Deals on vacations and trips to Southside
Southside flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Landing Apartments Jacksonville - Downtown Saint Johns
Price was $936, price is now $686 per person
$686
per person
Apr 19 - Apr 26
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Jacksonville (JAX)
This apartment features an outdoor pool and a 24-hour gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Guests will appreciate free perks like free self parking and WiFi in public areas.
Amelia by the Sea
Save 100% on your flight
Price was $5,443, price is now $3,594 per person
$3,594
per person
Apr 27 - May 1
found 8 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.
DoubleTree by Hilton Hotel Jacksonville Riverfront
Downtown Jacksonville
Save 100% on your flight
Price was $986, price is now $726 per person
$726
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
New Smyrna Waves by Exploria Resorts
Coronado Beach
Save 100% on your flight
Price was $1,060, price is now $784 per person
$784
per person
Mar 21 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Daytona Beach (DAB)
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities, concierge services, and barbecue grills are also on offer.
Jekyll Ocean Club
Beach Village
Save 100% on your flight
Price was $1,963, price is now $1,458 per person
$1,458
per person
Apr 27 - May 2
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
This smoke-free hotel features 5 restaurants, 13 outdoor tennis courts, and an outdoor pool. Unwind with a drink at one of the 2 poolside bars and enjoy free perks like valet parking and an area shuttle. Make the most of the gym and hot tub, and relax with drinks at one of the 2 bars/lounges.
Top Southside hotels deals
Wyndham Garden Jacksonville
4660 Salisbury Road Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $85 total per night
$85 total
Feb 17 - Feb 18
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
Midtown Lodge
4141 Philips Hwy Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$48 nightly
The price is $55 total per night
$55 total
Mar 14 - Mar 15
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
Delta Hotels by Marriott™ Jacksonville Deerwood
4700 Salisbury Rd Jacksonville FL
Free Cancellation
$108 nightly
The price is $122 total per night
$122 total
Feb 19 - Feb 20
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. A free area shuttle is offered as well.
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
$106 nightly
The price is $120 total per night
$120 total
Mar 16 - Mar 17
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
Holiday Inn Express & Suites Jacksonville - Town Center by IHG
10573 BRIGHTMAN BOULEVARD Jacksonville FL
Free Cancellation
$131 nightly
The price is $149 total per night
$149 total
Mar 1 - Mar 2
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Hyatt Place Jacksonville / St. Johns Town Center
4742 Town Center Parkway Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $163 total per night
$163 total
Feb 22 - Feb 23
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
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
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.
HCA Florida Memorial Hospital
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.
Saint Vincent's Medical Center Southside
Though Saint Vincent's Medical Center Southside 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
Photos of local treasures
Browse Southside vacation photos for more inspiration
