Southside Vacation Rentals from ￥63,533: Search Short-Term Rentals

Our top choices for Southside vacation rentals

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

1. Marriott's Frenchman's Cove

St. Thomas

Cathryn

￥146,019 total

includes taxes & fees

Nov 19 - Nov 20

A room with two wicker chairs with blue cushions, a small table with a vase, and a door with a keyhole.

2. The Perch at Hawk Hill

St. Thomas

￥54,301 total

includes taxes & fees

Nov 11 - Nov 12

A bedroom with a bed, a nightstand, a lamp, and a view through a door.

3. Aqua

St. Thomas

Paola

￥63,533 total

includes taxes & fees

Nov 11 - Nov 12

A swimming pool with a stone archway, palm trees, and a view of the sea.

4. Marriotts Frenchmans Cove - 2 Bedroom

St. Thomas

Lisa

￥145,480 total

includes taxes & fees

Nov 26 - Nov 27

A tropical beach with clear turquoise water, rocky shoreline, and palm trees.

5. Stunning St. Thomas Condo for Your Tropical Escape

St. Thomas

Kelly

￥84,742 total

includes taxes & fees

Nov 13 - Nov 14

A beach with clear water, palm trees, and distant hills.

6. Discover Your Island Oasis: St. Thomas Condo

St. Thomas

Hope and J.

￥88,376 total

includes taxes & fees

Nov 11 - Nov 12

A balcony with a white railing, a blue sofa, and a hanging plant.

7. Private Terrace Suite with Ocean Views

Southside

￥63,709 total

includes taxes & fees

Nov 12 - Nov 13

A balcony with a blue railing, two chairs with cushions, and a small table with a vase.

8. The Perch on Hawkhill, Lower Level

Saint Thomas

￥95,320 total

includes taxes & fees

Nov 11 - Nov 12

A spacious patio with a ceiling fan, wicker furniture, and a view of the ocean.

9. Charming, Hillside Villa with Ocean & Beach Views

Southside

Tony F.

￥117,402 total

includes taxes & fees

Nov 16 - Nov 17

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

10. Bluebeard's Castle Resort

Charlotte Amalie

Hector

￥28,419 total

includes taxes & fees

Nov 16 - Nov 17

A resort with a central pool, palm trees, and a view of the ocean.

11. The Westin St. John Resort Villas

St. John

Treacy

￥69,505 total

includes taxes & fees

Nov 28 - Nov 29

A room with a TV, wicker furniture, and a view of the ocean.

12. Suite St. John at Gallows Point Resort

St. John

Sean

￥116,093 total

includes taxes & fees

Nov 11 - Nov 12

A beach with clear turquoise water, trees, and a sandy shore.

13. Beachfront Villas at Crystal Cove

St. Thomas

Olena

￥80,061 total

includes taxes & fees

Nov 25 - Nov 26

A coastal landscape with a beach, clear blue waters, and lush greenery.

14. Villa Island Paradise

St. John

Zach Ezekiel Azurus

￥91,527 total

includes taxes & fees

Nov 18 - Nov 19

A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

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

St. Thomas

Camierre

￥44,242 total

includes taxes & fees

Nov 22 - Nov 23

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

St Thomas

angela C.

￥55,076 total

includes taxes & fees

Nov 14 - Nov 15

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!

St. Thomas

Candice D.

￥41,872 total

includes taxes & fees

Nov 13 - Nov 14

A clear turquoise sea with people swimming.

18. Breathtaking Views from Sapphire Village II

St Thomas

Jason

￥47,275 total

includes taxes & fees

Nov 11 - Nov 12

An aerial view of a coastal resort with a beachfront, clear waters, and distant islands.

19. Charming Beach Condo w/ Balcony

Smith Bay

Justina o.

￥53,299 total

includes taxes & fees

Nov 19 - Nov 20

A beach with clear turquoise water and waves.

20. The Mermaid's Pearl at Sapphire Beach

St. Thomas

amanda c.

￥47,002 total

includes taxes & fees

Nov 11 - Nov 12

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Top Southside Hotel Reviews

Buoy Haus Beach Resort St. Thomas, Autograph Collection

8/10 Good

"The location and the hotel and pools are beautiful, but the staff in the restaurants are not consistent, especially for the price you pay to stay, the taxes, cost of food and service charges. They are slow and forgetful. Abby at the Salt Shack and Shelby at Isla Blue were two standouts when it came to guest service in the restaurants. On afternoon 3, the bellman brought two guests to take our room. We had the do not disturb on the door and it was uncomfortable for all parties involved. Not sure how that happens."

