We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

San Casciano in Val di Pesa Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    $313 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Travelers to San Casciano in Val di Pesa are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    All 259 Rentals in San Casciano in Val di Pesa
    Sort by:
    Default
    Il Visciolo1 / 25
    (30)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Villa Casale San Casciano1 / 23
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Il Rosmarino: tipica casa vacanze in Chianti1 / 14
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Casa nel Chianti1 / 30
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Washer
    • Porch
    • Grill
    • Wi-Fi
    • DVD Player
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 15, 2016
    very large villa good views comfortable beds and furniture friendly & helpful hostswe visited Florence, san Gimignano,and Lucca during our stay all very interesting places...
    Reviewed April 18, 2016
    If you are looking for peace and quiet in the heart of idyllic Tuscan countryside, this house is perfect. We loved it. Plenty of space for everyone. Very clean. Good Wifi to...
    See all reviews
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Inquiry
    Agriturismo Lucciano (Noce)1 / 8
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Private Yard
    • Central Heating
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    Tuscan Country house in the chianti area with pool1 / 21
    (2)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 5, 2015
    What an amazing vacation we had in this beautiful farmhouse surrounded by vineyards, olive trees and never ending views. Upon arriving ,Katiuscia was there to meet us with some...
    Reviewed April 28, 2014
    Great house for a Family holiday in Tuscany. You're located near Florence, Sienna, San Gimignano,..... plus you get to taste the fantastic wines and cheeses produced by the...
    See all reviews
    About this property
    The medieval fortified farmhouse Il Corzanello strides a hill covered in vineyards, olive trees and an oak wood. This hill extends along the Pesa Valley and the historic Roman road, the Via Cassia, which connects Florence and Siena. Il Corzanello, along with its sister house on the Corzano part of...
    View all property information
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    Candida's Chianti House B&B - Neri Room1 / 21
    (17)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Terrace
    • DVD Player
    • Balcony
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 31, 2017
    We came over for a cooking class lunch. Candida was so sweet, nice, and made delicious food. She has a beautiful home, and wonderful stories. Although we didn't stay here, we...
    Reviewed May 28, 2016
    This B&B is the ultimate of class and nature. Candida has lovingly planted every square inch of this amazing property and it truly is an oasis in paradise.The rooms are...
    See all reviews
    About this property
    This listing is for the first of the three double bedrooms at " Candida's Chianti House", the NERI ROOM. If you wish to book 2 or 3 rooms at the same time, please contact me for a quote on any of the rooms (Neri, Mattia or Martina) and in the notes ask for a full quote. I will be able to send you a...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Appartamento in casa colonica Toscana Chianti Firenze giochi per bambini1 / 23
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Satellite TV
    • Private Yard
    • Washer
    • Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    Restored Farmhouse w/Pool among Chianti vineyards1 / 27
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Balcony
    • Outdoor Dining Area
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 29, 2016
    Corzano e Paterno is an extraordinarily special place in the heart of Tuscany...straddling one of its most beautiful valleys...Val di Pesa. This was a return trip for me and I...
    Reviewed February 29, 2016
    Have stayed here twice with family.Great base point to see TuscanyAbsolutely have a cooking class with Lucia.Get steak Florentine at La Fattoria in TavernalleHave fun...
    See all reviews
    About this property
    Casa Erta is part of Fattoria Corzano e Paterno . We produce wine, extra-virgin olive oil, pecorino cheese This beautiful independent country house is positioned in pristine locations amid cypresses, olive groves and vineyards, views that have escaped the passage of time. Their restoration has...
    View all property information
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    Montrogoli Chianti Holiday Home: private pool, Win1 / 32
    (22)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Housekeeping Included
    • Satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    There aren't enough superlatives for this home! The facilities, layout and location of the property are more than you could wish for; local shops within 5 minutes drive and...
    Reviewed July 4, 2017
    This villa is a really special place. You are overlooking a hillside vineyard and are amongst olive trees. The setting is breathtaking!!!! The home is really awesome as it is...
