The Villages Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Jul 30 - Aug 2

    Sonesta San Jose - Milpitas + Flight

    Milpitas
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,019 reviews)
    "Loved it"
    Reviewed May 26, 2026
    Roundtrip • Osaka (KIX) - San Jose (SJC)
    KIX - SJC • 2 stops SJC - KIX • 2 stops
    ￥333,620
    ￥307,340
    per traveler
    found 1 day ago
    Sonesta San Jose - Milpitas
  • House (3 Bedrooms) | 3 bedrooms, desk, laptop workspace, iron/ironing board
    Jul 31 - Aug 5

    Marbella Lane - 3BR Designer Home 12-min to Levi's + Flight

    San Jose
    5 nights
    3.0 star property
    Roundtrip • Tokyo (HND) - San Jose (SJC)
    HND - SJC • 1 stop SJC - HND • 1 stop
    ￥836,331
    ￥551,954
    per traveler
    found 1 day ago
    Marbella Lane - 3BR Designer Home 12-min to Levi's
  • Exterior
    Jul 31 - Aug 5

    Hyatt Place San Jose Airport + Flight

    North San Jose
    5 nights
    3.0 star property
    9.0/10 - Wonderful (1,569 reviews)
    "Pay for parking (not disclosed up front) and not even bottled water in the room. Ok for a “budget” stay."
    Reviewed May 27, 2026
    Roundtrip • Tokyo (HND) - San Jose (SJC)
    HND - SJC • 1 stop SJC - HND • 1 stop
    ￥441,940
    ￥342,677
    per traveler
    found 1 day ago
    Hyatt Place San Jose Airport
  • Exterior
    Jul 31 - Aug 5

    Hyatt House San Jose Airport + Flight

    North San Jose
    5 nights
    3.0 star property
    9.0/10 - Wonderful (1,001 reviews)
    "Staff were very helpful, friendly and accommodating. The location is right next to a transit line which helps if you are commuting to different areas in the Bay!"
    Reviewed May 27, 2026
    Roundtrip • Tokyo (HND) - San Jose (SJC)
    HND - SJC • 1 stop SJC - HND • 1 stop
    ￥455,005
    ￥355,570
    per traveler
    found 1 day ago
    Hyatt House San Jose Airport
  • House | 5 bedrooms
    Jul 18 - Jul 21

    Santa Clara 5Br Home I Spacious Backyard I Westfield + Flight

    Santa Clara
    3 nights
    2.0 star property
    Roundtrip • Tokyo (NRT) - San Francisco (SFO)
    NRT - SFO • 1 stop SFO - NRT • 1 stop
    ￥463,700
    ￥426,744
    per traveler
    found 1 day ago
    Santa Clara 5Br Home I Spacious Backyard I Westfield

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

Downtown San Jose

5 out of top 10 points of interest in this area
4/5(943 area reviews)

Known for its fascinating museums and great live music, there's plenty to explore in Downtown San Jose. You can visit top attractions like San Pedro Square and Plaza de Cesar Chavez, and jump on the metro at Santa Clara Station or St James Station to see more of the city.

Find hotels in Downtown San Jose

The Villages Hotel Deals

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
The price is ￥20,545 per night from Jun 7 to Jun 8
￥20,545
￥23,660 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (1,569 reviews)
"Pay for parking (not disclosed up front) and not even bottled water in the room. Ok for a “budget” stay."

Reviewed on May 27, 2026

Hyatt Place San Jose Airport
Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
The price is ￥17,057 per night from May 29 to May 30
￥17,057
￥19,253 total
May 29 - May 30
includes taxes & fees
9/10 Wonderful! (2,758 reviews)
"I wish they would man the pool a little bit. There were some kids playing a little too rough maybe walking through once in a while will keep people in check since the parents were not. Also the hot tub is out of service. Also, can you remind guest not to let the door slam to the room?"

Reviewed on May 26, 2026

Maple Tree Inn
Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
1820 Barber Ln Milpitas CA
Fully refundableReserve now, pay when you stay
The price is ￥18,315 per night from Jun 5 to Jun 6
￥18,315
￥20,915 total
Jun 5 - Jun 6
includes taxes & fees
9/10 Wonderful! (1,958 reviews)
"Great hotel all around!!"

Reviewed on May 27, 2026

Sonesta Silicon Valley
See all 1,567 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.

Frequently asked questions

How much does a The Villages vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in The Villages from just . And the more you bundle, the more dollars you save. The vacation of your dreams has never been so affordable.
How do I get a cheap travel package to The Villages?
One word: bundle. Flights, hotels and rental cars — combine whatever you need into a The Villages vacation package and save. Score even more discounts when you add extras such as tours or experiences to your booking. But that's not the only good part. You have the freedom to customize your trip your own way. We offer over 550 air carriers and 1,000,000 hotel options across the world, so that everyone has an opportunity to travel and live out those vacation dreams.
Where should I stay in The Villages?
Most people who visit The Villages include both Winchester Mystery House and San Jose Convention Center on their bucket lists. Why not select a hotel close to one of these popular attractions?
How far in advance should I book my The Villages vacation?
While not all air carriers release ticket prices early, you can normally start comparing international fares on Expedia up to a year in advance. This is when you'll nab some fantastic bargains. If you've left things to the last minute, you might still get lucky. Sometimes the lowest prices become available only weeks prior to departure.
What does an Expedia The Villages travel package include?
Flights, rental cars and hotels — you'll find them all here. With Expedia, you can create your The Villages package just how you like it. All you have to do is work out what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the greater the savings!
What should I know before booking a The Villages travel package?
When you book your hotels, flights and car rentals together, you'll walk away with awesome discounts. Whether you're planning a rural escape in a cottage or would rather stay in a cozy apartment in the city, Expedia can make it happen for less.
Can I choose my airline with a The Villages Expedia vacation package?
Yes, and with more than 550 airlines to select from globally, you've got lots of choice. Have a look through the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my The Villages vacation package?
Certainly, and we're here to help. You may be able to amend or cancel your The Villages vacation package for free within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If your travel plans suddenly change, take a look at our Customer Service Portal for more information.

Discover the most popular places to visit in The Villages

Santana Row Shopping Center

Santana Row Shopping Center

4.5/5(121 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(577 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
View of Silicon Valley at Dusk, San Jose, California, USA

San Jose McEnery Convention Center

4/5(573 reviews)

Learn about the events happening at San Jose McEnery Convention Center during your trip to San Jose. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

San Jose McEnery Convention Center

Things to do

LEGOLAND Discovery Center Bay Area

LEGOLAND Discovery Center Bay Area

￥4,392
per adult
LEGOLAND Discovery Center Bay Area
San Jose: "The Escape Game" Ticket at Valley Fair

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

￥7,373
per adult
100% of travellers recommend
San Jose: "The Escape Game" Ticket at Valley Fair
Self Guided Walking Tour in Agnews Historic Park

Agnews Historic Park Personalized Self-Guided App Tour

￥785
per traveler
Agnews Historic Park Personalized Self-Guided App 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.