San Casciano in Val di Pesa Villas ￥44,879

On the road from Florence to Siena in 2007 we stopped at what we thought was a park in which to have lunch. It was made very clear to us when we arrived that it was actually much more than that. The graves of thousands of Americans who died in Italy in WW2 filled hectares of immaculately maintained land.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for San Casciano in Val di Pesa villas

Beautiful Tuscan home between Florence & Siena

Florence

Frank V.

￥220,429 total

includes taxes & fees

Jan 25 - Jan 26

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

Careggi Rifredi

robert g.

￥1,753,121 total

includes taxes & fees

Jan 25 - Jan 26

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Toscana

Leopard I.

￥373,275 total

includes taxes & fees

Jan 25 - Jan 26

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Colle Val D'Elsa

￥2,172,986 total

includes taxes & fees

Jan 26 - Jan 27

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Radda in Chianti

"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."

Anonymous traveler

￥441,002 total

includes taxes & fees

Jan 27 - Jan 28

Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi

Monsummano Terme PT

Anonymous traveler

￥546,900 total

includes taxes & fees

Jan 26 - Jan 27

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

Scott M.

￥295,379 total

includes taxes & fees

Feb 1 - Feb 2

Casa dei Renai by Rentbeat

Signa

￥44,879 total

includes taxes & fees

Feb 22 - Feb 23

Tolomei Gucci - Luxury Lemon House with Spa

San Jacopo Al Girone

Giuseppe F.

￥44,933 total

includes taxes & fees

Jan 25 - Jan 26

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Montespertoli

"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"

Elise D.

￥269,598 total

includes taxes & fees

Jan 25 - Jan 26

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

Pontassieve

"This place is magical!!!!! The host was amazing and so communicative - readily available on the property and was able to answer questions as well as drive us to get food in town and to the train station! Ample space for guests and the property is beautiful. The pool area is great and comes with fun floats / fun activities for near the pool. The ambiance of the outdoor dining area is lovely and the check in/out process was easy. Couldn’t recommend this place more!!!"

Lyndsey S.

￥639,926 total

includes taxes & fees

Jan 25 - Jan 26

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Castellina in Chianti

￥957,680 total

includes taxes & fees

Jan 26 - Jan 27

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Montespertoli

Ed M.

￥273,834 total

includes taxes & fees

Jan 25 - Jan 26

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Impruneta

Lidija M.

￥82,242 total

includes taxes & fees

Jan 25 - Jan 26

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Siena

￥968,637 total

includes taxes & fees

Feb 1 - Feb 2

Country House with heated pool near the center

Careggi Rifredi

Nancy P.

￥67,821 total

includes taxes & fees

Jan 26 - Jan 27

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Gaiole in Chianti

￥1,187,777 total

includes taxes & fees

Jan 25 - Jan 26

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Rignano sull'Arno

"We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix...

Norman C.

￥528,682 total

includes taxes & fees

Jan 28 - Jan 29

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Gaiole in Chianti

russ h.

￥195,845 total

includes taxes & fees

Jan 27 - Jan 28

Viniard Villa - Residence Le Rose in Chianti

Castellina in Chianti

￥119,587 total

includes taxes & fees

Jan 29 - Jan 30

View all properties

Find vacation rentals that suit your style

Villas

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top San Casciano in Val di Pesa Hotel Reviews

Orto De Medici Hotel

10/10 Excellent

"Wonderful room, clean and modern. The staff is excellent and especially the breakfast staff."

Antica Dimora Sant'Anna

10/10 Excellent

"This was my first time in Florence and had a great experience staying here. This place is like 8 mins away from Firenze Santa Maria Novella train station. Also very close to other attractions. The room was very specious and comfortable and it was cleaned everyday. Highly recommend this place. "

Bernini Palace

10/10 Excellent

"There is no dispute as to the convenient location of this hotel, but in addition to that, I have many positive impressions from my stay. The staff was very friendly, after returning from a gruelling day visiting museums and churches, it is a joy to walk into smiling people. The room we were in was very spacious, as was the bathroom. The breakfast was quite abundant. I would definitely recommend this place again. "

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Number of reviews	50
Accommodation	1896 Villas
Lowest Price	￥44,879
Highest Price	￥1,753,121

Frequently asked questions

How much do villas in San Casciano in Val di Pesa cost?

Rates for villas in San Casciano in Val di Pesa range between ￥44,879 and ￥1,753,121 per night. Whatever your budget, you can find a place that suits your needs with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in San Casciano in Val di Pesa?

You'll find 1896 villas in San Casciano in Val di Pesa. No matter if you're traveling with the kids or organizing a weekend break with your besties, Expedia can help you find the ideal base for your squad.

Why book your villa in San Casciano in Val di Pesa with Expedia?

Reserving a villa in San Casciano in Val di Pesa is as easy as working out your travel dates and choosing a place that checks your boxes. In search of something affordable or luxurious, or a stay that also offers a kitchenette? Use Expedia's search filters to narrow your results and find the ideal fit.

How can I find cheap villas in San Casciano in Val di Pesa?

Expedia is here to help you look for cheap villas in San Casciano in Val di Pesa. Use our filter tool to select amenities, budget and star rating to refine your search and find a fantastic place to stay in a couple of clicks.

What is there to do near my villa in San Casciano in Val di Pesa?

After you've unpacked your things and settled in, get out and explore the incredible things San Casciano in Val di Pesa has to offer. Antinori nel Chianti Classico is a popular attraction to add to your must-do list.

Explore a world of travel with Expedia

More ways to book

Book Villas in San Casciano in Val di Pesa on Expedia.it

Search Villas in San Casciano in Val di Pesa

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Casciano in Val di Pesa villas

Beautiful Tuscan home between Florence & Siena

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Casa dei Renai by Rentbeat

Tolomei Gucci - Luxury Lemon House with Spa

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Country House with heated pool near the center

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Viniard Villa - Residence Le Rose in Chianti

Find vacation rentals that suit your style

Top San Casciano in Val di Pesa Hotel Reviews

Orto De Medici Hotel

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Frequently asked questions

Explore a world of travel with Expedia