    See all reviews
    About this property
    A beautiful villa in the Chianti Classico region, a private panoramic pool with salt system, stunning landscapes with vineyards and olive groves, a lot of original activities to do. All this and more you will find in Montrogoli, just a few minutes drive from all amenities and facilities. It has a...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Inquiry
    Save time - get the best San Casciano in Val di Pesa rentals sent straight to your email!
    Get the List
    Chiantihouse "Il Poderino"1 / 15
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Balcony
    • Grill
    • Wi-Fi
    • Central Heating
    • Parking
    • Private Yard
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 18, 2014
    Set amidst the olive trees and grape vines. Leonhard and his wife were great hosts. Go, you will love it! It is a bit off the beaten path and the driving directions were not...
    See all reviews
    About this property
    Our lovely , nearly 1000 years old farmhouse is situated in the hills "CHIANTISHIRE" : olivetrees and vineyards , ca. 15 km south of Florence in direction Siena. The house has been completely restored. We offer the Apartment "Bougainville": ideal for 3 adults or 2 adults and 2 children: ground...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Outdoor Dining Area
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fallocchio is a spacious house divided into five large apartments with one or two bedrooms, kitchenette, living room, bathroom with bath and shower. In the restoration of the house, the beamed ceilings and large rooms have been preserved. On the ground floor there is a large and well-equipped...
    View all property information
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Casa Silvia1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Candida's Chianti House B&B - Mattia Room1 / 14
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    • Central Heating
    • Private Yard
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 12, 2015
    From the moment we arrived with Candida welcoming us with a glass of regional Chianti wine, to our last night of home cooked delights from the Tuscan hills, cooked by Candida...
    Reviewed June 11, 2015
    I spent alot of time on the internet searching for the perfect place for me and my husband to celebrate our 30th anniversary, and I can honestly say we found the perfect B&B...
    See all reviews
    About this property
    This is the second of the three double bedrooms at " Candida's Chianti House", the MATTIA ROOM. If you wish to book 2 or 3 rooms at the same time, please contact me for a quote on any of the rooms (Neri, Mattia or Martina) and in the notes ask for a full quote. I will be able to send you a quote...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Appartamento villa I Chisci1 / 32
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Grill
    • Air Conditioning
    • Washer
    • Private Yard
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartment that we rent is part of a villa. The apartment is about 100 square meters, can accommodate 4 people. It can be available, in addition to the 4 sleeps in the two bedrooms air Conditioning Room. The apartment is on two floors plus a large garden. Independent access. On the ground floor,...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Typical house in Chianti1 / 90
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Outdoor Dining Area
    • Washer
    • Patio
    • Satellite TV
    • Parking
    • Porch
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 13, 2013
    The house is spacious, comfortable, and clean. We found the three bedrooms comfortable and convenient. The kitchen was well equipped for us to make q quick breakfast or cook a...
    See all reviews
    About this property
    The house is situated in the heart of Chianti in a typical hamlet dating from the 1400's surrounded by vineyards and olive groves.The house is only 25km from Florence and 35km from Sienna. In 2010 the property was completely renovated. The house is split over two levels. On the ground floor there...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Lavish 8BR Villa w pool only 10 Miles to Florence!1 / 45
    (4)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • DVD Player
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The property is in the heart of Tuscany with a breathtaking view and provides an unforgettable sunset.The property has a full kitchen utensils and an excellent stove for those...
    Reviewed November 14, 2016
    We booked the villa for our wedding and had a week stay there. The villa and the surroundings are truly beautiful and idyllic, we knew that from the images and when we did a pre...
    See all reviews
    About this property
    This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considered one of the finest example of...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    Make Inquiry
    Perfect Tuscany Chianti Vineyard Villa-Great Views-Visit Wineries-Casa San Vito1 / 31
    (33)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Porch
    • Washer
    • Central Heating
    • Mountain Views
    • Balcony
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 27, 2016
    We flew into Florence and stayed the night. We then drove to San Casciano, did a little walking around then drove to Casa San Vito. For the average European I’m sure the road...
    Reviewed January 28, 2016
    My husband and I rented the house for a month. We wanted the feeling of "living" in Italy and this house was perfect. Several friends came to stay with us for varying...
