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 Villas

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
    $691 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Travelers to San Casciano in Val di Pesa are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    50 Matching Rentals in San Casciano in Val di PesaView all 225 rentals
    Sort by:
    Default
    Beautiful Villa Giulia with swimming pool1 / 29
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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 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
    8 Bedrooms, 7 Bathrooms, Sleeps 15 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A typical example of a Tuscan medieval castle, dating to the 12th century, built by the architect Buondelmonti as a fortification to defend the feudal possessions. Transformed into a country villa in 1520, with large decorated rooms and elegant arcades, the castle is perched on a steep hill...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 15
    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
    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
    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
    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
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Grill
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 16, 2016
    This was a great place for a big family to enjoy Tuscany and Chianti. The manager was extremely friendly and made us a great pizza party on the last night in the wood burning...
    Reviewed November 25, 2013
    We had a fantastic time at the Villa Casale. Everyone was very helpful getting us to the property (we got there after dark) and it was everything you see in the photos. It only...
    See all reviews
    About this property
    Villa 'Casale San Casciano' is a 200 sqm independent villa, which can comfortably accommodate up to 12 people. The Villa overlooks a little lake beside the property and it is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and small woods. The property,...
    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
    Save time - get the best San Casciano in Val di Pesa rentals sent straight to your email!
    Get the List
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Children's Pool
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Villetta. This is a freestanding smaller type of Villa with its private garden of 3000 m2 ....in the Chianti Classico. With spacious living and tastefully decorated. We offer 2 double and 1 single bedroom. Sofabed for 2 persons. 2 marble bathrooms. Villetta is close to the old...
    View all property information
    Location Information
    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    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
    Casa delle Rose1 / 19
    (3)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 12, 2018
    What a fantastic venue for a Villa break in rural Tuscany. My family booked and stayed in the Casa delle Rose (a separate villa on the Villa Licia estate). It had five double...
    See all reviews
    About this property
    Casa delle Rose is a wonderful villa with its private rose garden,fountain and private traverin swimming pool. In Chianti Classico You find here a fine living room, 5 tastefully decorated bedrooms with double beds (200x200cm), 4 marble bathrooms.....a very complete Tuscan kitchen and dining area....
    View all property information
    Location Information
    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    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)
    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Balcony
    • 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
    11 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Balcony
    • Patio
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    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
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: this property 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...
    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
    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
    Perfect Tuscany Chianti Vineyard Villa-Great Views-Visit Wineries-Casa San Vito1 / 31
    (34)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
    • Patio
    • Porch
    • Washer
    • Central Heating
    • Mountain Views
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 11, 2018
    Great accommodations, easy bus travel to Florence. Lots of great restaurants near by. Easy access by car from Rome airport.
    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...
    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 7
    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
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Villathis property is a characteristic and welcoming two-story villa in the characteristic style of the Tuscan countryside. It sleeps 12 people. From Villathis property you will enjoy a charming view of the greenery. Villathis property is 185 square meters (1990 square feet)....
    View all property information
    Location Information
    50053, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    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, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Wi-fi internet connection The San Lorenzo Market in the center of Florence, just a stone’s throw away from Piazza Duomo, is one of the best known and most popular areas of the city: it stretches from Piazza San Lorenzo, with its great Basilica and the Medici Chapels, all the...
    View all property information
    Location Information
    50123, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Housekeeping Included
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Italian lifestyle. Live the Tuscany dream. Unpack your bags once as you settle in for a seven night stay in a centuries old villa in the splendid Tuscan country side. Each morning you’ll awake to the aroma from the kitchen as your personal chef prepares the meals for the day. You’ll visit markets...
    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 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Yard
    • Secure Parking
    • Cable/satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Characteristic farm building near the owners villa, Casa Belinda is in an undisturbed location surrounded by hills with vineyards, olive groves and forests. This property belongs to “Famiglia Coli” and it is part of an important estate with a prestigious winery where it is possible to taste one...
    View all property information
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Description: Tradition's comfort Surrounded by vineyards and olive groves, this property is perfect for five couples or an extended family, and the location couldn't be better. Located in the heart of Tuscany's Chianti Classico region and set on an idyllic hillside just 15...
    View all property information
    Location Information
    50020, Ponte di Gabbiano, San Casciano in Val di Pesa
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    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
    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Hot Tub
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The views justify the trip to Italy at Villa Machiavelli. Just 20 minutes outside Florence in the Chianti Classico region, the recently restored 16th-century villa combines splendid Renaissance architecture and interiors with 21st century luxuries, topped off with panoramic views of the...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 10 Bedrooms, 10 Bathrooms, Sleeps 20
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Outside On a tranquil spot in the vicinity of Mercatale Val di Pesa (1,5 km.), this property was originally part of a small village along the old road that connected the convent of Badia a Passignano with that of Vallombrosa. Situated on a farm where the owners also have a...
    View all property information
    Location Information
    50026, Ponte di Gabbiano, San Casciano in Val di Pesa
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    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
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Outside Independent farmhouse, recently renovated, situated in the hills near the small village of Mercatale Val di Pesa (2 km.), only 20 km from Florence, an ideal place for visiting the Chianti Classico area between Florence and Siena. The rooms are simply and functionally...
    View all property information
    Location Information
    50026, Ponte di Gabbiano, San Casciano in Val di Pesa
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Inquiry
    Archipettoli Tuscany Villa in Chianti1 / 32
    (10)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • Terrace
    • DVD Player
    • Central Heating
    • Grill
    • Balcony
    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
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Washer
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Holiday home Villathis property is a lovely stone building (320 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with five bathrooms. Villathis property is...
