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
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 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 5,889
AED 5,906 total
includes taxes & fees
23 Sep - 24 Sep
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Outdoor dining

2. 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 1,201
AED 1,597 total
includes taxes & fees
17 Sep - 18 Sep
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Outdoor dining

3. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"We loved this villa! David, our host, was very prompt in responding and providing additional information. The property was beautiful. We will definitely stay here again."
United States
John G.
The price is AED 1,065
AED 1,669 total
includes taxes & fees
20 Sep - 21 Sep
Luxury Villa in the Florentine hills
Property grounds

4. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is AED 468
AED 558 total
includes taxes & fees
17 Sep - 18 Sep
Rooster House, cooking classes and opera
Exterior

5. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is AED 55,471
AED 55,471 total
includes taxes & fees
13 Sep - 14 Sep
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Terrace/patio

6. 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

7. Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
The price is AED 11,710
AED 13,174 total
includes taxes & fees
30 Sep - 1 Oct
Golden Hour - wedding in Florence
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 4,538
AED 5,125 total
includes taxes & fees
1 Oct - 2 Oct
Exclusive Estate | Personal Concierge & Heated Pool
Exterior

9. 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 4,214
AED 4,265 total
includes taxes & fees
9 Sep - 10 Sep
Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence
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
Outdoor spa tub

11. 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 8,431
AED 9,542 total
includes taxes & fees
18 Sep - 19 Sep
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Outdoor pool

12. 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
Exterior

13. 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 9,368
AED 9,376 total
includes taxes & fees
30 Sep - 1 Oct
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool

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

Bagno a Ripoli, Italy. Entire accommodation: villa
Toscana
The price is AED 2,949
AED 3,371 total
includes taxes & fees
17 Sep - 18 Sep
Bagno a Ripoli, Italy. Entire accommodation: villa
Villa, Air conditioning, Courtyard View | Exterior

15. 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 628
AED 704 total
includes taxes & fees
4 Sep - 5 Sep
Villa Montecastello
Exterior

16. 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 1,341
AED 1,912 total
includes taxes & fees
4 Sep - 5 Sep
Villa Il Signorino
Exterior detail

17. The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is AED 422
AED 507 total
includes taxes & fees
18 Sep - 19 Sep
The three owls of san gimignano
Exterior

18. 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 1,149
AED 1,894 total
includes taxes & fees
9 Sep - 10 Sep
Country House with heated pool near the center
Terrace/patio

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

20. 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 1,671
AED 1,838 total
includes taxes & fees
14 Sep - 15 Sep
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
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 Cavour

Grand Hotel Cavour

10/10 Excellent
"Great location. Walking distance to main attractions."
Gina 2-night trip
Posted 2 hours ago
Grand Hotel Cavour

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 704 and AED 704 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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