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San Casciano in Val di Pesa Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

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

Exterior detail
Villa il Fedino

Townhouse in San Casciano in Val di Pesa

Villa il Fedino
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is ￥22,002
￥24,937 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Villa il Fedino
Terrace/patio
B&B La Fonte del Machiavelli

Townhouse in San Casciano in Val di Pesa

B&B La Fonte del Machiavelli
9.2 out of 10, Wonderful, (82)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is ￥18,845
￥21,465 total
includes taxes & fees
Dec 27 - Dec 28
B&B La Fonte del Machiavelli
Food and drink
San Giuliano Inn - Adults Only

Townhouse in Historic Centre of Florence

San Giuliano Inn - Adults Only
10.0 out of 10, Exceptional, (406)
"Great inn. "
United States
Carol
San Giuliano Inn - Adults Only
Chalet | In-room safe, cribs/infant beds, bed sheets
Hu Firenze Camping In Town

Camping in Florence

Hu Firenze Camping In Town
8.8 out of 10, Excellent, (1613)
"It was a grt place to stay"
United States
Sunitha
The price is ￥7,388
￥9,413 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hu Firenze Camping In Town
Balcony
Palazzo al Torrione 2

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ￥14,777
￥21,765 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Palazzo al Torrione 2
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers
Tenuta Sant'Ilario

Townhouse in Gambassi Terme

Tenuta Sant'Ilario
9.4 out of 10, Exceptional, (33)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
Breakfast, lunch, dinner served; Regional cuisine
La Locanda di Pietracupa

Townhouse in Barberino Tavarnelle

La Locanda di Pietracupa
9.4 out of 10, Exceptional, (35)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa
Outdoor pool, pool umbrellas, sun loungers
Chianti Village Morrocco

Residence in Barberino Tavarnelle

Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Terrace/patio
Palazzo Alfieri Residenza d’epoca

Residence in Historic Centre of Florence

Palazzo Alfieri Residenza d’epoca
9.2 out of 10, Wonderful, (727)
"This was such a lovely hotel! It was in a great location with an incredible view. The staff was great and the breakfast was absolutely fantastic! I would highly recommend this hotel "
United States
Christine
The price is ￥30,700
￥36,347 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Palazzo Alfieri Residenza d’epoca
Apartment, 2 Bedrooms | Premium bedding, down comforters, in-room safe, blackout drapes
Terre di Baccio

Townhouse in Greve in Chianti

Terre di Baccio
9.8 out of 10, Exceptional, (71)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
Terrace/patio
Il Rivalta - Place of Charme

Apartment in Historic Centre of Florence

Il Rivalta - Place of Charme
4.0 star property
9.2 out of 10, Wonderful, (444)
"A really nice place to stay and close to everything you need. Would definitely go back and stay. "
United States
Tejwant
The price is ￥25,407
￥30,518 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Il Rivalta - Place of Charme
Classic Suite, 1 King Bed | Premium bedding, down comforters, in-room safe, desk
La Torre Del Cestello

Residence in Historic Centre of Florence

La Torre Del Cestello
9.0 out of 10, Wonderful, (230)
"Great location and great rooms"
United States
David
The price is ￥15,665
￥19,802 total
includes taxes & fees
Jan 18 - Jan 19, 2026
La Torre Del Cestello
City view from property
Soggiorno Battistero

Townhouse in Historic Centre of Florence

Soggiorno Battistero
8.8 out of 10, Excellent, (382)
"We were worried about the noise of the busy tourist spot, but the windows were fantastic and was able to sleep soundly. Great location, highly recommend."
Canada
Jason
The price is ￥20,900
￥25,566 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Soggiorno Battistero
Lounge
Corte Guelfa

Residence in Historic Centre of Florence

Corte Guelfa
3.0 star property
9.8 out of 10, Exceptional, (160)
"Great location, attentive staff, clean rooms"
United States
Dennis
Corte Guelfa
Terrace/patio
Numa Palazzo San Niccolò

Apartment in Historic Centre of Florence

Numa Palazzo San Niccolò
9.4 out of 10, Exceptional, (175)
"Clean, amenities, breakfast! "
United States
Laury
The price is ￥14,659
￥18,329 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Numa Palazzo San Niccolò
Deluxe Penthouse, 3 Bedrooms, 2 Bathrooms | Terrace/patio
Serristori Palace Residence

Residence in Historic Centre of Florence

Serristori Palace Residence
9.6 out of 10, Exceptional, (171)
"Perfect stay. Apartment was immaculate as were all the public areas of the building. Helpful friendly staff and ideally placed to explore Florence’s "
United Kingdom
Michele
Serristori Palace Residence
Exterior
Numa Florence Palazzo Belfiore

Residence in Historic Centre of Florence

Numa Florence Palazzo Belfiore
9.6 out of 10, Exceptional, (372)
"Great property, plenty of space for my family. The location is great, we were able to walk everywhere including the train station. "
United States
Loren
The price is ￥28,557
￥33,620 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Numa Florence Palazzo Belfiore
Reception
Relais Piazza Signoria

Townhouse in Historic Centre of Florence

Relais Piazza Signoria
9.6 out of 10, Exceptional, (801)
"The location was perfect! The room was spacious and comfortable. It was a fantastic stay!"
United States
Kenzie
The price is ￥18,965
￥23,065 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Relais Piazza Signoria
Deluxe Double Room (1° floor) | Egyptian cotton sheets, premium bedding, down comforters
Sette Angeli Rooms

Townhouse in Historic Centre of Florence

Sette Angeli Rooms
8.8 out of 10, Excellent, (636)
"I loved this place and the stuff was very kind <3 "
United Kingdom
romina
The price is ￥13,630
￥17,197 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Sette Angeli Rooms
Deluxe Suite, 2 Bedrooms | Premium bedding, down comforters, iron/ironing board, cribs/infant beds
Palazzo Branchi

Apartment in Historic Centre of Florence

Palazzo Branchi
9.0 out of 10, Wonderful, (287)
"WHAT A GREAT STAY. The location is perfect if you want to stay in the heart of Florence. Easy to reach all of the main attractions. The room was so pretty and spacious. Our host was very helpful, greeted us at the door, and had with great tips! Will stay here again. "
United States
Jeannette
The price is ￥15,689
￥19,462 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Palazzo Branchi
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

IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"The rooms were clean, and the staff was quite friendly. They also provided us with a complementary welcome drink as well as complimentary mini bar inside the room, which was appreciated. Overall the stay was quite excellent. "
Rakshinda Shahid 2-night trip
Posted 2 days ago
IQ Hotel Firenze

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?

QK Costa58 Home Tower: This vacation home near San Casciano in Val di Pesa is located in the historical district and offers a terrace, air-conditioning, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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

Choose from 20 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.