Southside Vacations from $588
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The Latest Southside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Seaside Amelia Inn
Sep 3 - Sep 6Seaside Amelia Inn + Flight
Fernandina Beach3 nights3.0 star property8.8/10 - Excellent (1,140 reviews)"I loved the fact that we are right on the beach, that was very important to me. Room was clean but small. Also staff do not enter rooms to clean each day but will drop off things you need such as towels etc. I liked being able to rent beach umbrella and chairs as well and price is high but worth it. would stay here again."Reviewed July 17, 2026Roundtrip • Boston (BOS) - Jacksonville (JAX)BOS - JAX • Nonstop JAX - BOS • Nonstop - Hammock Beach Golf Resort & Spa
Aug 28 - Sep 2Hammock Beach Golf Resort & Spa + Flight
Palm Coast5 nights4.0 star property8.8/10 - Excellent (1,002 reviews)"Hands down the best vacation"Reviewed July 18, 2026Roundtrip • Boston (BOS) - Jacksonville (JAX)BOS - MCO • Nonstop MCO - BOS • 1 stop - The Ritz-Carlton, Amelia Island
Sep 3 - Sep 6The Ritz-Carlton, Amelia Island + Flight
Amelia City3 nights5.0 star property9.2/10 - Wonderful (389 reviews)"The beach access and rooms were the positives. Aside from my experience at Salt, which was excellent, the other food options were medicore"Reviewed June 5, 2026Roundtrip • Boston (BOS) - Jacksonville (JAX)BOS - JAX • Nonstop JAX - BOS • Nonstop - Marriott Jacksonville Downtown
Sep 21 - Sep 26Marriott Jacksonville Downtown + Flight
Downtown Jacksonville5 nights4.0 star property8.4/10 - Very Good (1,004 reviews)"The staff was fantastic and the room was clean and comfortable. Downside was the parking was either paid city lot, or paid valet. Also, the safe in our room did not work. I would stay again, but I felt like the parking situation was a surprise."Reviewed July 19, 2026Roundtrip • Boston (BOS) - Jacksonville (JAX)BOS - JAX • Nonstop JAX - BOS • Nonstop - Landing Apartments Downtown Palm Coast
Aug 28 - Sep 2Landing Apartments Downtown Palm Coast + Flight
Town Center5 nights4.0 star property10/10 - Exceptional (3 reviews)"We had such a wonderful stay! The apartment was absolutely beautiful—modern, spacious, spotless, and very comfortable. It truly felt like a home away from home. The amenities were incredible! There was so much to do within the community that we hardly needed to leave. Everything was well maintained, and it made our stay even more enjoyable. I also appreciated all the thoughtful touches inside the apartment, like the snacks, cups, and the washer and dryer, which made our stay so convenient. The..."Reviewed July 14, 2026Roundtrip • Boston (BOS) - Jacksonville (JAX)BOS - MCO • Nonstop MCO - BOS • 1 stop
Discover the most popular places to visit in Southside
What to do near Southside
The Escape Game at St. John's Town Center in Jacksonville
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100% of travelers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
$160
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90% of travelers recommend
Southside Hotel Deals
Baymont by Wyndham Jacksonville/Butler Blvd
Baymont by Wyndham Jacksonville/Butler Blvd2.5 star property
Southside
8.2 out of 10, Very Good, (1,422 reviews)
8.2/10
Very Good
(1,422 reviews)
"Stay closer to the airport if flying or if you want quality or a good breakfast"
$66 nightly
The price is $75
$75 total
Jul 26 - Jul 27
Total with taxes and fees
7.8 out of 10, Good, (1,962 reviews)
7.8/10
Good
(1,962 reviews)
"The hotel was not the cleanest. The floors felt a little tacky, the bathroom sink area was not entirely clean looking, there are stains on the curtains, garbage in the laundry area in bags (which were picked up the following day by housekeeping), the furniture was worn and the outside of the building you could tell was old and warn. I did not use the workout room or the pool so I can't say if they were nice or not. I didn't ask the staff for too much help but when I asked about the housekeeping...
$76 nightly
The price is $86
$86 total
Jul 26 - Jul 27
Total with taxes and fees
Hampton Inn Jacksonville-I-295 East/Baymeadows
Hampton Inn Jacksonville-I-295 East/Baymeadows2.5 star property
Southside
8.4 out of 10, Very Good, (1,005 reviews)
8.4/10
Very Good
(1,005 reviews)
$74 nightly
The price is $84
$84 total
Aug 3 - Aug 4
Total with taxes and fees
Holiday Inn Express Hotel & Suites Jacksonville - South by IHG
Holiday Inn Express Hotel & Suites Jacksonville - South by IHG2.5 star property
Southside
8.8 out of 10, Excellent, (969 reviews)
8.8/10
Excellent
(969 reviews)
$96 nightly
The price is $109
$109 total
Jul 26 - Jul 27
Total with taxes and fees
Hyatt Studios Jacksonville/St Johns Town Center
Hyatt Studios Jacksonville/St Johns Town Center2.5 star property
Southside
9.6 out of 10, Exceptional, (131 reviews)
9.6/10
Exceptional
(131 reviews)
"No cuentan con buen desayuno solo lo básico, cafe y pan"
$110 nightly
The price is $125
$125 total
Aug 14 - Aug 15
Total with taxes and fees
7.6 out of 10, Good, (1,007 reviews)
7.6/10
Good
(1,007 reviews)
$74 nightly
The price is $83
$83 total
Aug 7 - Aug 8
Total with taxes and fees
9.0 out of 10, Wonderful, (1,005 reviews)
9.0/10
Wonderful
(1,005 reviews)
"Clean"
$124 nightly
The price is $140
$140 total
Jul 24 - Jul 25
Total with taxes and fees
Hyatt Place Jacksonville / St. Johns Town Center
Hyatt Place Jacksonville / St. Johns Town Center3.0 star property
Southside
9.2 out of 10, Wonderful, (1,123 reviews)
9.2/10
Wonderful
(1,123 reviews)
$144 nightly
The price is $163
$163 total
Jul 26 - Jul 27
Total with taxes and fees
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.
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.