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 Rentals with Pools

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
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
    Location
    Any Distance
    from
    Price
    per night
    $439 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Travelers to San Casciano in Val di Pesa are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    110 Matching Rentals in San Casciano in Val di PesaView all 221 rentals
    Sort by:
    Default
    Beautiful Villa Giulia with swimming pool1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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
    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
    Casale in Chianti con piscina (piscina disponibile dal 08.07.2018)1 / 51
    (4)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Private Yard
    • 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
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    4 bed villa in Tuscany just outside Florence and with private pool (BFY13253)1 / 23
    (2)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Parking
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 19, 2017
    We were a group of 4 couples, and this villa was absolutely perfect for us. Very spacious, with beautiful decor throughout and a modern kitchen. It was incredibly hot weather...
    Reviewed April 16, 2015
    We had a wonderful stay here during our time in the Tuscany region! The villa is beautiful and exactly what I pictured for a stay in the Italian country side, but still...
    See all reviews
    About this property
    This is a 4 bedroom villa located in the Chianti Classico region of Tuscany, just 20 minutes from Central Florence. It is a perfect base for larger families or groups of friends who are looking for the privacy that a villa offers. The property enjoys use of a circular swimming pool, surrounded by...
    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
    Appartamento in casa colonica Toscana Chianti Firenze giochi per bambini1 / 23
    (3)Very good
    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
    • Cable/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
    1 Bedroom, 1 Bathroom, Sleeps 4 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
    Apartment BLU is on the first floor of Casa Fallocchio (a spacious tuscan farmhouse divided in 5 apartments), tastefully furnished with 1 double room, a living room with sofabed, dining area and kitchen corner, 1 bathroom. The house also have a common bigger kitchen on the ground floor with...
    View all property information
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at the heart of the Nozzole winery, one of the historic producers of Chianti Classico, Villa Macchia is beautifully set in the midst of vineyards with wonderful views on the Tuscan landscape. It is only 10 minutes away from the lively town of Greve in Chianti, one of the best renowned...
    View all property information
    Location Information
    50022, Ponte di Gabbiano, San Casciano in Val di Pesa
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Inquiry
    LINDA Apartment with POOL1 / 111
    (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
    • Cable/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
    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The modern villa located in the Chianti countryside from Outside represent the tradition. Inside full of fantasy designs, azulejos and furnishings signed by wood masters, strong colors and elegant furniture and luxury details. The exterior appearance preserves the nature of a time but this great...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 6 Bedrooms, 5 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
    CASA VACANZE Il Caldio1 / 15
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Secure Parking
    • Central Heating
    • Private Yard
    • Outdoor Dining Area
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50025, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Chianti luxury villa, 5 bedrooms, pool, view1 / 15
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 27, 2017
    The house is situated in an ideal Tuscany location, with wonderful views of vineyards and olive groves. Also, the property’s distance from the roadway is just perfect so you are...
    See all reviews
    About this property
    Luxury home near Florence, San Giminiano, Siena; sleeps 11 + 2 children The house belonged to the florentine families of Strozzi and Cavalcanti in 16th century. It was restored preserving the structure from the Renaissance, with its high ceilings and stone capitals. Contemporary comfort has been...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 11
    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
    • Cable/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 Silvia1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveler has booked this property
    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
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large independent villa in typical Tuscan style, 380 sq. m., for 12 persons with 6 double bedrooms and 4 bathrooms. The private, fenced swimming pool and the large garden with furnished veranda make the perfect place for friends or families with children looking to relax outdoors. The villa has air...
    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
    Restored Farmhouse w/Pool among Chianti vineyards1 / 27
    (3)Very good
    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
    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
    LAVISH 8BD VILLA WITH HEATED POOL & MAGNIFICENT GARDEN JUST MINUTES TO FLORENCE!1 / 45
    (4)Excellent
    8 Bedrooms, 10 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
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2017
    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 examples of...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 8 Bedrooms, 10 Bathrooms, Sleeps 16
    Make Inquiry
    Studio, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • 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
    Orciaia country villa1 / 23
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 26, 2016
    We wanted to take a family trip to Tuscany and some family friends recommended Villa Caserotta. We looked at the pictures on their website and decided this was the place.We...
