Deals on vacations and trips to Southside

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Southside flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
San Marco Inn East

San Marco Inn East

3 out of 5
Price was $628, price is now $491 per person
$491
per person
Dec 11 - Dec 17
found 8 hours ago
Roundtrip flight included
Chicago (MDW) to Jacksonville (JAX)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, dry cleaning, and laundry facilities are also on offer.
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $937, price is now $714 per person
$714
per person
Dec 11 - Dec 17
found 8 hours ago
Roundtrip flight included
Chicago (MDW) to Jacksonville (JAX)
This smoke-free vacation home features a golf course, a full-service spa, and 9 restaurants. Enjoy a day at the beach kayaking, or relax with beach cabanas. There's fun for all ages with a children's club and mini golf, and babysitting is an added bonus.
Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Downtown Jacksonville
Price was $1,129, price is now $869 per person
$869
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Jacksonville (JAX)
This aparthotel features an outdoor pool and a gym. Enjoy the a rooftop terrace and perks like free WiFi. Barbecue grills and a virtual front desk are also provided.
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
Price was $828, price is now $658 per person
$658
per person
Dec 11 - Dec 17
found 8 hours ago
Roundtrip flight included
Chicago (MDW) to Jacksonville (JAX)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 6 conference rooms, free WiFi in public areas, and express check-in. Enjoy the 24-hour gym and free cooked-to-order breakfast each morning.
Amelia Hotel at the Beach

Amelia Hotel at the Beach

2.5 out of 5
Price was $824, price is now $668 per person
$668
per person
Dec 11 - Dec 17
found 8 hours ago
Roundtrip flight included
Chicago (MDW) to Jacksonville (JAX)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Top Southside hotels deals

Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $85 total per night
$85 total
Oct 7 - Oct 8
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
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
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $131 total per night
$131 total
Oct 30 - Oct 31
Total with taxes and fees
A 24-hour gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Pet friendly
WoodSpring Suites Jacksonville - South

WoodSpring Suites Jacksonville - South

2.5 out of 5
7125 Bonneval Road Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $82 total per night
$82 total
Oct 6 - Oct 7
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A gym and laundry facilities are also provided.
Pet friendly
Parking included
Midtown Lodge

Midtown Lodge

2.5 out of 5
4141 Philips Hwy Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$53 nightly
The price is $60 total per night
$60 total
Oct 18 - Oct 19
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Parking included
Free WiFi
Sheraton Jacksonville Hotel

Sheraton Jacksonville Hotel

4 out of 5
10605 Deerwood Park Blvd Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $139 total per night
$139 total
Oct 9 - Oct 10
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like a free area shuttle.
Pool
Pet friendly
Baymont by Wyndham Jacksonville/Butler Blvd

Baymont by Wyndham Jacksonville/Butler Blvd

2.5 out of 5
7030 Bonneval Road Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $73 total per night
$73 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
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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.

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

Frequently asked questions

How much are vacation packages to Southside?
You'll find an excellent flight and hotel bundle for as little as $491. With one of our Travelocity vacation packages, a getaway to Southside has never looked so enticing! Save your time and cash and then start packing that suitcase.
Where can I get the best vacation package deals for Southside?
You can score fantastic Southside package deals with Travelocity. Pick and choose from as many as 400 airlines and 1,000,000 properties worldwide and turn your travel dreams into a reality.
Why should I purchase my Southside vacation bundle via Travelocity?
We have a destination to suit every kind of globetrotter, excellent service and 24/7 support. In addition to that, we'll match any better price you're able to find with our Price Match Guarantee.
Can I save on my Southside car rental if I bundle it with a hotel or flight?
Absolutely — and booking one of our Southside vacation packages is the perfect way to go about this. Bundle any combination of a hotel, car, flight and experience and score awesome discounts. The more you book, the more you'll save. There are plenty of famous sights in Southside that are worth a road trip, including Universal Studios Florida (120 mi from Southside). Nothing beats discovering thrilling places like this with the freedom of your own car rental.
What is there to do in Southside?
Get out your itinerary and add in St. Johns Town Center and University of North Florida. They're two of the most interesting attractions in Southside.

Photos of local treasures

Browse Southside vacation photos for more inspiration

A river with a bridge, a marina with boats, and a city skyline with high-rise buildings.
A city skyline at night with illuminated buildings and a bridge reflecting on the water.
A large circular fountain with water jets in the center, surrounded by a paved walkway and greenery.
A blue steel bridge over a river with city buildings in the background.
A river with a bridge and a city skyline in the background.