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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.
The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was $444, price is now $172 per person
$172
per person
Jan 26 - Jan 30
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, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,475, price is now $297 per person
$297
per person
Feb 28 - Mar 7
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $2,091, price is now $916 per person
$916
per person
Mar 8 - Mar 12
found 23 hours 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.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $619, price is now $292 per person
$292
per person
Feb 28 - Mar 7
found 15 hours 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.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was $1,782, price is now $890 per person
$890
per person
Feb 28 - Mar 7
found 15 hours 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.
Parkway International Resort

Parkway International Resort

3 out of 5
Save 100% on your flight
Price was $901, price is now $467 per person
$467
per person
Feb 28 - Mar 7
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and ESPN Wide World of Sports Complex are located nearby.
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $1,496, price is now $801 per person
$801
per person
Feb 28 - Mar 7
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions ESPN Wide World of Sports Complex and Old Town are located nearby.
Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

3 out of 5
Save 100% on your flight
Price was $688, price is now $376 per person
$376
per person
Feb 26 - Mar 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor 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.
The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was $444, price is now $172 per person
$172
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $2,091, price is now $916 per person
$916
per person
Mar 8 - Mar 12
found 23 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 $425, price is now $225 per person
$225
per person
Feb 17 - Feb 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $376, price is now $201 per person
$201
per person
Feb 4 - Feb 8
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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,475, price is now $297 per person
$297
per person
Feb 28 - Mar 7
found 15 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 $1,474, price is now $599 per person
$599
per person
Jan 27 - Feb 3
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $1,020, price is now $460 per person
$460
per person
Mar 7 - Mar 14
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
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 $669, price is now $310 per person
$310
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip 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.

American Airlines
Tue, Dec 30 - Fri, Jan 2
COS
Colorado Springs
MCO
Orlando Intl.
$908 Roundtrip, found 5 hours ago
$908
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Dec 30 from Colorado Springs to Orlando Intl., returning Fri, Jan 2, priced at $908 found 5 hours ago
American Airlines
Wed, Dec 31 - Fri, Jan 2
COS
Colorado Springs
MCO
Orlando Intl.
$918 Roundtrip, found 5 hours ago
$918
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Wed, Dec 31 from Colorado Springs to Orlando Intl., returning Fri, Jan 2, priced at $918 found 5 hours ago
American Airlines
Sun, Dec 28 - Fri, Jan 2
COS
Colorado Springs
MCO
Orlando Intl.
$928 Roundtrip, found 5 hours ago
$928
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sun, Dec 28 from Colorado Springs to Orlando Intl., returning Fri, Jan 2, priced at $928 found 5 hours ago
United
Wed, Dec 31 - Wed, Dec 31
COS
Colorado Springs
MCO
Orlando Intl.
$976 Roundtrip, found 5 hours ago
$976
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Dec 31 from Colorado Springs to Orlando Intl., returning Wed, Dec 31, priced at $976 found 5 hours ago