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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for San Casciano in Val di Pesa villas

Exterior

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (7 reviews)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
United States
Debra P.
The price is ￥330,642
￥459,225 total
includes taxes & fees
May 10 - May 11
Beautiful Tuscan home between Florence & Siena
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is ￥27,039
￥30,294 total
includes taxes & fees
May 19 - May 20
Villa Montecastello
Exterior

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Oltrarno
The price is ￥123,594
￥158,127 total
includes taxes & fees
May 11 - May 12
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Property grounds

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Rosano - Florence
9.8 out of 10, Exceptional, (31 reviews)
"Local sights and food"
United States
Brian W.
The price is ￥51,249
￥80,676 total
includes taxes & fees
May 12 - May 13
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Exterior

Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events

Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events
Colle di Val d'Elsa
The price is ￥1,561,363
￥1,738,623 total
includes taxes & fees
May 12 - May 13
Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events
Exterior

Country House with heated pool near the center

Country House with heated pool near the center
Careggi Rifredi
9.6 out of 10, Exceptional, (12 reviews)
"The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. "
United States
Nancy P.
The price is ￥55,107
￥87,437 total
includes taxes & fees
May 19 - May 20
Country House with heated pool near the center
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is ￥124,742
￥138,686 total
includes taxes & fees
May 20 - May 21
Villa Marcolina
Property grounds

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

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (8 reviews)
"Everything about this house is exquisite and very homey. Decors are really tasteful. Outdoors spaces and the views are absolutely beautiful. Kitchen is really well appointed. There is no shortage of dish-wear, silverware and glasses. Location is very central to explore Tuscany. Our host, Lapo is very welcoming and helpful with all recommendations. He is the kind of host that you want to stay in touch and come back to see him. "
United States
Ravin N.
The price is ￥369,216
￥373,625 total
includes taxes & fees
May 25 - May 26
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Pool

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is ￥856,178
￥948,023 total
includes taxes & fees
May 9 - May 10
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is ￥2,167,539
￥2,167,539 total
includes taxes & fees
May 9 - May 10
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Pool

Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is ￥127,297
￥145,482 total
includes taxes & fees
May 11 - May 12
Bagno a Ripoli, Italy. Entire accommodation: villa
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is ￥867,016
￥958,861 total
includes taxes & fees
May 12 - May 13
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Outdoor dining

Villino Serena Di Lapigio Florence: Mountain View, Private Garden

Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Saltino
The price is ￥85,232
￥149,523 total
includes taxes & fees
Jun 2 - Jun 3
Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is ￥2,601,047
￥2,601,047 total
includes taxes & fees
May 30 - May 31
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Property grounds

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Pontassieve
10.0 out of 10, Exceptional, (2 reviews)
"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!!!"
United States
Lyndsey S.
The price is ￥563,560
￥655,405 total
includes taxes & fees
May 9 - May 10
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Exterior

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
The price is ￥83,301
￥91,631 total
includes taxes & fees
May 10 - May 11
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is ￥10,015
￥46,619 total
includes taxes & fees
May 11 - May 12
Casa dei Renai by Rentbeat
Pool

Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View

Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View
Sesto Fiorentino
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time at Villa Ancora. From the time I booked Antonella (our host) was so engaged and friendly. She met us at the property and made sure we had everything we needed. She gave us great advice on local markets, restaurants and ideas to make the most of our vacation. We enjoyed every aspect of the beautiful property from the cozy beds to the well-appointed kitchen, the stunning view and comfortable pool area. "
United States
Guillermo S.
The price is ￥96,027
￥118,470 total
includes taxes & fees
May 11 - May 12
Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View
In-room safe, iron/ironing board, WiFi, bed sheets

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Rignano sull'Arno
The price is ￥102,023
￥112,225 total
includes taxes & fees
May 10 - May 11
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
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.
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Top San Casciano in Val di Pesa Hotel Reviews

aparto Florence Manifattura

aparto Florence Manifattura

10/10 Excellent
"Friendly Staff.. amenities are great , rooms are very comfortable (bed -covers) ,"
Pedro 2-night trip
Posted 3 hours ago
aparto Florence Manifattura

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Number of reviews
61
Accommodation
1869 Villas
Lowest Price
￥30,294
Highest Price
￥2,601,047

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 ￥30,294 and ￥2,601,047 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 1869 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.