Southwest 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

Southwest Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Henry E. Rohlsen Airport (STX)

Top hotels in Southwest

Sand Castle on the Beach - Adults Only

Sand Castle on the Beach - Adults Only

3.5 out of 5
127 Smithfield Frederiksted St. Croix
The price is £193 per night from 9 May to 10 May
£193
9 May - 10 May
includes taxes & fees
9.2/10 Wonderful! (946 reviews)
The most relaxing vacation we've ever taken. Staff, food, rooms, pools, beach, and snorkeling were all exceptional. My wife swam with a sea turtle! Expect to pay island prices for dinner, but it is well worth it. We hadn't planned on it but we ate every dinner at their restaurant, just a couple of ...

Reviewed on 16 Apr 2026

Sand Castle on the Beach - Adults Only
Cottages by the Sea

Cottages by the Sea

3 out of 5
127A Smithfield Rd Frederiksted St. Croix
9.6/10 Exceptional! (317 reviews)
Staff was excellent Room was great

Reviewed on 2 Apr 2026

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Cottages by the Sea
PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"

PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"

Frederiksted, St. Croix St. Croix Island
9.8/10 Exceptional! (49 reviews)
Such an amazing property! It was absolutely lovely. We did struggle to find the location, but after we found it for the first time, it was not a problem. The island was amazing and it was the perfect mother/daughter trip. Thank you so much!

Reviewed on 7 Apr 2026

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PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"
See all 912 properties in Southwest
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 Southwest travel package cost?
Custom build your Southwest travel package from just . Choose from any combination of hotels, flights and rental cars to craft the escape you've been dreaming of. Don't forget to add on a few experiences or activities!
If I'm not able to travel, can I cancel my Southwest travel package?
Yes, you can. We realise life doesn't always go to plan, so we're here to help if you have to make changes to your Southwest travel package. You may be able to cancel or change your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Southwest?
Bundle your flights and hotels, throw in extras such as activities or a rental car, and save with a Southwest travel package. You won't just score impressive discounts on your trip — you'll have plenty of choice within your reach too. When you book with Expedia, you can choose from more than 550 partner airlines and 1,000,000 hotels globally. Your dream holiday starts right here, right now!
Does Expedia offer Book Now, Pay Later Southwest holidays?
Expedia has partnered with online lender Klarna to make booking your next getaway a little easier on the wallet. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that works with your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan with Klarna.

How far in advance should I book my Southwest holiday?
While not all air carriers advertise tickets early, you can normally look up international fares on Expedia up to a year in advance. This is when you'll score some incredible bargains. If you've left things to the last minute, you could still be in luck. Discounted prices occasionally emerge only weeks prior to departure.
What does an Expedia Southwest travel package include?
Select from any combination of hotels, rental cars and flights. Once you've made your booking, you can add the fun stuff like activities and tours. Want to pick your airfare class? That's easily done too. The choice is all yours when it comes to creating your ideal Southwest trip.
What should I know before booking a Southwest travel package?
Booking all the parts of your escape together is an excellent way to save. Combine your car rentals, airfares and hotels into a tidy little package. But you're not restricted to hotels. Expedia offers all sorts of properties, including holiday rentals like beachside villas and serviced residences. Your choices are almost endless!
Can I choose my airline with a Southwest Expedia travel package?
Yes — that's one of the best things about an Expedia travel package. You're in charge! We have access to more than 550 airline partners around the world, so you have options galore when arranging your Southwest 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.