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
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 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 AED 11,805
AED 15,752 total
includes taxes & fees
28 Jul - 29 Jul
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 AED 7,056
AED 7,072 total
includes taxes & fees
23 Jul - 24 Jul
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 AED 8,403
AED 11,369 total
includes taxes & fees
9 Aug - 10 Aug
Beautiful Tuscan home between Florence & Siena
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is AED 416
AED 504 total
includes taxes & fees
24 Jul - 25 Jul
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 AED 1,050
AED 1,634 total
includes taxes & fees
26 Jul - 27 Jul
Luxury Villa in the Florentine hills
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is AED 223
AED 1,058 total
includes taxes & fees
21 Jul - 22 Jul
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 AED 1,186
AED 1,602 total
includes taxes & fees
24 Jul - 25 Jul
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 AED 54,735
AED 54,735 total
includes taxes & fees
16 Aug - 17 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 AED 3,136
AED 4,939 total
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 AED 11,554
AED 13,063 total
includes taxes & fees
22 Jul - 23 Jul
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 AED 2,730
AED 3,507 total
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 AED 5,714
AED 6,483 total
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 AED 39,528
AED 41,558 total
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 AED 7,143
AED 8,075 total
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.
The price is AED 21,932
AED 26,617 total
includes taxes & fees
27 Jul - 28 Jul
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 AED 9,832
AED 9,840 total
includes taxes & fees
23 Jul - 24 Jul
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 AED 2,912
AED 3,328 total
includes taxes & fees
22 Jul - 23 Jul
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 AED 1,323
AED 1,874 total
includes taxes & fees
22 Jul - 23 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 654
AED 732 total
includes taxes & fees
21 Jul - 22 Jul
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

Il Malaspina

Il Malaspina

10/10 Excellent
"Fabulous stay at the Malaspina! Beautiful hotel! Divine scents & gorgeous luxurious toiletries! Fantastic breakfast! Convenient location to all the sites and central historic Florence. Amazingly appointed room! Just didn’t realize that the bottled water in the room was complimentary & hence did not touch! 﫣 Some minor issues with the climate control in the room but staff did their utmost to resolve the problems. Wouldn’t hesitate to return to the Il Malaspina when we return to Florence. A truly memorable stay! Thank you….beautiful Firenze….magical memories made! ❤️🙏"
Hannah 3-night trip
Posted 1 hour ago
Il Malaspina

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 504 and AED 54,735 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.