Southeast Jacksonville Vacation Packages 2026 from ￥87,909

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The Latest Southeast Jacksonville Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Oct 15 - Oct 18
WaterWalk Extended Stay by Wyndham Jacksonville Deerwood Pk + Flight
Southside
3 nights
2.0 star property
8.8/10 - Excellent (926 reviews)
"We had an excellent stay! The hotel was very clean, comfortable, and well-maintained. The staff was friendly, professional, and made us feel welcome from check-in to check-out. Our room was spacious, quiet, and had everything we needed for a relaxing stay. The location was convenient, and the amenities exceeded our expectations. Overall, it was a wonderful experience, and we would definitely stay here again. Highly recommend this hotel to anyone looking for a comfortable and enjoyable stay."
Reviewed July 20, 2026
Roundtrip • Chicago (CHI) - Jacksonville (JAX)
ORD - JAX • 1 stop JAX - ORD • 1 stop
~~￥100,826~~
￥87,909
per traveler
found 1 day ago
WaterWalk Extended Stay by Wyndham Jacksonville Deerwood Pk
Oct 15 - Oct 18
Landing Furnished Apartments near UNF + Flight
Jacksonville
3 nights
4.0 star property
10/10 - Exceptional (1 review)
"Highly recommend! Felt like home, can’t wait to stay again"
Reviewed June 7, 2026
Roundtrip • Chicago (CHI) - Jacksonville (JAX)
ORD - JAX • 1 stop JAX - ORD • 1 stop
~~￥150,127~~
￥124,724
per traveler
found 1 day ago
Landing Furnished Apartments near UNF
Oct 15 - Oct 18
Marriott Jacksonville Downtown + Flight
Downtown Jacksonville
3 nights
4.0 star property
8.4/10 - 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, 2026
Roundtrip • Chicago (CHI) - Jacksonville (JAX)
ORD - JAX • 1 stop JAX - ORD • 1 stop
~~￥127,177~~
￥107,861
per traveler
found 1 day ago
Marriott Jacksonville Downtown
Oct 15 - Oct 18
Hyatt Regency Jacksonville + Flight
Downtown Jacksonville
3 nights
4.0 star property
9.0/10 - Wonderful (1,725 reviews)
"Hotel was great for a last minute trip to Jacksonville for the family with kids, was able to get a room with a king size bed for the parents and a room with two queens connected to our room for the kids. Didn’t have to share the bathroom or the tv. Pool was great opened very early and was open late. Safe property will staff everywhere even in the middle of the night wil definitely stay again when visiting Jacksonville"
Reviewed July 21, 2026
Roundtrip • Chicago (CHI) - Jacksonville (JAX)
ORD - JAX • 1 stop JAX - ORD • 1 stop
~~￥127,101~~
￥110,758
per traveler
found 1 day ago
Hyatt Regency Jacksonville
Oct 15 - Oct 18
Amelia Hotel at the Beach + Flight
Fernandina Beach
3 nights
2.5 star property
8.6/10 - Excellent (2,217 reviews)
"Great property, friendly staff, perfect location "
Reviewed July 19, 2026
Roundtrip • Chicago (CHI) - Jacksonville (JAX)
ORD - JAX • 1 stop JAX - ORD • 1 stop
~~￥109,676~~
￥97,811
per traveler
found 1 day ago
Amelia Hotel at the Beach

Discover the most popular places to visit in Southeast Jacksonville

A Louis Vuitton store, palm trees, and a Nordstrom store in a shopping area.

St. Johns Town Center

8.8/10 (3,607 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 acclaimed theater scene.