Fleming Island Vacations from $357

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Your Fleming Island Vacation

Say bye-bye to the stress of planning and hello to a Fleming Island vacation package. With everything organized before you take off, you can focus on discovering the best of this city, starting with Fruit Cove, which is great for fishing, families and views. Fill your schedule with tours of Clay County Fairgrounds, Eagle Harbor Golf Club and The Golf Club At Fleming Island, some of the top attractions you shouldn't miss during your trip to Fleming Island. Expedia has what you need to escape the everyday. Tailor your vacation to Fleming Island to match your travel style, whatever that may look like.

The Latest Fleming Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Rollie's Motel Daytona Beach By Hotel O

Rollie's Motel Daytona Beach By Hotel O

2.5 out of 5
Save 100% on your flight
Price was $543, price is now $357 per person
$357
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Daytona Beach (DAB)
10/10 Exceptional! (1 review)
Amelia by the South

Amelia by the South

4 out of 5
Price was $5,457, price is now $3,116 per person
$3,116
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $5,450, price is now $3,143 per person
$3,143
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $1,453, price is now $984 per person
$984
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Jacksonville (JAX)
9.2/10 Wonderful! (2,552 reviews)
We had the suite so it was really great having the separate sitting area. Breakfast Buffett is nice, room was clean, and outdoor pool area was very beautiful (but too cold to swim). Overall, very pleased with the room.

Reviewed on Dec 16, 2025

Landing Apartments Jacksonville - Southside

Landing Apartments Jacksonville - Southside

3 out of 5
Southside
Save 100% on your flight
Price was $1,041, price is now $718 per person
$718
per person
Mar 1 - Mar 8
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
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Discover the most popular places to visit in Fleming Island

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

What to do in Fleming Island

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 Fleming Island

Fleming Island Hotel Deals

Holiday Inn Express & Suites Fleming Island by IHG

Holiday Inn Express & Suites Fleming Island by IHG

2.5 out of 5
1815 East West Pkwy. Fleming Island FL
Fully refundable
$119 nightly
The price is $134 total per night from Jan 4 to Jan 5
$134 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Great location for our needs . . . friendly and outgoing staff. Only one elevator though thus some extended waits. A facility of this size should have at least two elevators or at least a separate service elevator for staff use. That's the only criticism . . . we'll look forward to staying there ...

Reviewed on Nov 30, 2025

Holiday Inn Express & Suites Fleming Island by IHG
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $170 total per night from Jan 1 to Jan 2
$170 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.8/10 Excellent! (1,395 reviews)
Very clean

Reviewed on Dec 18, 2025

Hyatt Regency Jacksonville
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
$125 nightly
The price is $142 total per night from Dec 28 to Dec 29
$142 total
Dec 28 - Dec 29
Total with taxes and fees
6.6/10 (1,487 reviews)
The view was beautiful, room was clean, staff was friendly

Reviewed on Dec 18, 2025

DoubleTree by Hilton Hotel Jacksonville Riverfront
See all 1,984 properties in Fleming Island
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.

Find the Best Fleming Island Vacation Packages

Fleming Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Jacksonville Intl. Airport (JAX)
Population
27,100
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Latitude 30, Mandarin Museum and Mandarin Museum

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Frequently asked questions

How much does a Fleming Island vacation package cost?
Offering excellent value package deals from $357 on Expedia, you'll be pleasantly surprised at how much a vacation to Fleming Island costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Fleming Island?
You can generally find lower rates and better availability in April, August and November. Browse our cheap Fleming Island vacation packages and you could get some great off-season discounts.
How many days is enough for Fleming Island?
With a well-planned schedule, you can easily tick off the top Fleming Island attractions in a handful of days. But if you want to explore off the beaten track or take day trips, think about booking your Fleming Island vacation for longer.
Is it worth booking a vacation package to Fleming Island?
Fleming Island is a good vacation destination with attractions like Eagle Harbor Golf Club among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Fleming Island vacation promises fun for everyone.
How to find the best Fleming Island package deals?
Bagging a cheap Fleming Island package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, add some filters and browse what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Fleming Island package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Fleming Island vacation as a package?
You can enjoy significant savings on your Fleming Island retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Fleming Island?
Score incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Fleming Island escape.
Does Expedia offer Book Now, Pay Later Fleming Island vacation packages?
Your Fleming Island getaway is meant to be an escape from your daily routine, not a reason for money-related stress. So to give you a little more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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