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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

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

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
9.4 out of 10, Exceptional, (25 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 ฿3,301
฿3,779 total
includes taxes & fees
16 Mar - 17 Mar
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (99 reviews)
"Great people, great location great service"
Canada
James
The price is ฿5,113
฿5,771 total
includes taxes & fees
18 Mar - 19 Mar
Villa il Fedino
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, (82 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is ฿3,822
฿4,352 total
includes taxes & fees
1 Apr - 2 Apr
B&B La Fonte del Machiavelli
City view from property

Boboli Living

Boboli Living
Historic Centre of Florence
The price is ฿2,828
฿3,555 total
includes taxes & fees
9 Mar - 10 Mar
Boboli Living
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, (407 reviews)
"Great inn. "
United States
Carol
San Giuliano Inn - Adults Only
Food court

Home in Florence

Home in Florence
Historic Centre of Florence
9.0 out of 10, Wonderful, (71 reviews)
"Perfect place, super friendly owners, really helpful. "
United Kingdom
Paul
The price is ฿2,697
฿3,411 total
includes taxes & fees
8 Mar - 9 Mar
Home in Florence
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (83 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
Domus il Palio B&B
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ฿5,463
฿6,083 total
includes taxes & fees
10 Mar - 11 Mar
Palazzo Pacini
Superior Mobile Home | Terrace/patio

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85 reviews)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
United States
Martha
Camping Boschetto Di Piemma
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ฿2,796
฿4,186 total
includes taxes & fees
26 Mar - 27 Mar
Palazzo al Torrione 2
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (34 reviews)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (229 reviews)
"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"
United States
Cameron
Relais Villa Olmo
Property grounds

LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is ฿4,055
฿4,645 total
includes taxes & fees
1 Apr - 2 Apr
LE BOTTI FIORENTINE
Apartment | Living area | 24-inch flat-screen TV with digital channels

Mamo Florence - Tamara & Clotilde Apartments

Mamo Florence - Tamara & Clotilde Apartments
Historic Centre of Florence
9.0 out of 10, Wonderful, (9 reviews)
"Nice place well set up and found it very good for exploring Florence with plenty of places to eat "
United Kingdom
Phil
The price is ฿3,768
฿8,478 total
includes taxes & fees
9 Mar - 10 Mar
Mamo Florence - Tamara & Clotilde Apartments
Property amenity

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.0 out of 10, Very good, (59 reviews)
"Wonderful staff and great amenities!"
Canada
Chenjin
hu Firenze Certosa camping in town
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
9.0 out of 10, Wonderful, (239 reviews)
"Great location and great rooms"
United States
David
La Torre Del Cestello
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 Boccaccio

Hotel Boccaccio

10/10 Excellent
"Clean room, excellent both location and service"
Moises 3-night trip
Posted 2 hours ago
Hotel Boccaccio

Find out more about San Casciano in Val di Pesa

Search for holiday rentals in San Casciano in Val di Pesa on Expedia! You can easily find your home rentals, villas, holiday apartments in San Casciano in Val di Pesa using one of the methods below:

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Look no further and take a look at our great range of rental properties in San Casciano in Val di Pesa!

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.

What are some of the best holiday rentals that San Casciano in Val di Pesa has to offer?

Borgo Argiano: This holiday home rental outside of San Casciano in Val di Pesa is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. You can relax into your holiday with a garden and a library.

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

Choose from 20 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. Monastary of Sorelle Clarisse and Antinori nel Chianti Classico are other places to visit while you're in town.

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.