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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.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
Price was $379, price is now $193 per person
$193
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.
Room stinks To much hassle to clean your room

Reviewed on Sep 6, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Price was $948, price is now $447 per person
$447
per person
Nov 5 - Nov 9
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.
Excellent

Reviewed on Sep 8, 2026

Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
Save 100% on your flight
Price was $512, price is now $263 per person
$263
per person
Nov 5 - Nov 9
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Orlando Vineland Premium Outlets and Orange County Convention Center are located nearby.
Naaaaaaaa

Reviewed on Aug 7, 2026

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $383, price is now $200 per person
$200
per person
Nov 6 - Nov 9
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 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.
We booked this for a weekend trip to Disney. It was close to the parks and conveniently located near food and shops. The room was spacious and clean. Would stay again,

Reviewed on Sep 7, 2026

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 $611, price is now $338 per person
$338
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 Orlando Vineland Premium Outlets and Disney Springs™ are located nearby.
good job

Reviewed on Sep 6, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,419, price is now $799 per person
$799
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Cocoa Beach. Enjoy free parking, free water park access, and a lazy river. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach and Ron Jon Surf Shop are located nearby.

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $521, price is now $303 per person
$303
per person
Nov 27 - Nov 30
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.
Very helpful and hygienic overall. Excellent location by the way!

Reviewed on Sep 8, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was $667, price is now $393 per person
$393
per person
Oct 23 - Oct 25
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.

Leesburg Vacation Packages 3-4 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 $266, price is now $115 per person
$115
per person
Oct 26 - Oct 29
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 $948, price is now $447 per person
$447
per person
Nov 5 - Nov 9
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was $379, price is now $193 per person
$193
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
International Drive District
Save 100% on your flight
Price was $512, price is now $263 per person
$263
per person
Nov 5 - Nov 9
found 11 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.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $438, price is now $170 per person
$170
per person
Oct 30 - Nov 4
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $1,998, price is now $797 per person
$797
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was $1,463, price is now $642 per person
$642
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $628, price is now $293 per person
$293
per person
Oct 15 - Oct 20
found 18 hours ago
Roundtrip flight included
Cleveland (CLE) to Orlando (MCO)

Top Flight Deals

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

Delta
Tue, Oct 20 - Tue, Oct 27
COS
Colorado Springs
MCO
Orlando Intl.
$374 Roundtrip, found 11 hours ago
$374
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Oct 20 from Colorado Springs to Orlando Intl., returning Tue, Oct 27, priced at $374 found 11 hours ago
American Airlines
Sat, Oct 17 - Sat, Oct 24
COS
Colorado Springs
MCO
Orlando Intl.
$390 Roundtrip, found 11 hours ago
$390
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Sat, Oct 17 from Colorado Springs to Orlando Intl., returning Sat, Oct 24, priced at $390 found 11 hours ago
Southwest Airlines
Sat, Oct 17 - Sat, Oct 24
COS
Colorado Springs
MCO
Orlando Intl.
$438 Roundtrip, found 11 hours ago
$438
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Sat, Oct 17 from Colorado Springs to Orlando Intl., returning Sat, Oct 24, priced at $438 found 11 hours ago
United
Sat, Oct 17 - Thu, Oct 22
COS
Colorado Springs
MCO
Orlando Intl.
$469 Roundtrip, found 11 hours ago
$469
Roundtrip
found 11 hours ago
Select United flight, departing Sat, Oct 17 from Colorado Springs to Orlando Intl., returning Thu, Oct 22, priced at $469 found 11 hours ago