Fleming Island Vacation Packages 2026 from $499

Fleming Island flight + hotel vacation packages

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

Delta Hotels by Marriott™ Jacksonville Deerwood

Southside

Save 100% on your flight

$499

per person

May 30 - Jun 6

found 20 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. A free area shuttle is offered as well.

Hammock Beach Golf Resort & Spa

Save 100% on your flight

$2,042

per person

Jun 24 - Jun 30

found 1 day ago

Roundtrip 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.

The Ritz-Carlton, Amelia Island

Amelia City

Save 100% on your flight

$1,893

per person

Jul 9 - Jul 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

A golf course, a full-service spa, and 3 hot tubs are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a children's club and an arcade/game room, and families will appreciate the onsite laundry facilities.

The Villas of Amelia Island

Save 100% on your flight

$813

per person

Jul 9 - Jul 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This smoke-free vacation home features a golf course, a full-service spa, and 9 restaurants. Enjoy a day at the beach kayaking, or relax with beach cabanas. There's fun for all ages with a children's club and mini golf, and babysitting is an added bonus.

Margaritaville Jacksonville Beach

Save 100% on your flight

$581

per person

Jul 9 - Jul 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Top Fleming Island hotels deals

Hyatt Regency Jacksonville

225 E Coastline Dr Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$168 nightly

$190 total

May 8 - May 9

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.

Pool

Pet friendly

Wyndham Garden Jacksonville

4660 Salisbury Road Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$88 total

Apr 19 - Apr 20

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.

Embassy Suites by Hilton Jacksonville Baymeadows

9300 Baymeadows Road Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$129 total

Apr 26 - Apr 27

Total with taxes and fees

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

DoubleTree by Hilton Hotel Jacksonville Riverfront

1201 Riverplace Boulevard Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$137 nightly

$155 total

Apr 23 - Apr 24

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.

Southbank Hotel by Marriott Jacksonville Riverwalk

1515 Prudential Dr Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$132 total

May 3 - May 4

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, free WiFi in public areas, and valet parking. A bar/lounge, a 24-hour front desk, and a terrace are also provided.

Pool

Pet friendly

Weekly Inn

8016 Arlington Expressway Service Rd Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$54 nightly

$61 total

Apr 17 - Apr 18

Total with taxes and fees

A 24-hour gym, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A terrace is also provided.

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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.

Popular places to visit

St. Johns Town Center

4.5/5(1,175 reviews)

With a visit to St. Johns Town Center, a favorite shopping spot in Jacksonville, you can enjoy some retail therapy. Stroll along the area's riverfront or experience its acclaimed theater scene.

Mayo Clinic Florida

4.5/5(437 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.

Jacksonville Naval Air Station

4/5(303 reviews)

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.

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 $499. 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.