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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.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $278, price is now $131 per person
$131
per person
Apr 22 - Apr 25
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.
Extended Stay America Suites Orlando Conv Ctr Universal Blvd

Extended Stay America Suites Orlando Conv Ctr Universal Blvd

2.5 out of 5
Price was $861, price is now $268 per person
$268
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 helpful staff in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $378, price is now $142 per person
$142
per person
Apr 22 - Apr 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.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $485, price is now $185 per person
$185
per person
Apr 22 - Apr 25
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.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $586, price is now $250 per person
$250
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,129, price is now $507 per person
$507
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
Save 100% on your flight
Price was $682, price is now $331 per person
$331
per person
May 7 - May 12
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.
Bryan’s Spanish Cove

Bryan’s Spanish Cove

3 out of 5
Save 100% on your flight
Price was $715, price is now $382 per person
$382
per person
May 9 - May 16
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Old Town 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
Price was $378, price is now $142 per person
$142
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Extended Stay America Suites Orlando Conv Ctr Universal Blvd

Extended Stay America Suites Orlando Conv Ctr Universal Blvd

2.5 out of 5
International Drive District
Price was $861, price is now $268 per person
$268
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $485, price is now $185 per person
$185
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,129, price is now $507 per person
$507
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)

Windermere 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 $586, price is now $250 per person
$250
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $1,058, price is now $322 per person
$322
per person
May 5 - May 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,169, price is now $397 per person
$397
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $624, price is now $264 per person
$264
per person
May 7 - May 12
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.

Frontier Airlines
Tue, Apr 28 - Sat, May 2
TTN
Mercer
MCO
Orlando Intl.
$72 Roundtrip, found 1 hour ago
$72
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Mercer to Orlando Intl., returning Sat, May 2, priced at $72 found 1 hour ago
Spirit Airlines
Sat, Mar 7 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$73 Roundtrip, just found
$73
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Mar 7 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Mar 11, priced at $73 just found
Frontier Airlines
Thu, May 14 - Mon, May 18
LGA
LaGuardia
MCO
Orlando Intl.
$75 Roundtrip, found 2 hours ago
$75
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, May 14 from LaGuardia to Orlando Intl., returning Mon, May 18, priced at $75 found 2 hours ago
Frontier Airlines
Sun, Mar 1 - Wed, Mar 18
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$79 Roundtrip, found 5 days ago
$79
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Mar 1 from Philadelphia Intl. to Orlando Intl., returning Wed, Mar 18, priced at $79 found 5 days ago