Winter Springs Vacations
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Winter Springs Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Legacy Vacation Resorts - Kissimmee/Orlando
$370
per person
Nov 27 - Dec 1
just found
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springsâ„¢ are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area
$487
per person
Nov 27 - Dec 1
just found
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
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 reviews. Popular attractions Orange County Convention Center and The Orlando Eye are located nearby.
Great stay, pools are nice. Be aware of extra fee for the waterpark. Check in agent was super helpful, had me register my app to save $ 😀
Reviewed on Sep 4, 2026
Seasons Florida Resort
$371
per person
Nov 27 - Dec 1
just found
Roundtrip flight included
San Juan (SJU) 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 Springsâ„¢ are located nearby.
AC Hotel by Marriott Orlando Downtown
Downtown Orlando
$566
per person
Nov 27 - Dec 1
just found
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy breakfast (surcharge), a fitness center, and valet parking (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Kia Center and Orlando International Premium Outlets are located nearby.
TRYP by Wyndham Orlando
International Drive District
$445
per person
Nov 27 - Dec 1
just found
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orange County Convention Center and Orlando Vineland Premium Outlets are located nearby.
8/10
Reviewed on Sep 4, 2026
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
International Drive District
$440
per person
Nov 27 - Dec 1
just found
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
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 in our reviews. Popular attractions Aquatica and Orange County Convention Center are located nearby.
The lights in the bathroom were dim. The hallway was hot no ac? The ac in the room didn’t seem to work well
Reviewed on Sep 4, 2026
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See all available trips from Columbus to Winter Springs
View all tripsTop 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 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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
Universal's Loews Sapphire Falls Resort
6601 Adventure Way Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the helpful ...
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 The Orlando Eye and Orange County Convention Center are ...
Rosen Inn, closest to Universal
6327 International Drive 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 ...
Country Inn & Suites by Radisson, Orlando Airport, FL
5440 Forbes Pl Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
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.
Sun, Oct 25 - Sat, Oct 31
TTN
Mercer
MCO
Orlando Intl.
$68
Roundtrip
found 1 day ago
Sat, Oct 31 - Sat, Nov 14
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$148
Roundtrip
found 2 days ago
Wed, Oct 28 - Sat, Nov 14
BOS
Logan Intl.
MCO
Orlando Intl.
$179
Roundtrip
found 1 day ago
Wed, Oct 28 - Sat, Nov 14
BOS
Logan Intl.
MCO
Orlando Intl.
$199
Roundtrip
found 1 day ago
Fri, Oct 23 - Fri, Oct 30
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$199
Roundtrip
found 3 days ago
Best points of interest in Winter Springs
- Central Winds Park Vacations
- Tuscawilla Golf Course Vacations
- Trotwood Park Vacations
- Universal Studios Florida Vacations
- Universal Orlando Resort Vacations
- Orange County Convention Center Vacations
- Universal’s Volcano Bay Vacations
- Kia Center Vacations
- University of Central Florida Vacations
- Orlando International Premium Outlets Vacations
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