Leesburg Vacations from ￥225,539

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The Latest Leesburg Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight
￥225,539
per person
Nov 18 - Nov 23
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
The Delaney Hotel

The Delaney Hotel

South Orange
￥273,489
per person
Dec 26 - Jan 1
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.6/10 Exceptional! (1,213 reviews)
Very friendly and helpful staff and very clean. Highly recommend this motel. 5 Stars ⭐️⭐️⭐️⭐️⭐️

Reviewed on Oct 14, 2026

Seasons Florida Resort

Seasons Florida Resort

￥230,402
per person
Dec 26 - Jan 1
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9/10 Wonderful! (3,974 reviews)
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

￥806,429
per person
Dec 26 - Jan 1
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (4,035 reviews)
Great location

Reviewed on Oct 14, 2026

Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown

Ivanhoe Village
￥831,993
per person
Dec 26 - Jan 1
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.4/10 Exceptional! (1,081 reviews)
Everything was great especially the shuttle. Very convenient.

Reviewed on Oct 15, 2026

Find the Best Leesburg Vacation Packages

Leesburg Hotel Deals

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

9700 Us Highway 441 Leesburg FL
Fully refundableReserve now, pay when you stay
￥10,363
￥11,503 total
Nov 8 - Nov 9
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Everything was excellent as usual, I have stayed there many times and will continue to do so"

Reviewed on Oct 11, 2026

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg

238 Eagles Watch Street Leesburg FL
Fully refundableReserve now, pay when you stay
￥18,337
￥20,354 total
Oct 25 - Oct 26
includes taxes & fees
TownePlace Suites by Marriott Leesburg
Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites

1321 N 14th St Leesburg FL
Fully refundableReserve now, pay when you stay
￥15,648
￥17,369 total
Oct 28 - Oct 29
includes taxes & fees
Best Western Plus Chain of Lakes Inn & Suites
See all 2,976 properties in Leesburg
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 Leesburg attractions

An aerial view of a golf course with sand bunkers and trees.

Plantation Golf Club

8.0/10 (32 reviews)
This Florida golf retreat offers two distinct championship courses with rolling fairways and lakeside views. Enjoy both the challenge of Cranes Roost and the scenic beauty of Otter Creek during cooler months.
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A beach with palm trees, a wooden walkway, and a dock extending into the water.

Palm Island

Stroll along an elevated boardwalk through ancient cypress and cabbage palms at this tranquil Lake Dora sanctuary. Bring binoculars to spot diverse wildlife, from colorful birds to sunbathing alligators.
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A beach at sunset with silhouettes of people and a pink frisbee on the sand.

Treasure Island

Nestled on the shores of Lake Griffin, Treasure Island offers serene waterfront living in Leesburg. Explore the peaceful residential enclave while enjoying boating access to the scenic Harris Chain of Lakes.
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Venetian Gardens

8.6/10 (66 reviews)
Meander through scenic bridges connecting islands on Lake Harris in this lush waterfront park. Spot wildlife from fishing piers or enjoy the splash pad and picnic areas perfect for family outings.
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Emeralda Island

Emeralda Island borders a vital wetland ecosystem where diverse wildlife thrives among lush Florida landscapes. Explore winding trails with binoculars at dawn when birds are most active and the marshland comes alive.
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Leesburg Center for the Arts

Enjoy an outing to Leesburg Center for the Arts during your stay in Leesburg. Visit the area's shops or amble around its lakeside.
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Emeralda Marsh Conservation Area

This 6,577-acre wetland preserve offers prime viewing of Florida's native wildlife, from bald eagles to alligators. Explore the seasonal interpretive drive (February-May) for the best birdwatching experience.
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Bell Hammock

Commune with nature and explore the great outdoors at Bell Hammock during your travels in Leesburg. Stroll along the lakeside or visit the shops in the area.
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What to do in Leesburg

Experience Wild Florida on the Dora Canal in Central Florida

Wild Florida on the Dora Canal – Guided Kayak Tour

￥13,335
per adult
Wild Florida on the Dora Canal – Guided Kayak Tour
See all activities in Leesburg

Frequently asked questions

How much does a Leesburg vacation package cost?
You can grab a vacation package to this popular destination from ￥225,539 on Expedia. However, how much your vacation to Leesburg costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Leesburg?
June, August and September are the best times to look for cheap Leesburg vacation packages. Choosing to travel in quieter months means you can typically find lower prices on flights and hotels.
How many days is enough for Leesburg?
Usually, a handful of days is enough to check out the major sights during your Leesburg vacation. But if you'd like to have more time to chill out or take day trips, consider extending your itinerary.
How to find the best Leesburg package deals?
Begin your search for a Leesburg package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Leesburg package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Leesburg adventure off to a flying start.
Is it cheaper to book a Leesburg vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still get the freedom to create a customized Leesburg vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Leesburg?
Score incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Leesburg vacation.
How to plan a trip to Leesburg?
  1. Choose your dates: The things you'd like to do in Leesburg and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: In addition to the price of your accommodations, you should consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Leesburg.
  3. Work out your trip length: Consider how much time you want to spend discovering Leesburg. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Leesburg vacation package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.