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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 1596 Villas in San Casciano in Val di Pesa with updated reviews, rates, and availability.

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Exterior
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
10.0 out of 10, Exceptional, (95)
"Our host was responsive to our questions and needs. He also arranged a women to come to the property and prepare dinner for us on two separate nights.To our host, thank you."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
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
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Exterior
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
10.0 out of 10, Exceptional, (105)
"We were 5 teens and 2 adults. The house was great - so much space, all the bedrooms were a nice size with en-suites, the pool table was very well used, there was so much to do in the house, the kitchen was very well stocked for cooking a few meals, and there was a beautiful view from the terrace. We would definitely stay again."
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Private villa near Certaldo and San Gimignano with swimming pool and large garden.
Exterior
Private villa near Certaldo and San Gimignano with swimming pool and large garden.
9.4 out of 10, Exceptional, (28)
"The location of the villa is fantastic and the villa itself is extremely well laid out, clean and comfortable. We loved our stay and the host was incredibly helpful and friendly. We would be happy to stay again, our one suggestion would be that perhaps some of the finishings could be updated, they were obviously very trendy and cutting edge when designed, but perhaps could be improved by some modernisation, and I think the villa would then be perfect."
Private villa near Certaldo and San Gimignano with swimming pool and large garden.
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
Pool
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
10.0 out of 10, Exceptional, (42)
"Had a great two week vacation at Eduardo's place in Reggello. Beautiful little cabin with a pool and well kept yard, set within an olive orchard and vineyard. Hosts passed along some fresh eggs from the hens and tomatoes from the property. The house seems quite new by Italian standards and is in excellent condition. Pool is fantastic. We had a great stay and would highly recommend this spot for small groups and families. "
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Pool
BEAUTIFUL VILLA with private Pool in the heart of Chianti
10.0 out of 10, Exceptional, (20)
"We rented the villa after a family event. The owners and their son are very charming and accommodating. We enjoyed the villa as it is very authentic. Felt like we were locals. It has separate areas almost like apartments within the villa which is great if you have many couples. One of the rooms has bunk beds and the other two twin beds. It’s important to know you can’t walk anywhere so a car is needed. That’s the only reason for my location rating. Excellent villa to spend time with friends and...
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Luxury Villa in the Florentine hills
livingroom
Luxury Villa in the Florentine hills
9.8 out of 10, Exceptional, (130)
"We loved our stay. From the start David sent all kinds of information. We had a few more questions about the bus and the area, David sent answers with in minutes with GPS maps. We loved the view, the Persimmon and Pomegranate from the trees in the yard were delicious. All of the bedrooms and bathrooms were awesome, everything was clean. We stayed at 3 other locations this trip and this was our favorite. My wife said the blow dryer was the best blow dryer in Italy."
Luxury Villa in the Florentine hills
Villa luna with pool and garden near the center of Siena
Outdoor dining
Villa luna with pool and garden near the center of Siena
9.0 out of 10, Wonderful, (27)
"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"
Villa luna with pool and garden near the center of Siena
Vacation home L'Ulivo in Tuscany,
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,
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
View of the Villa from garden-pool
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
Authentic country house originally a convent, dates back to around the year 1000
Outdoor dining
Authentic country house originally a convent, dates 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 country house originally a convent, dates back to around the year 1000
LUXURY VILLA WITH PRIVATE POOL
Pool
LUXURY VILLA WITH PRIVATE POOL
10.0 out of 10, Exceptional, (6)
"Everything was even better than expected. Plumbing issues did arise and should be addressed. We loved our stay and would recommend it highly to others"
LUXURY VILLA WITH PRIVATE POOL
Luxury villa just 14 km from Florence. Sleeps 16 with hydromassage, sauna & gym!
Outdoor dining
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!
Your panoramic house in Tuscany between vineyards and olive groves.
Your residence in Tuscany
Your panoramic house in Tuscany between vineyards and olive groves.
9.8 out of 10, Exceptional, (33)
"Simona and Enrico were at the house to great us and also have a new washer installed. The home is everything we hoped for- clean, a well stocked kitchen, large upstairs bathroom and breathtaking views. It was the perfect place for us to unwind after several days in hotels. The home has several information brochures for wine tasting and restaurants.. Simon’s and Enrico were the perfect hosts. Highly recommend their home. "
Your panoramic house in Tuscany between vineyards and olive groves.
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Pool
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
10.0 out of 10, Exceptional, (46)
"This place exceeded all of our expectations. The host and his family were amazing and very accommodated. Perfect size for two couples. Bedrooms and bathrooms were private. The location was perfect. We were able to take daily trips everywhere in Tuscany between 15 minutes and one hour. The house and pool were even better than the pictures portray. The place came stocked with everything you need For your vacation. If ever back in Tuscany I would definitely stay here again."
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
Exterior
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
9.8 out of 10, Exceptional, (25)
"Beautiful property and old world charm. Perfectly located and lovely hosts."
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
Luxury Villa with large pool close to Florence
Pool
Luxury Villa with large pool close to Florence
10.0 out of 10, Exceptional, (62)
"Beautiful, historic villa with a fantastic view of the valley below. Our hosts were friendly, helpful and entertaining as well. The icing on the cake was Fonsi's providing breakfast and cooking dinners as requested. Her chef skills were more than we could ask for. "
Luxury Villa with large pool close to Florence
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Pool
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
9.6 out of 10, Exceptional, (17)
"Our 2-wk. reservation (Oct. 5-19) was actually increased by a week Sept. 28-Oct. 5, making it a 3-wk reservation, however, due to a medical issue, we had to return to the USA 10 days early. Gabriella was a wonderful property manager assisting us with seeking medical and hospital care. Lovely property and location."
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Villa with private swimming pool on the Florentine hills 25 Km from Florence
Pool
Villa with private swimming pool on the Florentine hills 25 Km from Florence
10.0 out of 10, Exceptional, (44)
"What a slice of paradise Marco's house is, it is better than the photos and the perfect place to retreat to after exploring the Tuscan countryside. Mrs Lucia, her sister and daughter gave us an unforgettable evening teaching us how to make pasta...something the kids will never forget. The pool was a beautiful relief from the heat. Beds very comfortable. Marco a great communicator. We would definitely come back stay!"
Villa with private swimming pool on the Florentine hills 25 Km from Florence
Molino del Ponte, Radda in Chianti, Italy
Aerial view
Molino del Ponte, Radda in Chianti, Italy
9.6 out of 10, Exceptional, (5)
"En un mot.. parfait "
Molino del Ponte, Radda in Chianti, Italy
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
Sign in
Sign up, it's free

