Southside Vacation Packages 2026/2026 from $634

Southside flight + hotel vacation packages

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

Hampton Inn Jacksonville Beach/Oceanfront

Save 100% on your flight

$634

per person

Mar 25 - Mar 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This hotel features 2 outdoor pools, a 24-hour gym, and a restaurant. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like full breakfast and WiFi in public areas. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.

Amelia by the South

$2,257

per person

Mar 23 - Mar 26

found 7 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

An outdoor pool is featured at this condo, along with a virtual front desk. Take advantage of the free self parking.

Amelia by the Sea

$2,284

per person

Mar 23 - Mar 26

found 7 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

An outdoor pool is featured at this condo, along with a virtual front desk. Take advantage of the free self parking.

Landing Apartments Jacksonville - Downtown Saint Johns

Save 100% on your flight

$724

per person

Mar 25 - Mar 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

A private beach and an outdoor pool are featured at this smoke-free apartment. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the 24-hour gym and perks like free self parking and free WiFi.

Top Southside hotels deals

Embassy Suites by Hilton Jacksonville Baymeadows

9300 Baymeadows Road Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$145 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the express check-in and WiFi in public areas. Enjoy the 24-hour gym and free cooked-to-order breakfast each morning.

Pool

Hot Tub

Sheraton Jacksonville Hotel

10605 Deerwood Park Blvd Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$114 total

Jan 1 - Jan 2, 2026

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

Wyndham Garden Jacksonville

4660 Salisbury Road Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$70 nightly

$79 total

Jan 4 - Jan 5, 2026

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.

Pool

Pet friendly

Hyatt Place Jacksonville / St. Johns Town Center

4742 Town Center Parkway Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$144 total

Jan 9 - Jan 10, 2026

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and express check-out. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Pool

Pet friendly

Delta Hotels by Marriott™ Jacksonville Deerwood

4700 Salisbury Rd Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$96 nightly

$109 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.

Pool

Pet friendly

Homewood Suites by Hilton Jacksonville-South/St. Johns Ctr.

10434 Midtown Pkwy Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$129 total

Jan 25 - Jan 26, 2026

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 buffet 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.

Popular places to visit

St. Johns Town Center

4.5/5(1,158 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 lively festivals.

Epping Forest Yacht Club Marina

Explore the waterfront in Jacksonville with a trip to Epping Forest Yacht Club Marina. Stroll along the riverfront or visit the shops in the area.

HCA Florida Memorial Hospital

4/5(31 reviews)

Though HCA Florida Memorial Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Jacksonville while you are here.

Frequently asked questions

How much are vacation packages to Southside?

You'll find an excellent flight and hotel bundle for as little as $634. 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.