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

Search Holiday Rentals in San Casciano in Val di Pesa

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for San Casciano in Val di Pesa holiday rentals

Outdoor dining

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (83 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is 3.502.530 ₫
3.972.948 ₫ total
includes taxes & fees
16 Aug - 17 Aug
B&B La Fonte del Machiavelli
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (102 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is 7.513.837 ₫
8.385.661 ₫ total
includes taxes & fees
24 Jul - 25 Jul
Villa il Fedino
Exterior

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (27 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is 2.974.494 ₫
3.392.383 ₫ total
includes taxes & fees
30 Jul - 31 Jul
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Superior Double Room, 1 King Bed | Premium bedding, down duvets, in-room safe, desk

La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (277 reviews)
"Great location! Staff was amazing!"
United States
Michelle
The price is 3.202.871 ₫
3.943.735 ₫ total
includes taxes & fees
4 Aug - 5 Aug
La Torre Del Cestello
Property amenity

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (85 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
The price is 1.598.845 ₫
1.849.059 ₫ total
includes taxes & fees
28 Jul - 29 Jul
hu Firenze Certosa camping in town
Family Apartment | Living area | 40-inch flat-screen TV with digital channels, TV

Appartamenti degli Artisti by Mmega

Appartamenti degli Artisti by Mmega
Historic Centre of Florence
8.4 out of 10, Very good, (40 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Would definitely stay again"
United States
Diana
The price is 2.115.719 ₫
5.091.081 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Appartamenti degli Artisti by Mmega
Garden

Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (212 reviews)
"Everything was great Thank you"
United States
aleksandar
The price is 3.820.689 ₫
4.564.078 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Serristori Palace Residence
Apartment | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Mamo Florence - Cavour Apartments

Mamo Florence - Cavour Apartments
Historic Centre of Florence
9.2 out of 10, Wonderful, (50 reviews)
"Great place, nice and clean very close to everything. I would definitely stay here again."
United States
Luz
The price is 2.027.504 ₫
5.150.934 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Mamo Florence - Cavour Apartments
Terrace/patio

Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (200 reviews)
"We had a good, clean room.Staff was helpful"
United States
Luisiana
The price is 3.441.082 ₫
4.145.684 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Numa Florence Palazzo San Niccolò
Standard Loft | Premium bedding, memory-foam beds, in-room safe, laptop workspace

Numa Florence Palazzo Belfiore

Numa Florence Palazzo Belfiore
Historic Centre of Florence
9.6 out of 10, Exceptional, (401 reviews)
"Perfect location for sightseeing but also a bit of distance from all the crowds. Will definitely stay here again!"
Canada
Megan
The price is 5.028.272 ₫
5.892.420 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Numa Florence Palazzo Belfiore
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (255 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is 3.207.358 ₫
3.949.635 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Fattoria il Milione Agriturismo
Interior

Ramaglianti Hidden Gem by Mmega

Ramaglianti Hidden Gem by Mmega
Historic Centre of Florence
10.0 out of 10, Exceptional, (11 reviews)
"Gorgeous space in a great location."
United States
Samuel
Ramaglianti Hidden Gem by Mmega
Front of property

Sauro River View by MMega

Sauro River View by MMega
Historic Centre of Florence
10.0 out of 10, Exceptional, (5 reviews)
"It was the perfect location as well as accommodations. Would come back and stay again!"
United States
pamela
The price is 2.569.333 ₫
5.590.057 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Sauro River View by MMega
Exterior

Cosimo by MMega

Cosimo by MMega
Historic Centre of Florence
9.2 out of 10, Wonderful, (18 reviews)
"Beautiful place, clean specious rooms, great location. There were all needed amenities: laundry, dishwasher, hairdryer and etc. Highly recommend!"
United States
Oxana
The price is 2.863.472 ₫
6.514.432 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Cosimo by MMega
Property entrance

Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (199 reviews)
"Great place to base ourselves to explore Florence."
United Kingdom
Hamish
The price is 4.037.127 ₫
4.801.333 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Corte Guelfa
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Casciano in Val di Pesa Hotel Reviews

The Hoxton, Florence

The Hoxton, Florence

8/10 Good
"Hi, the hotel is beautiful and at a good location. The staff was attentive when we checked in. We had two issues, first we didn’t get our room clean when we requested. While our stayed only one time the room was cleaned because we kept calling to get it clean and get clean towels. Also, the room temperature was very hot. The hotel room is expensive, we were not expecting this to happen."
Maylen 3-night trip
Posted 11 hours ago
The Hoxton, Florence

Frequently asked questions

Are there holiday rentals in San Casciano in Val di Pesa?

Yes, there are holiday rentals close to the most popular sights in San Casciano in Val di Pesa, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to San Casciano in Val di Pesa speak positively about the countryside and wineries in this destination. Make sure you have time to check out the spas and coffee shops during your trip.

How many holiday rentals are there in San Casciano in Val di Pesa?

Choose from 24 Expedia holiday rentals in San Casciano in Val di Pesa for a memorable holiday.

What can I see and do in San Casciano in Val di Pesa?

While exploring the area, visit family-friendly sights like Villa Medicea di Lilliano - Malenchini, or get outside and enjoy nature at Boboli Gardens. Uffizi Gallery and Piazza della Signoria are other popular places to visit in the area.

What are holiday rentals like in San Casciano in Val di Pesa?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Casciano in Val di Pesa. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.