Search Deals onLeesburg Vacation Packages
Leesburg Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Price was $335, price is now $151 per person
$151
per person
Oct 20 - Oct 24
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.
Room had ants, WiFi doesn’t work, had no paper towel in the room we spilled water on the floor we had nothing to wipe off with, fridge very weak it took until the next day to cool my water, one small cup coffee maker the other person had to wait forever to get coffee, pool had no light it was dark
Reviewed on Aug 19, 2026
Palazzo Lakeside Hotel
Price was $706, price is now $194 per person
$194
per person
Sep 24 - Sep 27
found 1 day 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.
Great stay! Clean,quiet, and safe :)
Reviewed on Aug 18, 2026
The Delaney Hotel
Price was $772, price is now $368 per person
$368
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Florida Mall are located nearby.
Great Restaurant attached and location. Rooms are nice. Shower needed a little more cleaning detail.
Reviewed on Aug 19, 2026
Westgate River Ranch Resort & Rodeo
Save 100% on your flight
Price was $591, price is now $296 per person
$296
per person
Oct 2 - Oct 4
found 11 hours ago
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
Book a stay at this family-friendly resort in River Ranch. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews.
Si
Reviewed on Aug 18, 2026
Westgate Palace Hotel / Universal / I-Drive
Save 100% on your flight
Price was $580, price is now $292 per person
$292
per person
Oct 11 - Oct 14
found 1 hour 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 The Orlando Eye are located nearby.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Save 100% on your flight
Price was $1,018, price is now $544 per person
$544
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Unfortunately didn’t get much time to use the pool as we were out at the parks.
Everything was very clean and staff extremely helpful.
AC unit in room was unfortunately very loud but an older style unit.
For myself there was a lack of choice at breakfast as I have coeliac disease so need gluten free options- I did get fruit but no cereal or choice of bread.
Would definetly stay again and recommend to friends.
Reviewed on Aug 17, 2026
Reunion Resort & Golf Club
Save 100% on your flight
Price was $786, price is now $436 per person
$436
per person
Oct 13 - Oct 17
found 1 day 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.
The rooms are clean. The amenities are excellent. The hospitality of the transports are great.
Reviewed on Aug 13, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Save 100% on your flight
Price was $942, price is now $541 per person
$541
per person
Nov 13 - Nov 16
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.
Leesburg Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Sep 23 - Tue, Oct 6
COS
Colorado Springs
MCO
Orlando Intl.
$267 Roundtrip, found 5 days ago
$267
Roundtrip
found 5 days ago
Sat, Sep 12 - Tue, Sep 29
COS
Colorado Springs
MCO
Orlando Intl.
$271 Roundtrip, found 5 days ago
$271
Roundtrip
found 5 days ago
Wed, Oct 21 - Sat, Nov 7
COS
Colorado Springs
MCO
Orlando Intl.
$367 Roundtrip, found 5 days ago
$367
Roundtrip
found 5 days ago
Thu, Oct 29 - Mon, Nov 16
COS
Colorado Springs
MCO
Orlando Intl.
$367 Roundtrip, found 5 days ago
$367
Roundtrip
found 5 days ago
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