    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
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This farmhouse is located in the estate at 100 m. from the medieval village and enjoys a panorama of the Chianti hills and olive groves of the farm establishment from all its rooms. The house is friendly and luminous and decorated with antique furniture, kilim carpets and every modern convenience...
    View all property information
    Location Information
    50026, Montefiridolfi, San Casciano in Val di Pesa
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • Washer
    • Patio
    • DVD Player
    • Central Heating
    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. The villa 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 century....
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 11
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : On a tranquil spot in the vicinity of Mercatale Val di Pesa (1,5 km.), Casa Montodeli was originally part of a small village along the old road that connected the convent of Badia a Passignano with that of Vallombrosa. Situated on a farm where the owners also...
    View all property information
    Location Information
    50026, Ponte di Gabbiano, San Casciano in Val di Pesa
    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
    • 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
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Balcony
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50024, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    16 Bedrooms, 11 Bathrooms, Sleeps 32 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: this property (whole complex) - Florence surrounding Located in the heart of Chianti, 20 minute drive from Florence, this property is a complex of five apartments which can be rented individually or all together. The whole complex comes with a swimming pool and the...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 16 Bedrooms, 11 Bathrooms, Sleeps 32
    Make Inquiry
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Pool will be open on: 04 May 2018 22:00:00 \r\nPool will be close on: 05 Oct 2018 22:00:00 \r\nVilla Zobi lies inside the large estate of S. Andrea, which spreads out over 600 hectacres in the heart of the chianti classico region, and the main buildings of the company are...
    View all property information
    Location Information
    50020, Montefiridolfi, San Casciano in Val di Pesa
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    Tuscany Villa on a Hill Close to Florence - Villa Niccolo1 / 60
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With traditional furnishings, a private swimming pool, and a fantastic location just south of Florence, this Tuscan villa for rent is right out of your Italian fantasies! This is not a bare hotel; this is a home, a Tuscany villa near Florence filled with character and elegance. From this vacation...
    View all property information
    Location Information
    50020, Montefiridolfi, San Casciano in Val di Pesa
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 11
    Make Inquiry
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Independent farmhouse, recently renovated, situated in the hills near the small village of Mercatale Val di Pesa (2 km.), only 20 km from Florence, an ideal place for visiting the Chianti Classico area between Florence and Siena. The rooms are simply and...
    View all property information
    Location Information
    50026, Ponte di Gabbiano, San Casciano in Val di Pesa
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Inquiry
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Villathis property-San Casciano in Val Di Pesa Immersed in the Tuscan countryside surrounded by vineyards and olive grove, Villathis property is the perfect location for guests wishing to enjoy the Tuscan way of life as well as for exploring Florence and other places....
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 14
    Make Inquiry
    5 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Balcony
    • Cable/satellite TV
    • Terrace
    • Private Yard
    • Internet Access
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Edera (Chianti Tuscany) House for rent with 3 panoramic balcony. feel freedom at home 260 Sq.m with high ceilings. 1) Bedroom with special price 67 Euro/night/1person can use all house. 2) 22 euro for every person in more/night. 3) Big living room with balcony(beautiful panorama) and have...
    View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Inquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Pool will be open on: 04 May 2018 22:00:00 \r\nPool will be close on: 28 Sep 2018 22:00:00 \r\nLying in the splendid backdrop of the gentle hills that characterize the Chianti region, is Villathis property. Just 4 kms from the town of San Casciano and little more than 20 kms...
    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 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It is an independent villa of 200 square meters that can accommodate up to 12 people. Situated in a typical Chianti setting, surrounded by vineyards, olive groves and groves, stands in a dominant position on the little pond. The property, now completely restored, dates back to the early 19th...
    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, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Pool will be open on: 04 May 2018 22:00:00 \r\nPool will be close on: 28 Sep 2018 22:00:00 \r\nThe property is inside the Renaissance grounds of the Villa Favard, at the south entrance to the city of Florence, on the old Roman road called via Aretina. Surrounded by green...
    View all property information
    Location Information
    50123, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Inquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Pool will be open on: 28 Jun 2019 22:00:00 \r\nPool will be close on: 23 Aug 2019 22:00:00 \r\nThis splendid stone farmhouse is situated in a beautiful, peaceful valley, surrounded by fields and vineyards, just a short distance away from Mercatale Val di Pesa, in the heart of...
    View all property information
    Location Information
    50026, Ponte di Gabbiano, San Casciano in Val di Pesa
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Inquiry
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Aurora is a splendid property located in the heart of Chianti, a few kilometers away from Mercatale and San Casciano Val di Pesa. Its dominant position makes it a perfect location to admire panoramas while relaxing in the wide and extremely well equipped external area. The villa is surrounded...
    View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Borgo San Jacopo lies between the Ponte Vecchio and the bridge called Ponte a Santa Trinità and there are documents going back to the XIIth century that mention it. It is one of the most attractive streets in the old city centre, with typical local shops and some of the most...
    View all property information
    Location Information
    50123, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    San Casciano in Val di Pesa Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    57° 42°
    November
    49° 36°
    December
    48° 35°
    January
    51° 35°
    February

    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: 01:53 AM (CET)
    • Exchange rate: 1 Euros = 1.15 U.S. Dollars
    List your property
    Owner log in