Deals on vacations and trips to Southside
Southside flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
New Smyrna Waves by Exploria Resorts
Coronado Beach
Save 100% on your flight
Price was $875, price is now $594 per person
$594
per person
Apr 27 - May 4
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.
Amelia by the South
Save 100% on your flight
Price was $5,500, price is now $3,851 per person
$3,851
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $5,527, price is now $3,878 per person
$3,878
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop 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.
Hyatt Regency Jacksonville
Downtown Jacksonville
Save 100% on your flight
Price was $1,105, price is now $801 per person
$801
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Southbank Apartments by Landing
Downtown Jacksonville
Save 100% on your flight
Price was $922, price is now $676 per person
$676
per person
Mar 18 - Mar 25
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
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 16 - Feb 17
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
Candlewood Suites Jacksonville Southpoint by IHG
4699 Lenoir Avenue South Jacksonville FL
Free Cancellation
$107 nightly
The price is $121 total per night
$121 total
Feb 16 - Feb 17
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a grocery/convenience store, and a computer station are also offered.
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
$99 nightly
The price is $113 total per night
$113 total
Feb 20 - Feb 21
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
WoodSpring Suites Jacksonville Beach Blvd
3425 Saland Way Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$62 nightly
The price is $70 total per night
$70 total
Feb 15 - Feb 16
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
Pet friendly
Parking 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
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.
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.
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