Very Romantic Secluded Beach Getaway in St. Thomas Island

8/10 Good

"I felt the resort was nice for the area, easy access to the beach and pool, and not very crowded. There was somewhat of a beach view from our room. I do feel like the room could have been cleaned better, but was also told by friends that stayed in another unit that was typical for there. I did have some minor issues communicating with the host/resort regarding fees and taxes when there was a statement in the listing saying all fees and taxes were included in the total, but were not. I felt that should have been clearly stated in the listing, as it could have effected my decision on booking."

Oceanfront Villa-walk to resort-Generator & Solar

10/10 Excellent

"My husband had a conference at a nearby resort, and I looked for a local property to stay at. Frenchman’s Breeze exceeded our expectations! The expensive deck overlooking the bay just gives you highlights of so many wonderful boats coming by, sunsets and just a sense of being on the water. Property was spotless and well appointed. It was easy to contact property manager with any questions. Great location, quiet but easy to get into downtown Charlotte Amelie! Highly recommend and will book again if my husband returns to the conference. Five stars!!!"

Boundless Bliss Hotel

10/10 Excellent

"Rooms were clean and insect free, quiet atmosphere and beautiful view of island plus your in the middle of both sides of were the beaches are 6 minute drive to either side of the things to do, middle of the beaches which are located on both sides of the island and Quiet away from the busy streets and up high"

3 Bedroom House and Pool with Spectacular views of Charlotte Amalie Harbor

10/10 Excellent

"Pictures do not do this villa justice. It is even more impressive in person. The cleanest and most equipped rental we have ever stayed in to date. Excellent communication from Tony and Leah answered our every question quickly and thoroughly. We spent a ton of time enjoying the outside deck and pool. It was so quiet and peaceful at all times of the day. We would definitely book again without hesitation."

Find out more about Southside

Vacation Apartments in Southside

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Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Southside vacation rentals

1. Marriott's Frenchman's Cove

2. The Perch at Hawk Hill

3. Aqua

4. Marriotts Frenchmans Cove - 2 Bedroom

5. Stunning St. Thomas Condo for Your Tropical Escape

6. Discover Your Island Oasis: St. Thomas Condo

7. Private Terrace Suite with Ocean Views

8. The Perch on Hawkhill, Lower Level

9. Charming, Hillside Villa with Ocean & Beach Views

10. Bluebeard's Castle Resort

11. The Westin St. John Resort Villas

12. Suite St. John at Gallows Point Resort

13. Beachfront Villas at Crystal Cove

14. Villa Island Paradise

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

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

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

18. Breathtaking Views from Sapphire Village II

19. Charming Beach Condo w/ Balcony

20. The Mermaid's Pearl at Sapphire Beach

Find vacation rentals that suit your style

Top Southside Hotel Reviews

Buoy Haus Beach Resort St. Thomas, Autograph Collection

Hampton by Hilton St. Thomas

Very Romantic Secluded Beach Getaway in St. Thomas Island

Oceanfront Villa-walk to resort-Generator & Solar

Limetree Beach Resort by Club Wyndham

Private Paradise! One level, panoramic views from every room!

Boundless Bliss Hotel

Villa Mas: Also available as a 3 bedroom.

3 Bedroom House and Pool with Spectacular views of Charlotte Amalie Harbor

Find out more about Southside

Vacation Apartments in Southside

Vacation Rentals in Southside

Change your mind

Treat yourself

Be picky

Our top choices for Southside vacation rentals

1. Marriott's Frenchman's Cove

2. The Perch at Hawk Hill

3. Aqua

4. Marriotts Frenchmans Cove - 2 Bedroom

5. Stunning St. Thomas Condo for Your Tropical Escape

6. Discover Your Island Oasis: St. Thomas Condo

7. Private Terrace Suite with Ocean Views

8. The Perch on Hawkhill, Lower Level

9. Charming, Hillside Villa with Ocean & Beach Views

10. Bluebeard's Castle Resort

11. The Westin St. John Resort Villas

12. Suite St. John at Gallows Point Resort

13. Beachfront Villas at Crystal Cove

14. Villa Island Paradise

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

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

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

18. Breathtaking Views from Sapphire Village II

19. Charming Beach Condo w/ Balcony

20. The Mermaid's Pearl at Sapphire Beach

Find vacation rentals that suit your style

Top Southside Hotel Reviews

Buoy Haus Beach Resort St. Thomas, Autograph Collection

Find out more about Southside

Vacation Apartments in Southside