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Winter Garden Vacation Packages

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A brick building with a clock tower and a sign that reads "Winter Garden."

Winter Garden
Florida
United States of America
North America
Hotwire.com

Winter Garden Flight + Hotel Packages

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

Seasons Florida Resort

2 out of 5

Price was $363, price is now $154 per person

$154

per person

Jan 10 - Jan 13

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 a free theme park shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Westgate Cocoa Beach Resort

4 out of 5

Price was $1,013, price is now $464 per person

$464

per person

Jan 20 - Jan 24

found 1 hour ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this family-friendly aparthotel in Cocoa Beach. Enjoy free parking, free water park access, and a lazy river. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach and Ron Jon Surf Shop are located nearby.

Great place!

Reviewed on Nov 2, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5

Price was $1,188, price is now $566 per person

$566

per person

Jan 5 - Jan 9

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.

Disney's Animal Kingdom Lodge

4.5 out of 5

Price was $1,218, price is now $622 per person

$622

per person

Dec 15 - Dec 17

found 14 hours ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this luxury hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Ocean Landings Resort and Racquet

2.5 out of 5

Price was $642, price is now $331 per person

$331

per person

Jan 20 - Jan 24

found 1 hour ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this beach hotel in Cocoa Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Cocoa Beach and I Dream Of Jeannie Lane are located nearby.

This is an older property but very clean and well maintained. The two ocean front buildings are under a major renovation but there is still access to the beach. We would stay again.

Reviewed on Oct 30, 2026

The Delaney Hotel

3.5 out of 5

Price was $553, price is now $288 per person

$288

per person

Jan 10 - Jan 13

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 Camping World Stadium are located nearby.

Amazing staff and hotel and the food in the restaurant was a hit too! Spent my birthday weekend here and I'm glad I did!

Reviewed on Nov 4, 2026

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5

Price was $532, price is now $279 per person

$279

per person

Dec 19 - Dec 23

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 Universal’s Volcano Bay are located nearby.

The Resort on Cocoa Beach

3.5 out of 5

Price was $1,206, price is now $653 per person

$653

per person

Jan 20 - Jan 24

found 1 hour ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this beach aparthotel in Cocoa Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Cocoa Beach and Lori Wilson Park are located nearby.