    See all reviews
    About this property
    See what the experts say about us! Trip Advisor-FlipKey Award of Excellence, Conde Nast Traveler Magazine Italy Experience Maker award, Travel & Leisure Magazine Italy All-Star award, Better Business Bureau A+ perfect rating, SlowTravel Preferred, Vacation Rental Managers Association professional....
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Central Heating
    • Parking
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ‘Gina’ is the name we have given to one of the houses in the complex of buildings that make up the Corzano side of the farm. (When the farm was purchased, Gina’s family lived there and helped to work the land of Corzano; she is the last person from that era to have lived there, an authentic Tuscan...
    View all property information
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Palazzo Tempi1 / 10
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    LINDA Apartment with POOL1 / 19
    (1)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Satellite TV
    • Central Heating
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2016
    This house was a wonderful location in the middle of Tuscany. The apartment is on the second floor and it is very comfortable with a full kitchen and large bedrooms for our...
    See all reviews
    About this property
    LINDA is an apartment (WITH PRIVATE SWIMMING POOL USED ONLY by WHOM RENTING LINDA!!!) that sleep up to 5 or 6 people, placed in the village of Campoli, in the heart of Chianti, only 12 km far from the famous town of Greve in Chianti and 13,5 km far from Panzano in Chianti. The nearest villages to...
    View all property information
    Location Information
    50024, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Farmhouse in a traditional Tuscan country Villa1 / 19
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Satellite TV
    • Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartment is part of a barn located in an a small hamlet situated near the medieval village of San Casciano V.P. in the well renowned are of Florentine Chianti , no more than 20 km far from the center of Florence and only a 40 minutes driving from Siena. Lucca, Pisa and the west coast are...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    • DVD Player
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    11 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Yard
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally a Medieval feudal castle, the property was converted to a villa between 1450 and 1500. As you would expect, it is steeped in history and is a fascinating place to spend a holiday in this wonderful part of Tuscany. The property is divided into two main sections - The Conventino and Torre...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 11 Bedrooms, 9 Bathrooms, Sleeps 26
    Make Inquiry
    Cosy apartment in the center of Sancasciano in Val di Pesa, Chianti area of Tuscany. Tony&Francesca1 / 15
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Mountain Views
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 10, 2014
    We are extremely glad that we found this place. Excellent service and help from Francesca and Tony on what to do, where to see and what to do in San Casciano and Tuscany...
    See all reviews
    About this property
    Our names are Tony and Francesca. We have lived all our lives in Chianti, even if Tony’s mother is Canadian. Our aim is to provide for our guests the opportunity to experience Italian life in a charming, small medieval town. Our apartment is located in San Casciano, a pretty town with a traffic...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    Tenuta Villa Barberino Appartamento Il Campolino1 / 21
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Shared Yard
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 26, 2015
    Authentic apartment, very clean and comfortable, the view from the windows is unbeatable. The pool was fun, we had our own gazebo to use. Perfect location, 30 minutes to the...
    See all reviews
    About this property
    View all property information
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Chianti Tuscany Spectacular Picture Postcard Views-Visit Wineries-Casa Rossa1 / 15
    (23)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Central Heating
    • Parking
    • Balcony
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2015
    We spent a wonderful week at the Casa Rossa. The Casa is charming, spacious and in a splendid location. We enjoyed very much having our meals on the enormous terrace: whether in...
    Reviewed July 7, 2015
    Casa RossaWe absolutely loved our stay at Casa Rossa. The accommodations were wonderful and matched all that we saw on the internet. We really enjoyed being in the country and...
    See all reviews
    About this property
    See what the experts say about us! Trip Advisor-FlipKey Award of Excellence, Conde Nast Traveler Magazine Italy Experience Maker award, Travel & Leisure Magazine Italy All-Star award, Better Business Bureau A+ perfect rating, SlowTravel Preferred, Vacation Rental Managers Association professional....
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Balcony
    • Patio
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fallocchio is a spacious house divided into five large apartments with one or two bedrooms, kitchenette, living room, bathroom with bath and shower. In the restoration of the house, the beamed ceilings and large rooms have been preserved. On the ground floor there is a large and well-equipped...
