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
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

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 NZ$7,340
includes taxes & fees
28 July - 29 July
Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning
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 NZ$3,296
includes taxes & fees
26 July - 27 July
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
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 NZ$4,744
includes taxes & fees
20 July - 21 July
Beautiful Tuscan home between Florence & Siena
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is NZ$235
includes taxes & fees
26 July - 27 July
Rooster House, cooking classes and opera
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 NZ$658
includes taxes & fees
20 July - 21 July
Luxury Villa in the Florentine hills
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is NZ$493
includes taxes & fees
19 July - 20 July
Casa dei Renai by Rentbeat
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 NZ$746
includes taxes & fees
24 July - 25 July
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is NZ$27,724
includes taxes & fees
18 Aug - 19 Aug
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Pool

Podere Le Casette - Five Bedroom Villa, Sleeps 10

Podere Le Casette - Five Bedroom Villa, Sleeps 10
Cassia
10.0 out of 10, Exceptional, (1 review)
"The home was recently renovated immaculately and is an incredible place to enjoy Tuscany as well as Florence. The pictures don’t do it justice. We enjoyed our stay and would recommend to any group of any age. The views will last forever."
United States
Geoff B.
The price is NZ$2,302
includes taxes & fees
16 Aug - 17 Aug
Podere Le Casette - Five Bedroom Villa, Sleeps 10
Terrace/patio

Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
The price is NZ$5,915
includes taxes & fees
22 July - 23 July
Golden Hour - wedding in Florence
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
10.0 out of 10, Exceptional, (1 review)
"Struttura a dir poco fantastica. Siamo stati non bene benissimo e sicuramente ci ritorneremo.Approfitto anche per fare un ringraziamento a Serena e Venita per l’immensa disponibilità, professionalità e cordialità ricevuta."
United States
Giuseppe F.
The price is NZ$1,634
includes taxes & fees
1 Aug - 2 Aug
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Exterior

Luxury Tuscan Estate | Heated Pool & Private Concierge

Luxury Tuscan Estate | Heated Pool & Private Concierge
impruneta
10.0 out of 10, Exceptional, (110 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is NZ$3,009
includes taxes & fees
17 Aug - 18 Aug
Luxury Tuscan Estate | Heated Pool & Private Concierge
Pool

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
The price is NZ$19,366
includes taxes & fees
13 Aug - 14 Aug
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Exterior

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

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (40 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is NZ$3,640
includes taxes & fees
6 Aug - 7 Aug
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior detail

Exclusive Estate in Florence, Private Pool, 13 bedrooms

Exclusive Estate in Florence, Private Pool, 13 bedrooms
Oltrarno
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful stay for our large extended family. Everyone was comfortable, and the proximity to the city center was ideal. Hosts had many helpful suggestions. Make sure you ask about hiring the private chef they recommend! "
United States
Molly M.
Exclusive Estate in Florence, Private Pool, 13 bedrooms
Exterior

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

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is NZ$4,236
includes taxes & fees
19 July - 20 July
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool

Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is NZ$1,519
includes taxes & fees
22 July - 23 July
Bagno a Ripoli, Italy. Entire accommodation: villa
Terrace/patio

Apartments Florence - Villa Fonte Morgana with pool

Apartments Florence - Villa Fonte Morgana with pool
Impruneta
10.0 out of 10, Exceptional, (1 review)
"What a beautiful villa! We thoroughly enjoyed our stay in Tuscan countryside. All rooms were comfortable and large. We were surprised by the lack of body soap and shampoo."
United States
Christine B.
Apartments Florence - Villa Fonte Morgana with pool
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 NZ$891
includes taxes & fees
20 July - 21 July
Villa Il Signorino
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 NZ$363
includes taxes & fees
22 July - 23 July
Villa Montecastello
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

Art Hotel Villa Agape

Art Hotel Villa Agape

10/10 Excellent
"An exceptionally special stay. Beautifully appointed rooms with views over a garden so stunning I’d stay here just to visit it. Staff at the top of their game and the restaurant… sigh. Just book it."
Jennell 1-night trip
Posted 11 hours ago
Art Hotel Villa Agape

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Number of reviews
2
Accommodation
1508 Villas
Lowest Price
NZ$363
Highest Price
NZ$1,531

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 NZ$363 and NZ$1,531 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 1508 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.
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.