Search Deals onWindermere Vacation Packages
Windermere Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $484, price is now $281 per person
$281
per person
May 24 - May 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $671, price is now $294 per person
$294
per person
May 3 - May 9
found 7 hours 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 Towers Resort
Save 100% on your flight
Price was $658, price is now $309 per person
$309
per person
May 3 - May 9
found 7 hours 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
Save 100% on your flight
Price was $1,214, price is now $657 per person
$657
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 and Ron Jon Surf Shop are located nearby.
Westgate Town Center Resort
Save 100% on your flight
Price was $619, price is now $358 per person
$358
per person
May 13 - May 17
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Boardwalk Inn and Suites
Save 100% on your flight
Price was $667, price is now $393 per person
$393
per person
Jun 1 - Jun 6
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, free parking, 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.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Save 100% on your flight
Price was $1,114, price is now $669 per person
$669
per person
Apr 28 - May 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Seasons Florida Resort
Price was $672, price is now $415 per person
$415
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Windermere Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Windermere Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Apr 20 - Tue, Apr 28
LGA
LaGuardia
MCO
Orlando Intl.
$83 Roundtrip, found 1 hour ago
$83
Roundtrip
found 1 hour ago
Tue, May 5 - Sat, May 9
ORD
O'Hare Intl.
MCO
Orlando Intl.
$88 Roundtrip, found 1 hour ago
$88
Roundtrip
found 1 hour ago
Sun, Apr 19 - Thu, Apr 23
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$95 Roundtrip, just found
$95
Roundtrip
just found
Sun, Apr 19 - Mon, Apr 27
TTN
Mercer
MCO
Orlando Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Discover Other Travel Deals
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