Search Deals onWindermere Vacation Packages
Windermere Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Villas At Regal Palms
Save 100% on your flight
per person
Jul 19 - Jul 26
just found
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star spa aparthotel in Davenport. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Disney's Animal Kingdom® Theme Park and ChampionsGate Golf Club are located nearby.
Westgate Palace Hotel / Universal / I-Drive
per person
Jun 24 - Jul 1
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye at ICON Park are located nearby.
Westgate Town Center Resort
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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 are located nearby.
Westgate Vacation Villas Resort
per person
Jul 19 - Jul 26
just found
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 4 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 are located nearby.
Westgate Towers Resort
per person
Jul 19 - Jul 26
just found
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). 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 are located nearby.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
per person
Jul 23 - Jul 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3-star hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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 The Wheel at ICON Park™ and Aquatica are located nearby.
ette hotel
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 5-star luxury hotel in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports 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.
Sat, May 31 - Wed, Jun 4
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$73 Roundtrip, found 6 days ago
$73
Roundtrip
found 6 days ago
Tue, Jun 10 - Sat, Jun 14
TTN
Mercer
MCO
Orlando Intl.
$75 Roundtrip, found 6 days ago
$75
Roundtrip
found 6 days ago
Sat, May 31 - Thu, Jun 5
ORD
O'Hare Intl.
MCO
Orlando Intl.
$91 Roundtrip, found 4 days ago
$91
Roundtrip
found 4 days ago
Wed, Jun 4 - Wed, Jun 4
BOS
Logan Intl.
MCO
Orlando Intl.
$96 Roundtrip, found 3 days ago
$96
Roundtrip
found 3 days ago
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