The Villages Vacations from $460

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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.
Cupertino Hotel

Cupertino Hotel

3.5 out of 5
Save 100% on your flight
Price was $685, price is now $460 per person
$460
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to San Jose (SJC)
8/10 Very Good! (1,005 reviews)
Poor lighting at night. Outside garbage cans were often overflowing. But none of that would keep me from staying there again. The staff was nice and the rooms were nice.

Reviewed on Sep 1, 2025

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was $2,950, price is now $1,353 per person
$1,353
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Jose (SJC)
8/10 Very Good! (1,003 reviews)
Short walk to Boardwalk great views

Reviewed on Aug 25, 2025

Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $1,631, price is now $1,094 per person
$1,094
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Jose (SJC)
5.8/10 (535 reviews)
This was a very clean room and they had just done improvements on the location and the room. Only thing that was bad was our room did not have shampoo or conditioner and per other guests asking at the front office they did not have any either. The one gentleman was told at 0715 am that he would have to wait til 0900 to get shampoo. I walked the couple blocks down the road and bought some at the gas station.

Reviewed on Aug 16, 2025

Marbella Lane Duplex San Jose

Marbella Lane Duplex San Jose

4 out of 5
Willow Glen
Save 100% on your flight
Price was $1,377, price is now $927 per person
$927
per person
Nov 5 - Nov 11
found 7 hours ago
Roundtrip flight included
Phoenix (PHX) to San Jose (SJC)
8.2/10 Very Good! (14 reviews)
Very clean well kept place in a good location and affordable sould stay again

Reviewed on Jul 18, 2025

Aloft Silicon Valley

Aloft Silicon Valley

3 out of 5
Save 100% on your flight
Price was $763, price is now $533 per person
$533
per person
Oct 25 - Nov 1
found 1 hour ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
8.6/10 Excellent! (1,003 reviews)
Had a great stay here will return soon

Reviewed on Aug 14, 2025

Where to stay in The Villages

Find the best The Villages areas and neighborhoods for the activities you enjoy most. Learn more about The Villages
Downtown San Jose featuring heritage architecture

Downtown San Jose

4 out of top 10 points of interest in this area
4/5(936 area reviews)

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

Find hotels in Downtown San Jose

The Villages Hotel Deals

Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real, Sunnyvale, CA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $121 total per night from Sep 26 to Sep 27
$121 total
Sep 26 - Sep 27
Total with taxes and fees
Maple Tree Inn
Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
82 Karina Court, Airport, San Jose, CA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $137 total per night from Sep 12 to Sep 13
$137 total
Sep 12 - Sep 13
Total with taxes and fees
8.8/10 Excellent! (1,385 reviews)
"A nice spot for a quick stay."

Reviewed on Aug 31, 2025

Hyatt Place San Jose Airport
Holiday Inn Express & Suites San Jose Airport by IHG

Holiday Inn Express & Suites San Jose Airport by IHG

2.5 out of 5
2080 N 1st Street, San Jose, CA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from Sep 5 to Sep 6
$126 total
Sep 5 - Sep 6
Total with taxes and fees
Holiday Inn Express & Suites San Jose Airport by IHG
See all 1,707 properties in The Villages
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in The Villages

This is a great place across from the mall where you could eat at a diverse set of restaurants!

Santana Row Shopping Center

During your trip to San Jose, you can enjoy retail therapy at Santana Row Shopping Center. Attend a sporting event or discover the mountain views in this family-friendly area.

Santana Row Shopping Center
Winchester Mystery House

Winchester Mystery House

Wonder about the alleged hauntings and other mysteries as you chart the life of a gun magnate’s widow in this unfinished manor.

Winchester Mystery House
Raging Waters showing a waterpark and swimming as well as a large group of people

Raging Waters

Bring your family to Raging Waters and enjoy some excitement at this theme park in San Jose. Discover the top-notch restaurants and great live music in this family-friendly area.

Raging Waters

Things to do

Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette

$32
per adult
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
San Jose: "The Escape Game" Ticket at Valley Fair

San Jose: "The Escape Game" Ticket at Valley Fair

$47
per adult
100% of travellers recommend
San Jose: "The Escape Game" Ticket at Valley Fair
San Jose: One day Yosemite and Giant Sequoia Tour

San Jose: One day Yosemite and Giant Sequoias Tour

$289
per adult
92% of travellers recommend
San Jose: One day Yosemite and Giant Sequoias Tour
See all activities in San Jose
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.