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.

Vacation Rentals in San Casciano in Val di Pesa, Italy

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.
mm/dd/yyyy mm/dd/yyyy
    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}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    $0
    $290 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travelers to San Casciano in Val di Pesa are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 25
    5 of 5 bubbles (28) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 21
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    1 / 27
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 95
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Satellite TV
    • Parking
    • Private Outdoor...
    • Grill
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 24
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Private Outdoor...
    • Washer
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 15
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Mountain Views
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    5 of 5 bubbles 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
    1 / 19
    5 of 5 bubbles (2) Excellent
    Mercatale di Val di Pesa
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Children's Pool
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Atelier 1 is the largest of our Atelier apartments. in the Chianti Classico With 2 tastefully colored double bedrooms and 2 marble bathrooms. The large Atelier of the famous Dutch painter Karel Appel (member of COBRA group) who owned the estate Villa Licia and worked here many years during the... View all property information
    Location Information
    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    5 of 5 bubbles Reviewed October 9, 2014
    My husband and I stayed here for a week at the end of September and we loved EVERYTHING about it. The apartment itself was absolutely beautiful, and the views were spectacular...
    See all reviews
    1 / 16
    5 of 5 bubbles (1) Excellent
    Mercatale di Val di Pesa
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Air Conditioning
    • DVD Player
    • Children's Pool
    • Satellite TV
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Atelier 2 is the smaller of our Atelier Apartments. 80 m in the Chianti Classico. The apartment has a tastefully decorated double bedroom and a very large marble bathroom. The large Atelier of the famous Dutch painter Karel Apple (member of COBRA group) who owned the estate Villa Licia and worked... View all property information
    Location Information
    50026, Mercatale di Val di Pesa, San Casciano in Val di Pesa
    5 of 5 bubbles Reviewed September 18, 2013
    One of the best apartments we have stayed in. Facilities in this 1 bed apartment were excellent. Booking system and property management very efficient. Two very nice terrace areas...
    See all reviews
    1 / 32
    5 of 5 bubbles (19) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Private Outdoor...
    • DVD Player
    • Washer
    • Housekeeping...
    • Satellite TV
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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
    5 of 5 bubbles Reviewed November 9, 2016
    We absolutely enjoyed our stay in the Montrogoli holiday home. The Villa is located in a spectacular location atop a hill overlooking the beautiful vineyards of Chianti. Arianna...
    5 of 5 bubbles Reviewed September 14, 2016
    I was planning on getting married in Florence and needed a vacation home for myself and extended family. We decided on a villa in Tuscany and the search was on! I was a bit...
    See all reviews
    1 / 19
    5 of 5 bubbles (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Satellite TV
    • Parking
    • Washer
    • Shared Outdoor Pool...
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 23
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    • Grill
    • Hot Tub
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    5 of 5 bubbles 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...
    5 of 5 bubbles 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
    1 / 20
    5 of 5 bubbles (15) Excellent
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Terrace
    • DVD Player
    • Balcony
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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
    5 of 5 bubbles 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 large...
    5 of 5 bubbles Reviewed January 7, 2015
    This is by far one of the coziest, friendliest and most peaceful b&b's I've ever visited. The garden is so beautiful and the surroundings sublime. We stayed for several nights and...
    See all reviews
    1 / 32
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Grill
    • Air Conditioning
    • Washer
    • Private Yard
    • Secure Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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, a double sofa bed in the living room. The apartment is on two floors plus a large garden. Independent access. On... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 25
    11 Bedrooms, 9 Bathrooms, Sleeps 26 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Private Yard
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 10
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 44
    5 of 5 bubbles (26) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    5 of 5 bubbles Reviewed September 5, 2016
    We stayed in this lovely home for two weeks in July. The setting is stunning and Ilaria was so helpful, gracious and welcoming. We were on vacation with our 3 young children and...
    5 of 5 bubbles Reviewed July 11, 2016
    We stayed in this charming farmhouse for 5 nights in July. We had the most wonderful time. The cottage is just beautiful, well equipped, clean and in an amazing setting with...
    See all reviews
    1 / 19
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Balcony
    • Private Outdoor...
    • Grill
