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 holiday rentals

Exterior

1. 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 3.191.614 ₫
3.631.628 ₫ total
includes taxes & fees
2 Oct - 3 Oct
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Outdoor dining

2. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (84 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is 3.131.187 ₫
3.565.159 ₫ total
includes taxes & fees
4 Oct - 5 Oct
B&B La Fonte del Machiavelli
Property entrance

3. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (103 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 6.559.997 ₫
7.337.418 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Villa il Fedino
Restaurant

4. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (264 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is 5.740.510 ₫
6.405.201 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Relais Villa Olmo
View from room

5. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is 2.108.640 ₫
2.380.169 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Chianti Village Morrocco
Superior Double Room, 1 King Bed

6. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (303 reviews)
"Clean room friendly staff definitely be back"
United States
IVAN
The price is 4.099.383 ₫
4.932.306 ₫ total
includes taxes & fees
6 Sept - 7 Sept
La Torre Del Cestello
Apartment | City view

7. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.6 out of 10, Excellent, (10 reviews)
"Amazing property with excellent views. "
United States
Karl
The price is 7.070.976 ₫
10.104.491 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Mamo Florence - Le Farine Della Signoria Apartments
Terrace/patio

8. Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (204 reviews)
"We had a good, clean room.Staff was helpful"
United States
Luisiana
The price is 4.078.636 ₫
4.849.058 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Numa Florence Palazzo San Niccolò
Chalet

9. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,727 reviews)
"Clean room and great proximity to town."
United States
KEVIN
The price is 2.750.089 ₫
3.236.590 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Hu Firenze Camping In Town
Breakfast area

10. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is 8.009.248 ₫
8.931.026 ₫ total
includes taxes & fees
25 Sept - 26 Sept
Terre di Baccio
Garden

11. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (229 reviews)
"Great location, perfect for 2-3 people. Nice kitchen area, garden sitting area. Recommend!"
United States
Eileen
The price is 4.758.943 ₫
5.597.396 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Serristori Palace Residence
Front of property

12. 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 2.584.045 ₫
5.622.066 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Sauro River View by MMega
Exterior

13. Cosimo by MMega

Cosimo by MMega
Historic Centre of Florence
9.2 out of 10, Wonderful, (22 reviews)
"We had a great stay here in Florence. This apartment was very spacious, and well air conditioned which was helpful during the summer heat. overall the area is nice and quiet, with a large selection of restaurants and gelato near by! I highly recommend this stay!"
Canada
Sophia
The price is 3.127.974 ₫
6.824.652 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Cosimo by MMega
Deluxe Double Room, City View | Room amenity

14. San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
9.8 out of 10, Exceptional, (445 reviews)
"Clean, friendly staff. Great location. "
United States
Jeannette
The price is 5.683.428 ₫
6.614.330 ₫ total
includes taxes & fees
5 Sept - 6 Sept
San Giuliano Inn - Adults Only
Comfort Apartment | Private kitchen

15. Sapiti Modern by Mmega

Sapiti Modern by Mmega
Historic Centre of Florence
9.2 out of 10, Wonderful, (16 reviews)
"Affordable and walking distance to points of interest"
United States
Francisco J
Sapiti Modern by Mmega
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 Paris

Hotel Paris

10/10 Excellent
"Great staff, great room, great Location!"
Steven 4-night trip
Posted 4 hours ago
Hotel Paris

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 27 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. Piazza di Santa Maria Novella and Cathedral of Santa Maria del Fiore 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.