A vineyard with rows of grapevines on rolling hills, a small house, and a mountain range in the background.

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for San Casciano in Val di Pesa villas

Exterior

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

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning
San Casciano in Val di Pesa
The price is £2,889
additional charges may apply
2 Jul - 3 Jul
Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning
Exterior

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (8 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 £2,384
includes taxes & fees
19 Jul - 20 Jul
Beautiful Tuscan home between Florence & Siena
Outdoor dining

Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi

Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Mercatale Val Di Pesa
The price is £1,932
includes taxes & fees
2 Jul - 3 Jul
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is £155
includes taxes & fees
2 Jul - 3 Jul
Villa Montecastello
Outdoor dining

Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (147 reviews)
"Beautiful property and great experience "
United States
edward p.
The price is £328
includes taxes & fees
19 Jul - 20 Jul
Luxury Villa in the Florentine hills
Iron/ironing board, WiFi, bed sheets

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
Gaiole in Chianti
The price is £205
includes taxes & fees
5 Jul - 6 Jul
Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is £681
includes taxes & fees
2 Jul - 3 Jul
Villa Marcolina
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is £4,496
includes taxes & fees
5 Jul - 6 Jul
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Exterior

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is £195
includes taxes & fees
15 Jul - 16 Jul
The three owls of san gimignano
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is £106
includes taxes & fees
8 Jul - 9 Jul
Rooster House, cooking classes and opera
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 £3,277
includes taxes & fees
2 Jul - 3 Jul
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is £229
includes taxes & fees
19 Jul - 20 Jul
Casa dei Renai by Rentbeat
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 £430
includes taxes & fees
5 Jul - 6 Jul
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Exterior

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
San Vivaldo
The price is £1,928
includes taxes & fees
1 Aug - 2 Aug
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Exterior

Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
The price is £390
includes taxes & fees
3 Jul - 4 Jul
Villa Il Signorino
Outdoor dining

Tuscan Villa 15 min from Florence, Parking, Garden

Tuscan Villa 15 min from Florence, Parking, Garden
Pian di Mugnone
10.0 out of 10, Exceptional, (2 reviews)
"Très belle maison bien équipée et dans un lieu calme et une très jolie région.Accueil très chaleureux avec des petits présents.Merci pour toutJean-Pierre"
United States
Jean-Pierre M.
The price is £267
includes taxes & fees
2 Jul - 3 Jul
Tuscan Villa 15 min from Florence, Parking, Garden
Outdoor dining

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

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Super quaint, beatiful, designed, comfortable, not lacking anything house and location. Very informative and accessable host. Listen to the instructions on how to go to Firenze. No need to take your car tyere!"
United States
Maria H.
The price is £344
includes taxes & fees
2 Jul - 3 Jul
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

Villino Serena Di Lapigio Florence: Mountain View, Private Garden

Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Saltino
The price is £777
includes taxes & fees
4 Jul - 5 Jul
Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Pool

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...
United States
Marianne H.
The price is £364
includes taxes & fees
2 Jul - 3 Jul
Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Exterior

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 £526
includes taxes & fees
5 Jul - 6 Jul
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

The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

10/10 Excellent
"Loved our stay here. Would definitely stay here again"
vicki 6-night trip
Posted 10 hours ago
The Social Hub Florence Belfiore

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Number of reviews
169
Accommodation
1792 Villas
Lowest Price
£106
Highest Price
£4,496

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 £106 and £4,496 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 1792 villas in San Casciano in Val di Pesa. No matter if you're travelling with the kids or organising 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.