    View all property information
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Villa Sole - a sun kissed place near Chianti wine production :)1 / 24
    (15)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Air Conditioning
    • Mountain Views
    • Washer
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 9, 2017
    Me and my family stayed in Villa Sole a few days during April.The villa i located on a beautiful hill in Chianti region, with an amazing view, especially during sunset.The...
    Reviewed September 7, 2016
    A lovely comfortable villa ideally situated for the major sites in Tuscan. Our two girls loved the pool.
    See all reviews
    About this property
    A few minutes drive from Ponte Vecchio, among olivetrees and vineyards of the famous Chianti Wine, the villa is part of an ancient stone farmhouse, (13th century) carefully renovated.The Villa has a wonderful panoramic location, facing the incomparable Tuscany sunset.The House (220mq), has 3...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Tavernaccia1 / 24
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Yard
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    Appartamento Villa I Chisci1 / 32
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Yard
    • Secure Parking
    • Grill
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2BR apartment in a prestigious villa located close to village centre. Car is not required. Florence easy to reach by bus. WiFi included. TV Sat. Private parking. Spacious garden, BBQ. Owners on site. Minimum stay 4 nights, change over day Saturday or Sunday. The apartment that we rent is part of a...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Central Heating
    • Parking
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Characteristic Tuscan-style Chianti villa, independent and secluded, located in the heart of Tuscany, in the Chianti Classico region, a few kilometers from San Casciano Val di Pesa. The villa rental is surrounded by the Tuscan hills, olive groves and vineyards, in a quiet area that offers many...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Satellite TV
    • Parking
    • Private Outdoor Pool (Heated)
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Inquiry
    Casa vacanze Bellavista1 / 21
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Shared Yard
    • Central Heating
    • Washer
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 28, 2013
    My husband and I stayed here for 5 days. The location is perfect for exploring all the important sights in Tuscany. Located on a vineyard in the heart of Chianti, we were able...
    Reviewed May 23, 2012
    We really enjoyed staying in Andrea and Martina's apartment. This is a real Italian experience. You have olive trees and grape vines out your window as they make there own...
    See all reviews
    About this property
    The apartment is located on the ground floor with large garden around where grim umbrellas and chairs to be in the sun, but also to have dinner in the evening. Carport procedure. It 'features a large living room kitchen, with frezeer, gas hob, fridge, microwave. The room 'consists of a double bed...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Casa colonica colline del Chianti, Internet WI-FI1 / 23
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Washer
    • Outdoor Dining Area
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Studio, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This traditional Tuscan villa is close to a small town and is within easy reach of Florence. From the villa, guests can enjoy the panoramic views of Tuscan countryside—surrounded by olive groves and vineyards. The villa offers many peaceful outdoor spots to relax—a covered patio with alfresco...
    View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    Rental Home - 4 Bathrooms, Sleeps 12
    Make Inquiry
    Candida's Chianti House B&B - Martina Room1 / 16
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Private Yard
    • Parking
    • Outdoor Dining Area
    • DVD Player
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is the THIRD of the three double bedrooms at " Candida's Chianti House", the MARTINA ROOM. If you wish to book 2 or 3 rooms at the same time, please contact me for a quote on any of the rooms (Neri, Mattia or Martina) and in the notes ask for a full quote. I will be able to send you a quote...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Vichiaccio - Il Fienile1 / 12
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Hot Tub
    • Mountain Views
    • DVD Player
    • Central Heating
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are immersed in the vineyards of the Chianti Classico area, only 20 minutes from the city of Florence, accessible by car or public transport. <BR>We manage 2 Houses:<BR>SAN ANGELO - 135 square meters - kitchen with fireplace, 3 bedrooms for a total of 9 (+3 for children) beds and 3...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
    Make Inquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Shared Yard
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • Parking
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ancient farmhouse surrounded by olive groves and terraced areas and situated inside the Castello di Bibbione estate in the Chianti area. The castle dates back to the early 11th century, whereas the stone-built houses of the hamlet date back to the early 13th century. The villa rental was...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Children's Pool
    • Secure Parking
    • Wi-Fi
    • Central Heating
    • Balcony
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    San Casciano Val di Pesa - Canaiolo is an apartment of 85 square meters, part of a typical farmhouse recently renovated, Casale Le Lame, surrounded by the untouched countryside of Chianti among vineyards and olive groves. Composition of the apartment: - 1 Large living room with fireplace and...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Yard
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Delicious country house1 / 22
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Secure Parking
    • Air Conditioning
    • Washer
    • Shared Yard
    • Wi-Fi
    • Terrace
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 2014
    This is simply the best stay we have yet had in our trip through Italy. The owners are warm and welcoming. The accommodation is beautiful with picturesque views. Florence is...