Other property types in San Casciano in Val di Pesa

Hu Firenze Camping In Town
Restaurant
Hu Firenze Camping In Town
8.8 out of 10, Excellent, (1280)
"Overall our stay in Hu Firenze was great. The restaurant on location was really cool and tasted pretty great too. The staff was friendly and helpful. Our little house was a big tent basically. Interesting but annoying when people would come check it out or tap on our house (happened a couple times). It was kinda funny but always awkward. We had a bed, closet, mini fridge, and bathroom. They had a shuttle to take you partially into town or you could walk to Firenze Rovezzano (train station)....
The price is AED 237
AED 287 total
includes taxes & fees
1 Dec - 2 Dec
Hu Firenze Camping In Town
PopArtment
Lobby sitting area
PopArtment
9.0 out of 10, Wonderful, (683)
"Great place for families."
The price is AED 311
AED 384 total
includes taxes & fees
2 Dec - 3 Dec
PopArtment
Forte16
Outdoor spa tub
Forte16
9.6 out of 10, Exceptional, (756)
"Clean and modern accounting accommodations "
The price is AED 384
AED 457 total
includes taxes & fees
25 Nov - 26 Nov
Forte16
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?
You can expect to pay between and per night for a villa in San Casciano in Val di Pesa. No matter your budget, an ideal stay is just a few clicks away on 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?
Pick from 1596 villas in San Casciano in Val di Pesa. Whether you’re traveling with the family or organizing a weekend break with some friends, Expedia can help you find the right space for your crew.
Why book your villa in San Casciano in Val di Pesa with Expedia?
With Expedia, it’s easy to find your dream villa in San Casciano in Val di Pesa. Vacationing with the family? Use our filters to search for stays with amenities like free WiFi. If you have a budget, click on how much you’re willing to spend and the star rating of the property. We’ll help you find the perfect pad that suits your style and taste.
How can I find cheap villas in San Casciano in Val di Pesa?
With Expedia’s filter tool, scoring cheap villas in San Casciano in Val di Pesa has never been easier. To find stays that won’t break the bank, refine your search results by star rating, budget and amenities.