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
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for San Casciano in Val di Pesa villas

Exterior

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

Villa 'Il Conventino' with Pool, Wi-Fi, and Air Conditioning
San Casciano in Val di Pesa
The price is AED 11,015
AED 14,943 total
includes taxes & fees
30 Jul - 31 Jul
Villa 'Il Conventino' with 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 AED 7,022
AED 7,039 total
includes taxes & fees
13 Aug - 14 Aug
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is AED 414
AED 502 total
includes taxes & fees
31 Jul - 1 Aug
Rooster House, cooking classes and opera
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 AED 1,178
AED 1,596 total
includes taxes & fees
5 Aug - 6 Aug
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Outdoor dining

Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (148 reviews)
"Lovely property, nicely appointed, would be happy to stay there again."
United States
David K.
The price is AED 1,045
AED 1,643 total
includes taxes & fees
29 Aug - 30 Aug
Luxury Villa in the Florentine hills
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is AED 54,473
AED 54,473 total
includes taxes & fees
16 Aug - 17 Aug
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
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)
"Absolutely fabulous! Beautiful location, exceptional host and the Tuscan countryside dream. Room for all 11 of our ladies, dreamy grounds. We all felt like we were living our Eat, Love, Pray best life!"
United States
Krista G.
The price is AED 7,099
AED 8,026 total
includes taxes & fees
6 Aug - 7 Aug
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
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 AED 2,536
AED 3,280 total
includes taxes & fees
1 Aug - 2 Aug
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
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
Pool

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

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
The price is AED 39,339
AED 41,359 total
includes taxes & fees
13 Aug - 14 Aug
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Exterior

Luxury Tuscan Estate | Heated Pool & Private Concierge

Luxury Tuscan Estate | Heated Pool & Private Concierge
impruneta
10.0 out of 10, Exceptional, (111 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 AED 5,749
AED 6,563 total
includes taxes & fees
5 Aug - 6 Aug
Luxury Tuscan Estate | Heated Pool & Private Concierge
Terrace/patio

Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
The price is AED 11,499
AED 13,055 total
includes taxes & fees
31 Jul - 1 Aug
Golden Hour - wedding in Florence
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 AED 9,785
AED 9,793 total
includes taxes & fees
2 Aug - 3 Aug
Villa Milani with Shared Pool, Private Terrace & 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 AED 1,317
AED 1,840 total
includes taxes & fees
30 Jul - 31 Jul
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 AED 664
AED 743 total
includes taxes & fees
26 Aug - 27 Aug
Villa Montecastello
Pool

Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is AED 2,898
AED 3,312 total
includes taxes & fees
31 Jul - 1 Aug
Bagno a Ripoli, Italy. Entire accommodation: villa
Property grounds

Villa "Toscana A Fiesole" with Private Garden and Wi-Fi

Villa "Toscana A Fiesole" with Private Garden and Wi-Fi
Firenze
8.0 out of 10, Very Good, (2 reviews)
"We had great expectations for our stay in Florence, and the communication with Stefania was great, the property has a lot of potential to be a great location, but is currently not as nice as explained. While the rooms are large and spacious, upon entering the space smelled like urine, we aired it out and sprayed multiple scents to assist, but it was tough. By opening the windows, it got better by the end of day 2... however that let in bugs and we got bitten up by mulitple spiders or mosquitos...
United States
Katie M.
The price is AED 1,010
AED 1,026 total
includes taxes & fees
30 Jul - 31 Jul
Villa "Toscana A Fiesole" with Private Garden and Wi-Fi
Outdoor spa tub

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

Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Toscana
10.0 out of 10, Exceptional, (1 review)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
The price is AED 7,451
AED 8,476 total
includes taxes & fees
31 Jul - 1 Aug
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
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 AED 1,896
AED 2,086 total
includes taxes & fees
31 Jul - 1 Aug
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Terrace/patio

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is AED 1,973
AED 2,483 total
includes taxes & fees
2 Aug - 3 Aug
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
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

Grand Hotel Baglioni

Grand Hotel Baglioni

8/10 Good
"Great view at breakfast , great service overall"
Alvin 2-night trip
Posted 2 hours ago
Grand Hotel Baglioni

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 AED 502 and AED 54,473 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 1837 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.

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