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

Southside Vacation Rentals

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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

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 CA $977
CA $1,099 total
includes taxes & fees
Nov 30 - Dec 1
Marriott's Frenchman's Cove
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

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is CA $241
CA $480 total
includes taxes & fees
Nov 1 - Nov 2
The Perch at Hawk Hill
A bedroom with a bed, a nightstand, a lamp, and a view through a door.

3. 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 CA $310
CA $558 total
includes taxes & fees
Dec 1 - Dec 2
Aqua
A swimming pool with a stone archway, palm trees, and a view of the sea.

4. Marriotts Frenchmans Cove - 2 Bedroom

Marriotts Frenchmans Cove - 2 Bedroom
St. Thomas
9.4 out of 10, Exceptional, (30 reviews)
"We really enjoyed our stay!"
United States
Lisa
The price is CA $907
CA $1,227 total
includes taxes & fees
Nov 26 - Nov 27
Marriotts Frenchmans Cove - 2 Bedroom
A balcony with a white railing, a blue sofa, and a hanging plant.

5. Private Terrace Suite with Ocean Views

Private Terrace Suite with Ocean Views
Southside
The price is CA $210
CA $639 total
includes taxes & fees
Nov 13 - Nov 14
Private Terrace Suite with Ocean Views
A balcony with a blue railing, two chairs with cushions, and a small table with a vase.

6. The Perch on Hawkhill, Lower Level

The Perch on Hawkhill, Lower Level
Saint Thomas
The price is CA $696
CA $843 total
includes taxes & fees
Nov 3 - Nov 4
The Perch on Hawkhill, Lower Level
A spacious patio with a ceiling fan, wicker furniture, and a view of the ocean.

7. Charming, Hillside Villa with Ocean & Beach Views

Charming, Hillside Villa with Ocean & Beach Views
Southside
The price is CA $513
CA $1,012 total
includes taxes & fees
Nov 9 - Nov 10
Charming, Hillside Villa with Ocean & Beach Views
A compact bathroom with a toilet, sink, and shower curtain.

8. 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.

9. 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 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, (929 reviews)
"Staff, Food, everything was great!"
United States
Puthearin
The price is CA $248
CA $306 total
includes taxes & fees
Nov 29 - Nov 30
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, (511 reviews)
"Everything was amazing! It will always be my go to when I come to visit."
United States
Treacy
The price is CA $546
CA $615 total
includes taxes & fees
Nov 13 - Nov 14
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 CA $901
CA $1,274 total
includes taxes & fees
Nov 1 - Nov 2
Suite St. John at Gallows Point Resort
An aerial view of a coastal area with clear blue waters, a small island, and a resort with buildings and palm trees.

13. Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (178 reviews)
"Excellent value for the price! Leah and Norma were very kind and great with communication. We thoroughly enjoyed our stay. Crystal Cove is located close to everything. Looking forward to our next trip out!"
United States
Dwayne Lynn
The price is CA $380
CA $841 total
includes taxes & fees
Nov 25 - Nov 26
Beachfront Villas at Crystal Cove
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 CA $84
CA $343 total
includes taxes & fees
Nov 2 - Nov 3
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A coastal landscape with a beach, clear blue waters, and lush greenery.

15. 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 CA $125
CA $705 total
includes taxes & fees
Nov 2 - Nov 3
Villa Island Paradise
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

16. 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, (244 reviews)
"Great clean and safe place to stay"
United States
angela C.
The price is CA $138
CA $330 total
includes taxes & fees
Nov 1 - Nov 2
The Captain and the Mermaid - Adventures in Paradise are waiting!
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, (203 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is CA $84
CA $343 total
includes taxes & fees
Nov 6 - Nov 7
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A beach with clear turquoise water and waves.

18. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Great spot and excellent host"
United States
amanda c.
The price is CA $154
CA $373 total
includes taxes & fees
Nov 7 - Nov 8
The Mermaid's Pearl at Sapphire Beach
A clear turquoise sea with people swimming.

19. 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 CA $220
CA $418 total
includes taxes & fees
Nov 1 - Nov 2
Breathtaking Views from Sapphire Village II
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

20. 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, (207 reviews)
"Greetings from St Thomas Capitol of the United States Virgin Islands. 90 Days Residency Required to become a United States Virgin Islands Citizen. USVI 5% IRS Corporate Tax rate on All World-Wide income without City or State Taxes just Open a Headquarters Expedia....."
United States
Kevin
The price is CA $126
CA $439 total
includes taxes & fees
Nov 3 - Nov 4
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
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

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

10/10 Excellent
"The studio was clean, the staff was always available when needed, the swim-up bar fabulous and the bar was excellent and the alcohol drinks outstanding."
Victor 7-night trip
Posted 1 day ago
Limetree Beach Resort by Club Wyndham

Find out more about Southside

Everything you need to know about Southside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southside vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southside vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southside. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southside vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southside vacation rentals we have selected for you start as low as CA $558 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southside rentals

At Expedia, we put the best Southside vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southside vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.