Southside Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Patrick Perry

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, Po Box 7100, St. Thomas, St. Thomas
The price is 7.475.604 ₫ per night from 18 Sept to 19 Sept
7.475.604 ₫
10.568.845 ₫ total
18 Sept - 19 Sept
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"All the staff was extremely helpful. Jayaire, the bartender in the lobby area was amazing. He came up with a special drink for us and it was a hit with several guests that asked what we were drinking. Other bartenders were not interested in learning it so we went elsewhere when he left daily at 5. ..."

Reviewed on 19 Aug 2025

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 8.765.490 ₫ per night from 19 Sept to 20 Sept
8.765.490 ₫
12.315.133 ₫ total
19 Sept - 20 Sept
includes taxes & fees
9.2/10 Wonderful! (107 reviews)
"There was no separate refrigerator, microwave or iron/ironing board. The food at the Isla Blue was not good and very expensive. The staff at certain restaurants were not as attentive as they should have been. Waited a bit and the food prices were very expensive in general. The other hotel staff were ..."

Reviewed on 9 Aug 2025

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
8/10 Very Good! (1,001 reviews)
"Food was delicious, excellent menu to choose from. Great, friendly staff. A very nice resort with a perfect laid-back attitude."

Reviewed on 29 Jul 2025

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Bolongo Bay Beach Resort
See all 467 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.