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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 $643, price is now $306 per person
$306
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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 Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Price was $1,221, price is now $516 per person
$516
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Orlando (MCO)
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was $837, price is now $379 per person
$379
per person
Aug 23 - Aug 31
found 13 hours ago
Roundtrip flight included
Cleveland (CLE) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free parking, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.
Mission to Mars

Mission to Mars

4 out of 5
Save 100% on your flight
Price was $7,564, price is now $4,043 per person
$4,043
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Stay at this vacation home in Davenport. Enjoy free WiFi, free parking, and private pools. Popular attractions Reunion Resort Golf Course and ChampionsGate Golf Club are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $1,009, price is now $543 per person
$543
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 Aquatica are located nearby.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
Save 100% on your flight
Price was $660, price is now $368 per person
$368
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.
Magic Village Views Trademark Collection by Wyndham

Magic Village Views Trademark Collection by Wyndham

3.5 out of 5
Save 100% on your flight
Price was $1,463, price is now $830 per person
$830
per person
Aug 23 - Aug 31
found 13 hours ago
Roundtrip flight included
Cleveland (CLE) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $627, price is now $366 per person
$366
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.

Windermere Vacation Packages 3-4 Night Stays

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

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $306, price is now $161 per person
$161
per person
Aug 28 - Aug 31
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $461, price is now $221 per person
$221
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Orlando (MCO)
Mission to Mars

Mission to Mars

4 out of 5
Loughman
Save 100% on your flight
Price was $7,564, price is now $4,043 per person
$4,043
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Save 100% on your flight
Price was $660, price is now $368 per person
$368
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)

Windermere Vacation Packages 5-7 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 $643, price is now $306 per person
$306
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,221, price is now $516 per person
$516
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $653, price is now $317 per person
$317
per person
Jul 16 - Jul 21
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Orlando (MCO)
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Davis
Save 100% on your flight
Price was $763, price is now $376 per person
$376
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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, Aug 25 - Thu, Aug 27
ORD
O'Hare Intl.
MCO
Orlando Intl.
$108 Roundtrip, found 16 hours ago
$108
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Tue, Aug 25 from O'Hare Intl. to Orlando Intl., returning Thu, Aug 27, priced at $108 found 16 hours ago
Frontier Airlines
Mon, Oct 12 - Thu, Oct 29
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Oct 12 from Philadelphia Intl. to Orlando Intl., returning Thu, Oct 29, priced at $117 found 2 days ago
Frontier Airlines
Tue, Aug 18 - Wed, Sep 2
TTN
Mercer
MCO
Orlando Intl.
$148 Roundtrip, found 7 hours ago
$148
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Mercer to Orlando Intl., returning Wed, Sep 2, priced at $148 found 7 hours ago
Frontier Airlines
Tue, Sep 1 - Sun, Sep 13
LGA
LaGuardia
MCO
Orlando Intl.
$153 Roundtrip, found 10 hours ago
$153
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Tue, Sep 1 from LaGuardia to Orlando Intl., returning Sun, Sep 13, priced at $153 found 10 hours ago