A golf course with a pond, trees, and rolling hills in the background.
Photo by Erica R Hopper
Open Photo by Erica R Hopper

The Villages Vacations from $155

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Your The Villages Vacation

Experience the best that The Villages has to offer with a The Villages vacation package. From its golfing to everything else that makes it so fascinating, this neighborhood will delight you from beginning to end. Plan enough time on your itinerary to see renowned nearby sights like Montgomery Hill during your trip to The Villages. Don't just wish for it — make it happen! Secure your perfect The Villages vacation with Expedia and get to where you're going your way.

The Latest The Villages Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A hotel room with two beds, a nightstand, a lamp, and a window with curtains.
    Dec 28 - Dec 30

    Aqua Breeze Inn + Flight

    Westside Santa Cruz
    2 nights
    2.5 star property
    8.2/10 - Very good (1,001 reviews)
    Roundtrip • Los Angeles (LAX) - San Jose (SJC)
    LAX - SJC • Nonstop SJC - LAX • Nonstop
    Save 100% on your flight
    $259
    $155
    per traveler
    found 1 day ago
    Aqua Breeze Inn
  • A modern kitchen with a dining area, wooden flooring, and a blue sofa.
    Jan 14 - Jan 20

    Marbella Lane Duplex San Jose 10-Min to Levi’s + Flight

    Willow Glen
    6 nights
    4.0 star property
    8.2/10 - Very good (15 reviews)
    "Thank you for giving my family the pleasure of staying in your home"
    Reviewed May 21, 2026
    Roundtrip • Seattle (SEA) - San Jose (SJC)
    SEA - SJC • Nonstop SJC - SEA • Nonstop
    $1,612
    $966
    per traveler
    found 1 day ago
    Marbella Lane Duplex San Jose 10-Min to Levi’s
  • A multi-story hotel with a pool on the rooftop, surrounded by a parking lot and a mountainous backdrop.
    Jan 14 - Jan 20

    Sonesta San Jose - Milpitas + Flight

    Milpitas
    6 nights
    3.5 star property
    8.8/10 - Excellent (1,175 reviews)
    "They tried to charge 5000 for no reason"
    Reviewed November 5, 2026
    Roundtrip • Seattle (SEA) - San Jose (SJC)
    SEA - SJC • Nonstop SJC - SEA • Nonstop
    $946
    $581
    per traveler
    found 1 day ago
    Sonesta San Jose - Milpitas
  • A spacious living area with a staircase, a dining area, and a black leather sofa.
    Jan 24 - Jan 27

    @ Marbella Lane - 4BR Siliconvalley Gempool House + Flight

    Berryessa
    3 nights
    3.0 star property
    Roundtrip • Burbank (BUR) - San Jose (SJC)
    BUR - SJC • Nonstop SJC - BUR • Nonstop
    $1,599
    $1,165
    per traveler
    found 9 hours ago
    @ Marbella Lane - 4BR Siliconvalley Gempool House
  • A modern kitchen with wooden cabinets, a dining area with a table and chairs, and a blue sofa in a living room.
    Jan 24 - Jan 27

    Marbella Lane Triplex San Jose + Flight

    Northside
    3 nights
    3.5 star property
    7.0/10 - Good (46 reviews)
    "Just only 4 pm can check in. 😞"
    Reviewed April 28, 2026
    Roundtrip • Burbank (BUR) - San Jose (SJC)
    BUR - SJC • Nonstop SJC - BUR • Nonstop
    $1,073
    $798
    per traveler
    found 9 hours ago
    Marbella Lane Triplex San Jose

Where to stay in The Villages

Find the best The Villages areas and neighborhoods for the activities you enjoy most.
A large white church with domes and columns, located at the intersection of San Fernando St and Market St.

Downtown San Jose

This city on San Francisco Bay is not only a technology center, but also filled with cultural and historic attractions.

A cityscape with a river, green spaces, and mountains in the background.

South San Jose

Southern region of San Jose, California, featuring a mix of businesses, green spaces, and parks. Explore trails like Coyote Creek and Guadalupe River, or visit parks such as Almaden Quicksilver County Park. Easily accessible via VTA stations and highways.

A historic building with a tower, surrounded by palm trees and cypress trees.

Willow Glen

Explore this historic downtown with diverse architectural styles, and upscale living. Enjoy shopping and dining in Downtown Willow Glen, and access nearby VTA light rail and Caltrain stations.

A historic house with a stone entrance, a flag, and a welcome sign.

West San Jose

While visiting West San Jose, you might make a stop by sights like Winchester Mystery House and Santana Row Shopping Center.

A highway sign for Exit 2B to San Jose on I-101 South, 1 mile ahead.

North San Jose

If you're spending time in North San Jose, check out sights like Samsung Semiconductor Inc or Topgolf San Jose and hop on the metro to see more the city at Cisco Station or Baypointe Station.

The Villages Hotel Deals

A banquet hall with round tables covered in red tablecloths, black chairs with pink sashes, and white curtains in the background.

La Hacienda San Jose Silicon Valley

La Hacienda San Jose Silicon Valley
3.5 star property
Edenvale, 3.1 mi from The Villages
8.0 out of 10, Very good, (1,473 reviews)
"it was good I felt safe and the staff were chill"
$88 nightly
The price is $104
Nov 15 - Nov 16
Total with taxes and fees
La Hacienda San Jose Silicon Valley
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in The Villages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.