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San Casciano in Val di Pesa Vacation Rentals

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

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
$133 nightly
The price is $151
Jan 7 - Jan 8, 2026
Total with taxes and fees
Villa il Fedino

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
$114 nightly
The price is $131
Dec 12 - Dec 13
Total with taxes and fees
B&B La Fonte del Machiavelli
9.8 out of 10, Exceptional, (74)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Germany
Robert M.
$238 nightly
The price is $243
Dec 12 - Dec 13
Total with taxes and fees
Apartment House with garden Tuscany Chianti , Florence 15km.
10.0 out of 10, Exceptional, (6)
"Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation"
United States
Frank V.
$1,488 nightly
The price is $1,488
Jan 3 - Jan 4, 2026
Total with taxes and fees
Beautiful Tuscan home between Florence & Siena

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
$64 nightly
The price is $85
Dec 16 - Dec 17
Total with taxes and fees
Sette Angeli Rooms

Townhouse in Historic Centre of Florence

San Giuliano Inn - Adults Only
10.0 out of 10, Exceptional, (404)
"Great location - we loved it!"
United States
Julian
$112 nightly
The price is $138
Jan 6 - Jan 7, 2026
Total with taxes and fees
San Giuliano Inn - Adults Only

Townhouse in Historic Centre of Florence

My Guest In Florence
9.0 out of 10, Wonderful, (125)
"My kids and I had a wonderful stay. The apartment was very nice and clean. Directions for checking in were clear and the staff was very helpful. "
United States
Susie
My Guest In Florence

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
$114 nightly
The price is $131
Dec 15 - Dec 16
Total with taxes and fees
Palazzo al Torrione 2

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
$96 nightly
The price is $110
Dec 11 - Dec 12
Total with taxes and fees
Tenuta Sant'Ilario

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
$64 nightly
The price is $73
Dec 16 - Dec 17
Total with taxes and fees
Chianti Village Morrocco

Townhouse in Greve in Chianti

Terre di Baccio
9.8 out of 10, Exceptional, (71)
"Great hotel in a beautiful location with fantastic staff. "
United Kingdom
Mark
Terre di Baccio

Apartment in Historic Centre of Florence

Numa Palazzo San Niccolò
9.4 out of 10, Exceptional, (174)
"The hotel is a great base for visiting Florence, in a slightly quieter neighbourhood but still plenty of food and drink options nearby and all the big attractions are a walkable distance away. The room was clean and the staff was friendly and helpful. "
United Kingdom
Michelle
$88 nightly
The price is $111
Dec 14 - Dec 15
Total with taxes and fees
Numa Palazzo San Niccolò

Residence in Historic Centre of Florence

Numa Florence Palazzo Belfiore
9.6 out of 10, Exceptional, (370)
"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
$125 nightly
The price is $152
Dec 18 - Dec 19
Total with taxes and fees
Numa Florence Palazzo Belfiore

Residence in Historic Centre of Florence

La Torre Del Cestello
9.0 out of 10, Wonderful, (228)
"Great location and great rooms"
United States
David
$66 nightly
The price is $89
Dec 15 - Dec 16
Total with taxes and fees
La Torre Del Cestello

Vacation Home in Historic Centre of Florence

QK Costa58 Home Tower
9.6 out of 10, Exceptional, (176)
"The building and room were very well maintained and clean. Nice quiet place to rest. Close to everything and we walked easily everywhere. Great place and location. Would stay there again. "
Canada
Nathan
$129 nightly
The price is $156
Dec 12 - Dec 13
Total with taxes and fees
QK Costa58 Home Tower

Residence in Historic Centre of Florence

Serristori Palace Residence
9.6 out of 10, Exceptional, (168)
"Absolutely fantastic location and wonderful place to stay."
United States
Matt and Katie
$91 nightly
The price is $114
Dec 14 - Dec 15
Total with taxes and fees
Serristori Palace Residence

Residence in Historic Centre of Florence

Corte Guelfa
3.0 star property
9.8 out of 10, Exceptional, (159)
"Great location, attentive staff, clean rooms"
United States
Dennis
$101 nightly
The price is $126
Dec 17 - Dec 18
Total with taxes and fees
Corte Guelfa

Apartment in Historic Centre of Florence

Palazzo Branchi
9.0 out of 10, Wonderful, (286)
"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
$105 nightly
The price is $130
Dec 16 - Dec 17
Total with taxes and fees
Palazzo Branchi

Residence in Florence

Fattoria il Milione Agriturismo
4.0 star property
8.2 out of 10, Very Good, (226)
"Nice property, comfortable beds, awesome on site restaurant, good breakfast however room a little run down, broken shower tap and no AC work. "
Australia
Robert
$46 nightly
The price is $67
Dec 22 - Dec 23
Total with taxes and fees
Fattoria il Milione Agriturismo

Townhouse in Historic Centre of Florence

Soggiorno Alessandra
8.6 out of 10, Excellent, (86)
"Alessandra is an amazing host, we had a perfect stay! The apartment is in excellent condition and very clean! "
United States
Elias
Soggiorno Alessandra
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Casciano in Val di Pesa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation 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 vacation 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 low season months. For more hustle and bustle, you may prefer to visit San Casciano in Val di Pesa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $63 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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 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 19 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.