Southside Estates Vacation Packages

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The Latest Southside Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A beach with rows of blue umbrellas and white lounge chairs.
    Jan 11 - Jan 17

    Seaside Amelia Inn + Flight

    Fernandina Beach
    6 nights
    3.0 star property
    8.8/10 - Excellent (1,159 reviews)
    Roundtrip • Toronto (YYZ) - Jacksonville (JAX)
    YYZ - JAX • 1 stop JAX - YYZ • 1 stop
    CA $1,440
    CA $1,147
    per traveller
    found 14 hours ago
    Seaside Amelia Inn
  • A resort with multiple swimming pools, palm trees, and a view of the ocean.
    Jan 20 - Jan 24

    Hammock Beach Golf Resort & Spa + Flight

    Palm Coast
    4 nights
    4.0 star property
    8.8/10 - Excellent (1,003 reviews)
    "The staff were all very kind and helpful, the room was clean, grounds were clean and well maintained, amenities were in abundance. We ate dinner at the Italian restaurant and it was delicious but took a long time, start to finish, it took 2.5 hours for us to finish a meal. We ate breakfast at the Atlantic Grill and that was good, but not special. We also ordered pizza from the Pizza parlor and that was very good. I'm also Celiac, and all the gluten free options across these places were great...."
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Jacksonville (JAX)
    YYZ - MCO • 1 stop MCO - YYZ • 1 stop
    CA $1,574
    CA $1,161
    per traveller
    found 15 hours ago
    Hammock Beach Golf Resort & Spa
  • A modern living room with a sofa, armchairs, a coffee table, and a dining area with chairs and a TV.
    Jan 11 - Jan 17

    Marriott Jacksonville Downtown + Flight

    Downtown Jacksonville
    6 nights
    4.0 star property
    8.4/10 - Very good (1,000 reviews)
    Roundtrip • Toronto (YYZ) - Jacksonville (JAX)
    YYZ - JAX • 1 stop JAX - YYZ • 1 stop
    CA $2,163
    CA $1,669
    per traveller
    found 14 hours ago
    Marriott Jacksonville Downtown
  • A spacious living area with a wooden ceiling, a large sofa, a coffee table, and a TV mounted on the wall.
    Dec 27 - Jan 1

    Landing Apartments Downtown Palm Coast + Flight

    Town Center
    5 nights
    4.0 star property
    9.8/10 - Exceptional (6 reviews)
    "I've stayed in a lot of hotels and this was the most luxurious. Clean, full kitchen, two bedrooms, walk-in closets, and three large flat screen TV and a balcony. I will be returning!!"
    Reviewed October 17, 2026
    Roundtrip • Toronto (YYZ) - Jacksonville (JAX)
    YYZ - MCO • Nonstop MCO - YYZ • 1 stop
    CA $2,105
    CA $1,678
    per traveller
    found 1 day ago
    Landing Apartments Downtown Palm Coast
  • A spacious hotel atrium with multiple floors, a central staircase, and lush indoor plants.
    Jan 11 - Jan 17

    Embassy Suites by Hilton Jacksonville Baymeadows + Flight

    Jacksonville
    6 nights
    3.5 star property
    8.4/10 - Very good (1,583 reviews)
    "Parking is an extra charge. I was not informed at check-in that there is a $10/day parking charge. I parked my own car and there is no garage. What are visitors paying for? In addition, I requested a shower chair for the mobility room and there was not one provided for me. I won’t stay at this location again."
    Reviewed November 10, 2026
    Roundtrip • Toronto (YYZ) - Jacksonville (JAX)
    YYZ - JAX • 1 stop JAX - YYZ • 1 stop
    CA $1,688
    CA $1,346
    per traveller
    found 14 hours ago
    Embassy Suites by Hilton Jacksonville Baymeadows

Where to stay in Southside Estates

Find the best Southside Estates areas and neighborhoods for the activities you enjoy most. Learn more about Southside Estates
Learn more about Southside Estates
A city skyline with modern skyscrapers, a prominent Wells Fargo building, and a blue bridge over a river.
Photo by Ryan Ketterman
Open Photo by Ryan Ketterman

Downtown Jacksonville

Historic core with major corporations, Downtown Jacksonville offers diverse culinary and nightlife experiences at The Elbow. Explore attractions like Florida Theatre, TIAA Bank Field, and museums, while enjoying convenient transportation options.
A coastal cityscape at dusk with a prominent clock tower, waterfront, and historic buildings.

Amelia City

While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.
A sunset over a beach with waves and a pier.

Oceanfront

If you're spending some time in Oceanfront, Oceanfront Park and Northeast Florida Beaches are top sights worth seeing.
A city skyline at night with illuminated buildings and a bridge reflecting on the water.

Southside

If you're spending some time in Southside, St. Johns Town Center and Orange Park Place Shopping Center are top sights worth seeing.
A golf course with a pond, trees, and buildings in the background.

Sawgrass

Visitors to Sawgrass like its beaches and riverfront, and Mickler Beach is a sight worth a stop.

Southside Estates Hotel Deals

A reception area with a counter, a large framed poster, and a chandelier.

Hampton Inn Jacksonville East Regency Square

Hampton Inn Jacksonville East Regency Square
2.5 star property
Arlington, 4 km from Southside Estates
8.6 out of 10, Excellent, (1,000 reviews)
The price is CA $118
CA $134 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn Jacksonville East Regency Square
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.
See all properties in Southside Estates
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.