Panoramic view of beautiful rows of colored vineyards nella campagna toscana in the Chianti region near San Casciano in Val di Pesa. Autumn season in October. Italy.

San Casciano in Val di Pesa Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

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

Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is AED 928
AED 1,037 total
includes taxes & fees
24 Jun - 25 Jun
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 AED 421
AED 480 total
includes taxes & fees
11 Jul - 12 Jul
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
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 AED 465
AED 528 total
includes taxes & fees
24 Jun - 25 Jun
B&B La Fonte del Machiavelli
Property grounds

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning
San Casciano in Val di Pesa
The price is AED 10,136
AED 14,079 total
includes taxes & fees
27 Jun - 28 Jun
Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning
Outdoor pool

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (8 reviews)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
United States
Debra P.
The price is AED 8,426
AED 11,548 total
includes taxes & fees
19 Jul - 20 Jul
Beautiful Tuscan home between Florence & Siena
Pool

Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning

Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning
San Casciano in Val di Pesa
Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning
Pool

Tenuta Branca – Torrione Spacious Apartment with Pool in Chianti

Tenuta Branca – Torrione Spacious Apartment with Pool in Chianti
San Casciano in Val di Pesa
The price is AED 1,584
AED 2,090 total
includes taxes & fees
26 Jun - 27 Jun
Tenuta Branca – Torrione Spacious Apartment with Pool in Chianti
Living area

Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning
San Casciano in Val di Pesa
Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning
Pool

Tenuta Branca – Apartment La Loggia with Pool and Private Terrace in Chianti

Tenuta Branca – Apartment La Loggia with Pool and Private Terrace in Chianti
San Casciano in Val di Pesa
Tenuta Branca – Apartment La Loggia with Pool and Private Terrace in Chianti
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (75 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 AED 1,144
AED 1,275 total
includes taxes & fees
25 Jun - 26 Jun
Terre di Baccio
Deluxe Double Room, City View | Room amenity

San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
10.0 out of 10, Exceptional, (435 reviews)
"This place was so beautiful and in a great location. The staff went above and beyond to make sure our stay was perfect. We were very happy with our choice of accommodations for our first time in Italy and it would be our choice when we return."
United States
TIFFANY
The price is AED 615
AED 727 total
includes taxes & fees
24 Jul - 25 Jul
San Giuliano Inn - Adults Only
Shower, rainfall showerhead, hair dryer, bathrobes

Maison Ginori Guelfa

Maison Ginori Guelfa
Historic Centre of Florence
10.0 out of 10, Exceptional, (29 reviews)
"Clean room, amazing staff and service. Would highly recommend to anyone! "
United States
Neil
The price is AED 838
AED 972 total
includes taxes & fees
3 Jul - 4 Jul
Maison Ginori Guelfa
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (23 reviews)
"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."
United Kingdom
Sasha
The price is AED 1,499
AED 1,683 total
includes taxes & fees
25 Jun - 26 Jun
Borgo Argenina
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is AED 394
AED 559 total
includes taxes & fees
25 Jun - 26 Jun
Palazzo al Torrione 2
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (246 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is AED 472
AED 532 total
includes taxes & fees
22 Jul - 23 Jul
Relais Villa Olmo
Exterior

DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (1 review)
"Kjempefint rom, nydelig utsikt og hyggelig vertsskap. Anbefales. "
Norway
Karen
The price is AED 369
AED 415 total
includes taxes & fees
16 Jul - 17 Jul
DomuS Miniato
Exterior

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (321 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
The price is AED 250
AED 288 total
includes taxes & fees
25 Jun - 26 Jun
Hu Norcenni Girasole Village
Garden

Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (200 reviews)
"This is a must, away from hustle, great near nightlife, amazing rooms with views"
Canada
glenn
The price is AED 584
AED 693 total
includes taxes & fees
1 Jul - 2 Jul
Serristori Palace Residence
Property entrance

Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (187 reviews)
"Great place to stay, close to everything you need!!!"
United States
Howard
The price is AED 470
AED 567 total
includes taxes & fees
28 Jun - 29 Jun
Corte Guelfa
L 2 Bedroom Apartment, Sofa Bed - Duplex | 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, (396 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 AED 946
AED 1,091 total
includes taxes & fees
30 Jun - 1 Jul
Numa Florence Palazzo Belfiore
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 Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"Great restaurant and great pool bar."
Liam 1-night trip
Posted 8 hours ago
The Social Hub Florence Lavagnini

Frequently asked questions

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

Yes, you can find vacation rentals near popular local attractions in San Casciano in Val di Pesa, or you can choose a more remote option if you want a relaxing place to 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 coffeehouses during your trip.

What's the top vacation rental in San Casciano in Val di Pesa?

Villa La Stella - Casa per Ferie: This vacation home rental near San Casciano in Val di Pesa is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

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

Choose from 28 Expedia vacation rentals in San Casciano in Val di Pesa for a memorable vacation.

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 di Santa Maria Novella are other popular places to visit in the area.

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

Vacation rentals are private accommodations you can book for a short or long stay in San Casciano in Val di Pesa. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips or small group gatherings.