Villa Vacations

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Find the Best Villa Vacation Packages

Villa Hotel Deals

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is ￥86,124 per night from Aug 16 to Aug 17
￥86,124
￥96,114 total
Aug 16 - Aug 17
includes taxes & fees
9.6/10 Exceptional! (215 reviews)
"Would definitely come back! The Italian garden at the property is beautiful."

Reviewed on Jul 9, 2025

Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is ￥47,587 per night from Aug 17 to Aug 18
￥47,587
￥53,724 total
Aug 17 - Aug 18
includes taxes & fees
9.8/10 Exceptional! (220 reviews)
"Stayed for 4 nights on part of a long gal pal trip to France & Italy. This place was simple extraordinary . Starting each day with a breakfast that had every imaginable food options to suit your style. No lunch needed after feasting in style. Happy hour could not have been better, the cocktails were ..."

Reviewed on Jul 20, 2025

Monastero di Cortona Hotel & Spa
Sina Brufani

Sina Brufani

5 out of 5
Piazza Italia, 12, Perugia, PG
Fully refundableReserve now, pay when you stay
The price is ￥35,235 per night from Jul 26 to Jul 27
￥35,235
￥39,620 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (595 reviews)
"Great location."

Reviewed on Jul 7, 2025

Sina Brufani
See all 4,048 properties in Villa
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.

What to do in Villa

Tour Umbria in Vespa

Vespa Tour of the Borghi Around Lake Trasimeno

￥25,790
per adult
Vespa Tour of the Borghi Around Lake Trasimeno
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

￥8,941
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
Truffle hunting or Olive harvest - seasonal

Truffle hunting or Olive harvest - seasonal

￥15,302
per adult
Truffle hunting or Olive harvest - seasonal
See all activities in Villa

Frequently asked questions

How much does a Villa vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. But how much your vacation to Villa costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Villa?
If you'd like to score a cheap Villa vacation package, consider traveling in January, February and March. You'll usually find lower prices on hotels and airfares during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Villa?
The ideal duration of your Villa vacation depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to visit all the major sights and explore some hidden spots along the way.
How to find the best Villa package deals?
Finding a cheap Villa package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Villa package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Villa vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Villa vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Villa?
Enjoy incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Villa vacation.
How to plan a trip to Villa?

  1. Pick your travel dates: The things you plan to do in Villa and your favorite season can help you decide when to travel.
  2. Set a budget: Consider expenses like flights, food and transportation when working out how much to put aside for your trip to Villa. Then, select a property that matches your budget, whether that's a wallet-friendly stay or a deluxe retreat.
  3. Decide your trip length: Think about how long you'd like to spend discovering Villa. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Villa vacation package that brings all your bookings together.

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