin Islands Campground
Terrace/patio
Shibui Cove

Apartment in St. Thomas

Shibui Cove
2.0 star property
10.0 out of 10, Exceptional, (1)
"I had a great stay here. The view was absolutely stunning. Being up on the side of the mountain was great. Very private but less than 5 min away from town. I will definitely stay again. "
United States
Adam R
The price is ₩279,017
₩563,238 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Shibui Cove
Panoramic Apartment, 2 Bedrooms, Harbor View, Sea Facing, Apt#3 | Terrace/patio
Little Indigo Apartments

Apartment in St. Thomas

Little Indigo Apartments
3.5 star property
8.4 out of 10, Very Good, (22)
"Amazing views, very nice people"
United States
Ramie
The price is ₩284,332
₩495,934 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Little Indigo Apartments
On the beach
Sapphire Beach Villa

Condo in St. Thomas

Sapphire Beach Villa
3.5 star property
9.4 out of 10, Exceptional, (71)
"Location was perfect."
United States
Daniel
Sapphire Beach Villa
Apartment, Ocean View | Living area
The Breeze St Thomas

Aparthotel in St. Thomas

The Breeze St Thomas
2.0 star property
The price is ₩428,121
₩745,890 total
includes taxes & fees
Dec 24 - Dec 25
The Breeze St Thomas
View from property
Crystal Cove Villas

Aparthotel in St. Thomas

Crystal Cove Villas
3.0 star property
7.4 out of 10, Good, (121)
"This property was a beautiful stay clean and very well organized. The host was beautiful and instructed me with kindness and compassion and made sure I had everything accessible. Will definitely stay here again. "
United States
Jasmine
Crystal Cove Villas
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

Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas

10/10 Excellent
"Great room "
Hugo 2-night trip
Posted 4 days ago
Hampton by Hilton St. Thomas

Find out more about Southside

Search for vacation rentals in Southside on Expedia.co.kr! 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!