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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.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $324, price is now $179 per person
$179
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,505, price is now $722 per person
$722
per person
Nov 16 - Nov 21
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Save 100% on your flight
Price was $701, price is now $380 per person
$380
per person
Dec 18 - Dec 24
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona International Speedway and Daytona Beach Boardwalk are located nearby.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $912, price is now $501 per person
$501
per person
Nov 30 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
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 $418, price is now $232 per person
$232
per person
Dec 8 - Dec 11
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 River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
Price was $865, price is now $488 per person
$488
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3.5-star family-friendly resort in River Ranch. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews.
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $1,451, price is now $837 per person
$837
per person
Nov 29 - Dec 7
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 5-star 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 Old Town and Reunion Resort Golf Course are located nearby.
The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Save 100% on your flight
Price was $384, price is now $224 per person
$224
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star 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.

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 $418, price is now $232 per person
$232
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $821, price is now $363 per person
$363
per person
Dec 10 - Dec 14
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
Price was $865, price is now $488 per person
$488
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $442, price is now $252 per person
$252
per person
Dec 12 - Dec 15
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)

Leesburg Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Bryan’s Spanish Cove

Bryan’s Spanish Cove

3 out of 5
Save 100% on your flight
Price was $672, price is now $363 per person
$363
per person
Dec 3 - Dec 8
found 17 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
Price was $1,027, price is now $462 per person
$462
per person
Nov 6 - Nov 13
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 $1,505, price is now $722 per person
$722
per person
Nov 16 - Nov 21
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $814, price is now $428 per person
$428
per person
Nov 4 - Nov 10
found 14 hours 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.

Delta
Tue, Nov 11 - Tue, Nov 18
COS
Colorado Springs
MCO
Orlando Intl.
$291 Roundtrip, found 1 day ago
$291
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 11 from Colorado Springs to Orlando Intl., returning Tue, Nov 18, priced at $291 found 1 day ago
Delta
Thu, Nov 13 - Tue, Nov 18
COS
Colorado Springs
MCO
Orlando Intl.
$312 Roundtrip, found 1 day ago
$312
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Nov 13 from Colorado Springs to Orlando Intl., returning Tue, Nov 18, priced at $312 found 1 day ago
American Airlines
Tue, Nov 11 - Sat, Nov 15
COS
Colorado Springs
MCO
Orlando Intl.
$424 Roundtrip, found 1 day ago
$424
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Nov 11 from Colorado Springs to Orlando Intl., returning Sat, Nov 15, priced at $424 found 1 day ago
United
Thu, Nov 13 - Sat, Nov 15
COS
Colorado Springs
MCO
Orlando Intl.
$444 Roundtrip, found 1 day ago
$444
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 13 from Colorado Springs to Orlando Intl., returning Sat, Nov 15, priced at $444 found 1 day ago