    See all reviews
    About this property
    The apartment is part of a country house in an a small hamlet situated near the medieval village of San Casciano V.P. in the well renowed are of Florentine Chianti , no more than 25 km far from the center of Florence. These estate is part of a vast property pivoting on the nearby...
    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
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    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
    • Cable/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
    Dreamy Tuscan Farmhouse near Florence, Podere la V1 / 15
    (28)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
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2017
    Wow ! is the first thing that comes to mind when you arrive. This villa with its wonderful pool has everything and stunning views over the owner, Ilaria's vineyard that produces...
    Reviewed July 8, 2017
    We just spent a fabulous week at Podere la Villa, a charming villa in San Casciano, in the Tuscan countryside. The villa is lovely - well-appointed, spacious, and comfortable...
    See all reviews
    About this property
    PODERE LA VILLA: Share our dreamy Tuscan farmhouse with us while recharging your body and mind in a full immersion of vineyards and olive groves. Far away from city noise and crowds, this charming, 200 square meter house sleeps 6 people: 3 bedrooms, 3 bathrooms with showers, a fully-equipped,...
    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
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Washer
    • Central Heating
    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
    Villa Il Portico1 / 24
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Balcony
    • Grill
    • DVD Player
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally a farmhouse owned by the Medici family, and dating back to the early fifteenth century. Villa Il Portico is perfectly positioned between Florence and Siena. This large holiday rental property was originally a farmhouse owned by the Medici family and dates back to the early fifteenth...
    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
    Casale Classico1 / 48
    (2)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FARMHOUSE: Ground floor: 1 entry hall 1 dining area with table for 12 1 sitting area with sofa bed for 2 people and small bathroom (with basin, WC and shower), this room has SKY TV SAT, DVD and CD-player. 1 fully equipped kitchen 1 smaller breakfast kitchen 1 TV room with satellite TV 1...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    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
    La Corte1 / 30
    (5)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 15, 2011
    This was a wonderful villa. First, where can you find a villa where each bedroom had its own bathroom? All of our friends were extremely happy with the accommodations. Great...
    Reviewed October 2, 2011
    We had 13 people at the villa for two weeks. We could not have been more pleased. The villa bathrooms have all been updated and were extremely great shape considering we were...
    See all reviews
    About this property
    7 bedrooms and 7 bathrooms: Ground floor: 1 entrance hall with guest bathroom 1 twin bedroom with en suite bathroom (bathtub with shower facility) 1 double bedroom (beds can be seperated) with en suite bathroom (bathtub with shower facility) Mezzanine with garden access: 1 kitchen with hearth and...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 8 Bedrooms, 9 Bathrooms, Sleeps 14
    Make Inquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Sauna
    • DVD Player
    • Grill
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Typical stone villa from the 15th Century made into a comfortable holiday home, 400 sq. m., hosting up to 10 persons with a large garden, exclusive swimming pool and furnished loggia for lunches. The villa has 5 double bedrooms and 5 bathrooms and has Wi-Fi, satellite TV, sauna and baby bed. It’s...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Inquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:Main Description : Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of Mercatale (with general stores) and 22 km from Florence away. This property offers large outdoor areas and a nice panoramic pool with...
    View all property information
    Location Information
    50026, Ponte di Gabbiano, San Casciano in Val di Pesa
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Washer
    • Parking
    • Central Heating
    • Private Outdoor Pool (Unheated)
    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
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unwind after climbing through hilltop villages with a dip in the private pool, enjoy the spoils of your wine tasting excursion in this villa’s lush private garden, or just snuggle up next to the fireplace with family or friends. Set in a tranquil location in Tuscany’s Chianti region, this villa is...
    View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Borgo in Rosa - Unit 41 / 60
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Units 4 and 5 are located in the smaller building (the barn): Ground floor: Entrance hall with living area and French doors opening to the terrace Living room (sofa bed) with fireplace and dining area Kitchen 1 small bathroom with shower Loggia with shadow roof for al fresco dining (seats 10)...
