Deals on vacations and trips to Southside
Southside flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Legacy Vacation Resorts Palm Coast
Save 100% on your flight
Price was $500, price is now $353 per person
$353
per person
Jan 15 - Jan 18
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Daytona Beach (DAB)
This aparthotel features an outdoor pool and a gym. There's fun for all ages with mini golf and an arcade/game room, and barbecue grills are available on site. Enjoy the outdoor tennis court and perks like free self parking.
Hammock Beach Golf Resort & Spa
Price was $922, price is now $631 per person
$631
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Daytona Beach (DAB)
This luxury resort features a private beach, a golf course, and free water park access. Bring the family and enjoy the lazy river, children's club, and mini golf. Enjoy the 9 outdoor pools and get free self parking.
Margaritaville Jacksonville Beach
Price was $759, price is now $556 per person
$556
per person
Jan 15 - Jan 19
found 23 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Jacksonville (JAX)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
The Ritz-Carlton, Amelia Island
Amelia City
Save 100% on your flight
Price was $3,722, price is now $2,817 per person
$2,817
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
A golf course, a full-service spa, and 3 hot tubs are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a children's club and an arcade/game room, and families will appreciate the onsite laundry facilities.
Hampton Inn Jacksonville Beach/Oceanfront
Price was $892, price is now $685 per person
$685
per person
Jan 15 - Jan 19
found 23 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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.
Top Southside hotels deals
Embassy Suites by Hilton Jacksonville Baymeadows
9300 Baymeadows Road, Jacksonville, FL
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $135 total per night
$135 total
Nov 18 - Nov 19
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
Wyndham Garden Jacksonville
4660 Salisbury Road, I-95 Exit 344 (Butler Boulevard), Jacksonville, FL
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $79 total per night
$79 total
Nov 16 - Nov 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
Candlewood Suites Jacksonville Southpoint by IHG
4699 Lenoir Avenue South, Jacksonville, FL
Free Cancellation
$93 nightly
The price is $105 total per night
$105 total
Nov 14 - Nov 15
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
$103 nightly
The price is $117 total per night
$117 total
Nov 23 - Nov 24
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
WaterWalk Extended Stay by Wyndham Jacksonville Deerwood Pk
8895 Perimeter Park Blvd, Jacksonville, FL
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $115 total per night
$115 total
Dec 12 - Dec 13
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 and a picnic area are also offered on site.
Pool
Pet friendly
Holiday Inn Express & Suites Jacksonville - Town Center by IHG
10573 BRIGHTMAN BOULEVARD, Jacksonville, FL
Free Cancellation
$128 nightly
The price is $145 total per night
$145 total
Nov 23 - Nov 24
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
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 riverfront or experience its acclaimed theater scene.
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.
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 acclaimed theater scene or attend a sporting event.
Frequently asked questions
Photos of local treasures
Browse Southside vacation photos for more inspiration