    • Satellite TV
    • Central Heating
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    4 of 5 bubbles 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
    1 / 14
    4.5 of 5 bubbles (4) Very good
    Montefiridolfi
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    • Central Heating
    • Outdoor Dining Area
    • Housekeeping...
    • Porch
    • Washer
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    Location Information
    50026, Montefiridolfi, San Casciano in Val di Pesa
    1 / 18
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Shared Outdoor Pool...
    • Balcony
    • Parking
    • Outdoor Dining Area
    • Wi-Fi
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • 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
    1 / 28
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Shared Outdoor Pool...
    • Balcony
    • Central Heating
    • Parking
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • 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
    Get the List
    1 / 15
    5 of 5 bubbles (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Parking
    • Central Heating
    • Private Yard
    • Outdoor Dining Area
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    Location Information
    50025, San Casciano in Val di Pesa, Province of Florence
    1 / 39
    5 of 5 bubbles (23) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Central Heating
    • Parking
    • Balcony
    • Terrace
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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
    5 of 5 bubbles 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...
    5 of 5 bubbles Reviewed July 7, 2015
    Casa Rossa We 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
    1 / 35
    4.5 of 5 bubbles (10) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Patio
    • Washer
    • Wi-Fi
    • Central Heating
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    4 of 5 bubbles 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...
    5 of 5 bubbles 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
    1 / 13
    5 of 5 bubbles (4) Excellent
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    • Central Heating
    • Private Yard
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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
    5 of 5 bubbles 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...
    5 of 5 bubbles 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 with...
    See all reviews
    1 / 26
    5 of 5 bubbles (33) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Porch
    • Washer
    • Central Heating
    • Mountain Views
    • Balcony
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    4 of 5 bubbles 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 in...
    5 of 5 bubbles 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 times and we...
    See all reviews
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Nice independent villa situated in panoramic location in the heart of the Tuscan country-side. This property has been recently restored preserving its original architectural features and turned into a comfortable villa with private swimming-pool offering nice interiors furnished in a typical... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 23
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Wi-Fi
    • Grill
    • Satellite TV
    • Private Yard
    • Washer
    • Parking
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Private Yard
    • Parking
    • Satellite TV
    • Washer
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 45
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Central Heating
    • Parking
    • Washer
    • Grill
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 34
    5 of 5 bubbles (33) Excellent
    Studio, 3 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • Central Heating
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Looking to explore the Chianti region of Tuscany with all the comforts of home and more? This accommodation in a Tuscany villa has it all, from a huge swimming pool to sprawling grounds and all the amenities indoors. One of the owners, who lives on the estate in the family villa, is American and... View all property information
    Location Information
    50052, San Casciano in Val di Pesa, Province of Florence
    1 / 45
    5 of 5 bubbles (3) Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • DVD Player
    • Patio
    • Air Conditioning
    • Private Outdoor...
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    5 of 5 bubbles 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...
    5 of 5 bubbles Reviewed March 7, 2016
    I and my wife and children spent a week at this Glorious Villa last september. We knew that it would be exceptionally beautiful but we were amazed at the Villa's surroundings and...
    See all reviews
    1 / 22
    5 of 5 bubbles (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Secure Parking
    • Air Conditioning
    • Washer
    • Shared Yard
    • Wi-Fi
    • Terrace
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    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
    5 of 5 bubbles 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...
    5 of 5 bubbles 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
    1 / 15
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Grill
    • Terrace
    • Wi-Fi
    • Parking
    • Private Yard
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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.<BR>The house has been completely restored. We offer the Apartment "Bougainville": <BR>ideal for 3 adults or 2 adults and 2 children:... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 bubbles 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 good...
    See all reviews
    1 / 14
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Central Heating
    • Internet Access
    • Grill
    • Outdoor Dining Area
