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.

Holiday Homes and Apartments 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.
dd/mm/yyyy dd/mm/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}
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 208 Rentals in San Casciano in Val di Pesa
    loading...
    Sort by
    From
    $382
    / Night
    View Details
    1 / 23
    4 of 5 stars (1) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    From
    $6,187
    / Week
    View Details
    1 / 24
    5 of 5 stars (5) Excellent
    8 Bedrooms / 9 Bathrooms / Sleeps 12
    Overview Reviews (5) Make Enquiry
    From
    $4,157
    / Week
    View Details
    1 / 37
    5 of 5 stars (2) Excellent
    6 Bedrooms / 7 Bathrooms / Sleeps 15
    Overview Reviews (2) Make Enquiry
    From
    $9,594
    / Week
    View Details
    1 / 48
    5 of 5 stars (2) Excellent
    Montefiridolfi
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Surrounded by vineyards and olive groves, Casale Classico 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 minutes from Florence (18 km) and less than an hour from... View all property information
    Make Enquiry
    Location Information
    Montefiridolfi, San Casciano in Val di Pesa
    From
    $167
    / Night
    Payment Protection
    View Details
    1 / 57
    5 of 5 stars (1) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Fireplace
    • Grill
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The house is situated in the heart of Chianti in a typical hamlet dating from the 1400's surrounded by vineyards and olive groves.The house is only 25km from Florence and 35km from Sienna. In 2010 the property was completely renovated. The house is split over two levels. On the ground floor there... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 14 August 2013
    The house is spacious, comfortable, and clean. We found the three bedrooms comfortable and convenient. The kitchen was well equipped for us to make q quick breakfast or cook a...
    See all reviews
    From
    $334
    / Night
    Payment Protection
    View Details
    1 / 24
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Our villa is located in San Casciano Val di Pesa, in the heart of Chianti. The view is amazing and you could enjoy it whilst relaxing in the heathed swimming pool outside. Just 18km from Florence and close to all the major routes in the region is the ideal place to base your holiday and visiting S.... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $104
    / Night
    Payment Protection
    View Details
    1 / 13
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • 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
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 20 December 2014
    You would not realize what a gem Candida’s Chianti House is until you truly step in and appreciates the whole house. The B&B is seated in front of a beautiful vineyard and there...
    See all reviews
    From
    $112
    / Night
    View Details
    1 / 38
    5 of 5 stars (21) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (21) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    'Le Massucce' is located in the heart of Chianti in San Casciano Val di Pesa, a medieval region renowned for its good oil and wine. This perfect location, in between Florence (15 km to the North) and Siena (30 km to the South), is ideal for exploring Tuscany and the cultural centres like Florence... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 12 April 2015
    We spent a week in Le Massucce, in San Casciano near Florence. From the very beginning we could feel the kindness of the owner "Benedetta" . It started with a very good...
    5 of 5 stars Reviewed 8 April 2015
    Benedita is a very nice women ,we felt like a family . the flat was great..close to everything. We will recomend about her flat and her warm wellcome.
    See all reviews
    From
    $115
    / Night
    View Details
    1 / 29
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    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 splendid views over the surrounding... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50020
    From
    $181
    / Night
    Payment Protection
    View Details
    1 / 57
    5 of 5 stars (1) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Fireplace
    • Grill
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    The house is split over two levels. On the ground floor there is a large dining-room with a working large open fire place and spacious modern kitchen. 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
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 6 August 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
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $1,043
    / Week
    View Details
    1 / 36
    4.5 of 5 stars (7) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Villa Gentile is an age-old 300-square-meter (about 3,229 square feet) countryside house in stone which sleeps eight people. It features a private garden and swimming-pool. It overlooks the valley. The house is located amidst the hills where the famous Chianti wine is produced. It is 16 km (about... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    4 of 5 stars Reviewed 28 September 2014
    If your looking for a real Tuscan experience this is it. This lovely 200 yer old stone house is as real as it gets. The views are awesome, the hosts Alberto and Beatrice are...
