The Villages Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 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

Our guide on 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

Our pick of the best The Villages Hotel Deals

Spark by Hilton San Jose Airport

Spark by Hilton San Jose Airport

3 out of 5
2585 Seaboard Ave San Jose CA
Fully refundableReserve now, pay when you stay
The price is NZ$209 per night from 9 May to 10 May
NZ$209
9 May - 10 May
includes taxes & fees
8.6/10 Excellent! (590 reviews)
Great place

Reviewed on 9 Apr 2026

Spark by Hilton San Jose Airport
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
The price is NZ$226 per night from 9 May to 10 May
NZ$226
9 May - 10 May
includes taxes & fees
8.6/10 Excellent! (1,760 reviews)
Top notch service

Reviewed on 11 Apr 2026

Sonesta Select San Jose Airport
Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

3.5 out of 5
777 Bellew Dr Milpitas CA
Fully refundableReserve now, pay when you stay
The price is NZ$231 per night from 25 Apr to 26 Apr
NZ$231
25 Apr - 26 Apr
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
A/c in room was stuck at 72 degrees and felt hot air blowing I was on the 8th floor, other than not cooling down the room to an exceptional temperature for myself the stay was peaceful

Reviewed on 11 Apr 2026

Sonesta San Jose - Milpitas
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 holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in The Villages from just . And the more you bundle, the more dollars you save. The holiday 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 holiday 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 holiday dreams.
Where should I stay in The Villages?
Most people who visit The Villages include both Winchester Mystery House and San Jose Convention Centre 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 holiday?
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 cosy apartment in the city, Expedia can make it happen for less.
Can I choose my airline with a The Villages Expedia holiday 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 holiday package?
Certainly, and we're here to help. You may be able to amend or cancel your The Villages holiday 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

Activities

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.