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Leesburg Vacation Packages

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I took this snapshot of Main St. Leesburg, FL on my phone to use as a hero image for our new website under https://leesburgflwebdesign.com

I plan to take many more during better lighting, at higher resolution and the camera on a tripod.

Leesburg
Florida
United States of America
North America
Hotwire.com

Leesburg Flight + Hotel Packages

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

Westgate Town Center Resort

4 out of 5

Save 100% on your flight

Price was $340, price is now $164 per person

$164

per person

Feb 22 - Feb 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

Westgate Vacation Villas Resort

4 out of 5

Price was $2,695, price is now $953 per person

$953

per person

Apr 16 - Apr 20

found 6 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

Westgate Towers Resort

3.5 out of 5

Price was $2,563, price is now $950 per person

$950

per person

Apr 16 - Apr 20

found 6 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

Westgate Cocoa Beach Resort

4 out of 5

Price was $2,244, price is now $1,053 per person

$1,053

per person

Feb 22 - Feb 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Book a stay at this beach condo in Cocoa Beach. Enjoy free parking, a beach locale, and free water park access. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach Pier and Cocoa Beach are located nearby.

Flamingo Inn Beachfront

2 out of 5

Save 100% on your flight

Price was $607, price is now $295 per person

$295

per person

Mar 29 - Apr 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Book a stay at this beach hotel in Daytona Beach Shores. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.

CoCo Key Hotel and Water Resort

3.5 out of 5

Save 100% on your flight

Price was $365, price is now $185 per person

$185

per person

Mar 27 - Mar 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 4 restaurants, and 2 poolside bars. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

Kapp and Kappy B&B

3.5 out of 5

Price was $839, price is now $437 per person

$437

per person

Apr 4 - Apr 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this B&B in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kissimmee Lakefront Park and Osceola Square Mall are located nearby.

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5

Price was $1,064, price is now $558 per person

$558

per person

Mar 27 - Mar 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.