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Windermere Vacation Packages

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Windermere Flight + Hotel Packages

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 $340, price is now $164 per person
$164
per person
Feb 22 - Feb 25
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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $774, price is now $203 per person
$203
per person
Feb 27 - Mar 3
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 Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $2,851, price is now $1,258 per person
$1,258
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
Flamingo Inn Beachfront

Flamingo Inn Beachfront

2 out of 5
Price was $420, price is now $194 per person
$194
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach Shores. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.
The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was $663, price is now $308 per person
$308
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach Shores. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $1,070, price is now $517 per person
$517
per person
Mar 26 - Apr 1
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) 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.
The Berkley, Orlando

The Berkley, Orlando

4 out of 5
Price was $1,054, price is now $511 per person
$511
per person
Apr 1 - Apr 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this family-friendly vacation home 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 Disney's Hollywood Studios® are located nearby.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was $1,758, price is now $858 per person
$858
per person
Apr 1 - Apr 8
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.

Windermere 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
Save 100% on your flight
Price was $396, price is now $173 per person
$173
per person
Apr 12 - Apr 15
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $774, price is now $203 per person
$203
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Flamingo Inn Beachfront

Flamingo Inn Beachfront

2 out of 5
Price was $420, price is now $194 per person
$194
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was $663, price is now $308 per person
$308
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)

Windermere Vacation Packages 5-7 Night Stays

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

Seasons Florida Resort

2 out of 5
Price was $697, price is now $328 per person
$328
per person
Feb 20 - Feb 27
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $2,571, price is now $898 per person
$898
per person
Feb 26 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $2,851, price is now $1,258 per person
$1,258
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Orlando (MCO)
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was $856, price is now $395 per person
$395
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)

Top Flight Deals

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

Spirit Airlines
Sat, Feb 7 - Tue, Feb 10
LGA
LaGuardia
MCO
Orlando Intl.
$55 Roundtrip, just found
$55
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Feb 7 from LaGuardia to Orlando Intl., returning Tue, Feb 10, priced at $55 just found
Frontier Airlines
Wed, Feb 18 - Wed, Feb 25
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$65 Roundtrip, found 1 hour ago
$65
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Feb 18 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Feb 25, priced at $65 found 1 hour ago
Frontier Airlines
Tue, Feb 3 - Wed, Feb 11
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$66 Roundtrip, found 7 hours ago
$66
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Feb 3 from John F. Kennedy Intl. to Orlando Intl., returning Wed, Feb 11, priced at $66 found 7 hours ago
Spirit Airlines
Tue, Feb 17 - Fri, Feb 27
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$71 Roundtrip, found 7 hours ago
$71
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Tue, Feb 17 from Philadelphia Intl. to Orlando Intl., returning Fri, Feb 27, priced at $71 found 7 hours ago