A city skyline with a prominent skyscraper, a bridge, and a river.

Five Points Vacations from $558

Book a Hotel + Flight or Car together to unlock savings

Your Five Points Vacation

Distilleries and craft breweries, cafes and dining are just the start of the things waiting for you when you lock in a vacation package to Five Points. Whether you're craving fun, relaxation or something else, this riverside neighborhood is where you'll find it. Start your trip to Five Points by heading to nearby attractions such as Cummer Museum of Art and Gardens, Jacksonville Museum of Modern Art and TIAA Bank Field. Stop daydreaming and start doing. When you're ready to lock in your dream vacation to Five Points, Expedia will help get you there.

The Latest Five Points Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 10 - Jan 15

    Landing Apartments Jacksonville - Windy Hill + Flight

    Southside
    5 nights
    4.0 star property
    10/10 - Exceptional (1 review)
    Roundtrip • Boston (BOS) - Jacksonville (JAX)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $727
    $558
    per traveler
    found 3 hours ago
    Landing Apartments Jacksonville - Windy Hill
  • Dec 12 - Dec 15

    Amelia by the Sea + Flight

    Fernandina Beach
    3 nights
    4.0 star property
    Roundtrip • Boston (BOS) - Jacksonville (JAX)
    BOS - JAX • Nonstop JAX - BOS • Nonstop
    $4,245
    $2,681
    per traveler
    found 4 hours ago
    Amelia by the Sea
  • Dec 23 - Dec 28

    Hammock Beach Golf Resort & Spa + Flight

    Palm Coast
    5 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 • Boston (BOS) - Jacksonville (JAX)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $1,621
    $1,180
    per traveler
    found 1 day ago
    Hammock Beach Golf Resort & Spa
  • Dec 12 - Dec 15

    Landing Furnished Apartments near UNF + Flight

    Jacksonville
    3 nights
    4.0 star property
    8.0/10 - Very good (2 reviews)
    "not really clean bugs no internet first day"
    Reviewed September 18, 2026
    Roundtrip • Boston (BOS) - Jacksonville (JAX)
    BOS - JAX • Nonstop JAX - BOS • Nonstop
    $745
    $572
    per traveler
    found 4 hours ago
    Landing Furnished Apartments near UNF
  • Jan 12 - Jan 16

    The Ritz-Carlton, Amelia Island + Flight

    Amelia City
    4 nights
    5.0 star property
    9.2/10 - Wonderful (394 reviews)
    Roundtrip • Boston (BOS) - Jacksonville (JAX)
    BOS - JAX • Nonstop JAX - BOS • Nonstop
    Save 100% on your flight
    $2,035
    $1,624
    per traveler
    found 6 hours ago
    The Ritz-Carlton, Amelia Island

Where to stay in Five Points

Find the best Five Points areas and neighborhoods for the activities you enjoy most. Learn more about Five Points
Learn more about Five Points

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.

Amelia City

While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.

Oceanfront

If you're spending some time in Oceanfront, Oceanfront Park and Northeast Florida Beaches are top sights worth seeing.

Southside

If you're spending some time in Southside, St. Johns Town Center and Orange Park Place Shopping Center are top sights worth seeing.

Sawgrass

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

Discover the most popular places to visit in Five Points

What to do near Five Points

Five Points Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.