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Splendid and characteristic Chianti villa (400 m2) that dates back to the early 15th century. Once belonging to the Medici family, it is situated in a small valley amid the Chianti hills and has been skilfully restored and transformed into a cosy country house. The villa rental is comfortable and... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 23
    11 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Satellite TV
    • Outdoor Dining Area
    • Parking
    • Shared Yard
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This is a fabulous Tuscan villa sleeping between 15 and 20 people. 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... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 24
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Balcony
    • Grill
    • DVD Player
    • Central Heating
    • Private Outdoor...
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-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
    1 / 24
    4.5 of 5 bubbles (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Yard
    • Air Conditioning
    • Shared Outdoor Pool...
    • Wi-Fi
    • Parking
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    1 / 31
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Central Heating
    • Satellite TV
    • Internet Access
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-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
    1 / 20
    Mercatale di Val di Pesa
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Satellite TV
    • DVD Player
    • Children's Pool
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 15
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Washer
    • Private Outdoor...
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Satellite TV
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 16
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool...
    • Parking
    • Shared Yard
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    1 / 28
    Studio, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Surrounded by the marvelous Chianti hills, this ample and traditional farmhouse sleeps up to 10 people. A large swimming pool, several bedrooms and bathrooms, and a cozy atmosphere for those who long to experience Tuscan life in the countryside. Surrounded by the marvelous Chianti hills, this ample... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 21
    5 of 5 bubbles (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Shared Yard
    • Central Heating
    • Washer
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    5 of 5 bubbles 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 to...
    5 of 5 bubbles 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 wine...
    See all reviews
    1 / 19
    5 of 5 bubbles (1) Excellent
    Mercatale di Val di Pesa
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 24
    5 of 5 bubbles (14) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Air Conditioning
    • Mountain Views
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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
    5 of 5 bubbles Reviewed September 7, 2016
    A lovely comfortable villa ideally situated for the major sites in Tuscan. Our two girls loved the pool.
    5 of 5 bubbles Reviewed February 9, 2016
    Wordmouth of friends brought me to this really fashinating antique manor house for 6 nights in January. We are a couple with two kids and we found this place perfect for...
    See all reviews
    1 / 24
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Private Outdoor...
    • Balcony
    • Parking
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The La Corte estate stretches out over a hillside covered with vineyards, olive trees and woodland. It is set in the very heart of Chianti near the main road from Florence to Siena, only 16 km south of Florence. This lovely estate on the western fringe of Chianti is owned by one of Italy's oldest... View all property information
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    1 / 32
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Housekeeping...
    • Central Heating
    • Wi-Fi
    • Private Outdoor...
    • Grill
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 bubbles Reviewed August 23, 2016
    We were a large family of 12 adults and one small baby. We had the most glorious two week and thoroughly enjoyed every moment. Arianna and Alessio gave us a Pizza evening...
    See all reviews
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Outdoor Dining Area
    • Grill
    • Central Heating
    • Shared Yard
    • Internet Access
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    The Farmhouse Accomodation is a completely restored 70 sqm "Fienile" barnhouse. It is situated in the heart of the Chianti region in a dominant position on the Pieve di S. Stefano at Campoli (Ninth Century), and offers our guests a wonderful panoramic view. The farmhouse consists in five large,... View all property information
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    1 / 23
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Parking
    • Balcony
    • Private Outdoor...
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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
    4 of 5 bubbles 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 extremely...
    See all reviews
    1 / 57
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Secure Parking
    • Private Yard
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    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
    5 of 5 bubbles 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 in...
    See all reviews
    San Casciano in Val di Pesa Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    57° 40°
    March
    63° 45°
    April
    73° 53°
    May
    81° 60°
    June

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

    Browse all things to do

    Additional San Casciano in Val di Pesa Info

    View Map
    • Local time: 12:11 PM (CEST)
    • Exchange rate: 1 Euros = 1.08 U.S. Dollars