    See all reviews
    From
    $386
    / Night
    View Details
    1 / 35
    4.5 of 5 stars (8) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 11
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    4 of 5 stars Reviewed 26 September 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 stars Reviewed 16 August 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
    From
    $112
    / Night
    Payment Protection
    View Details
    1 / 23
    5 of 5 stars (3) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Internet Access
    • Mountain Views
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The apartment is located in San Casciano in Val di Pesa, about 10km from Florence, in a great location for visiting Florence without being in the chaos of the city is also to visit the Chianti and the Tuscan Countryside. It 's also ideal for visiting San Gimignano, Greve in Chianti, Siena and all... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 8 July 2014
    Antonio est un hôte vraiment très gentil et très accueillant . A notre arrivée il a été plein de délicatesse et très disponible pour répondre à nos questions . La maison est...
    See all reviews
    From
    $117
    / Night
    Payment Protection
    View Details
    1 / 25
    5 of 5 stars (26) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (26) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The holiday house is located 300 metres from San Casciano in Val di Pesa centre. Facing the open country from a dominant position, it offers the comforts of a town life and the beauty of the Chianti landscape opening on hills with vineyards and olive trees. There are no building in front and down... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 10 March 2015
    Before we even arrived for our stay Carlo, Flora and Alessandro were in touch with all sorts of helpful info that we later took advantage of in our 5 night stay. The house was as...
    5 of 5 stars Reviewed 26 February 2015
    We stayed for 6 nights and loved it. The cottage was beautiful with a genuine Tuscan feel and everything you could ever want. While I was sick I loved enjoying the view of the sun...
    See all reviews
    From
    $808
    / Week
    View Details
    1 / 28
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    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
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $5,749
    / Week
    View Details
    1 / 70
    5 of 5 stars (1) Excellent
    Montefiridolfi
    4 Bedrooms / 4 Bathrooms / Sleeps 11
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Gym
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
    Make Enquiry
    Location Information
    Montefiridolfi, San Casciano in Val di Pesa 50020
    From
    $167
    / Night
    View Details
    1 / 18
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Small apartment in the rustic Tuscan style, comfortable and built with attention to details for the accessibility and use of everyone. The bedroom window has a beautiful view over the valley and fabulous sunsets. A charming furnished terrace allows you to relax outdoors. (49 sq. meters - sleeps... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $104
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (13) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Balcony
    • Internet Access
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    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
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 7 January 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...
    5 of 5 stars Reviewed 6 January 2015
    Candida was a superb host who looked after us with absolute aplomb. She has created the most outstanding bed and breakfast and we cannot recommend her highly enough. Absolutely...
    See all reviews
    From
    $2,514
    / Week
    View Details
    1 / 18
    4 of 5 stars (1) Very good
    Montefiridolfi
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This location is for those who have always wanted to stay in the midst of a famous wine estate in the Chianti Classico. Vineyards, a trattoria, pool, tennis court, and reception are all there for your enjoyment. The borgo, though rural, is conveniently located between Florence and Siena. This... View all property information
    Make Enquiry
    Location Information
    Montefiridolfi, San Casciano in Val di Pesa 50020
    From
    $4,449
    / Week
    View Details
    1 / 13
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The stone walls and the ample spaces in this ancient villa in Tuscany welcomes its guests and comforts them with modern amenities, a warm atmosphere and enchanting views of the surroundings. Additional amenities include: pets considered, heating. View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    Get the List
    From
    $1,488
    / Week
    View Details
    1 / 57
    5 of 5 stars (1) Excellent
    Montefiridolfi
    3 Bedrooms / 7 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence, 50 minutes from Siena, one hour from Lucca, and all of the beautiful hill towns of Chianti are within easy reach. The location couldn't be better. The closest... View all property information
    Make Enquiry
    Location Information
    Montefiridolfi, San Casciano in Val di Pesa
    From
    $139
    / Night
    Payment Protection
    View Details
    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 11 February 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
    From
    $89
    / Night
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (5) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 29 April 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 stars Reviewed 24 May 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
    From
    $77
    / Night
    Payment Protection
    View Details
    1 / 16
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    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 lawns. Mio... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence XX
    4 of 5 stars Reviewed 12 August 2014
    Room very nice decorated. Good organized in terms of maximum of conform with little space available. But for a tall person it would be a little annoying to hit your head to the...
