The Villages Vacations from $494
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The Latest The Villages Vacation Packages
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- Westgate Painted Mountain Golf Resort
Oct 14 - Oct 19Westgate Painted Mountain Golf Resort + Flight
Falcon Field Area5 nights4.0 star property8.4/10 - Very Good (1,001 reviews)"Americans with disability act nonexistent. I checked in due to brocken airconditioner. Its up the street from my job. I wanted to extend they told me to contact west gate directly they are closed on weekends. So I clicked a button on expedia and extended called Serena at the desk told her she said come and pock up a key in the morning when my Frau went to pick ip the key they told her we needed to move . They never called me I was in a helicopter when my frau texted me . I called the front desk..."Reviewed August 1, 2026Roundtrip • Chicago (CHI) - Phoenix (PHX)ORD - PHX • 1 stop PHX - ORD • Nonstop$1,021$494found 1 day agoper traveler - Raintree at Phoenix South Mountain Preserve
Oct 9 - Oct 12Raintree at Phoenix South Mountain Preserve + Flight
South Mountain3 nights3.5 star property8.4/10 - Very Good (134 reviews)Roundtrip • Minneapolis (MSP) - Phoenix (PHX)MSP - AZA • Nonstop PHX - MSP • Nonstop - Adobe Grand Villas
Sep 22 - Sep 26Adobe Grand Villas + Flight
West Sedona4 nights4.0 star property10/10 - Exceptional (474 reviews)"Lovely property. Beautiful room, so many thoughtful touches from fresh baked bread, snacks, drinks, made to order breakfast. The pool and jacuzzi were also wonderful. I highly recommend staying here!"Reviewed June 12, 2026Roundtrip • Chicago (CHI) - Phoenix (PHX)ORD - PHX • 1 stop PHX - ORD • 1 stop - Scottsdale Golf Retreat at Troon North
Oct 7 - Oct 12Scottsdale Golf Retreat at Troon North + Flight
Pinnacle Peak5 nights2.0 star propertyRoundtrip • Chicago (CHI) - Phoenix (PHX)ORD - PHX • 1 stop PHX - ORD • Nonstop - Luxe Pickleball Villa by Glam Homes
Oct 11 - Oct 17Luxe Pickleball Villa by Glam Homes + Flight
Paradise Valley Village6 nights3.0 star propertyRoundtrip • Islip (ISP) - Phoenix (PHX)ISP - PHX • 1 stop PHX - ISP • 1 stop
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.