Search Deals onThe Villages Vacation Packages
The Villages Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
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 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 Towers Resort
Save 100% on your flight
Price was $658, price is now $309 per person
$309
per person
May 3 - May 9
found 1 day 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 Town Center Resort
Save 100% on your flight
Price was $603, price is now $316 per person
$316
per person
Apr 26 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Florida Hotel & Conference Center in the Florida Mall
Save 100% on your flight
Price was $1,516, price is now $832 per person
$832
per person
May 18 - May 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orlando International Premium Outlets and The Orlando Eye are located nearby.
Seasons Florida Resort
Save 100% on your flight
Price was $731, price is now $407 per person
$407
per person
Jun 4 - Jun 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Delaney Hotel
Save 100% on your flight
Price was $1,291, price is now $750 per person
$750
per person
Jun 4 - Jun 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this 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 Orlando International Premium Outlets are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $964, price is now $562 per person
$562
per person
May 20 - May 25
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Palazzo Lakeside Hotel
Save 100% on your flight
Price was $659, price is now $387 per person
$387
per person
Jun 4 - Jun 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
The Villages Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
The Villages 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.
Sun, Apr 26 - Thu, Apr 30
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$80 Roundtrip, found 2 hours ago
$80
Roundtrip
found 2 hours ago
Sun, Apr 26 - Thu, Apr 30
TTN
Mercer
MCO
Orlando Intl.
$88 Roundtrip, found 2 hours ago
$88
Roundtrip
found 2 hours ago
Mon, Apr 27 - Thu, Apr 30
MSP
Minneapolis - St. Paul Intl.
MCO
Orlando Intl.
$100 Roundtrip, found 6 hours ago
$100
Roundtrip
found 6 hours ago
Tue, Apr 7 - Thu, Apr 16
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$100 Roundtrip, found 6 hours ago
$100
Roundtrip
found 6 hours ago
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