Southside Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Southside

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is 8.470.375 ₫ per night from 10 Aug to 11 Aug
8.470.375 ₫
11.712.681 ₫ total
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very good! (1,336 reviews)
"The resort was incredible!!! Gorgeous views everywhere you looked! Friendly and helpful staff and the restaurants on site were incredible!"

Reviewed on 18 Jul 2026

The Westin St. Thomas Beach Resort & Spa
Buoy Haus Beach Resort St. Thomas, Autograph Collection

Buoy Haus Beach Resort St. Thomas, Autograph Collection

3.5 out of 5
2 Estate Bakkeroe St. Thomas VI
Fully refundableReserve now, pay when you stay
The price is 11.804.210 ₫ per night from 16 Aug to 17 Aug
11.804.210 ₫
16.072.391 ₫ total
16 Aug - 17 Aug
includes taxes & fees
9.4/10 Exceptional! (187 reviews)
"Would 100% stay here again!"

Reviewed on 12 Jul 2026

Buoy Haus Beach Resort St. Thomas, Autograph Collection
Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

3 out of 5
7150 Bolongo St. Thomas St. Thomas
8.2/10 Very good! (1,001 reviews)
"Great stay!! Would go back! Pros: Great food and bars! All-Inclusive well worth it Laid-back Caribbean vibe, family friendly Quiet (unless you go to Iggie's when the live entertainment is on nightly) Comfortable beds Nice Beach and activity area Well maintained- beach area sometimes gets sargassum ..."

Reviewed on 16 Jul 2026

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Bolongo Bay Beach Resort
See all 463 properties in Southside
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.

Frequently asked questions

How much does a Southside holiday package cost?
Get ready to book, because a trip to Southside starts from a tempting . When you combine your flights, hotels and car rentals into a travel package, you'll pick up great deals.
How do I get a cheap travel package to Southside?
Crafting your own Southside holiday package with Expedia is a smart way to save. We have access to more than 550 airlines and 1null000null000 properties across the globe. With such a wonderful range to pick from, you'll have no trouble putting together your next dream escape.
How far in advance should I book my Southside holiday?
It's tricky picking the ideal time for airfares, but we normally say the earlier, the better. Many international journeys on Expedia become available up to 12 months in advance. If you're booking late, don't worry. Discounted prices occasionally appear within a few weeks of departure dates.
What does an Expedia Southside travel package include?
It comes down to what type of escape you have in the works. Southside holiday deals can include car rentals, flights and hotels. You can mix and match to create the travel package that suits you. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Southside travel package?
Our prices are already low. However, you'll snap up even more savings if you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and tons of choice.
Can I choose my airline with a Southside Expedia holiday package?
With a holiday package, you're always in charge. Whether you'd like to fly to Southside in coach or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Southside holiday package?
Your situation can change unexpectedly, so yes, you can. You may be able to amend or cancel your Southside holiday package at no cost within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your airline, hotel or car rental company may impose a charge. Want more information? Have a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Stay near popular Southside attractions

A sandy beach with footprints, a clear blue sky, and a distant island.
Photo by Keith Tucker
Open Photo by Keith Tucker

Frenchman's Bay

8.0/10 (1 review)
Commune with nature and explore the great outdoors at Frenchman's Bay during your travels in St. Thomas.
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