Southside Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £335 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.
Bungalows on the Bay

Bungalows on the Bay

3 out of 5
Chenay Bay
Price was £1,949, price is now £1,685 per person
£1,685
per person
16 Mar - 27 Mar
found 1 day ago
Return direct flight included
London (LON) to Christiansted (STX)
7.8/10 Good! (108 reviews)
Location was amazing. Beautiful views and very quiet. Beach bar was great as well. Loved the cats on the property. Check in was a little confusing as no staff members on site as all communication is via text. And if you are planning on cooking only had 1 tiny pot available. Overall had an amazing stay and plan on returning!

Reviewed on 23 Jun 2025

Oceans at Divi Carina Bay Adults Only

Oceans at Divi Carina Bay Adults Only

4 out of 5
Save 100% on your flight
Price was £5,347, price is now £3,361 per person
£3,361
per person
16 Mar - 27 Mar
found 1 day ago
Return direct flight included
London (LON) to Christiansted (STX)
7.8/10 Good! (199 reviews)
Staff was great rooms can use a upgrade but overall it was nice drinks and views were outstanding

Reviewed on 3 Feb 2026

The Frederiksted Hotel

The Frederiksted Hotel

3 out of 5
Downtown Frederiksted
Price was £2,167, price is now £1,738 per person
£1,738
per person
16 Mar - 27 Mar
found 1 day ago
Return direct flight included
London (LON) to Christiansted (STX)
8.4/10 Very Good! (310 reviews)
It was charming! Just a one night stay before we got on our live aboard. Staff was very accommodating. Location was terrific…breakfast in the courtyard… very nice!

Reviewed on 23 Jan 2026

The Fred - Adults Only

The Fred - Adults Only

3.5 out of 5
Downtown Frederiksted
Price was £2,378, price is now £1,988 per person
£1,988
per person
16 Mar - 27 Mar
found 1 day ago
Return direct flight included
London (LON) to Christiansted (STX)
8.2/10 Very Good! (306 reviews)
Yes great room and staff was very welcoming

Reviewed on 8 Feb 2026

Grapetree Bay Hotel & Villas

Grapetree Bay Hotel & Villas

3.5 out of 5
Grapetree
Price was £2,628, price is now £2,260 per person
£2,260
per person
16 Mar - 27 Mar
found 1 day ago
Return direct flight included
London (LON) to Christiansted (STX)
8.8/10 Excellent! (159 reviews)
Beautiful very large room which was spotless. Courteous and helpful staff. Great food for several meals, and good music one night. It appears the place is renovating, and hopefully renovations continue and this resort succeeds. We were among only a handful of guests so the resort was nice and quiet, but they’ll need more guests to have the resort succeed. There is not a usable beach, but there are other places close by to enjoy a beach. We were glad to spend 2 nights on the east end of the island (so different from other areas of St. Croix), and we were glad to stay at the Grapetree.

Reviewed on 31 Jan 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 £668 per night from 11 Feb to 12 Feb
£668
11 Feb - 12 Feb
includes taxes & fees
8.2/10 Very Good! (1,065 reviews)
Staff friendly amenities

Reviewed on 3 Feb 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
The price is £1,003 per night from 11 Feb to 12 Feb
£1,003
11 Feb - 12 Feb
includes taxes & fees
9.2/10 Wonderful! (150 reviews)
Food and rooms

Reviewed on 31 Jan 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
8/10 Very Good! (1,001 reviews)
The food was amazing and the rum snorkel scavenger hunt was really fun.

Reviewed on 3 Feb 2026

Get rates
Bolongo Bay Beach Resort
See all 452 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 £1,685. 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.

* 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.