Southside Vacations from $747
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Your Southside Vacation
Immerse yourself in the wonder of this picturesque neighborhood with a Southside vacation package. From its shopping and nature to its walking, there's something for every visitor. Wondering what to do and see during your trip to Southside? The Avenues and Latitude 30 are just a couple of nearby attractions that shouldn't be missed. Expedia is here to help put your travel plans into action. Book your ideal Southside vacation today.
The Latest Southside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hammock Beach Golf Resort & Spa
Save 100% on your flight
Price was $2,480, price is now $1,719 per person
$1,719
per person
May 6 - May 11
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Daytona Beach (DAB)
8.4/10 Very Good! (1,000 reviews)
Great resort! We had a beautiful suite with an ocean view, clean, lots of amenities.
Reviewed on Feb 27, 2026
Jekyll Ocean Club
Beach Village
Save 100% on your flight
Price was $2,337, price is now $1,678 per person
$1,678
per person
May 13 - May 20
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9.4/10 Exceptional! (229 reviews)
Very clean and spacious room. Plenty of room for our family of 5. Central location to beach district with shops and restaurants.
Reviewed on Feb 22, 2026
Omni Amelia Island Resort & Spa
Save 100% on your flight
Price was $1,837, price is now $1,358 per person
$1,358
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
8.8/10 Excellent! (1,003 reviews)
Amazing location, property, service and value for money
Reviewed on Feb 15, 2026
Where to stay in Southside
Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
Amelia City
While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.
Southside Hotel Deals
Wyndham Garden Jacksonville
4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $89 total per night from Mar 2 to Mar 3
$89 total
Mar 2 - Mar 3
Total with taxes and fees
7.8/10 Good! (1,808 reviews)
Very loud slamming of doors. All night and starting at 6 am. Also got six duplicates of cards to open the door but still needed to use employee to help. Card wouldn't open door even after 6 duplicates.
Reviewed on Feb 27, 2026
Candlewood Suites Jacksonville Southpoint by IHG
4699 Lenoir Avenue South Jacksonville FL
Fully refundable
$114 nightly
The price is $129 total per night from Mar 29 to Mar 30
$129 total
Mar 29 - Mar 30
Total with taxes and fees
9/10 Wonderful! (362 reviews)
Everything was top notch! Spot on! My room had a full size kitchen!
Reviewed on Feb 27, 2026
Delta Hotels by Marriott™ Jacksonville Deerwood
4700 Salisbury Rd Jacksonville FL
Fully refundable
$108 nightly
The price is $122 total per night from Mar 22 to Mar 23
$122 total
Mar 22 - Mar 23
Total with taxes and fees
8.6/10 Excellent! (546 reviews)
Charged card for room that I didn't stay in... Canceled reservation prior to and was illegally charged
Reviewed on Feb 24, 2026
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.
Discover the most popular places to visit in Southside
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.
Things to do
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
$140
per traveler
90% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.