Southside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Southside

Price found within the past 48 hours. Click for updated prices.
Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Price was CA $1,560, price is now CA $1,175 per person
CA $1,175
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Daytona Beach (DAB)
8.4/10 Very Good! (1,000 reviews)
Very nice retreat from it all

Reviewed on Feb 1, 2026

Delta Hotels by Marriott™ Jacksonville Deerwood

Delta Hotels by Marriott™ Jacksonville Deerwood

4 out of 5
Southside
Price was CA $1,472, price is now CA $1,204 per person
CA $1,204
per person
Mar 13 - Mar 19
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.6/10 Excellent! (432 reviews)
The staff was very Courteous and friendly!

Reviewed on Feb 1, 2026

Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Price was CA $2,290, price is now CA $1,887 per person
CA $1,887
per person
Mar 13 - Mar 19
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
9.2/10 Wonderful! (2,552 reviews)
All your needs in one hotel! Easy access to the beach, private hotel swimming pool and hot tub. Breakfast included, fun tiki bar and on site restaurant. Wonderful staff, clean rooms and beautiful grounds.

Reviewed on Jan 31, 2026

DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
Downtown Jacksonville
Price was CA $1,869, price is now CA $1,561 per person
CA $1,561
per person
Mar 13 - Mar 19
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
6.8/10 (1,427 reviews)
Parking is very expensive. My 1st room had no refrigerator or microwave, but they made it up with my 2nd beautiful room. There were stains in the carpet and a mess in the elevator but the views and space is amazing depending on the room you get.

Reviewed on Jan 27, 2026

Where to stay in Southside

Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
FernandinaBeach_BlueDoorArtists_553248621532654630-2

Amelia City

While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.

Find hotels in Amelia City

Southside Hotel Deals

Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Feb 10 to Feb 11
CA $102
CA $116 total
Feb 10 - Feb 11
includes taxes & fees
7.8/10 Good! (1,809 reviews)
The staff was courteous. Check-in and out seamless. There were no hidden fees. The room was clean and quiet. My family and I had to stay in FL for four days to avoid bad weather at home so we could get to our cruise on time, and this hotel was affordable and comfortable. It was also close to so many ...

Reviewed on Feb 2, 2026

Wyndham Garden Jacksonville
Midtown Lodge

Midtown Lodge

2.5 out of 5
4141 Philips Hwy Jacksonville FL
Fully refundableReserve now, pay when you stay
The price is CA $91 per night from Feb 13 to Feb 14
CA $91
CA $104 total
Feb 13 - Feb 14
includes taxes & fees
8/10 Very Good! (586 reviews)
Staff is nice

Reviewed on Jan 14, 2026

Midtown Lodge
Candlewood Suites Jacksonville Southpoint by IHG

Candlewood Suites Jacksonville Southpoint by IHG

2.5 out of 5
4699 Lenoir Avenue South Jacksonville FL
Fully refundable
The price is CA $145 per night from Feb 8 to Feb 9
CA $145
CA $164 total
Feb 8 - Feb 9
includes taxes & fees
9/10 Wonderful! (339 reviews)
Clean room, loved the kitchen and table with seats

Reviewed on Feb 2, 2026

Candlewood Suites Jacksonville Southpoint by IHG
See all 3,425 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Southside vacation package cost?
The cheapest Southside vacation package is CA $1,175, so your dream getaway can become a reality — without a hefty price tag. Bundle flights, hotels and car rentals to custom build a package that suits you.
How do I get a cheap travel package to Southside?
If you love landing a bargain, bundle your bookings into a Southside vacation package. Whether you're searching for flights, hotels, activities or rental cars, you can browse and book them all in one place. You'll have lots of choice at your fingertips as well. Expedia has more than 550 air carriers and 1,000,000 hotel options throughout the world to take your pick of. Fly with who you prefer, check in where you like and save some cash — now that's the perfect escape!
Where should I stay in Southside?
Most people who visit Southside put both St. Johns Town Center and University of North Florida on their to-do lists. Why not consider a hotel as close as possible to these main attractions?
What are the top hotels in Southside?
Make a reservation at Elegant Mid - Century Modern Apt. It's one of this area's most in-demand hotels. Another top-rated option in Southside is WoodSpring Suites Jacksonville Campfield Commons.
How far in advance should I book my Southside vacation?
Reserving your flight early with Expedia means one less thing to have to worry about. Most air carriers display prices up to 12 months in advance. This is usually the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Southside will sometimes occur a few weeks before departure.
What does an Expedia Southside travel package include?
Expedia has all you need to organize your Southside trip, but how your package is structured is up to you. Select from any combination of hotels, rental cars and flights. Searching for some activities to keep you entertained? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package to meet your needs.
What should I know before booking a Southside travel package?
When you book your hotels, flights and car rentals together, you'll land amazing discounts. Whether you're planning a beach break in a villa or would rather stay in an upscale city hotel, Expedia can help make it happen.
Can I choose my airline with a Southside Expedia vacation package?
Yes, and with over 550 airlines to select from throughout the world, you have loads of choice. Have a look through the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Southside vacation package?
Yes, you can. We understand that things don't always go to plan, so we're happy to help if you need to make changes to your Southside vacation package. You may be able to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.

Things to do

Gummy Making Class

Gummy Making Class

CA $27
per traveller
Gummy Making Class
Architecture and History Tour in San Marco

Architecture and History Tour in San Marco

CA $134
per adult
Architecture and History Tour in San Marco
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

CA $194
per traveller
90% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
See all activities in Jacksonville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.