The Villages Vacations from $402

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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.
Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
Save 100% on your flight
Price was $572, price is now $402 per person
$402
per person
Jan 15 - Jan 19
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
9/10 Wonderful! (1,634 reviews)
The staff was soo welcoming and accommodating. Hospitality top-notch, room was soo good and the breakfast soo fulfilling great start to the day. Loved that stay. I’m glad I booked with them❤️

Reviewed on Nov 14, 2025

@ Marbella Lane - SJ Designer Home 3BR Ldry+p

@ Marbella Lane - SJ Designer Home 3BR Ldry+p

3 out of 5
Save 100% on your flight
Price was $1,975, price is now $1,433 per person
$1,433
per person
Dec 29 - Jan 2
found 12 hours ago
Roundtrip flight included
Ontario (ONT) to San Jose (SJC)
No reviews
Hotel Strata

Hotel Strata

3.5 out of 5
Old Mountain View
Save 100% on your flight
Price was $1,399, price is now $1,020 per person
$1,020
per person
Jan 3 - Jan 8
found 1 hour ago
Roundtrip flight included
Los Angeles (QLA) to San Jose (SJC)
9.6/10 Exceptional! (419 reviews)
I always love staying at this hotel. The rooms are comfortable and have every amenity necessary. The location in Central Mountain View cannot be beat. The very best part is that this is a family run establishment and you will feel a sense of caring and warmth from the staff throughout your stay. It is a special place.

Reviewed on Sep 26, 2025

Juniper Hotel Cupertino, Curio Collection by Hilton

Juniper Hotel Cupertino, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $655, price is now $481 per person
$481
per person
Jan 15 - Jan 19
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
9/10 Wonderful! (1,008 reviews)
Clean room Great check in staff.

Reviewed on Nov 12, 2025

West Cliff Inn - A Four Sisters Inn

West Cliff Inn - A Four Sisters Inn

3.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $951, price is now $698 per person
$698
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
8.8/10 Excellent! (1,001 reviews)
Scenic inn with great service in a great neighborhood.

Reviewed on Oct 25, 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

The Domain Hotel

The Domain Hotel

4 out of 5
1085 E El Camino Real, Sunnyvale, CA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $123 total per night from Nov 15 to Nov 16
$123 total
Nov 15 - Nov 16
Total with taxes and fees
8/10 Very Good! (1,326 reviews)
Staff was superb in taking care of needs but I feel the hotel staff could work on cleanliness a bit more Microwave and breakfast tables need to be cleaned after each use by staff - there was a puddle of oily water before I used the microwave; breakfast tables should be cleaned after each use I understand ...

Reviewed on Nov 10, 2025

The Domain Hotel
Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real, Sunnyvale, CA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $111 total per night from Nov 27 to Nov 28
$111 total
Nov 27 - Nov 28
Total with taxes and fees
9/10 Wonderful! (2,382 reviews)
amazing!

Reviewed on Nov 11, 2025

Maple Tree Inn
Sonesta Select San Jose Airport

Sonesta Select San Jose Airport

3 out of 5
1727 Technology Dr San Jose CA
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $119 total per night from Nov 29 to Nov 30
$119 total
Nov 29 - Nov 30
Total with taxes and fees
8.6/10 Excellent! (1,583 reviews)
Should have more option for all meals of the day.

Reviewed on Nov 13, 2025

Sonesta Select San Jose Airport
See all 1,812 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

4.5/5(119 reviews)

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

4.5/5(569 reviews)

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

5/5(1 review)

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

LEGOLAND Discovery Center Bay Area

LEGOLAND Discovery Center Bay Area

$28
per adult
LEGOLAND Discovery Center Bay Area
Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

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

$24
per adult
80% of travellers recommend
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
Silicon Valley Tech Tour

Silicon Valley Tech Tour

$185
per adult
Silicon Valley Tech 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.