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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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $583, price is now $239 per person
$239
per person
Dec 5 - Dec 8
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 3-star 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.
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

3.5 out of 5
Price was $1,066, price is now $474 per person
$474
per person
Dec 27 - Jan 3
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 3.5-star beach hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vilano Beach and Castillo de San Marcos National Monument are located nearby.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $3,068, price is now $1,449 per person
$1,449
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 Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $697, price is now $337 per person
$337
per person
Dec 24 - Dec 27
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star 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 Disney's Hollywood Studios® are located nearby.
Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management

4 out of 5
Price was $1,819, price is now $888 per person
$888
per person
Dec 29 - Jan 3
found 23 hours 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 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 $819, price is now $402 per person
$402
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Bryan’s Spanish Cove

Bryan’s Spanish Cove

3 out of 5
Save 100% on your flight
Price was $719, price is now $358 per person
$358
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3-star hotel in Orlando. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Old Town are located nearby.
Magic Village Views Trademark Collection by Wyndham

Magic Village Views Trademark Collection by Wyndham

3.5 out of 5
Price was $2,556, price is now $1,282 per person
$1,282
per person
Jan 5 - Jan 12
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3.5-star business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Reunion Resort Golf Course and Mystic Dunes Golf Club are located nearby.

Leesburg Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
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
Save 100% on your flight
Price was $457, price is now $223 per person
$223
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $583, price is now $239 per person
$239
per person
Dec 5 - Dec 8
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $697, price is now $337 per person
$337
per person
Dec 24 - Dec 27
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,650, price is now $827 per person
$827
per person
Nov 24 - Nov 28
found 9 hours 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 $1,077, price is now $271 per person
$271
per person
Dec 12 - Dec 19
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,303, price is now $570 per person
$570
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,066, price is now $474 per person
$474
per person
Dec 27 - Jan 3
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $3,068, price is now $1,449 per person
$1,449
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
Sat, Jan 10 - Thu, Jan 15
COS
Colorado Springs
MCO
Orlando Intl.
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Jan 10 from Colorado Springs to Orlando Intl., returning Thu, Jan 15, priced at $237 found 2 days ago
American Airlines
Sun, Jan 11 - Tue, Jan 13
COS
Colorado Springs
MCO
Orlando Intl.
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jan 11 from Colorado Springs to Orlando Intl., returning Tue, Jan 13, priced at $237 found 2 days ago
American Airlines
Sun, Jan 11 - Tue, Jan 13
COS
Colorado Springs
MCO
Orlando Intl.
$240 Roundtrip, found 2 days ago
$240
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jan 11 from Colorado Springs to Orlando Intl., returning Tue, Jan 13, priced at $240 found 2 days ago
United
Sun, Jan 11 - Tue, Jan 13
COS
Colorado Springs
MCO
Orlando Intl.
$295 Roundtrip, found 2 days ago
$295
Roundtrip
found 2 days ago
Select United flight, departing Sun, Jan 11 from Colorado Springs to Orlando Intl., returning Tue, Jan 13, priced at $295 found 2 days ago