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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 1921 Villas in San Casciano in Val di Pesa with updated reviews, rates, and availability.

Your panoramic house in Tuscany between vineyards and olive groves.
Exterior

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (34)
"We had such a nice stay and only wish it had been longer! Enrico & Simona were excellent hosts and we loved the cooking class they did for us and our 3 college students who learned to make pasta for the first time. The views are spectacular and it’s a perfect location for trips to the many surrounding towns and wineries. We’d love to come back in the summer and stay longer!"
Your panoramic house in Tuscany between vineyards and olive groves.
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Property grounds

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

10.0 out of 10, Exceptional, (47)
"My wife and I both loved this property. The host (Gianni) was responsive to any questions we had. Gianni's parents (Carlo & Paula) live in the adjacent main house and were extremely hospitable. We honestly couldn't have asked for a better location or host/s. We would recommend this property to anyone that wants to visit Tuscany. "
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Il Boschetto an oasis of peace and nature in Siena
Outdoor pool

Il Boschetto an oasis of peace and nature in Siena

9.8 out of 10, Exceptional, (31)
"The location was excellent, 30 minute walk (2.1 km) to the main gate of Siena or 15 minute bus ride (bus stop 25 meters from the house). The home is beautiful, lots of amenities, it was very rustic. The pool area could use a good trimming, the online photos showed the property better than it actually was but not too far off."
Il Boschetto an oasis of peace and nature in Siena
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Outdoor dining

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.

9.8 out of 10, Exceptional, (27)
"We loved our stay at this authentic farmhouse ! The family was very , very warm and welcoming and attentive to our needs / questions. If you don’t have a car ( we didn’t ) you need transport and we had a driver / tour one day . We loved the home cooked meals by Barbara and the pre- stocked groceries. It is quite bare bones - don’t expect any paper towels , any extras at all , not even those you might expect past guests have left . There is literally nothing provided so you must purchase ....
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Outdoor pool, a heated pool

Luxury converted barn with hilltop views in chianti wine region, Tuscany

10.0 out of 10, Exceptional, (87)
"I wish we could have stayed longer; such a beautiful location. The villa was very nice and comfortable. We enjoyed meals prepared by Serena twice during our visit; she cooked multi-course dinners that were delicious. Highly recommend the property and Serena’s cooking. We look forward to going back!"
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Vacation home L'Ulivo in Tuscany,
Outdoor pool

Vacation home L'Ulivo in Tuscany,

9.6 out of 10, Exceptional, (15)
"L’Ulivo is a spacious and very comfortable home. We loved all the balconies to enjoy the view from. Emmanuel was very kind and helpful during our stay. It was a good base to explore Lucca, Florence, and Pisa. "
Vacation home L'Ulivo in Tuscany,
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Outdoor pool

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

10.0 out of 10, Exceptional, (106)
"The property was beautiful and just as advertised. Beatrice and Jacopo prepared several meals for us and the food was great and plentiful! They were wonderful hosts!"
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Exclusive villa near Vinci in private grounds with amazing views and great pool
Outdoor pool

Exclusive villa near Vinci in private grounds with amazing views and great pool

9.8 out of 10, Exceptional, (42)
"Our group of 9 thoroughly enjoyed staying at this property, and interacting with the excellent host. It was a beautiful base for relaxation, and day trips to other destinations."
Exclusive villa near Vinci in private grounds with amazing views and great pool
Villa
Outdoor pool

Villa

10.0 out of 10, Exceptional, (1)
"In dem schönen Ferienhaus hat man seine Ruhe, da es etwas abgelegen liegt. Der einzige direkte Nachbar ist die Vermieterin. Das Haus hat einen großen Garten mit tollem Pool. Von hier hat man eine tolle Aussicht. Auch die Ausstattung der Küche ist super. Uns hat es hier an nichts gefehlt."
Villa
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Outdoor pool

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (84)
"Alessandro was a fantastic host! He always made us feel right at home. Addressing all of our questions regarding the local area. The property was exactly what we expected. The surrounding area was magnificent. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Country House with heated pool near the center
Point of interest

Country House with heated pool near the center

9.8 out of 10, Exceptional, (8)
"These accomodations were wonderful! So convenient to take the tram to downtown! Host extremely responsive and helpfull."
The price is SAR 1,264
SAR 1,970 total
includes taxes & fees
20 Mar - 21 Mar
Country House with heated pool near the center
Luxury Villa Aria Firenze - 7 minutes from Duomo
Interior

Luxury Villa Aria Firenze - 7 minutes from Duomo

Luxury Villa Aria Firenze - 7 minutes from Duomo
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Interior

Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside

10.0 out of 10, Exceptional, (68)
"Stunning property exactly as advertised. We spent days traveling to hill towns and nights enjoying wine at the villa. Mornings having coffee outside staring at the movie like landscape. 20 minutes to the Hill of Michelangelo that had parking and a great place to walk back to after 4 courses of pasta! 12 couples and the villa was perfect. We had a cooking class and a chef prepared meal and it was two highlights of the trip. Bianca was kind and provided all the info you need. Do it, it will be the...
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Villa Peramonda
Outdoor dining

Villa Peramonda

Villa Peramonda
Villa Simone - Luxury Villa in San Gimignano, Chianti
Spa

Villa Simone - Luxury Villa in San Gimignano, Chianti

9.8 out of 10, Exceptional, (8)
Villa Simone - Luxury Villa in San Gimignano, Chianti
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Outdoor pool

Villa Salivolpe - on top of a Chianti hill - Private swimming pool

9.6 out of 10, Exceptional, (22)
"The villa was a beautiful home to send our our time in Tuscany, Italy. We enjoyed having our own bedrooms and baths. We had a special meal cooked by a local chef, Rachel. The kitchen worked well for the cooking, and for our breakfasts. The scenery was just breathtaking, and it is just as pictures in books looked like. We very much enjoyed our stay."
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (55)
"A+"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Luxury Villa in the Florentine hills
Fridge, microwave, oven, stovetop

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (135)
"This house was exactly what we wished for on our first visit to Italy for our 20th year anniversary! The views from the house and the back yard are extraordinary! The heated floors were a very comfortable feature. We didnt use the kitchen for very much cooking but it great for morning coffees and evening drinks and snacks. The host was very helpful in providing transportation information and always responded to our questions. The road to the house is definitely narrow and you have to be...
Luxury Villa in the Florentine hills
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center
Outdoor pool, a heated pool, sun loungers

Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

10.0 out of 10, Exceptional, (96)
"We had a fantastic stay at this lovely villa. We were a group of two families with four adults and four kids ages 5 to 13. Cate, the hostess, was extremely attentive and helped us arrange various activities during our stay. She helped us arrange a cooking class at the villa, a bike tour through Chianti region with a private wine tasting, and a chef cooking a Thanksgiving meal for us (we opted for Tuscan - not American food). We also got to tour a working olive mill. In addition, upon hearing...
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center
Villa with private pool
Outdoor pool

Villa with private pool

2.0 out of 10, (1)
"Firstly, I could not get in touch with the property host after making multiple attempts to contact him. The morning of our scheduled arrival, I had to contact Vbro to file a complaint.The property was very old and grimy. The internet did not work at all - and we had people who were working remotely so had to leave to town to connect with internet. The power went out 2 days in a row and we had to wait 6 hours before an electrician came over and the second time, waited overnight for power. When...
The price is SAR 1,231
SAR 2,340 total
includes taxes & fees
20 Mar - 21 Mar
Villa with private pool
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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Other property types in San Casciano in Val di Pesa

Hu Firenze Camping In Town
Seasonal outdoor pool

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1334)
"Fantastic Stay – Highly Recommended! We had an amazing 3-night stay at hu Firenze Camping in Town! From check-in to check-out, everything was seamless and hassle-free. The facilities in our room exceeded expectations—clean, comfortable, and well-equipped. The staff was incredibly polite and helpful, always ensuring a pleasant experience. The on-site supermarket, restaurant, and laundry facilities were a huge convenience, making our stay even more enjoyable. A special thanks to Jeta, the...
The price is SAR 288
SAR 345 total
includes taxes & fees
28 Mar - 29 Mar
Hu Firenze Camping In Town
Forte16
Terrace/patio

Forte16

9.6 out of 10, Exceptional, (771)
"Clean, comfortable, quiet, and such a lovely room with a balcony view that can’t be beat. The spa services were easy to schedule with the friendly staff (definitely get a massage while you’re there) and the location was perfect. We were a ten minute walk from the city center and felt both close to everything and far enough away that we could pretend to be locals. Couldn’t have chosen a better place to end our days in Tuscany. "
The price is SAR 556
SAR 661 total
includes taxes & fees
24 Mar - 25 Mar
Forte16
Palazzo Mannaioni Suites
Interior detail

Palazzo Mannaioni Suites

4.0 star property
9.2 out of 10, Wonderful, (973)
"This is a very nice place to stay. Very clean and modern. The rainfall shower in our bathroom was nice, and the beds were comfortable. The only complaint was the noise outside every night. "
The price is SAR 480
SAR 585 total
includes taxes & fees
24 Mar - 25 Mar
Palazzo Mannaioni Suites
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.

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 SAR 1,231 and SAR 1,264 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 1921 villas in San Casciano in Val di Pesa. No matter if you’re traveling with the kids or organizing 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.