Best Villas in San Casciano in Val di Pesa 2026

A vineyard with rows of grapevines on rolling hills, a small house, and a mountain range in the background.

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Our top choices for San Casciano in Val di Pesa villas

An outdoor patio with a round table, chairs, a sofa, and a potted plant.

1. Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi

Mercatale Val Di Pesa

includes taxes & fees

29 Aug - 30 Aug

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

2. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Impruneta

Maria H.

includes taxes & fees

21 Aug - 22 Aug

An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

3. Luxury Villa in the Florentine hills

Florence

Dawn L.

includes taxes & fees

29 Aug - 30 Aug

A multi-story building with a stone pathway leading to the entrance, surrounded by lush greenery and flowering plants.

4. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Firenze

includes taxes & fees

20 Aug - 21 Aug

A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

5. Rooster House, cooking classes and opera

Toscana

includes taxes & fees

21 Aug - 22 Aug

A stone building with a tiled roof, surrounded by trees and potted plants.

6. Villino Tre Pini | Panoramic Private Pool, Nature & Privacy

Toscana

includes taxes & fees

27 Aug - 28 Aug

A stone building with a large arched entrance, potted plants, and outdoor seating.

7. Exclusive Estate | Heated Pool & Personal Concierge

impruneta

Charles S.

includes taxes & fees

13 Sept - 14 Sept

A stone patio with outdoor furniture, a stone wall, and a view of the countryside.

8. Golden Hour - wedding in Florence

Toscana

includes taxes & fees

24 Aug - 25 Aug

A traditional villa with a courtyard, surrounded by lush greenery and hills.

9. NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!

Oltrarno

Giuseppe F.

includes taxes & fees

23 Aug - 24 Aug

A building with a large entrance, potted plants, and a statue in the foreground.

10. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

Scott M.

includes taxes & fees

1 Sept - 2 Sept

A poolside area with lounge chairs and a pergola.

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

Toscana

includes taxes & fees

24 Aug - 25 Aug

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.

12. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

includes taxes & fees

1 Sept - 2 Sept

A hot tub with a wooden exterior, surrounded by lush greenery and a scenic view of hills.

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

Toscana

Leopard I.

includes taxes & fees

21 Aug - 22 Aug

14. My Exclusive Italy - Classic Suite in a Luxury Wine Estate

Rignano sull'Arno

includes taxes & fees

14 Sept - 15 Sept

An outdoor patio with a table and chairs, surrounded by potted plants and overlooking a scenic view of hills and buildings.

15. Tuscan Villa 15 min from Florence, Parking, Garden

Pian di Mugnone

Jean-Pierre M.

includes taxes & fees

6 Sept - 7 Sept

A modern house with a glass facade, a red couch, and a small garden area.

16. CountryHouse con Piscina Privata 5 min dal centro

Careggi Rifredi

Chelsea B.

includes taxes & fees

9 Sept - 10 Sept

A garden patio with stone tables and chairs, a stone archway, and a view of a manicured landscape with trees and a distant hill.

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

Firenze

"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...

Katie M.

includes taxes & fees

20 Aug - 21 Aug

18. My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

Rignano sull'Arno

includes taxes & fees

14 Sept - 15 Sept

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

19. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

25 Aug - 26 Aug

A covered balcony with a brick railing, a bench, and a view of lush greenery.

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

Certaldo - Firenze

Kelly C.

includes taxes & fees

24 Aug - 25 Aug

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Top San Casciano in Val di Pesa Hotel Reviews

IQ Hotel Firenze

10/10 Excellent

"We completely enjoyed our time at the IQ Hotel in Firenze. It was quiet, but near to major attractions. The staff were great."

Bernini Palace

10/10 Excellent

"The entire stay was perfect, from start to finish. This hotel is to the image of Florence: beautiful and steeped in history. All staff were professional, competent and very pleasant. Our room was comfortable and the all-linen sheets? Dreamy. The breakfast was delicious and suited all tastes. We could not have asked for a better location to explore all that Florence has to offer."

The Hoxton, Florence

8/10 Good

"I loved the hotel decor! And the hotel staff were great! Check-in/check-out was a breeze. Super helpful and knowlegeable staff. The room was a bit small but cozy, clean and a very comfy bed. There is minimal area to store/hang clothing. There was a mini safe in the room. The bar fridge included water and cream for coffee/tea which was provided at no additioal charge. The patio area is quite lovely with a variety of sitting areas, umbrellas and misters. The restaurant staff was great but the food is very pricey and not fabulous. This hotel is located within walking distance to restaurants, shops, farmacias. It was about a $15 EU cab fare from the Florence Santa Maria Novella train station to the hotel."

Radisson Blu Hotel, Florence

10/10 Excellent

"We weren’t sure whether to book our 2 night stay based on other reviews, but we are so glad that we did. We arrived by car and there was ample free parking on site. A car park in Florence was recommended by the lobby staff that was a 15 minute drive and had lots of spaces and not insanely priced, the centre was then a 10 minute walk from there. The hotel was spotless, easy check in, big room. Pool was great, the kids loved the splash area and there was even a FREE arcade room in the basement! The kids loved it. Breakfast was a god buffet with plenty for me as vegetarian and gluten free bread etc for my wife. Plenty of fruit and pastries for the kids! The beds were large and comfortable, air con great. Room has a fridge and some free waters which was a nice touch along with a coffee machine. A really good stay, well priced and I wouldn’t hesitate to stay here again if coming to Florence. There is a shuttle bus that you can book a seat on too, but we didn’t use this as had the car. Great hotel"

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Number of reviews	278
Accommodation	1736 Villas
Lowest Price	£115
Highest Price	£11,137

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 £115 and £11,137 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 1736 villas in San Casciano in Val di Pesa. No matter if you're travelling with the kids or organising 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.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Casciano in Val di Pesa villas

1. Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi

2. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

3. Luxury Villa in the Florentine hills

4. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

5. Rooster House, cooking classes and opera

6. Villino Tre Pini | Panoramic Private Pool, Nature & Privacy

7. Exclusive Estate | Heated Pool & Personal Concierge

8. Golden Hour - wedding in Florence

9. NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!

10. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

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

12. Villa Il Signorino

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

14. My Exclusive Italy - Classic Suite in a Luxury Wine Estate

15. Tuscan Villa 15 min from Florence, Parking, Garden

16. CountryHouse con Piscina Privata 5 min dal centro

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

18. My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

19. Villa Montecastello

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

Find holiday rentals that suit your style

Top San Casciano in Val di Pesa Hotel Reviews

IQ Hotel Firenze

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Frequently asked questions

Explore a world of travel with Expedia