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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for San Casciano in Val di Pesa villas

An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

1. 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)
The price is ￥49,947
￥67,292 total
includes taxes & fees
Oct 13 - Oct 14
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
A stone building with a large arched entrance, potted plants, and outdoor seating.

2. Exclusive Estate | Personal Concierge & Heated Pool

Exclusive Estate | Personal Concierge & Heated Pool
impruneta
10.0 out of 10, Exceptional, (115 reviews)
"We had a great time with the family in impruneta. Caterine - the host - was very friendly and made everything to have a perfect stay in the villa. We can absolutely recommend this villa !"
Germany
Oli P.
The price is ￥172,584
￥197,894 total
includes taxes & fees
Oct 19 - Oct 20
Exclusive Estate | Personal Concierge & Heated Pool
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

3. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (151 reviews)
The price is ￥35,412
￥58,429 total
includes taxes & fees
Nov 1 - Nov 2
Luxury Villa in the Florentine hills
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

4. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is ￥19,469
￥23,186 total
includes taxes & fees
Oct 10 - Oct 11
Rooster House, cooking classes and opera
Terrace/patio

5. Tenuta le Viste - beautiful Villa overlooking Florence

Tenuta le Viste - beautiful Villa overlooking Florence
scandicci
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful house"
France
STEPHANE B.
Tenuta le Viste - beautiful Villa overlooking Florence
A courtyard with a building, potted plants, and a grassy area.

6. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms
Toscana
The price is ￥353,982
￥404,425 total
includes taxes & fees
Nov 1 - Nov 2
SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms
A villa with a swimming pool, surrounded by lush greenery and a scenic countryside view.

7. Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Montespertoli
10.0 out of 10, Exceptional, (12 reviews)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is ￥292,035
￥333,805 total
includes taxes & fees
Nov 1 - Nov 2
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
A villa with a swimming pool, surrounded by lush greenery and vineyards.

8. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
Montespertoli
The price is ￥955,752
￥956,460 total
includes taxes & fees
Oct 14 - Oct 15
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
A two-story building with a gravel driveway, a wooden door, and a small garden area with potted plants.

9. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (42 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 ￥300,885
￥343,894 total
includes taxes & fees
Nov 1 - Nov 2
Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

10. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 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 ￥29,309
￥32,771 total
includes taxes & fees
Oct 14 - Oct 15
Villa Montecastello
Terrace/patio

11. Villa Sunset, in the heart of Chianti area

Villa Sunset, in the heart of Chianti area
Greve in Chianti
8.0 out of 10, Very good, (1 review)
"La casa é spaziosa ed accogliente e molto pulita in una posizione e strategica e comoda per visitare Firenze e i borghi della zona. "
Italy
elisa b.
Villa Sunset, in the heart of Chianti area
A poolside area with lounge chairs and a pergola.

12. Bagno a Ripoli, Italy. Entire accommodation: villa

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is ￥122,655
￥140,177 total
includes taxes & fees
Oct 22 - Oct 23
Bagno a Ripoli, Italy. Entire accommodation: villa
An outdoor seating area with a sofa, chairs, and a table, surrounded by greenery and a stone wall.

13. 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
A two-story building with a stone staircase leading to a wooden door. There is a small outdoor table and a potted plant on the porch.

14. 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 ￥55,752
￥79,469 total
includes taxes & fees
Oct 10 - Oct 11
Villa Il Signorino
A modern house with a glass facade, a red couch, and a small garden area.

15. Country House with heated pool near the center

Country House with heated pool near the center
Careggi Rifredi
9.8 out of 10, Exceptional, (18 reviews)
"A truly unique and cozy place near Florence surrounded by nature yet only 15 minutes from the city centre. The house has a lot of charm and character. A special highlight is the small underground pool - perfect for relaxing after a day in Florence. Giacomo was very friendly responsive and a wonderful host throughout our stay."
United States
Jeannette B.
The price is ￥47,788
￥77,877 total
includes taxes & fees
Oct 14 - Oct 15
Country House with heated pool near the center
A building with a large entrance, potted plants, and a statue in the foreground.

16. 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 ￥318,584
￥318,938 total
includes taxes & fees
Nov 1 - Nov 2
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
An outdoor patio with a table and chairs, surrounded by potted plants and overlooking a scenic view of hills and buildings.

17. 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, (3 reviews)
The price is ￥37,182
￥64,980 total
includes taxes & fees
Oct 31 - Nov 1
Tuscan Villa 15 min from Florence, Parking, Garden
A hot tub with a wooden exterior, surrounded by lush greenery and a scenic view of hills.

18. 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, (2 reviews)
"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 ￥315,517
￥360,490 total
includes taxes & fees
Oct 16 - Oct 17
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
A covered balcony with a brick railing, a bench, and a view of lush greenery.

19. 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 ￥81,589
￥103,175 total
includes taxes & fees
Oct 10 - Oct 11
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A stone patio with outdoor furniture, a stone wall, and a view of the countryside.

20. Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
The price is ￥486,908
￥556,138 total
includes taxes & fees
Oct 12 - Oct 13
Golden Hour - wedding in Florence
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

Hotel Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"Beautiful hotel! Great location close to the market, attractions and train station. Breakfast was excellent with a good variety of items and great service."
Lena 2-night trip
Posted less than an hour ago
Hotel Albani Firenze

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Number of reviews
3
Accommodation
1779 Villas
Lowest Price
￥32,771
Highest Price
￥32,771

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 ￥32,771 and ￥32,771 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 1779 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.