    See all reviews
    From
    $2,843
    / Week
    View Details
    1 / 23
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Borgo Casciano offers a terrific setting for a large gathering or for smaller groups. The entire villa is complete with five apartments that accommodate 22 guests and can be rented as one exclusive dwelling for a large group. The apartments can also be rented separately. Borgo Casciano rents from... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $305
    / Night
    View Details
    1 / 17
    5 of 5 stars (8) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This is our most prestigious apartment. In the past it served as the fermentation cellar, and today it opens on to the most beautiful and panoramic terrace of our little borgo. The ground floor offers a large, rustic living room and kitchen area. The bedrooms on the upper floor make this a... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 27 October 2014
    This was one of our favorites. (we stayed at 6 places on our trip) The property, accommodations, and staff were all top notch. Michele and his family were fantastic host, that...
    5 of 5 stars Reviewed 25 September 2014
    This was awesome. We went with two other couples and had a great time. The dinner with the owners was a highlight and I would do it every night! The meal and the tastings from the...
    See all reviews
    From
    $240
    / Night
    View Details
    1 / 19
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A lovely apartment for families. Traditional old Tuscan country house with large spaces characterized by old wooden beamed ceilings, an antique brick arch visible between the kitchen and the living room and traditional grill windows in the kitchen. Across from the apartment, the large terrace is... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 10 November 2012
    We were planning a long decided trip to Tuscany, doing some research and wanting to stay in a apartment or vacation rental in the country side. We live in hotels and wanted...
    5 of 5 stars Reviewed 3 June 2012
    My sister, a friend and I stayed in the Giotto unit for four days. Upon arrival Michaela (son of the owner, farmer, husband) greeted us warmly and introduced us to our...
    See all reviews
    From
    $104
    / Night
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (3) Excellent
    Montefiridolfi
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Wonderful homely apartment in the Chianti area of Tuscany -Mercatale in Val di Pesa - just twenty minutes by car out of Florence and set in the wonderful hills. Beautiful views of olive groves and vineyards right up to the Appenine mountains. It is on the second floor with its own attic, which can... View all property information
    Make Enquiry
    Location Information
    Montefiridolfi, San Casciano in Val di Pesa 50026
    5 of 5 stars Reviewed 20 June 2014
    My partner and I booked this place via a recommendation of word of mouth and it lived up to what we wanted to experience. The location is bang in the middle of the Chianti region...
    5 of 5 stars Reviewed 16 April 2014
    My girlfriend and I had stayed for a valentines weekend. As soon as we arrived we rented a car to view the city, the place had a wonderful vibe. The apartment is situated in...
    See all reviews
    From
    $403
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Villa Molino is a rustic charming 18th century estate situated on the Tuscan countryside 15min way from Florence city center. It is a very comfortable and cozy; it offers four spacious rooms each with a private luminous bathrooms and wonderful private panoramic views, a well equipped kitchen and... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 1 July 2014
    Abbiamo trascorso 5 meravigliosi giorni in una casa impeccabile per bellezza, comodità e panorama. I propretari gentilissimi e super premurosi con noi. Ci torneremo sicuramente!!!
    See all reviews
    From
    $2,245
    / Week
    View Details
    1 / 10
    Montefiridolfi
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Safe
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This location is for those who have always wanted to stay in the midst of a famous wine estate in the Chianti Classico. The farmhouse, on a hill overlooking the main complex, houses the 7 Rosso apartments with a shared pool. Down the hill there is a trattoria, reception office, another pool and a... View all property information
    Make Enquiry
    Location Information
    Montefiridolfi, San Casciano in Val di Pesa 50020
    From
    $80
    / Night
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (2) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • 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. The house has been completely restored. We offer the Apartment 'Bougainville': ideal for 3 adults or 2 adults and 2 children: ground... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 19 May 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...
    5 of 5 stars Reviewed 24 September 2014
    Wir waren im August 2014 da und es war einfach traumhaft. Die Ferienwohnung ist gemütlich und ausgezeichnet und der Ausblick von der dazugehörigen Terrasse herrlich! Wir haben von...
