Southside Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Southside

Price found within the past 48 hours. Click for updated prices.
Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

Downtown Jacksonville
CA $1,107
per person
Sep 17 - Sep 20
found 21 hours ago
Roundtrip flight included
Vancouver (YVR) to Jacksonville (JAX)
8.4/10 Very good! (1,008 reviews)
Pay and pay and pay! $9.99 /day for WiFi. Even though most hotels offer free WiFi. Paid parking! Unless you’re planning on staying inside the hotel for the duration of your stay you’ll pay $36 for valet or $20 for self parking and $5 each time your vehicle leaves the parking lot in the same day you paid the $20 to self park. No microwave oven! Which means don’t bring back leftovers or you’ll be eating cold food. Either way you’ll be leaving the hotel grounds for food costing at least $5 to retrieve your car from self parking or pay $36 for valet to retrieve it for you. This place is like a trap. Once you check in the real billing meter starts and your alternatives are non existent.

Reviewed on Aug 10, 2026

Jekyll Island Club Resort

Jekyll Island Club Resort

Historic District
CA $1,635
per person
Sep 18 - Sep 25
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
9.2/10 Wonderful! (1,002 reviews)
Beautiful property

Reviewed on Aug 9, 2026

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

Downtown Jacksonville
CA $1,253
per person
Sep 17 - Sep 20
found 21 hours ago
Roundtrip flight included
Vancouver (YVR) to Jacksonville (JAX)
9/10 Wonderful! (1,744 reviews)
Not very clean

Reviewed on Aug 11, 2026

Landing Chic 1bd, Gym, Rooftop Lounge

Landing Chic 1bd, Gym, Rooftop Lounge

Urban Core
CA $1,271
per person
Sep 17 - Sep 20
found 21 hours ago
Roundtrip flight included
Vancouver (YVR) to Jacksonville (JAX)
No reviews
Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

Downtown Jacksonville
CA $1,236
per person
Sep 17 - Sep 20
found 21 hours ago
Roundtrip flight included
Vancouver (YVR) to Jacksonville (JAX)
No reviews

Where to stay in Southside

Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
A coastal town at dusk with a prominent clock tower, waterfront, and illuminated buildings.

Amelia City

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

A sunset over a beach with waves and a pier.

Oceanfront

1 out of top 10 points of interest in this area

If you're spending some time in Oceanfront, Oceanfront Park and Northeast Florida Beaches are top sights worth seeing.

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.

A golf course with a pond, trees, and buildings in the background.

Sawgrass

Visitors to Sawgrass like its beaches and riverfront, and Mickler Beach is a sight worth a stop.

A sunset over a beach with fallen trees and a distant shoreline.

American Beach

If you're spending some time in American Beach, American Beach and Spanish Quarter Village are top sights worth seeing.

Southside Hotel Deals

Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $108
CA $123 total
Aug 23 - Aug 24
includes taxes & fees
Wyndham Garden Jacksonville
Hyatt Place Jacksonville / St. Johns Town Center

Hyatt Place Jacksonville / St. Johns Town Center

4742 Town Center Parkway Jacksonville FL
CA $188
CA $213 total
Sep 1 - Sep 2
includes taxes & fees
Hyatt Place Jacksonville / St. Johns Town Center
Hyatt Studios Jacksonville/St Johns Town Center

Hyatt Studios Jacksonville/St Johns Town Center

11565 Village crossing Drive, Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $153
CA $174 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (158 reviews)
"Breakfast was a joke. Staff was friendly. Rooms only gets cleaned once a week."

Reviewed on Aug 10, 2026

Hyatt Studios Jacksonville/St Johns Town Center
See all 3,555 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.

Frequently asked questions

How much does a Southside vacation package cost?
The cheapest Southside vacation package is CA $1,107, 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 riverfront or experience its lively festivals.
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Orange Park Place Shopping Center

During your visit to Jacksonville, you can do some window-shopping at Orange Park Place Shopping Center. Experience the area's great live music or attend a sporting event.
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Dog Wood Park of Jacksonville

10.0/10 (2 reviews)
After visiting Dog Wood Park of Jacksonville, make a plan to see the other sights and activities in Jacksonville. Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.
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Roosevelt Boulevard and San Juan Shopping Center

During your trip to Jacksonville, you can find the perfect gifts to bring home at Roosevelt Boulevard and San Juan Shopping Center. Experience the area's acclaimed theater scene or attend a sporting event.
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Topgolf

You can take time to visit Topgolf during your travels to Jacksonville.
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Aloft Jacksonville Tapestry Park

After visiting Aloft Jacksonville Tapestry Park, make a plan to see the other sights and activities in Jacksonville.
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Crabtree Park

Crabtree Park is just one of the places to see in Jacksonville, so why not enjoy the other things to explore during your travels? Discover the top-notch restaurants and great live music in this family-friendly area.
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University Mall

10.0/10 (2 reviews)
During your visit to Jacksonville, you can search for that perfect souvenir at University Mall. Experience the area's acclaimed theater scene and lively festivals.
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Things to do

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
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
Self-Guided Driving Bundle of Florida Tours

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

CA $56
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.