Fleming Island Vacation Packages 2026 from $559

Fleming Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Landing Apartments Jacksonville - Southside

Southside

$559

per person

Oct 29 - Nov 2

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This apartment features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Free self parking, barbecue grills, and a virtual front desk are also on offer.

Amelia by the Sea

Save 100% on your flight

$2,956

per person

Oct 17 - Oct 20

found 1 day ago

Roundtrip flight included

New York (NYC) to Jacksonville (JAX)

An outdoor pool is featured at this condo, along with a virtual front desk. Take advantage of the free self parking.

Hammock Beach Golf Resort & Spa

$1,129

per person

Sep 20 - Sep 26

found 7 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Jacksonville (JAX)

This luxury resort features a private beach, a golf course, and free water park access. Bring the family and enjoy the lazy river, children's club, and mini golf. Enjoy a meal in one of the 9 restaurants and free perks like free self parking and WiFi in public areas.

Southbank Apartments by Landing

Downtown Jacksonville

$795

per person

Sep 11 - Sep 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This aparthotel features an outdoor pool and a gym. Enjoy the a rooftop terrace and perks like free WiFi. Barbecue grills and a virtual front desk are also provided.

Historic Springfield Apartments by Landing

Urban Core

$740

per person

Sep 11 - Sep 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This aparthotel's 2 outdoor pools and 24-hour gym are among the featured amenities. Business travelers can take advantage of the free WiFi in public areas. Free self parking, barbecue grills, and a virtual front desk are also on offer.

Top Fleming Island hotels deals

Holiday Inn Express & Suites Fleming Island by IHG

1815 East West Pkwy. Fleming Island FL

Free Cancellation

$123 nightly

$138 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Wyndham Garden Jacksonville

4660 Salisbury Road Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$78 nightly

$89 total

Sep 6 - Sep 7

Total with taxes and fees

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Hyatt Regency Jacksonville

225 E Coastline Dr Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$154 nightly

$174 total

Aug 21 - Aug 22

Total with taxes and fees

This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Embassy Suites by Hilton Jacksonville Baymeadows

9300 Baymeadows Road Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$148 total

Aug 14 - Aug 15

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 6 conference rooms, free WiFi in public areas, and express check-in. Enjoy the 24-hour gym and free cooked-to-order breakfast each morning.

Hyatt Place Jacksonville / St. Johns Town Center

4742 Town Center Parkway Jacksonville FL

$135 nightly

$153 total

Aug 30 - Aug 31

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and express check-out. Enjoy the 24-hour gym and free continental breakfast each morning.

Comfort Suites Baymeadows Near Butler Blvd

8277 Western Way Cir Jacksonville FL

Free Cancellation

$97 nightly

$110 total

Sep 6 - Sep 7

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

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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.

Stay near popular Fleming Island attractions

The Golf Club At Fleming Island

9.6/10 (5 reviews)

Enjoy a round of golf in Fleming Island at The Golf Club At Fleming Island. While in this family-friendly area, you can savor the top-notch restaurants.

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Frequently asked questions

How much are vacation packages to Fleming Island?

Travelocity provides package deals to Fleming Island, including flights and hotels, starting at just $559. With all the extra money, you could book some cool tours or maybe add on a couple of extra nights to your adventure.

Where can I get the best vacation package deals for Fleming Island?

There are excellent Fleming Island package deals to snap up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the world? Keep that in mind the next time you're ready to check another place off the old bucket list.

Why should I purchase my Fleming Island vacation package with Travelocity?

By booking your flights, hotel, activities and car rental all in the one place, you'll save time and money. We offer round-the-clock customer support, and you'll know that you're always getting the lowest price possible with our Price Match Guarantee. So, what are you waiting for? Book your dream getaway today and get packing!

Can I save on my Fleming Island car rental if I book it with hotels and flights?

You sure can with our Fleming Island vacation packages. With one of these, there are plenty of ways to make your hard-earned cash go further. Combine any two or more car, hotel, flight and tour bookings and watch the savings start to add up. With a rental car, all the key sights in and around Fleming Island are within reach.

What is the best time of year to go to Fleming Island?

Take your vacation in and spend more of your money on amazing experiences, not your hotel. This is the most inexpensive month to book your getaway. Prices are at their most expensive in , so try to avoid this time if you're on a shoestring budget. March, June and October are the busiest months in Fleming Island. You'll need to book in advance and be prepared to pay premium prices. April, August and November are the quietest months.