Search Deals onLeesburg Vacation Packages
Leesburg Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Price was $337, price is now $164 per person
$164
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Westgate Towers Resort
Save 100% on your flight
Price was $610, price is now $279 per person
$279
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Todo estuvo excelente. El personal muy atento y el cuarto muy comodo y limpio
Reviewed on Sep 20, 2026
Westgate Town Center Resort
Save 100% on your flight
Price was $676, price is now $311 per person
$311
per person
Dec 3 - Dec 8
just found
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
amazing
Reviewed on Sep 21, 2026
Disney's Animal Kingdom Lodge
Price was $3,237, price is now $1,587 per person
$1,587
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this luxury hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Loves the lodge!
Reviewed on Sep 21, 2026
The Delaney Hotel
Price was $575, price is now $293 per person
$293
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Florida Mall are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $949, price is now $491 per person
$491
per person
Dec 10 - Dec 13
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.
Westgate Blue Tree Resort in Lake Buena Vista
Save 100% on your flight
Price was $620, price is now $331 per person
$331
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free parking, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orlando Vineland Premium Outlets and Disney Springs™ are located nearby.
The stay was immaculate. It was secluded and quiet. The perfect resting place for celebrating my husband’s birthday. We were near everything we wanted to enjoy. The staff was amazing; Morgan gave an excellent introduction to the property and we enjoyed throughly and hassle free. We will be returning in November for a concert after this amazing experience! Our pets enjoyed the property and the quiet and calm ambiance really helped them to relax into a new space.
Reviewed on Sep 14, 2026
Villas at Fortune Place
Save 100% on your flight
Price was $359, price is now $208 per person
$208
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and a fitness center. Popular attractions Osceola County Stadium and Houston Astros Spring Training are located nearby.
Definitely coming back and all the staff was amazing 😍😍
Reviewed on Sep 22, 2026
Leesburg Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Leesburg Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Nov 17 - Wed, Nov 18
COS
Colorado Springs
MCO
Orlando Intl.
$291 Roundtrip, found 5 days ago
$291
Roundtrip
found 5 days ago
Mon, Nov 16 - Wed, Nov 18
COS
Colorado Springs
MCO
Orlando Intl.
$302 Roundtrip, found 5 days ago
$302
Roundtrip
found 5 days ago
Mon, Nov 23 - Wed, Nov 25
COS
Colorado Springs
MCO
Orlando Intl.
$321 Roundtrip, found 5 days ago
$321
Roundtrip
found 5 days ago
Mon, Nov 16 - Wed, Nov 18
COS
Colorado Springs
MCO
Orlando Intl.
$405 Roundtrip, found 5 days ago
$405
Roundtrip
found 5 days ago
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