Lakeside Vacations from $326

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Your Lakeside Vacation

Reserve a Lakeside vacation package and get ready to experience everything this city has to offer. Consider basing yourself in the neighborhood of Fruit Cove, which is great for fishing, families and views. If taking in the sights is a priority during your trip to Lakeside, be sure to stop by leading attractions like Orange Park Mall and bestbet Orange Park. Check out Expedia's extensive range of travel options and start planning your ultimate vacation to Lakeside now.

The Latest Lakeside Vacation Packages

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

Seasons Florida Resort

Save 100% on your flight

$326

per person

Nov 26 - Dec 2

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9/10 Wonderful! (3,855 reviews)

There're plenty spaces available for parking but there's only single main entrance available to access but not easy for entry when it's only suited for one side of the road. More gates exist but they're all kept closed all the times. Staffs are nice to help if possible.

Reviewed on Sep 10, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

$770

per person

Nov 13 - Nov 18

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9.2/10 Wonderful! (1,002 reviews)

Westgate Vacation Villas Resort

Save 100% on your flight

$460

per person

Oct 19 - Oct 25

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.2/10 Very Good! (2,045 reviews)

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

International Drive District

Save 100% on your flight

$459

per person

Nov 22 - Nov 27

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

7.8/10 Good! (580 reviews)

Room stinks To much hassle to clean your room

Reviewed on Sep 6, 2026

The Village, Homes by Villatel

Solterra Resort

Save 100% on your flight

$4,132

per person

Nov 23 - Nov 30

found 8 hours ago

Roundtrip flight included

New York (NYC) to Orlando (MCO)

10/10 Exceptional! (7 reviews)

The house was clean and had everything we needed. We did not have to leave the house. Would definitely book again.

Reviewed on Jun 9, 2026

Where to stay in Lakeside

Find the best Lakeside areas and neighborhoods for the activities you enjoy most. Learn more about Lakeside

A city skyline with modern skyscrapers, a prominent Wells Fargo building, and a blue bridge over a river.

Downtown Jacksonville

2 out of top 10 points of interest in this area

Historic core with major corporations, Downtown Jacksonville offers diverse culinary and nightlife experiences at The Elbow. Explore attractions like Florida Theatre, TIAA Bank Field, and museums, while enjoying convenient transportation options.

A coastal town at dusk with a prominent clock tower, waterfront, and illuminated buildings.

Amelia City

While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.

A sunset over a beach with waves and a pier.

Oceanfront

1 out of top 10 points of interest in this area

If you're spending some time in Oceanfront, Oceanfront Park and Northeast Florida Beaches are top sights worth seeing.

A river with a bridge, a marina with boats, and a city skyline with high-rise buildings.

Southside

1 out of top 10 points of interest in this area

If you're spending some time in Southside, St. Johns Town Center and Orange Park Place Shopping Center are top sights worth seeing.

A golf course with a pond, trees, and buildings in the background.

Sawgrass

Visitors to Sawgrass like its beaches and riverfront, and Mickler Beach is a sight worth a stop.

Lakeside Hotel Deals

Hyatt Regency Jacksonville

225 E Coastline Dr Jacksonville FL

Fully refundableReserve now, pay when you stay

$186 nightly

$211 total

Sep 18 - Sep 19

Total with taxes and fees

9/10 Wonderful! (1,810 reviews)

"Great hotel, clean rooms, works stay again"

Reviewed on Sep 9, 2026

Wyndham Garden Jacksonville

4660 Salisbury Road Jacksonville FL

Fully refundableReserve now, pay when you stay

$74 nightly

$84 total

Sep 22 - Sep 23

Total with taxes and fees

Scottish Inn Jacksonville Downtown

2300 Phillips Hwy Jacksonville FL

Fully refundableReserve now, pay when you stay

$39 nightly

$44 total

Sep 11 - Sep 12

Total with taxes and fees

See all 1,981 properties in Lakeside

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.