Search Deals on
Leesburg Vacation Packages

Build your package with 2 more options

Leesburg Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $300, price is now $163 per person
$163
per person
Feb 21 - Feb 23
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

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 16 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

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 16 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

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.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was $895, price is now $433 per person
$433
per person
Apr 5 - Apr 8
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.
CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

3.5 out of 5
Save 100% on your flight
Price was $352, price is now $186 per person
$186
per person
Mar 20 - Mar 23
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.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
Price was $386, price is now $204 per person
$204
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Disney Springs™ and Epcot® are located nearby.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $303, price is now $163 per person
$163
per person
Apr 5 - Apr 8
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.

Leesburg Vacation Packages 3-4 Night Stays

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

Flamingo Inn Beachfront

2 out of 5
Price was $420, price is now $193 per person
$193
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Vacation Villas Resort

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 16 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Towers Resort

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 16 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $509, price is now $220 per person
$220
per person
Feb 26 - Mar 1
just found
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)

Leesburg Vacation Packages 5-7 Night Stays

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

Seasons Florida Resort

2 out of 5
Price was $697, price is now $328 per person
$328
per person
Feb 20 - Feb 27
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $2,571, price is now $898 per person
$898
per person
Feb 26 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Westgate Cocoa Beach Resort

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)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $1,070, price is now $517 per person
$517
per person
Mar 26 - Apr 1
found 21 hours ago
Roundtrip flight included
Minneapolis (MSP) to Orlando (MCO)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Tue, Mar 24 - Tue, Mar 31
COS
Colorado Springs
MCO
Orlando Intl.
$379 Roundtrip, found 5 days ago
$379
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Mar 24 from Colorado Springs to Orlando Intl., returning Tue, Mar 31, priced at $379 found 5 days ago
Delta
Mon, Mar 16 - Tue, Mar 24
COS
Colorado Springs
MCO
Orlando Intl.
$394 Roundtrip, found 4 days ago
$394
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Mar 16 from Colorado Springs to Orlando Intl., returning Tue, Mar 24, priced at $394 found 4 days ago
American Airlines
Wed, Jul 15 - Wed, Jul 15
COS
Colorado Springs
MCO
Orlando Intl.
$541 Roundtrip, found 3 days ago
$541
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jul 15 from Colorado Springs to Orlando Intl., returning Wed, Jul 15, priced at $541 found 3 days ago
United
Thu, Jul 16 - Thu, Jul 16
COS
Colorado Springs
MCO
Orlando Intl.
$707 Roundtrip, found 3 days ago
$707
Roundtrip
found 3 days ago
Select United flight, departing Thu, Jul 16 from Colorado Springs to Orlando Intl., returning Thu, Jul 16, priced at $707 found 3 days ago