Villa Vacations from $1,062
Book a Hotel + Flight or Car together to unlock savings
Your Villa Vacation
The easiest way to experience this city is with a customized Villa vacation package. Stay in the neighborhood of Badia Coltibuono, which is good for families, nature and walking or go someplace else — our package deals are all about you. A trip to Villa is a terrific opportunity to go sightseeing. Be sure to stop by popular attractions like Castello di Albola, Castello di Radda Winery and Borgo di Vescine - Tenute di Castelvecchi. Check out Expedia's extensive range of travel options and begin planning your perfect vacation to Villa today.
The Latest Villa vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Certosa Di Maggiano
$1,062
per person
Dec 9 - Dec 15
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (217 reviews)
Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc.
The property was beautiful, maintained nicely, and was very quiet.
Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!
Reviewed on Sep 28, 2026
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
$1,218
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
Great location! Staff was friendly and helpful. Had a wonderful stay Highly recommend!
Reviewed on Oct 11, 2026
What to do in Villa
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
$21
per adult
SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence
$149
per adult
100% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
$75
per adult
88% of travellers recommend
Villa Hotel Deals
Radisson Blu Hotel, Florence
Via Giovanni Agnelli 33 Florence FI
Fully refundableReserve now, pay when you stay
$94 nightly
$120 total
Nov 6 - Nov 7
Total with taxes and fees
8.8/10 Excellent! (185 reviews)
"Everything was very clean and fresh. Great experience!"
Reviewed on Oct 11, 2026
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$119 nightly
$134 total
Nov 13 - Nov 14
Total with taxes and fees
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$325 nightly
$364 total
Nov 15 - Nov 16
Total with taxes and fees
9.2/10 Wonderful! (638 reviews)
"Gorgeous hotel in the heart of historic Siena."
Reviewed on Oct 13, 2026
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 | Peretola Airport (FLR) |
Top Sights | Castello dAlbola, Castello di Radda Winery and Borgo di Vescine - Tenute di Castelvecchi |
More vacations you might like
Frequently asked questions
How much does a Villa vacation package cost?
Offering excellent value package deals from $1,062 on Expedia, you'll be surprised at how little a vacation to Villa costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Villa?
You can usually find lower rates and greater availability in October, November and December. Take a look at our cheap Villa vacation packages and you could get some great off-season deals.
How many days is enough for Villa?
Generally, a handful of days is enough to check out the top sights during your Villa vacation. However, if you'd like to have time to relax or take day trips, think about extending your itinerary.
How to find the best Villa package deals?
Use Expedia's handy filters to help you find some fabulous Villa package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Villa package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Villa vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still get the freedom to create a tailored Villa vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Villa?
Land amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Villa adventure.
Does Expedia offer Book Now, Pay Later Villa vacation packages?
Your Villa trip is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to allow you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.