Fleming Island Vacations from $273

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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.
Four Points by Sheraton Jacksonville Baymeadows

Four Points by Sheraton Jacksonville Baymeadows

3 out of 5
Southside
Save 100% on your flight
Price was $401, price is now $273 per person
$273
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.8/10 Excellent! (1,002 reviews)
Over all great stay it was just for one night but it was good. John is a great staff very professional and kind… the only thing is there is a smell of mold/mildu

Reviewed on Aug 19, 2025

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Save 100% on your flight
Price was $765, price is now $539 per person
$539
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,057 reviews)
The Omni resort is very beautiful and has wonderful amenities, but the villa we stayed in was a building on the property where the units are privately owned. The building we stayed in is in great need of structural repairs. The gardens are all very old and dead. The outside trash bins around the pool area were overflowing and never emptied for the whole time we stayed. The unit itself is very dirty and smells very danc and musty, it has maybe a 28 inch tv that was very old. Please beware of this unit.

Reviewed on Aug 19, 2025

Legacy Vacation Resorts Palm Coast

Legacy Vacation Resorts Palm Coast

3 out of 5
Price was $460, price is now $329 per person
$329
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Daytona Beach (DAB)
8.8/10 Excellent! (1,465 reviews)
This was a perfect place to stay, to get to know the area as we were looking for our new house around the community.

Reviewed on Aug 10, 2025

Tricove Inn & Suites

Tricove Inn & Suites

2.5 out of 5
Southside
Price was $465, price is now $334 per person
$334
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
7/10 Good! (1,000 reviews)
Away from most noise. Like the business area.

Reviewed on Aug 11, 2025

Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,785, price is now $1,295 per person
$1,295
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,005 reviews)
Deidra went above and beyond for customer service. We will be back because of her.

Reviewed on Aug 18, 2025

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

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 includes taxes and fees
8.8/10 Excellent! (1,260 reviews)
"Hotel guests was very nice & pleasant"

Reviewed on Aug 17, 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 24 to Aug 25
$79 total
Aug 24 - Aug 25
Total includes taxes and fees
7.6/10 Good! (1,714 reviews)
"Affordable"

Reviewed on Aug 19, 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
$55 nightly
The price is $63 total per night from Sep 18 to Sep 19
$63 total
Sep 18 - Sep 19
Total includes taxes and fees
6.4/10 (872 reviews)
"Bed is completely"

Reviewed on Aug 16, 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.

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Frequently asked questions

How much does a Fleming Island vacation package cost?
Offering excellent value package deals from $273 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.