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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.
Hilton Daytona Beach Oceanfront Resort

Hilton Daytona Beach Oceanfront Resort

4 out of 5
Save 100% on your flight
Price was $300, price is now $165 per person
$165
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star beach hotel in Daytona Beach. Enjoy 2 outdoor pools, 4 restaurants, 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.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $2,708, price is now $1,141 per person
$1,141
per person
Dec 19 - Dec 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 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 Disney's Hollywood Studios® are located nearby.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
Price was $973, price is now $476 per person
$476
per person
Dec 13 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 3.5-star business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Florida Mall are located nearby.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
Price was $716, price is now $361 per person
$361
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3.5-star 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.
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 $387, price is now $199 per person
$199
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Orlando Eye and Aquatica are located nearby.
Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management

4 out of 5
Save 100% on your flight
Price was $1,997, price is now $1,052 per person
$1,052
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the property condition in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,123, price is now $619 per person
$619
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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.
Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Save 100% on your flight
Price was $3,085, price is now $1,709 per person
$1,709
per person
Dec 24 - Jan 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star business-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition 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.
Hilton Daytona Beach Oceanfront Resort

Hilton Daytona Beach Oceanfront Resort

4 out of 5
Brush - Stewarts
Save 100% on your flight
Price was $300, price is now $165 per person
$165
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
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 $387, price is now $199 per person
$199
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $407, price is now $222 per person
$222
per person
Dec 14 - Dec 17
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,123, price is now $619 per person
$619
per person
Nov 21 - Nov 24
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 Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $652, price is now $301 per person
$301
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $2,708, price is now $1,141 per person
$1,141
per person
Dec 19 - Dec 26
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 $945, price is now $421 per person
$421
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
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 $860, price is now $418 per person
$418
per person
Dec 13 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)

Top Flight Deals

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

Spirit Airlines
Tue, Nov 11 - Thu, Nov 13
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$71 Roundtrip, found 8 hours ago
$71
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Nov 11 from Philadelphia Intl. to Orlando Intl., returning Thu, Nov 13, priced at $71 found 8 hours ago
Spirit Airlines
Tue, Nov 11 - Wed, Nov 12
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$72 Roundtrip, found 8 hours ago
$72
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Nov 11 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Nov 12, priced at $72 found 8 hours ago
Frontier Airlines
Wed, Oct 22 - Wed, Oct 29
LGA
LaGuardia
MCO
Orlando Intl.
$78 Roundtrip, found 10 hours ago
$78
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Oct 22 from LaGuardia to Orlando Intl., returning Wed, Oct 29, priced at $78 found 10 hours ago
Frontier Airlines
Tue, Feb 3 - Thu, Feb 12
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Feb 3 from John F. Kennedy Intl. to Orlando Intl., returning Thu, Feb 12, priced at $78 found 1 hour ago