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Fleming Island Vacations

Pack those stellar shades. We have Fleming Island vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Fleming Island – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Fleming Island vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Fleming Island

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Fleming Island vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Fleming Island well.

Fleming Island Flight + Hotel packages

Top Hotel Deals

See all 145 Hotels in Fleming Island
Holiday Inn Express & Suites Fleming Island

Holiday Inn Express & Suites Fleming Island

1815 East West Pkwy., Fleming Island
2.5 out of 5.0

Located in the heart of Fleming Island, this hotel is 2.6 mi (4.2 km) from The Golf Club At Fleming Island and within 9 mi (15 km) of Jacksonville Naval Air ...

$123

$123
Omni Jacksonville Hotel

Omni Jacksonville Hotel

245 Water St, Jacksonville
4.0 out of 5.0

The Omni Jacksonville Hotel is downtown, in the cultural and business districts. The hotel is opposite the Times-Union Center for the Performing Arts, one block ...

$119

$119
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

225 E Coastline Dr, Jacksonville
4.0 out of 5.0

This downtown riverfront hotel is in the city's business and retail district next to Jacksonville shopping, dining, and entertainment venues.

$129

$129
Tricove Inn & Suites

Tricove Inn & Suites

4300 Salisbury Rd, Jacksonville
2.5 out of 5.0

Located in Southpoint, this motel is 0.8 mi (1.3 km) from Saint Vincent's Medical Center Southside and within 3 mi (5 km) of Promenade Shopping Center and University ...

$61

$61
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

4660 Salisbury Road, Jacksonville
3.0 out of 5.0

White-sand beaches are only 13 miles from this Jacksonville hotel; downtown, EverBank Field, the Landing, and the Prime Osbourne Convention Center are within ...

$58

$58
Lexington Hotel & Conference Center - Jacksonville Riverwalk

Lexington Hotel & Conference Center - Jacksonville Riverwalk

1515 Prudential Dr, Jacksonville
4.0 out of 5.0

The Lexington Hotel & Conference Center – Jacksonville Riverwalk is located across from Jacksonville Landing, on the south bank of the river, 1 mile from Everbank ...

$87

$87
Country Inn & Suites by Radisson, Jacksonville I-95 South, FL

Country Inn & Suites by Radisson, Jacksonville I-95 South, FL

4690 Salisbury Rd, Jacksonville
3.0 out of 5.0

Located in Baymeadows, this hotel is 0.8 mi (1.3 km) from Saint Vincent's Medical Center Southside and 3 mi (4.8 km) from Promenade Shopping Center. St. Johns ...

$77

$77
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

1201 Riverplace Boulevard, Jacksonville
4.0 out of 5.0

Located in Downtown Jacksonville, this hotel is within a 15-minute walk of Museum of Science and History and Jacksonville Landing. Jacksonville Museum of Modern ...

$134

$134
Days Inn Jacksonville Baymeadows

Days Inn Jacksonville Baymeadows

8255 Dix Ellis Trl, Jacksonville
2.0 out of 5.0

Situated in Jacksonville, this hotel is within 6 mi (10 km) of Saint Vincent's Medical Center Southside, The Avenues, and St. Johns Town Center. Promenade Shopping ...

$53

$53
Baymont Inn & Suites Jacksonville/Butler Blvd

Baymont Inn & Suites Jacksonville/Butler Blvd

7030 Bonneval Road, Jacksonville
3.0 out of 5.0

Located in Southpoint, this hotel is 2.2 mi (3.6 km) from Promenade Shopping Center and 2.8 mi (4.5 km) from University Mall. St. Johns Town Center and The Avenues ...

$77

$77

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.