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.
Delta Hotels by Marriott™ Jacksonville Deerwood

Delta Hotels by Marriott™ Jacksonville Deerwood

4 out of 5
Southside
Price was CA $1,094, price is now CA $880 per person
CA $880
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.4/10 Very Good! (615 reviews)
Loved everything about this place except the cleanliness was a bit off

Reviewed on Apr 30, 2026

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Price was CA $2,944, price is now CA $2,132 per person
CA $2,132
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Jacksonville (JAX)
8.6/10 Excellent! (1,002 reviews)
The pools were nice. We were in the South Tower which was a long walk to main pool. We did not like that you needed to go through the parking garage anytime you want to go somewhere on the property. We stayed in a 3 bed, 4 bath luxury suite. Very spacious but the unit needed some updating. Dishwasher blade appeared to be broken so we didn’t even try to use. Oven door was hard to open. Ice maker was frozen over and we fixed ourselves. The property was beautiful, beach was nice. We all had a great time and would definitely return.

Reviewed on May 5, 2026

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was CA $2,026, price is now CA $1,523 per person
CA $1,523
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.4/10 Very Good! (1,198 reviews)
Nice place. Slightly sista

Reviewed on May 6, 2026

Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Price was CA $1,509, price is now CA $1,185 per person
CA $1,185
per person
Jul 26 - Aug 1
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
9/10 Wonderful! (3,912 reviews)
Great beach view, lobby very nice. Room was average and needed some minor repairs

Reviewed on May 8, 2026

Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
Price was CA $1,330, price is now CA $1,078 per person
CA $1,078
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.4/10 Very Good! (1,403 reviews)
Joseph a gentleman that was working the breakfast area and bussing was an absolute delight while he worked.

Reviewed on May 8, 2026

Where to stay in Southside

Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
Fernandina Beach, Florida, USA Historic Downtown 1958

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 $114 per night from May 10 to May 11
CA $114
CA $130 total
May 10 - May 11
includes taxes & fees
7.8/10 Good! (1,881 reviews)
The staff were wonderful and the facility very good. Location was, for us, just right.

Reviewed on May 8, 2026

Wyndham Garden Jacksonville
Delta Hotels by Marriott™ Jacksonville Deerwood

Delta Hotels by Marriott™ Jacksonville Deerwood

4 out of 5
4700 Salisbury Rd Jacksonville FL
Fully refundable
The price is CA $135 per night from May 17 to May 18
CA $135
CA $153 total
May 17 - May 18
includes taxes & fees
8.4/10 Very Good! (617 reviews)
Clean room, staff was great and near lots of amenities, Dave & Busters and restaurants.

Reviewed on May 5, 2026

Delta Hotels by Marriott™ Jacksonville Deerwood
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 $89 per night from May 21 to May 22
CA $89
CA $101 total
May 21 - May 22
includes taxes & fees
8/10 Very Good! (654 reviews)
Stay was great, I've stayed here multiple times and I would recommend this hotel for convenience to the highway, grocery store ( walmart, Aldi) and close to most places

Reviewed on May 2, 2026

Midtown Lodge
See all 3,494 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 $880, 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.

Discover the most popular places to visit in Southside

Lakewood Plaza Shopping Center

During your visit to Jacksonville, you can do some window-shopping at Lakewood Plaza Shopping Center. Experience the area's great live music and lively festivals.

Lakewood Plaza Shopping Center

Things to do

Gummy Making Class

Gummy Making Class

CA $28
per traveller
Gummy Making Class
Specters of the Spanish Moss: Jacksonville Ghost Tour

Specters of the Spanish Moss: Jacksonville Ghost Tour

CA $44
per adult
100% of travellers recommend
Specters of the Spanish Moss: Jacksonville Ghost Tour
Self-Guided Driving Bundle of Florida Tours

Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle

CA $50
per traveller
100% of travellers recommend
Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle
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.