Southside Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Top Southside Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate

3.5 out of 5
Price was £1,811, price is now £1,499 per person
£1,499
per person
28 Sept - 7 Oct
found 12 hours ago
Return flight included
London (LON) to St. Thomas (STT)
8.8/10 Excellent! (33 reviews)

Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Price was £3,095, price is now £2,448 per person
£2,448
per person
28 Sept - 7 Oct
found 12 hours ago
Return flight included
London (LON) to St. Thomas (STT)
9.8/10 Exceptional! (196 reviews)
The hotel was absolutely beautiful. The room was first class. It was clean, had great amenities, and the view was beyond words. It could not be more convenient to everything in Cruz Bay. The staff was 5 star by any standard. The only bad thing was that I had to leave and go back to work the next day.

Reviewed on 22 Jul 2026

The Hideaway Hull Bay

The Hideaway Hull Bay

3.5 out of 5
Price was £1,970, price is now £1,620 per person
£1,620
per person
28 Sept - 7 Oct
found 12 hours ago
Return flight included
London (LON) to St. Thomas (STT)
9.4/10 Exceptional! (65 reviews)
Our stay at Hideaway Hull this past weekend during our trip to St. Thomas was absolutely incredible! The villas exceeded every expectation we had—they were beautiful, comfortable, and had everything we needed for a perfect getaway. What really stood out was the outstanding hospitality. Anytime we needed anything, the staff made it happen quickly and went above and beyond to make sure our stay was enjoyable. Everyone we met in the area was also incredibly friendly and helpful, which made the experience even better. If you're looking for a relaxing, beautiful place to stay in St. Thomas, I can't recommend Hideaway Hole enough. We had an amazing time and will definitely be back!

Reviewed on 24 Jul 2026

Sea Shore Allure

Sea Shore Allure

4.5 out of 5
Price was £3,028, price is now £2,535 per person
£2,535
per person
28 Sept - 7 Oct
found 12 hours ago
Return flight included
London (LON) to St. Thomas (STT)
10/10 Exceptional! (45 reviews)
We loved the property, they had beach chairs and beach towels available. The pool and hot tub were fabulous. It is conveniently located right next to the vehicle ferry which made the commute wonderful. We will be back!!!

Reviewed on 14 Jul 2026

Dolphin Suites

Dolphin Suites

2 out of 5
Price was £2,018, price is now £1,769 per person
£1,769
per person
28 Sept - 7 Oct
found 12 hours ago
Return flight included
London (LON) to St. Thomas (STT)
9.2/10 Wonderful! (18 reviews)
This is very nice, recently renovated 8 unit property. They are located on the top floor so 2 1/2 flights of stairs are required to get there. (Plus a walk up a hill from the ferry) It was a very nice surprise on how pretty the unit was and all the amenities available. The grocery store is right next door so grabbing some (very pricey) needed items was helpful. It’s a very short walk to everything in Cruz Bay. No need to grab a taxi unless you are headed to the beach or other parts of the island.

Reviewed on 28 Apr 2026

Southside Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Cyril E. King Airport (STT)

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 £334 per night from 12 Aug to 13 Aug
£334
12 Aug - 13 Aug
includes taxes & fees
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 £459 per night from 16 Aug to 17 Aug
£459
16 Aug - 17 Aug
includes taxes & fees
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
Get rates
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Southside travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Southside from just £1,499. And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my Southside travel package?
Whether it's your flight or hotel, yes, you can cancel or amend it. Locked in your Southside travel package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your airline, hotel or car rental company. For further information, visit our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Southside?
Bundle your hotel and flight bookings, throw in extras such as activities or a rental car, and save with a Southside holiday package. You won't just pick up amazing discounts on your adventure — you'll have a world of choice too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 properties around the globe. Your unforgettable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Southside holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy monthly instalment plans. If making small repayments each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna.

How far in advance should I book my Southside holiday?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers advertise tickets up to 12 months prior to take off. This is typically the cheapest time to book. If circumstances have left you booking late, incredible deals to Southside are still known to appear just weeks before departure.
What does an Expedia Southside travel package include?
Hotels, flights and a shiny set of wheels for your road trip adventures. Simply mix and match your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to organising your Southside trip, you're the boss!
What should I know before booking a Southside travel package?
Design deals that match your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You'll save loads just by bundling your bookings. Whether you're taking off on a snow and ski adventure or sunning yourself on a warm beach, your ideal getaway is just clicks away.
Can I choose my airline with a Southside Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You're in control. We have more than 550 partner airlines globally, so you have options galore when organising your Southside adventure.

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.
See properties

What to do in Southside

Tree Limin' Extreme Zipline

Tree Limin' Extreme Zipline

£110
per adult
100% of travellers recommend
Tree Limin' Extreme Zipline
Sunset Sail with Cocktails and Appetizers

Sunset Sail with Cocktails and Appetizers

£72
per adult
98% of travellers recommend
Sunset Sail with Cocktails and Appetizers
Night Kayak Tour St. Thomas - Westin Frenchman's Reef

Night Kayak Tour St. Thomas - Westin Frenchman's Reef

£60
per adult
98% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
See all activities in Southside

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.