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
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for San Casciano in Val di Pesa villas

Outdoor dining

1. 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 5,919
AED 5,937 total
includes taxes & fees
29 Aug - 30 Aug
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Outdoor dining

2. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"This was everything that it promised! The property is amazing. David was a great host and having his sister right next door was a godsend. She was very helpful with tips of places to go and ideas of how to get there. She even helped us order a taxi one morning. We had a fantastic time! It is definitely worth the visit!"
United States
Dawn L.
The price is AED 685
AED 1,241 total
includes taxes & fees
29 Aug - 30 Aug
Luxury Villa in the Florentine hills
Outdoor dining

3. 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 1,101
AED 1,512 total
includes taxes & fees
28 Aug - 29 Aug
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Property grounds

4. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is AED 471
AED 561 total
includes taxes & fees
29 Aug - 30 Aug
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
Terrace/patio

6. Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
The price is AED 11,771
AED 13,338 total
includes taxes & fees
31 Aug - 1 Sep
Golden Hour - wedding in Florence
Exterior

7. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is AED 55,761
AED 55,761 total
includes taxes & fees
29 Aug - 30 Aug
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Exterior

8. Exclusive Estate | Personal Concierge & Heated Pool

Exclusive Estate | Personal Concierge & Heated Pool
impruneta
10.0 out of 10, Exceptional, (112 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 3,424
AED 3,917 total
includes taxes & fees
30 Aug - 31 Aug
Exclusive Estate | Personal Concierge & Heated Pool
Outdoor pool

9. Villa Sunset, in the heart of Chianti

Villa Sunset, in the heart of Chianti
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
Terrace/patio

10. 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

11. Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence
Oltrarno
The price is AED 3,640
AED 3,692 total
includes taxes & fees
30 Aug - 31 Aug
Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence
Exterior

12. 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 9,246
AED 9,254 total
includes taxes & fees
1 Sep - 2 Sep
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool

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

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is AED 2,966
AED 3,386 total
includes taxes & fees
31 Aug - 1 Sep
Bagno a Ripoli, Italy. Entire accommodation: villa
Outdoor spa tub

14. 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 7,628
AED 8,706 total
includes taxes & fees
28 Aug - 29 Aug
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Exterior

15. 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 1,348
AED 1,948 total
includes taxes & fees
1 Sep - 2 Sep
Villa Il Signorino
Interior

16. 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 1,679
AED 1,847 total
includes taxes & fees
14 Sep - 15 Sep
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Exterior

17. Country House with heated pool near the center

Country House with heated pool near the center
Careggi Rifredi
9.8 out of 10, Exceptional, (17 reviews)
"Our family had a great stay at this home. Giacomo was very communicative and the property is exactly as listed. The area is beautiful and there are some pathways that are good to explore with nice weather. The pool in the basement was so great after a day of sight seeing in Florence. "
Canada
Chelsea B.
The price is AED 1,156
AED 1,905 total
includes taxes & fees
3 Sep - 4 Sep
Country House with heated pool near the center
Property grounds

18. 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 1,034
AED 1,051 total
includes taxes & fees
28 Aug - 29 Aug
Villa "Toscana A Fiesole" with Private Garden and Wi-Fi
1 bedroom, in-room safe, iron/ironing board, WiFi

19. 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 AED 2,072
AED 2,279 total
includes taxes & fees
14 Sep - 15 Sep
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Villa, Air conditioning, Courtyard View | Exterior

20. 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 AED 696
AED 779 total
includes taxes & fees
29 Aug - 30 Aug
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

The Hoxton, Florence

The Hoxton, Florence

10/10 Excellent
"I recommend this stay, to anyone going to Florence. This hotel is very nice and the staff was amazing"
Harold 2-night trip
Posted 3 hours ago
The Hoxton, Florence

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 561 and AED 55,761 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?
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