Villa Vacations

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Your Villa Vacation

Book a Villa vacation package and get ready to experience all this city has to offer. Think about staying in the neighborhood of Contrada Castello, which is great for dining, views and culture. If your trip to Villa includes a little sightseeing, check out renowned attractions like Magione Racetrack, Fishing Museum of Magione and Castello di Magione. Whatever your travel plans or the size of your budget, organizing a tailored Villa vacation is a piece of cake with Expedia.

Discover the most popular places to visit in Villa

What to do in Villa

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
$623 nightly
The price is $695 total per night from May 19 to May 20
$695 total
May 19 - May 20
Total with taxes and fees
9.8/10 Exceptional! (232 reviews)
This is an incredible oasis in the hills of Tuscany. The restaurant is terrific, the rooms are beautiful and the staff is exceptional

Reviewed on Apr 29, 2026

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
$341 nightly
The price is $385 total per night from May 17 to May 18
$385 total
May 17 - May 18
Total with taxes and fees
10/10 Exceptional! (273 reviews)
After a rather "bumpy" start the great hotel manager Flavia and her young & local, a yet commited staff (Mateo, Mathilde, each of them) made my stay at Monastero a place to remember and plan to come back with my family. The building is fantastic, very well referbished with soft shades of white that ...

Reviewed on May 6, 2026

Monastero di Cortona Hotel & Spa
TH Assisi - Hotel Cenacolo

TH Assisi - Hotel Cenacolo

4 out of 5
Viale Patrono d'Italia 70 Assisi PG
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $110 total per night from May 28 to May 29
$110 total
May 28 - May 29
Total with taxes and fees
9.2/10 Wonderful! (661 reviews)
Great location when you go to Assisi by car

Reviewed on Apr 20, 2026

TH Assisi - Hotel Cenacolo
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.

Find the Best Villa Vacation Packages

Villa Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Sant Egidio Airport (PEG)
Top Sights
Castello di Magione, Cantina Berioli and Zocco Castle

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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?
November, December and January are great times to search for cheap Villa vacation packages. Choosing to travel in quieter periods means you can usually find better prices on hotels and flights.
How many days is enough for Villa?
The ideal duration of your Villa vacation depends on what you'd like to do and see. Generally, a few days to a week will give you time to go to all the major sights and discover 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.
Does Expedia offer Book Now, Pay Later Villa vacation packages?
If you're anything like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Villa trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.