    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
    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
    • Cable/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
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Private Yard
    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
    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
    • Cable/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 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Private Yard
    • Parking
    • Cable/satellite TV
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two floors apartment in the heart of Chianti Classico with private and equipped garden and free access to the main swimming pool of Villa Le Corti. The apartment is 100 metres far from Osteria and Wineshop Le Corti where guests are welcome for a lunch, guided tour of the winery or a tasting of...
    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
    In the heart of Tuscany, Renaissance Villa with pool and views, Chianti and Sien1 / 35
    (1)Excellent
    11 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Terrace
    • Cable/satellite TV
    • Washer
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 18, 2018
    This is a fantastic property. Louisa was helpful, accommodating and available. The location is great, close to Florence and Sienna, as well as many other beautiful Tuscany...
    See all reviews
    About this property
    Castello Lorenzo is all you could ask for in an historic villa for a truly exceptional Tuscany Holiday for family and/or friends. For business associates, it makes a perfect site for large and small corporate events, meetings, or corporate Incentives. Imagine a solid Medieval Fortress built in the...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 11 Bedrooms, 9 Bathrooms, Sleeps 20
    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
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:Main Description : Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of Mercatale (with general stores) and 22 km from Florence away. This property offers large outdoor areas and a nice panoramic pool with...
    View all property information
    Location Information
    50026, Ponte di Gabbiano, San Casciano in Val di Pesa
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    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
    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
    2 Bedrooms, 2 Bathrooms, Sleeps 6 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 6
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Grill
    • DVD Player
    • Parking
    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Shared Yard
    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
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Luxury Chianti Villa Near a Small Town - Casa dei Frati1 / 49
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally a medieval monastery, this luxury accommodation in Tuscany has evolved over time into the current lovingly restored farmhouse. Suitable for a large group or family, this farmhouse for rent in Tuscany is located in the Chianti wine region of Italy. The choice is yours to explore the...
    View all property information
    Location Information
    55024, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:Main Description : One of the charming villas in Chianti region. Nice farmhouse completely restored situated in quiet and panoramic location affording extensive views over the Chianti Classico hills. The villa comprises 3 spacious and comfortable apartments offering tastefully...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Vichiaccio - Il Fienile1 / 12
    (2)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
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Viachiaccio San Angelo is a home that doesn't let you leave you easily. We were a family of 12 members from India.ISan Angelo lingers on the mind and one feels like going...
    See all reviews
    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. We manage 2 Houses: SAN ANGELO - 135 square meters - kitchen with fireplace, 3 bedrooms for a total of 9 (+3 for children) beds and 3 bathrooms.Garden...
    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
    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an independent villa, covering 200 square metres, and extending over two storeys, plus the traditional Tuscan dovecot on its rooftop, now converted into a luxurious bathroom. Although recently fully renovated, the interiors nonetheless retain many typical characteristics of 19th century...
    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
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casale del Lago is an long-standing property, 160 sq.m. sleeping up to 12 people made up of 4 double bedrooms, 3 bathrooms one of which has a Jacuzzi and two sitting rooms each with a double sofa bed. The house, dating back to the beginning of the 19th century has been perfectly restored and turned...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    6 Bedrooms, 8 Bathrooms, Sleeps 22 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Private Yard
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa is situated in the heart of Chianti hills close to Florence. The Villa has two big rooms inside: one is the 'Renaissance living room' that is furnished with ancient and typical renaissance furniture. There is a long table (20 metres) where you can eat. Nex to this room you have a big...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 22
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ground floor: Living room (sofa bed) with fireplace Kitchen 1 double bedroom (joined single beds) 1 bathroom with Jacuzzi tub Private garden Surrounded by vineyards and olive groves This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    1
    San Casciano in Val di Pesa Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    81° 60°
    June
    86° 64°
    July
    86° 64°
    August
    76° 57°
    September

    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: 06:44 AM (CEST)
    • Exchange rate: 1 Euros = 1.16 U.S. Dollars
    List your property
    Owner log in