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Leesburg Vacation Packages

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Leesburg Flight + Hotel Packages

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

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $726, price is now $394 per person
$394
per person
Dec 23 - Dec 29
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.
Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management

4 out of 5
Price was $2,052, price is now $965 per person
$965
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the property condition in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $3,110, price is now $1,524 per person
$1,524
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Save 100% on your flight
Price was $1,274, price is now $630 per person
$630
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $1,688, price is now $851 per person
$851
per person
Dec 27 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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 Disney's Hollywood Studios® are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $1,453, price is now $749 per person
$749
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions The Orlando Eye and Aquatica 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 $862, price is now $455 per person
$455
per person
Jan 1 - Jan 8
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 3.5-star 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.
Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes

4 out of 5
Save 100% on your flight
Price was $2,222, price is now $1,215 per person
$1,215
per person
Dec 23 - Dec 30
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Leesburg Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $569, price is now $310 per person
$310
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,151, price is now $638 per person
$638
per person
Dec 22 - Dec 25
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was $699, price is now $389 per person
$389
per person
Dec 22 - Dec 26
found 1 day ago
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.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $977, price is now $456 per person
$456
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

3.5 out of 5
Vilano Beach
Price was $1,084, price is now $496 per person
$496
per person
Dec 31 - Jan 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management

4 out of 5
Price was $2,052, price is now $965 per person
$965
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $3,110, price is now $1,524 per person
$1,524
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
$387 Roundtrip, found 2 days ago
$387
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Mar 24 from Colorado Springs to Orlando Intl., returning Tue, Mar 31, priced at $387 found 2 days ago
Delta
Tue, Mar 24 - Thu, Apr 2
COS
Colorado Springs
MCO
Orlando Intl.
$417 Roundtrip, found 2 days ago
$417
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Mar 24 from Colorado Springs to Orlando Intl., returning Thu, Apr 2, priced at $417 found 2 days ago
United
Mon, Mar 23 - Tue, Mar 31
COS
Colorado Springs
MCO
Orlando Intl.
$507 Roundtrip, found 2 days ago
$507
Roundtrip
found 2 days ago
Select United flight, departing Mon, Mar 23 from Colorado Springs to Orlando Intl., returning Tue, Mar 31, priced at $507 found 2 days ago
American Airlines
Tue, Mar 24 - Sat, Apr 4
COS
Colorado Springs
MCO
Orlando Intl.
$507 Roundtrip, found 2 days ago
$507
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Mar 24 from Colorado Springs to Orlando Intl., returning Sat, Apr 4, priced at $507 found 2 days ago