Longwood Vacations
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Longwood Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
$437
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
St. Louis (STL) 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.
Muy bueno desde que llegas el servicio es ecelente cuartos limpios personal muy amable realmente uno de los mejor lugar para quedarce gracias por el buen servicio nos veremos pronto
Reviewed on Sep 16, 2026
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
$451
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
$947
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
St. Louis (STL) 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.
The unit itself is beautiful. The bedrooms and bathrooms are gorgeous with really nice furnishings. The showers are really nice and each bedroom has an attached bathroom, which is very convenient.
There were a few issues with cleanliness in the unit and the pool. We had stained washcloths in one bathroom, the sofa fabric is pilling and we found several items on the kitchen floor that hadn't been swept up. The pool filter doesn't appear to work well at all. We continually skimmed the pool but there was still dirt and leaves in the bottom of the pool that never went away.
The pictures in the listing show the pool as having an attached hot tub. It does not. It also shows loungers by the pool, but there are none. I did call the front desk to advise them of this. I asked for loungers to be delivered but they will not do that as it seems it's the responsibility of the owners to provide those. They didn't have much to say about the pool not having the hot tub, even though it is advertised as having one so that was disappointing.
The resort lobby is beautiful and check in was fairly easy. The resort pools and hot tubs were very nice as well. The pool bar food and drinks are expensive ($40 for a drink and hummus appetizer) and an automatic 20% gratuity is automatically added to all orders. Something to keep in mind.
Overall, we had a great stay and would definitely do it again, although I would not rent this particular unit the next time.
Reviewed on Sep 14, 2026
The Delaney Hotel
South Orange
$515
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Florida Hotel & Conference Center in the Florida Mall
$685
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Orlando International Premium Outlets are located nearby.
Meliá Orlando Celebration
$554
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Orlando (MCO)
Book a stay at this spa hotel in Celebration. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports Complex and Old Town are located nearby.
Longwood Vacation Packages
Looking to save both time and money on your upcoming holiday to Longwood? Well, AARP Travel Center Powered by Expedia® is here to help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Longwood incredible. Our Travel Center is a one-stop shop where you can put together the best vacation package for you and your family. We have a fabulous choice of flights and hotels, and Longwood things to do to select from.
Longwood Hotels
With 5747 hotels and resorts in Longwood to choose from, you will find one that is perfect for you.
From Longwood hotels with multiple pools and on-site restaurants, to boutique accommodations that add all the extra amenities, you'll find a hotel here that will make your trip amazing. With AARP Travel Center's Longwood hotel packages, you not only get a great rate on your flight, but also a great place to stay.
Things to do in Longwood
Longwood has around 14,085 people that make this city their home. If you needed a break from the fast pace of a big city, then you chose the perfect place. This city is known for always having something going on. But you may have your sights set on taking in the outdoor activities found around every corner.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Book Together and Save
As an AARP Member, you can benefit from all the great deals. You can save on select hotels worldwide, flights, and car rentals. No matter what vacation package you select, your membership savings helps you get a great deal. The hardest packing you'll have to do is for your suitcase. Bundle today and get ready for your Longwood vacation.
Top Hotel Deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
Book a stay at this 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 ...
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
Avanti International Resort
8738 International Dr Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Coco Key Hotel & Water Park Resort
7400 International Dr Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 5 restaurants, and 2 poolside bars. Our guests praise the pool and the helpful staff ...
Rosen Inn International
7600 International Drive Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Universal's Endless Summer Resort - Surfside Inn and Suites
7000 UNIVERSAL BLVD Orlando FL
Stay at this hotel in Orlando. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
Courtyard by Marriott across Universal Orlando
5916 Caravan Ct Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Our guests praise the pool and the ...
Wyndham I-Drive Avanti Resort & Conference Center
6515 International Drive Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our ...
Spark by Hilton Orlando near Universal
5635 Windhover Dr Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
Ramada by Wyndham Suites Orlando Airport
7500 Augusta National Dr Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Universal's Stella Nova Resort
4500 Epic Blvd Orlando FL
Stay at this hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Popular attractions Orange County Convention Center and Universal’s Volcano ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Oct 13 - Wed, Oct 21
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$82
Roundtrip
found 5 days ago
Sat, Oct 31 - Tue, Nov 17
BOS
Logan Intl.
MCO
Orlando Intl.
$159
Roundtrip
found 21 hours ago
Sun, Jan 24 - Thu, Feb 4
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$164
Roundtrip
found 5 days ago
Sat, Oct 31 - Tue, Nov 17
BOS
Logan Intl.
MCO
Orlando Intl.
$179
Roundtrip
found 21 hours ago
Sat, Oct 24 - Tue, Oct 27
BOS
Logan Intl.
MCO
Orlando Intl.
$179
Roundtrip
found 2 days ago
Best points of interest in Longwood
- Boombah-Soldiers Creek Park Vacations
- The Legacy at Alaqua Lakes Vacations
- Alaqua Country Club Vacations
- Aiguille Rock Climbing Center Vacations
- Lake Brantley Field House Vacations
- Big Tree Park Vacations
- The Senator Tree Vacations
- Walt Disney World® Resort Vacations
- Universal Studios Florida Vacations
- Universal Orlando Resort Vacations
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