    Reviewed May 10, 2014
    Really delicous country house! Very welcoming and helpful owners! Splendid view. And the silence was disturbed only by the beautiful songs of the birds. We would return again...
    See all reviews
    About this property
    Living Chianti. Staying in an environment of the most beautiful that nature can offer. The beautiful Tuscan countryside, with its gentle hills dotted by the regular geometry of vineyards and olive groves . With the noble patrician villas and rustic cottages nestled in soft and manicured...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    Il Nespolo1 / 57
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Secure Parking
    • Private Yard
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 5, 2013
    Our family was so happy to have chosen this home for our stay in Tuscany. It was exactly what we were hoping for: comfortable, lovely, and full of character, well-located deep...
    See all reviews
    About this property
    The house is split over two levels.<BR>On the ground floor there is a large dining-room with a working large open fire place and spacious modern kitchen.<BR><BR>The upper level is the living area consisting of 2 double bedrooms and 1 bedroom with 2 single beds, a large lounge with 2 couches and the...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 50 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 50
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Terrace
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Terrace
    • Central Heating
    • Balcony
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Make Inquiry
    Chianti Classico Farmhouse near Firenze1 / 15
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Terrace
    • Central Heating
    • Hot Tub
    • Washer
    • Balcony
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 28, 2015
    We want come back to the II Vichiaccio!Location is fantsastic.Very tasty wine.Tasteful design. The home made with love.Beatrice is very kind and helpful.We enjoyed our...
    See all reviews
    About this property
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Make Inquiry
    11 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Balcony
    • Washer
    • Grill
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the heart of the Chianti region, 15 minutes drive from Florence, stands Castello Buondelmonti set on a hillside overlooking the valley of the river Pesa. This extraordinary example of Tuscan medieval castle was built, on the foundations of a Roman Settlement, in the 10th Century by the...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 11 Bedrooms, 10 Bathrooms, Sleeps 15
    Make Inquiry
    Archipettoli Tuscany Villa in Chianti1 / 35
    (10)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Patio
    • Washer
    • Wi-Fi
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 26, 2014
    We recently spent a week in Archipettoli with a family party of seven. The villa was everything that we hoped it would be: traditional rural Tuscan ambience, stunning position...
    Reviewed August 15, 2013
    We stayed at Archipettoli with friends and young children and had the most wonderful holiday we could expect. They looked after us very well, organising cots and highchairs and...
    See all reviews
    About this property
    Archipettoli is a magnificent country estate, situated between Florence and Siena, with 14 acres of private landscaped gardens is uniquely located as if perched on top of the hill in the middle of the typical Tuscan countryside with its rows of vineyards and groves of olive trees. From its location...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    La Treggiaia - Appartamento Grazia1 / 21
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Parking
    • Shared Yard
    • Grill
    • Central Heating
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50018, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    Previous
    San Casciano in Val di Pesa Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    86° 64°
    August
    76° 57°
    September
    67° 51°
    October
    57° 42°
    November

    Top-rated San Casciano in Val di Pesa Things to Do

    Browse all things to do

    Additional San Casciano in Val di Pesa Info

    Go to map view
    • Local time: 03:30 PM (CEST)
    • Exchange rate: 1 Euros = 1.19 U.S. Dollars
    List your property
    Owner log in