Southside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 $1,574, price is now CA $1,160 per person
CA $1,160
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.8/10 Excellent! (1,003 reviews)
The staff were all very kind and helpful, the room was clean, grounds were clean and well maintained, amenities were in abundance. We ate dinner at the Italian restaurant and it was delicious but took a long time, start to finish, it took 2.5 hours for us to finish a meal. We ate breakfast at the Atlantic Grill and that was good, but not special. We also ordered pizza from the Pizza parlor and that was very good. I'm also Celiac, and all the gluten free options across these places were great. The only place that didn't seem to have much of anything safe for celiac was the pool bar.

Reviewed on Nov 9, 2026

Amelia by the South

Amelia by the South

4.5 out of 5
Save 100% on your flight
Price was CA $8,074, price is now CA $5,033 per person
CA $5,033
per person
Jan 20 - Jan 24
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
No reviews

Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was CA $8,112, price is now CA $5,072 per person
CA $5,072
per person
Jan 20 - Jan 24
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
No reviews

Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Downtown Jacksonville
Price was CA $1,514, price is now CA $1,210 per person
CA $1,210
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Jacksonville (JAX)
No reviews
Lovely Stay! Brand new, super secure, and right on top of all the major stadiums/ballpark, gorgeous property!

Reviewed on Nov 9, 2026

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Price was CA $5,167, price is now CA $4,140 per person
CA $4,140
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Jacksonville (JAX)
9.2/10 Wonderful! (393 reviews)

Where to stay in Southside

Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
A city skyline with modern skyscrapers, a prominent Wells Fargo building, and a blue bridge over a river.

Downtown Jacksonville

2 out of top 10 points of interest in this area

Historic core with major corporations, Downtown Jacksonville offers diverse culinary and nightlife experiences at The Elbow. Explore attractions like Florida Theatre, TIAA Bank Field, and museums, while enjoying convenient transportation options.

Find hotels in Downtown Jacksonville

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 $106 per night from Nov 14 to Nov 15
CA $106
CA $120 total
Nov 14 - Nov 15
includes taxes & fees
Wyndham Garden Jacksonville
Hyatt Studios Jacksonville/St Johns Town Center

Hyatt Studios Jacksonville/St Johns Town Center

2.5 out of 5
11565 Village crossing Drive, Jacksonville FL
The price is CA $164 per night from Nov 26 to Nov 27
CA $164
CA $186 total
Nov 26 - Nov 27
includes taxes & fees
Hyatt Studios Jacksonville/St Johns Town Center
Hyatt Place Jacksonville / St. Johns Town Center

Hyatt Place Jacksonville / St. Johns Town Center

3 out of 5
4742 Town Center Parkway Jacksonville FL
The price is CA $157 per night from Nov 21 to Nov 22
CA $157
CA $178 total
Nov 21 - Nov 22
includes taxes & fees
Hyatt Place Jacksonville / St. Johns Town Center
See all 3,560 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 $1,160, 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.

Stay near popular Southside attractions

St. Johns Town Center

8.8/10 (3,607 reviews)
With a visit to St. Johns Town Center, a favorite shopping spot in Jacksonville, you can enjoy some retail therapy. Stroll along the area's beautiful beaches or experience its great live music.
See properties

Things to do

Half-Day City Tour in Downtown Jacksonville

Half-Day City Tour in Downtown Jacksonville

CA $161
per adult
100% of travellers recommend
Half-Day City Tour in Downtown Jacksonville
The Escape Game at St. John's Town Center in Jacksonville

The Escape Game at St. John's Town Center in Jacksonville

CA $59
per adult
100% of travellers recommend
The Escape Game at St. John's Town Center in Jacksonville
Fun Pasta Making Class at a Trendy Social Lounge in Jacksonville

Fun Pasta Making Class at a Trendy Social Lounge in Jacksonville

CA $106
per adult
Fun Pasta Making Class at a Trendy Social Lounge in Jacksonville
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.