Fleming Island Vacations from $231

Book a Hotel + Flight or Car together to unlock savings

Photo by Ash Feky

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Holiday Inn Express & Suites Jacksonville Airport by IHG

Holiday Inn Express & Suites Jacksonville Airport by IHG

2.5 out of 5
Northside
Price was $316, price is now $231 per person
$231
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,008 reviews)
Check in was great with Mr George he was so nice and professional and very formative about the area. We had a group and he was fast and sufficient with getting us checked in. The lobby was nice when we walked in and had a good smell, but arriving in the rooms. Some of them had a stale odor. I was in room 327 and I didn’t like the fact that the couch had stains on it and I could not get anything in the freezer because the refrigerator freezer has so much ice buildup. You can’t get anything in there.but overall my stay was pleasant. Thank you.

Reviewed on Aug 22, 2025

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,566, price is now $972 per person
$972
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Daytona Beach (DAB)
8.6/10 Excellent! (1,004 reviews)
My wife and I stayed 5 nights in the lodge in an Ocean View 2 queen bed room. The room was clean and well maintained. The view overlooking the golf course and ocean was wonderful. It was a short walk to the water park and restaurants. We really enjoyed the resort

Reviewed on Aug 17, 2025

Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

4 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $1,087, price is now $794 per person
$794
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
8.2/10 Very Good! (1,000 reviews)
Great service, clean property, very professional staff.

Reviewed on Aug 10, 2025

Tricove Inn & Suites

Tricove Inn & Suites

2.5 out of 5
Southside
Price was $322, price is now $236 per person
$236
per person
Oct 31 - Nov 3
found 1 hour ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
7/10 Good! (1,001 reviews)
Away from most noise. Like the business area.

Reviewed on Aug 11, 2025

Beachside Motel

Beachside Motel

2 out of 5
Price was $484, price is now $358 per person
$358
per person
Nov 8 - Nov 11
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
9.2/10 Wonderful! (1,001 reviews)
Close to the beach and to seafood restaurants...the two main things on vacation. 😁

Reviewed on Aug 19, 2025

Don't see what you're looking for?
See all available trips from Des Moines to Fleming Island
View all trips

Discover the most popular places to visit in Fleming Island

Pretty

Mayo Clinic Florida

4.5/5(433 reviews)

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

4/5(300 reviews)

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

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

EverBank Stadium

4/5(386 reviews)

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

3 Hour Coastal Fun Cruise

3 Hour Coastal Fun Cruise

$150
per adult
3 Hour Coastal Fun Cruise
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
Chocolate Bar Class

Chocolate Bar Class - Hands on class

$20
per adult
Chocolate Bar Class - Hands on class
See all activities in Fleming Island

Fleming Island 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
$136 nightly
The price is $155 total per night from Aug 31 to Sep 1
$155 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (1,259 reviews)
"Excellent hotel with every amenities one would need Food available and bar nice staff"

Reviewed on Aug 21, 2025

Hyatt Regency Jacksonville
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road, I-95 Exit 344 (Butler Boulevard), Jacksonville, FL
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Aug 26 to Aug 27
$79 total
Aug 26 - Aug 27
Total with taxes and fees
7.6/10 Good! (1,720 reviews)
"Great place to stay. Only negative was the desk clerk closing out her cash drawer and counting every dime and telling me I came in the middle of shift change and would have to wait. I had been driving over 7 hours and was amazed that her counting change was more important than checking me in which ..."

Reviewed on Aug 21, 2025

Wyndham Garden Jacksonville
Apm Inn and Suite

Apm Inn and Suite

2 out of 5
510 Lane Ave S, Jacksonville, FL
Fully refundableReserve now, pay when you stay
$47 nightly
The price is $54 total per night from Sep 6 to Sep 7
$54 total
Sep 6 - Sep 7
Total with taxes and fees
6.4/10 (881 reviews)
"Doable."

Reviewed on Aug 21, 2025

Apm Inn and Suite
See all 1,837 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Fleming Island vacation package cost?
Offering excellent value package deals from $231 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.