Holiday Harbors Vacations from $427

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Your Holiday Harbors Vacation

Take the fuss out of organizing your next break by booking a Holiday Harbors vacation package. Take in the sounds and sights of this captivating neighborhood and enjoy what it has to offer. Start your trip to Holiday Harbors by checking out nearby attractions such as Jacksonville Beach Pier, Oceanfront Park and Adventure Landing. Expedia will help put your travel plans into action. Book your perfect Holiday Harbors vacation now.

The Latest Holiday Harbors Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $615, price is now $427 per person
$427
per person
Dec 12 - Dec 15
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (2,500 reviews)
This is always where I reserve for guests when extra room is needed

Reviewed on Oct 28, 2025

Legacy Vacation Resorts Palm Coast

Legacy Vacation Resorts Palm Coast

3 out of 5
Save 100% on your flight
Price was $823, price is now $553 per person
$553
per person
Dec 6 - Dec 13
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Daytona Beach (DAB)
8.8/10 Excellent! (1,499 reviews)
Safe area and security, staff was friendly and accommodating. They communicated regular to make sure everything was ok and if qe had any issues.

Reviewed on Oct 20, 2025

Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $870, price is now $586 per person
$586
per person
Dec 7 - Dec 11
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,008 reviews)
Very cool self contained resort

Reviewed on Oct 23, 2025

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Save 100% on your flight
Price was $1,723, price is now $1,175 per person
$1,175
per person
Dec 7 - Dec 11
found 24 hours ago
Roundtrip flight included
Boston (BOS) 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

Hilton Jacksonville At Mayo Clinic

Hilton Jacksonville At Mayo Clinic

4.5 out of 5
Save 100% on your flight
Price was $704, price is now $492 per person
$492
per person
Dec 12 - Dec 15
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
10/10 Exceptional! (1 review)
This property is brand new and it was so nice. The staff was very helpful and very nice. We went there for Mayo Clinic. The shuttle was nice so we didn’t have to drive to the hospital and area doctor visits and tests. Wish there was a shuttle from the airport. Overall a very nice hotel.

Reviewed on Oct 27, 2025

Where to stay in Holiday Harbors

Find the best Holiday Harbors areas and neighborhoods for the activities you enjoy most. Learn more about Holiday Harbors
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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

Holiday Harbors 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! (1,347 reviews)
Everything was amazing. We got a room with the river view and loved it!

Reviewed on Oct 26, 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 Nov 2 to Nov 3
$197 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (3,303 reviews)
The hotel staff was very kind and professional. The hotel was clean and well decorated

Reviewed on Oct 29, 2025

Margaritaville Jacksonville Beach
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
1201 Riverplace Boulevard, Jacksonville, FL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $98 total per night from Nov 26 to Nov 27
$98 total
Nov 26 - Nov 27
Total with taxes and fees
6.6/10 (1,409 reviews)
.

Reviewed on Oct 26, 2025

DoubleTree by Hilton Hotel Jacksonville Riverfront
See all 3,203 properties in Holiday Harbors
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 Holiday Harbors

Pretty

Mayo Clinic Florida

Though Mayo Clinic Florida might be what brings you to town, perhaps you'll have a chance to explore more of Jacksonville while you are here.

Mayo Clinic Florida
Jacksonville Naval Air Station

Jacksonville Naval Air Station

After visiting Jacksonville Naval Air Station, make a plan to see the other sights and activities in Jacksonville. Experience the lively festivals or attend a sporting event in this family-friendly area.

Jacksonville Naval Air Station
EverBank Field which includes a lake or waterhole

EverBank Stadium

Capable of seating over 80,000 fans, this modern football stadium is the exciting home of the Jacksonville Jaguars, international soccer games and music events.

EverBank Stadium

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.