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Winter Garden Vacation Packages

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Winter Garden Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $415, price is now $236 per person
$236
per person
Jul 23 - Jul 27
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.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Save 100% on your flight
Price was $1,345, price is now $651 per person
$651
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this family-friendly resort 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 Universal’s Volcano Bay and The Orlando Eye are located nearby.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $536, price is now $264 per person
$264
per person
Jun 20 - Jun 24
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this 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 ESPN Wide World of Sports Complex 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 $737, price is now $388 per person
$388
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
Save 100% on your flight
Price was $906, price is now $513 per person
$513
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Hilton Daytona Beach Oceanfront Resort

Hilton Daytona Beach Oceanfront Resort

4 out of 5
Save 100% on your flight
Price was $1,782, price is now $1,027 per person
$1,027
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach. Enjoy 2 outdoor pools, 4 restaurants, 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 Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $752, price is now $445 per person
$445
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Book a stay at this 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 ESPN Wide World of Sports Complex are located nearby.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
Price was $475, price is now $284 per person
$284
per person
Jun 18 - Jun 23
found 9 hours 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.

Winter Garden 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
Save 100% on your flight
Price was $415, price is now $236 per person
$236
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $536, price is now $264 per person
$264
per person
Jun 20 - Jun 24
found 4 hours 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
Save 100% on your flight
Price was $737, price is now $388 per person
$388
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $541, price is now $290 per person
$290
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)

Winter Garden Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $867, price is now $438 per person
$438
per person
Jul 19 - Jul 25
found 18 hours 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
Save 100% on your flight
Price was $1,345, price is now $651 per person
$651
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
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 $929, price is now $522 per person
$522
per person
Jul 12 - Jul 17
found 22 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
Save 100% on your flight
Price was $1,686, price is now $953 per person
$953
per person
Jul 12 - Jul 17
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)

Top Flight Deals

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

Frontier Airlines
Tue, Aug 18 - Tue, Aug 25
ORD
O'Hare Intl.
MCO
Orlando Intl.
$56 Roundtrip, found 1 hour ago
$56
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Aug 18 from O'Hare Intl. to Orlando Intl., returning Tue, Aug 25, priced at $56 found 1 hour ago
Frontier Airlines
Thu, Aug 20 - Thu, Aug 27
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$116 Roundtrip, found 2 hours ago
$116
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Aug 20 from Philadelphia Intl. to Orlando Intl., returning Thu, Aug 27, priced at $116 found 2 hours ago
Frontier Airlines
Wed, Sep 9 - Wed, Sep 16
LGA
LaGuardia
MCO
Orlando Intl.
$118 Roundtrip, found 4 hours ago
$118
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Sep 9 from LaGuardia to Orlando Intl., returning Wed, Sep 16, priced at $118 found 4 hours ago
Frontier Airlines
Wed, Sep 30 - Wed, Oct 7
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$118 Roundtrip, found 5 hours ago
$118
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Sep 30 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Oct 7, priced at $118 found 5 hours ago