San Casciano in Val di Pesa Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

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, (99 reviews)
"Great people, great location great service"
Canada
James
The price is NT$5,168
NT$5,834 total
includes taxes & fees
Feb 16 - Feb 17
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 NT$3,864
NT$4,399 total
includes taxes & fees
Feb 15 - Feb 16
B&B La Fonte del Machiavelli
Exterior

B&B Le Dimore Mezza Costa

B&B Le Dimore Mezza Costa
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
B&B Le Dimore Mezza Costa
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
Breakfast, lunch, dinner served; garden views

Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (91 reviews)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme
City view from property

Boboli Living

Boboli Living
Historic Centre of Florence
The price is NT$2,847
NT$3,579 total
includes taxes & fees
Feb 15 - Feb 16
Boboli Living
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (82 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
Domus il Palio B&B
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 NT$2,814
NT$4,214 total
includes taxes & fees
Feb 18 - Feb 19
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
Garden

Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is NT$5,999
NT$6,710 total
includes taxes & fees
Feb 27 - Feb 28
Tenuta Quadrifoglio
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
Chianti Village Morrocco
Free WiFi, wheelchair access

LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is NT$3,617
NT$4,314 total
includes taxes & fees
Feb 18 - Feb 19
LE BOTTI FIORENTINE
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
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very Good, (232 reviews)
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
The price is NT$2,343
NT$3,100 total
includes taxes & fees
Mar 7 - Mar 8
Fattoria il Milione Agriturismo
Outdoor spa tub

Forte16 View & Spa

Forte16 View & Spa
Santissima Annunziata
9.6 out of 10, Exceptional, (914 reviews)
"Great hotel lovely staff nice breakfast. Clean and comfortable "
United Kingdom
carol
The price is NT$3,629
NT$4,440 total
includes taxes & fees
Mar 2 - Mar 3
Forte16 View & Spa
Reception

Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (58 reviews)
"Staffs were nice and th room was cozy and nice. "
United Kingdom
Anyanee
The price is NT$5,761
NT$6,785 total
includes taxes & fees
Feb 22 - Feb 23
Teatro Luxury Apartments Firenze - Starhotels Collezione
Presidential Suite, River View | Balcony

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (466 reviews)
"Excellent place 👍"
United States
Assif
The price is NT$6,100
NT$7,232 total
includes taxes & fees
Feb 22 - Feb 23
Il Rivalta - Place of Charme
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

Solo Experience Hotel

Solo Experience Hotel

10/10 Excellent
"Our stay was overall very good! The room felt a little warm at times, but we really appreciated that they provided a fan, which helped a lot. The only areas for improvement would be housekeeping. We noticed a few wall stains near the desk area in the room, and the towels weren’t replaced when the room was serviced. With a bit more attention to cleanliness, the experience would be even better. That said, the hotel is in a fantastic location, and the staff was amazing, so welcoming and kind throughout our stay. Despite the minor room issues, we truly enjoyed our visit and would definitely consider staying here again."
Israel 3-night trip
Posted 2 days ago
Solo Experience Hotel

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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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?

Borgo Argiano: You might like this vacation home rental near San Casciano in Val di Pesa. It is located on a river and has a balcony, a terrace, and a barbecue grill 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 vacation with a garden and a library.

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

Choose from 22 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. Monastary of Sorelle Clarisse and Antinori nel Chianti Classico are other places to visit while you're in town.

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.