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

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 £170
includes taxes & fees
12 May - 13 May
Villa il Fedino

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 £105
includes taxes & fees
12 May - 13 May
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 £100
includes taxes & fees
10 Jun - 11 Jun
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

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 £284
includes taxes & fees
3 Jun - 4 Jun
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, (7 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 £2,392
includes taxes & fees
5 Jun - 6 Jun
Beautiful Tuscan home between Florence & Siena

Apartment 'Sassaia' with Private Pool, Wi-Fi, and Air Conditioning

Apartment 'Sassaia' with Private Pool, Wi-Fi, and Air Conditioning
Il Serraglio
Apartment 'Sassaia' with Private Pool, Wi-Fi, and Air Conditioning

Tenuta Branca – Magione Apartment with Pool for 6 Guests in Chianti

Tenuta Branca – Magione Apartment with Pool for 6 Guests in Chianti
San Casciano in Val di Pesa
The price is £277
includes taxes & fees
27 May - 28 May
Tenuta Branca – Magione Apartment with Pool for 6 Guests in Chianti

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 £415
includes taxes & fees
17 May - 18 May
Tenuta Branca – Torrione Spacious Apartment with Pool in Chianti

Boboli Living

Boboli Living
Historic Centre of Florence
8.6 out of 10, Excellent, (8 reviews)
"The room was perfect, the location is near to all main attractions of the city and is 15 minutes away from the train station."
United States
Rustinko
The price is £151
includes taxes & fees
13 May - 14 May
Boboli Living

San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
10.0 out of 10, Exceptional, (419 reviews)
"Wonderful place and staff"
United Kingdom
Simone
The price is £212
includes taxes & fees
26 May - 27 May
San Giuliano Inn - Adults Only

Maison Ginori Guelfa

Maison Ginori Guelfa
Historic Centre of Florence
10.0 out of 10, Exceptional, (27 reviews)
"Clean room, amazing staff and service. Would highly recommend to anyone! "
United States
Neil
Maison Ginori Guelfa

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (87 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
The price is £71
includes taxes & fees
14 May - 15 May
Domus il Palio B&B

Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (82 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is £117
includes taxes & fees
13 May - 14 May
Antico Borgo il Cardino

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 £207
includes taxes & fees
13 May - 14 May
Borgo Argenina

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 £75
includes taxes & fees
26 May - 27 May
DomuS Miniato

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
The price is £261
includes taxes & fees
15 May - 16 May
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, (316 reviews)
"Beautiful place for family "
Canada
Ismail
The price is £45
includes taxes & fees
12 May - 13 May
Hu Norcenni Girasole Village

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (239 reviews)
"We had an excellent stay, the staff is very friendly, stunning location and easy but windy road into Florence "
United States
Juliana
The price is £169
includes taxes & fees
12 May - 13 May
Relais Villa Olmo

Appartamenti degli Artisti by Mmega

Appartamenti degli Artisti by Mmega
Historic Centre of Florence
8.6 out of 10, Excellent, (37 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Would definitely stay again"
United States
Diana
The price is £160
includes taxes & fees
25 May - 26 May
Appartamenti degli Artisti by Mmega

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.2 out of 10, Very good, (69 reviews)
"Wonderful staff and great amenities!"
Canada
Chenjin
The price is £39
includes taxes & fees
17 May - 18 May
hu Firenze Certosa camping in town
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

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, apart-hotels, 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 favorite 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 depends 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 £39 per night. Entering your travel dates in the search wizard you might find 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 22 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 di Santa Maria Novella 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.