Photo by Ashley Robinson

Search Villas in San Casciano in Val di Pesa

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

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

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.

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.

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

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

Authentic Tuscan country house, dating back to around the year 1000

9.6 out of 10, Exceptional, (50)
"Beautiful place and a very friendly and helpful host. Authentic Tuscan farmhouse with no frills. Lovely views all round, especially from the terrace. Excellent bar/ restaurant within walking distance. It was very hot when we were there, so the location of the pool across the road was a problem. Otherwise,great."
Authentic Tuscan country house, dating back to around the year 1000

Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

9.6 out of 10, Exceptional, (46)
"We had a great stay here. All of us really enjoyed the location!"
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

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,

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,

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

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 1,252
SAR 1,980 total
includes taxes & fees
12 Mar - 13 Mar
Country House with heated pool near the center

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

9.6 out of 10, Exceptional, (53)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

Private villa in the heart of chianti with view of siena

Private villa in the heart of chianti with view of siena

Luxury villa just 14 km from Florence. Sleeps 16 with hydromassage, sauna & gym!

10.0 out of 10, Exceptional, (32)
"Villa Il Forte is the most incredible setting. It is an incredible historic and luxurious home while being comfortable, spacious and accommodating. Many different spaces to relax, connect and play. Paolo’s team were absolutely amazing. The chef Thomas is so talented while also being wonderfully personable and fun. The driver Fabrizio was so generous and thoughtful. His guides were knowledgeable and friendly. I have already booked it for next year! I can’t wait to go back! "
Luxury villa just 14 km from Florence. Sleeps 16 with hydromassage, sauna & gym!

Villa Peramonda

Villa Peramonda

Villa San Miniato Corniano: Iconic 6 Bedrooms Farmhouse with Pool

10.0 out of 10, Exceptional, (4)
Villa San Miniato Corniano: Iconic 6 Bedrooms Farmhouse with Pool

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.

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

Historic mill with private swimming pool

Historic mill with private swimming pool

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

9.8 out of 10, Exceptional, (134)
"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
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.
Don't see what you're looking for?
See all available properties in San Casciano in Val di Pesa
Save an average of 15% on thousands of hotels when you're signed in

Other property types in San Casciano in Val di Pesa

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1327)
"Very fun, great place for summer "
The price is SAR 293
SAR 351 total
includes taxes & fees
19 Mar - 20 Mar
Hu Firenze Camping In Town

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 550
SAR 654 total
includes taxes & fees
19 Mar - 20 Mar
Forte16

Palazzo Mannaioni Suites

4.0 star property
9.2 out of 10, Wonderful, (972)
"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 625
SAR 744 total
includes taxes & fees
16 Mar - 17 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 and 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 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.