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Check prices for these dates

Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec

Featured Villas in San Casciano in Val di Pesa and around

Beautiful Tuscan home between Florence & Siena
Outdoor pool

Beautiful Tuscan home between Florence & Siena

10.0 out of 10, Exceptional, (6)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
The price is €1,704
includes taxes & fees
12 Oct - 13 Oct
Beautiful Tuscan home between Florence & Siena
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Terrace/patio

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

10.0 out of 10, Exceptional, (1)
"Haben vor Ort geheiratet und es war mehr wie perfekt!"
The price is €4,189
includes taxes & fees
12 Oct - 13 Oct
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Exterior detail

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

10.0 out of 10, Exceptional, (1)
"Staff went over and above for us. Food was wonderful service 5 stars"
The price is €9,520
includes taxes & fees
12 Oct - 13 Oct
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Casa dei Renai by Rentbeat
Property grounds

Casa dei Renai by Rentbeat

The price is €252
includes taxes & fees
2 Nov - 3 Nov
Casa dei Renai by Rentbeat
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

The price is €6,450
includes taxes & fees
14 Oct - 15 Oct
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Villa con Piscina, Sauna, Jacuzzi
Exterior

Villa con Piscina, Sauna, Jacuzzi

10.0 out of 10, Exceptional, (1)
"Beautiful property, highly recommended. "
The price is €597
includes taxes & fees
2 Nov - 3 Nov
Villa con Piscina, Sauna, Jacuzzi
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Outdoor spa tub

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

10.0 out of 10, Exceptional, (1)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
The price is €2,094
includes taxes & fees
13 Oct - 14 Oct
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Wine Apartments Florence Lawrence
Garden

Wine Apartments Florence Lawrence

The price is €297
includes taxes & fees
19 Oct - 20 Oct
Wine Apartments Florence Lawrence
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

Villa "Arnilù" with Private Pool & Wi-Fi

The price is €4,761
includes taxes & fees
12 Oct - 13 Oct
Villa "Arnilù" with Private Pool & Wi-Fi
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

10.0 out of 10, Exceptional, (38)
"Our family of 17 stayed at a villa near Montespertoli. In fact the villa also was a winery and olive oil producer. Nicola was the host as well as the owner. He was available for everyone of our guest. Requests from laundry to suggestions for restaurants, to taxi services to Florence...Nicola was always available to take care of us. I couldn't have asked for a more perfect venue and host."
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

10.0 out of 10, Exceptional, (1)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
The price is €1,429
includes taxes & fees
13 Oct - 14 Oct
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Luxury Villa in the Florentine hills
Terrace/patio

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (143)
"Beautiful property and great experience "
The price is €516
includes taxes & fees
11 Nov - 12 Nov
Luxury Villa in the Florentine hills
Villa 'Podere Bucigattolo' with Private Pool, Wi-Fi and Air Conditioning
Pool

Villa 'Podere Bucigattolo' with Private Pool, Wi-Fi and Air Conditioning

10.0 out of 10, Exceptional, (1)
"Great villa for lager groups with great view. Very quite location. The road towards the villa is a bit narrow and makes going for a quick grocery trip a bit less easy. The beds and bathrooms are great although from the description we did not deduct that two rooms share a bathroom and are directly connected. The kitchen downstairs is well equipped but a bit small to accommodate 1 large group sharing the whole property. The host and her sister took great care of us and really nice to be able to...
The price is €2,544
includes taxes & fees
30 Oct - 31 Oct
Villa 'Podere Bucigattolo' with Private Pool, Wi-Fi and Air Conditioning
Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi
Pool

Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi

8.0 out of 10, Very good, (1)
"Cons: Badet tilhørende soverom nede, burde vært i bedre stand"
The price is €2,726
includes taxes & fees
30 Oct - 31 Oct
Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi
CountryHouse con Piscina Privata 5 min dal centro
Exterior

CountryHouse con Piscina Privata 5 min dal centro

9.4 out of 10, Exceptional, (10)
"The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. "
The price is €484
includes taxes & fees
11 Nov - 12 Nov
CountryHouse con Piscina Privata 5 min dal centro
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Property grounds

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

10.0 out of 10, Exceptional, (1)
The price is €2,114
includes taxes & fees
13 Oct - 14 Oct
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Terrace/patio

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

10.0 out of 10, Exceptional, (3)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
The price is €402
includes taxes & fees
12 Oct - 13 Oct
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Villa San Giorgio, surrounded by greenery
Outdoor spa tub

Villa San Giorgio, surrounded by greenery

10.0 out of 10, Exceptional, (1)
"Very nice clean place, with spectacular views of the country side with olive trees and garden. Pool was a bit smaller than expected, but was very clean and relaxing. Easily drive to Florence. Also, only a few minutes to train station. We wished we could have stayed longer."
Villa San Giorgio, surrounded by greenery
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
Outdoor pool

4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC

8.0 out of 10, Very good, (1)
"We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend."
The price is €1,291
includes taxes & fees
15 Oct - 16 Oct
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
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

Ruby Bea Hotel Florence

Ruby Bea Hotel Florence

10/10 Excellent
"We loved the breakfast and unlimited coffees;) the vibe of the hotel was amazing! Very nice and clean rooms. My only 2 wishes are: shower cap (there was none) and warmer temperature in the shower (I love my shower hot). Overall fantastic hotel, and we will definitely stay there next time we are in Florence."
Alexandra 3-night trip
Posted 16 hours ago
Ruby Bea Hotel Florence

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Number of reviews
150
Accommodation
2005 Villas
Lowest Price
€252
Highest Price
€9,520

Frequently asked questions

How much do villas in San Casciano in Val di Pesa cost?
Rates for villas in San Casciano in Val di Pesa range between €252 and €9,520 per night. Whatever your budget, you can find a place that suits your needs with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in San Casciano in Val di Pesa?
You'll find 2005 villas in San Casciano in Val di Pesa. No matter if you're travelling with the kids or organising a weekend break with your besties, Expedia can help you find the ideal base for your squad.
Why book your villa in San Casciano in Val di Pesa with Expedia?
Reserving a villa in San Casciano in Val di Pesa is as easy as working out your travel dates and choosing a place that checks your boxes. In search of something affordable or luxurious, or a stay that also offers a kitchenette? Use Expedia's search filters to narrow your results and find the ideal fit.
How can I find cheap villas in San Casciano in Val di Pesa?
Expedia is here to help you look for cheap villas in San Casciano in Val di Pesa. Use our filter tool to select amenities, budget and star rating to refine your search and find a fantastic place to stay in a couple of clicks.
What is there to do near my villa in San Casciano in Val di Pesa?
After you've unpacked your things and settled in, get out and explore the incredible things San Casciano in Val di Pesa has to offer. Antinori nel Chianti Classico is a popular attraction to add to your must-do list.

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