San Casciano in Val di Pesa Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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

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 AU$204
includes taxes & fees
4 June - 5 June
B&B La Fonte del Machiavelli

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, (26 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 AU$184
includes taxes & fees
18 June - 19 June
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

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 AU$367
includes taxes & fees
7 June - 8 June
Villa il Fedino

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
The price is AU$531
includes taxes & fees
12 June - 13 June
Tenuta Branca – Apartment La Loggia with Pool and Private Terrace in Chianti

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 AU$3,999
includes taxes & fees
5 June - 6 June
Beautiful Tuscan home between Florence & Siena

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 AU$803
includes taxes & fees
10 June - 11 June
Tenuta Branca – Torrione Spacious Apartment with Pool in Chianti

San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
10.0 out of 10, Exceptional, (431 reviews)
"Clean, friendly staff. Great location. "
United States
Jeannette
The price is AU$324
includes taxes & fees
2 July - 3 July
San Giuliano Inn - Adults Only

Dimora Bandinelli Firenze

Dimora Bandinelli Firenze
Oltrarno
9.6 out of 10, Exceptional, (181 reviews)
"Marco and his wife are amazing and wonderful hosts. Great stay and great breakfast. We had a clean and lovely-traditional double room.Amazing access to everywhere in town using C3 line and Tram. Thanks to the hosts again and we look forward to go back to the same place in a near future."
Canada
Amirhossein
The price is AU$284
includes taxes & fees
4 June - 5 June
Dimora Bandinelli Firenze

My Guest In Florence

My Guest In Florence
Historic Centre of Florence
9.0 out of 10, Wonderful, (125 reviews)
"The property is nice and check in was very easy."
United States
Sylvia
The price is AU$222
includes taxes & fees
1 July - 2 July
My Guest In Florence

La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Siena
10.0 out of 10, Exceptional, (66 reviews)
"Super helpful host"
Australia
Robyn D.
The price is AU$334
includes taxes & fees
5 June - 6 June
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (91 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is AU$121
includes taxes & fees
3 July - 4 July
Domus il Palio B&B

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 AU$364
includes taxes & fees
7 June - 8 June
Borgo Argenina

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 AU$216
includes taxes & fees
1 July - 2 July
Palazzo al Torrione 2

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (35 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is AU$200
includes taxes & fees
22 June - 23 June
Tenuta Sant'Ilario

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (113 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is AU$138
includes taxes & fees
7 June - 8 June
Chianti Village Morrocco

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 AU$142
includes taxes & fees
19 June - 20 June
DomuS Miniato

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (74 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is AU$473
includes taxes & fees
15 June - 16 June
Terre di Baccio

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (317 reviews)
"Beautiful place for family "
Canada
Ismail
Hu Norcenni Girasole Village

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.2 out of 10, Very good, (72 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
The price is AU$89
includes taxes & fees
7 June - 8 June
hu Firenze Certosa camping in town

Appartamenti degli Artisti by Mmega

Appartamenti degli Artisti by Mmega
Historic Centre of Florence
8.6 out of 10, Excellent, (39 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Would definitely stay again"
United States
Diana
The price is AU$281
includes taxes & fees
9 June - 10 June
Appartamenti degli Artisti 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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Casciano in Val di Pesa Hotel Reviews

Find out more about San Casciano in Val di Pesa

Everything you need to know about San Casciano in Val di Pesa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Casciano in Val di Pesa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Casciano in Val di Pesa holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Casciano in Val di Pesa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Casciano in Val di Pesa. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Casciano in Val di Pesa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Casciano in Val di Pesa holiday rentals we have selected for you start as low as AU$89 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Casciano in Val di Pesa rentals

At Expedia, we put the best San Casciano in Val di Pesa holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Casciano in Val di Pesa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Casciano in Val di Pesa holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Casciano in Val di Pesa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Villa La Stella - Casa per Ferie: This holiday home rental outside of 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 holiday rental also comes with free parking to give you added peace of mind.

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

Choose from 26 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 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.