Southside Vacation Rentals

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Top Vacation Rentals in in Southside

Marriott's Frenchman's Cove
4.0 star property
9.0 out of 10, Wonderful, (163)
"Wonderful stay and friendly staff."
The price is CA $1,173
CA $1,320 total
includes taxes & fees
Jun 26 - Jun 27
Marriott's Frenchman's Cove
Private Paradise! One level, panoramic views from every room!
10.0 out of 10, Exceptional, (115)
"This property was exactly as advertised. Beautiful, great view, comfortable accommodations, etc. We had 3 couples, and there were 3 king bedrooms - perfect. Deck with pool was awesome. We had all we needed, and more. Would recommend this property for sure!"
Private Paradise! One level, panoramic views from every room!
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
10.0 out of 10, Exceptional, (71)
"We thoroughly enjoyed our stay at Sea Ya Round! The views were amazing, and the huge windows and wrap around porch provide perfect viewing. The property managers were very communicative and kind! Dublin (their dog) was just the sweetest too. The road to get to the property is quite steep, but that's true for most places in St. Thomas. We did have some water pressure issues during our stay, but Scott and Shawn were actively working to fix them, and I wouldn't expect that to be a concern for...
The price is CA $479
CA $983 total
includes taxes & fees
Jul 11 - Jul 12
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
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Hilltop Villas at Bluebeard's Castle by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (1204)
"Always a great stay."
The price is CA $340
CA $421 total
includes taxes & fees
Jun 26 - Jun 27
Hilltop Villas at Bluebeard's Castle by Capital Vacations
Secret Harbour Beach Resort
4.0 star property
8.8 out of 10, Excellent, (1200)
"Loved the resort and our room was updated and nicely decorated. The area is safe and quiet."
The price is CA $597
CA $737 total
includes taxes & fees
Jul 19 - Jul 20
Secret Harbour Beach Resort
Castle Villas at Bluebeard's by Capital Vacations
2.5 star property
8.4 out of 10, Very good, (799)
"Es muy bello lugar tiene una vista estupenda."
The price is CA $313
CA $387 total
includes taxes & fees
Jun 27 - Jun 28
Castle Villas at Bluebeard's by Capital Vacations
Flamboyan on the Bay Resort and Villas
3.5 star property
8.8 out of 10, Excellent, (434)
"Great place! Love the cats!"
The price is CA $176
CA $216 total
includes taxes & fees
Jul 3 - Jul 4
Flamboyan on the Bay Resort and Villas
Gallows Point Resort
4.0 star property
9.6 out of 10, Exceptional, (476)
"Quiet yet close to everything. Able to walk right out to the water. Best place to watch the sunset."
Gallows Point Resort
Pirates Pension at Bluebeard's Castle by Capital Vacations
3.0 star property
8.4 out of 10, Very good, (569)
"The view at nights or in the morning made my vacation worth every penny. "
The price is CA $258
CA $317 total
includes taxes & fees
Jul 3 - Jul 4
Pirates Pension at Bluebeard's Castle by Capital Vacations
Sapphire Beach Resort
3.0 star property
6.8 out of 10, (245)
"Upon check-in we were given room in building A which was a huge disappointment. The room and the furniture looked as though it hadn't been updated for decades. I would describe it as musty, as though nobody had occupied that room for weeks, maybe months. Also, after many attempts to use the TV, it did not work. We asked management to move us to a different room. Finally at the end of the day (after about 2 or 3 visits to the office) we were moved to a room in building B, which was a huge...
Sapphire Beach Resort
Virgin Islands Campground
2.0 star property
9.4 out of 10, Exceptional, (110)
"Had an excellent time! It was our first time camping and I am definitely more comfortable with showers and facilities rather than setting up a tent. The owners were excellent and the locals are so friendly! Highly recommend this place, but definitely bring industrial strength bug spray"
Virgin Islands Campground
Sapphire Beach Villa
3.5 star property
9.4 out of 10, Exceptional, (41)
"Sudi's was good and very comvenient."
Sapphire Beach Villa
Sapphire Village Resort by Antilles Resorts
3.0 star property
6.2 out of 10, (290)
"Beautiful views, right on the beach "
Sapphire Village Resort by Antilles Resorts
Suite St. John at Gallows Point Resort
4.0 star property
8.8 out of 10, Excellent, (85)
"Amazing property and helpful staff. "
The price is CA $580
CA $887 total
includes taxes & fees
Jul 16 - Jul 17
Suite St. John at Gallows Point Resort
Beachfront Villas at Crystal Cove
4.0 star property
9.4 out of 10, Exceptional, (103)
"Beautiful place compared to other beaches and places we visited in Saint Thomas. Condo is right on Sapphire Beach and view of ocean is amazing. Rooms are clean and very modern. Chairs are available. Pool could use upgrade. Concierge person was awesome, very friendly with all of our questions. Snorkeling was great, lots of fish and sea turtles. Hidden secret and no solicitation of junk and weed. Very family oriented and relaxing. Great beach!!! Sea salt restaurant right next to place,...
Beachfront Villas at Crystal Cove
Blue Moon Villa At Point Pleasant Resort Studio Condo by RedAwning
3.0 star property
Blue Moon Villa At Point Pleasant Resort Studio Condo by RedAwning
Gorgeous Condo At Sapphire on St Thomas. Walk-in Level. Killer Island Views!
9.4 out of 10, Exceptional, (69)
"Property was clean, very quiet and the view was fantastic. Would definitely be staying again soon"
Gorgeous Condo At Sapphire on St Thomas. Walk-in Level. Killer Island Views!
New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!
9.4 out of 10, Exceptional, (22)
"Perfect for my wife and I. Easy 1 min walk to coffee shop for early breakfast. 5 min walk to Coral World."
New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!
Premium Oceanfront Sapphire Beach Resort & Marina
10.0 out of 10, Exceptional, (6)
"Awesome 9 day stay. Nice to be just far enough away to be peaceful but still just a few steps from the beach. Great unit, clean and very affordable. Our second stay at Sapphire beach in the last six months. We love Sapphire Beach!!"
The price is CA $184
CA $465 total
includes taxes & fees
Jun 30 - Jul 1
Premium Oceanfront Sapphire Beach Resort & Marina
Gorgeous Beachfront Romantic Villa with the most breathtaking views!!!
9.0 out of 10, Wonderful, (95)
"We had a wonderful time staying in this condo at Sapphire Beach! It was very spacious and comfortable with plenty of places to sleep, linens, and cute decor. We enjoyed relaxing on the patio with coffee and cooking in the kitchen. The location also cannot be beat- right next to our favorite beach! Very easy to head straight to the beach to snorkel or go to the pool. It is also very close to other great beaches, Red Hook, and the ferry to St. John. Thanks for a great stay, we hope to come back...
Gorgeous Beachfront Romantic Villa with the most breathtaking views!!!
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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.

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 $176 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. 

Southside Vacation Rental Travel Info

Vacation rentals
28
Popular accommodation
Southside condos
International airport
St. Thomas (STT-Cyril E. King)

Recent reviews in Southside
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