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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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $748, price is now $195 per person
$195
per person
Mar 13 - Mar 16
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.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $685, price is now $280 per person
$280
per person
Mar 14 - Mar 19
found 1 day 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 Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $630, price is now $280 per person
$280
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was $568, price is now $273 per person
$273
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,358, price is now $657 per person
$657
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this beach condo in Cocoa Beach. Enjoy free parking, a beach locale, and free water park access. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach Pier and Cocoa Beach are located nearby.
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was $707, price is now $358 per person
$358
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this family-friendly aparthotel 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.
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 $437, price is now $240 per person
$240
per person
Apr 11 - Apr 14
found 9 hours 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 Islands of Adventure and Universal Orlando Resort 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 $473, price is now $262 per person
$262
per person
Mar 9 - Mar 12
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 Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

Winter Garden Vacation Packages 3-4 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
Price was $423, price is now $179 per person
$179
per person
Apr 23 - Apr 26
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $748, price is now $195 per person
$195
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was $568, price is now $273 per person
$273
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,358, price is now $657 per person
$657
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)

Winter Garden Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $598, price is now $246 per person
$246
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,113, price is now $248 per person
$248
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $958, price is now $352 per person
$352
per person
Apr 7 - Apr 14
found 12 hours ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,338, price is now $580 per person
$580
per person
Apr 7 - Apr 14
found 12 hours ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)

Top Flight Deals

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

Spirit Airlines
Wed, Mar 4 - Wed, Mar 4
LGA
LaGuardia
MCO
Orlando Intl.
$50 Roundtrip, found 3 hours ago
$50
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Mar 4 from LaGuardia to Orlando Intl., returning Wed, Mar 4, priced at $50 found 3 hours ago
Spirit Airlines
Sat, Mar 7 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$50 Roundtrip, found 2 hours ago
$50
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sat, Mar 7 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Mar 11, priced at $50 found 2 hours ago
Spirit Airlines
Tue, Mar 10 - Tue, Mar 10
BOS
Logan Intl.
MCO
Orlando Intl.
$65 Roundtrip, found 3 hours ago
$65
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Mar 10 from Logan Intl. to Orlando Intl., returning Tue, Mar 10, priced at $65 found 3 hours ago
Frontier Airlines
Sat, Feb 21 - Fri, Feb 27
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Feb 21 from John F. Kennedy Intl. to Orlando Intl., returning Fri, Feb 27, priced at $68 found 2 days ago