Five Points Vacations from $604

Book a Hotel + Flight or Car together to unlock savings

Photo by Visit Jacksonville

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.
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Save 100% on your flight
Price was $859, price is now $604 per person
$604
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,104 reviews)
Beach view and access was superb. Staff was exceptional and privacy was great.

Reviewed on Oct 22, 2025

Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $976, price is now $650 per person
$650
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (2,500 reviews)
I wasn’t happy to find out they charged me $20.37 to park my vehicle for one night. I wish I had known that when I was pricing in hotels.

Reviewed on Oct 23, 2025

Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,371, price is now $917 per person
$917
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,008 reviews)
Beautiful property with exceptional staff. Deidra at the front desk was very friendly and professional. Made us feel at home.

Reviewed on Oct 18, 2025

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,014, price is now $694 per person
$694
per person
Jan 4 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Daytona Beach (DAB)
8.6/10 Excellent! (1,004 reviews)
place is just fine. a bit dated but great location. nice people

Reviewed on Oct 20, 2025

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Save 100% on your flight
Price was $3,091, price is now $2,190 per person
$2,190
per person
Dec 27 - Dec 31
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Jacksonville (JAX)
9.2/10 Wonderful! (372 reviews)
Leticia at the front desk was fantastic! I had a health related attack on the way back from Atlanta and we decided to stay at the Ritz so I could rest. We stayed at this Ritz on our honeymoon over 30 years ago, had my 50th birthday party at Salt with guests for a weekend, stayed there for our 30th wedding anniversary and had dinner at Salt also (I highly recommend Salt), stayed many holidays with our children and friends, car shows, and it is still such a wonderful resort. You cannot go wrong staying at this beautiful resort. We have loved it for over 30 years and hope to keep going there for many more years to come. All of the staff is great, but a special shout out to Leticia. Thank you for helping us.

Reviewed on Sep 6, 2025

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
Default Image

Southside

1 out of top 10 points of interest in this area
4/5(912 area reviews)

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

Find hotels in Southside

Five Points Hotel Deals

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr, Jacksonville, FL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $165 total per night from Nov 23 to Nov 24
$165 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,331 reviews)
Clean room and beautiful views.

Reviewed on Oct 20, 2025

Hyatt Regency Jacksonville
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
715 1st St N, Jacksonville Beach, FL
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $197 total per night from Oct 26 to Oct 27
$197 total
Oct 26 - Oct 27
Total with taxes and fees
8.8/10 Excellent! (3,277 reviews)
Communication with maids was a little off otherwise great experience.

Reviewed on Oct 22, 2025

Margaritaville Jacksonville Beach
Hyatt Place Jacksonville Airport

Hyatt Place Jacksonville Airport

3 out of 5
14565 Duval Rd, Jacksonville, FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $106 total per night from Nov 2 to Nov 3
$106 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (2,139 reviews)
Easy check in, conveniently located to shopping and dining.

Reviewed on Oct 18, 2025

Hyatt Place Jacksonville Airport
See all 2,637 properties in Five Points
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Five Points

Cummer Museum of Art and Gardens which includes art

Cummer Museum of Art and Gardens

4/5(175 reviews)

Browse through art that dates back thousands of years and explore scenic gardens housing one of the oldest trees in the region at this museum in Jacksonville.

Cummer Museum of Art and Gardens

Riverside Park

4.5/5(9 reviews)

After visiting Riverside Park, make a plan to see the other sights and activities in Jacksonville. Discover the great live music and shops in this family-friendly area.

Riverside Park

Things to do

Chocolate Bar Class

Chocolate Bar Class - Hands on class

$20
per adult
Chocolate Bar Class - Hands on class
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

$140
per traveler
90% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
Architecture and History Tour in San Marco

Architecture and History Tour in San Marco

$96
per adult
Architecture and History Tour in San Marco
See all activities in Jacksonville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.