    See all reviews
    From
    $198
    / Night
    View Details
    1 / 46
    5 of 5 stars (47) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (47) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Italy Perfect Winner Trip Advisor-FlipKey’s Award of Excellence 2011, 2012, 2013. Conde Nast Traveler Magazine Top Florence Specialist 2012 & 2013. Travel + Leisure Magazine Italy All-Star 2013, 2014, BBB A+ Enjoy picture-perfect views of the rolling Chianti hillsides, vineyards, olive orchards.... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 18 April 2015
    My family (4 adults and 2 children, 8 and 9) spent a lovely 5 days in this beautifully decorated and outfitted house on a Tuscan hilltop. The owner Francesco went out of his way...
    5 of 5 stars Reviewed 1 January 2015
    My husand and I stayed with my mother at Casa Rossa for 6 nights in November 2014. The accommodations were perfect for us and both Francesco and his mother were gracious and...
    See all reviews
    From
    $358
    / Night
    Payment Protection
    View Details
    1 / 44
    5 of 5 stars (22) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (22) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    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
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 13 September 2014
    Superb villa in great location, ideal for visiting Chianti region, Florence, Sienna. Ilaria and her entire family were great hosts, their two boys were so kind to share their...
    5 of 5 stars Reviewed 26 August 2014
    We had a wonderful time at Podere La Villa with our two children, ages 8 and 6. We arrived at the villa to find a really well stocked kitchen, including breakfast essentials and a...
    See all reviews
    From
    $167
    / Night
    View Details
    1 / 16
    5 of 5 stars (8) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Balcony
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The most romantic of our apartments, a sort of little fairytale house, but with all the amenities. An intimate and charming terrace invites you to admire the valley and the colorful sunsets of Chianti. The building was originally a rabbit hutch. (41 sq. meters - sleeps 2) Living room, kitchen with... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 9 November 2014
    We visited this fabulous agritourism destination amidst the breathtaking Chianti Region of Tuscany for 4 nights during a 2 week vacation in Italy. Our stay as guests of the Alfani...
    5 of 5 stars Reviewed 3 July 2013
    We decided to stay at I Greppi di Silli while in Tuscany based on a recommendation in Rick Steves' "Italy 2013" book. Thank you Rick Steves! What a wonderful place! After a...
    See all reviews
    From
    $1,098
    / Week
    View Details
    1 / 33
    Montefiridolfi
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A country road winds its way up the hill to Campoli. A magnificent avenue of cypresses welcomes you to the property, which is right in the heart of Chianti Classico, only a few kilometres south of Florence. It consists of three farmhouses, 56 ha of cultivated land and a Renaissance villa, the Villa... View all property information
    Make Enquiry
    Location Information
    Montefiridolfi, San Casciano in Val di Pesa
    From
    $139
    / Night
    Payment Protection
    View Details
    1 / 32
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Welcome to Casale Le Lame. Enjoy our home – grown hospitality with a relaxing farm -stay holiday in the heart of beautiful Tuscany.Our historic farm complex is cradled in the picturesque Chiantigiani hills and surrounded by our vineyards and groves. The old Casale le Lame has been... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 3 September 2014
    The pictures were beautiful- so we picked it. All our requests before we came were very kindly answered. We had some problems with the payment- but the owner helped us and...
    See all reviews
    From
    $348
    / Night
    View Details
    1 / 6
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The old family farmhouse opens onto the living room-kitchen with the traditional Tuscan hearth. The graceful east-facing terrace is perfect for a sunny breakfast among the sounds of the countryside and chirping birds. (90 sq. meters - sleeps 6+2) Ground floor: kitchen with stove, dishwasher,... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    From
    $1,488
    / Week
    View Details
    1 / 53
    5 of 5 stars (1) Excellent
    Montefiridolfi
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence, 50 minutes from Siena, one hour from Lucca, and all of the beautiful hill towns of Chianti are within easy reach. The location couldn't be better. The closest... View all property information
    Make Enquiry
    Location Information
    Montefiridolfi, San Casciano in Val di Pesa
    From
    $90
    / Night
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (3) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    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 lawns My... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 10 July 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 stars Reviewed 11 May 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
    From
    $6,030
    / Week
    View Details
    1 / 14
    6 Bedrooms / 7 Bathrooms / Sleeps 11
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    (Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. This country estate is composed of several buildings of historical and artistic importance, and the most beautiful is the main house with its typical Tuscan architecture. This... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $278
    / Night
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (6) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Housekeeping...
    • Internet Access
    • Ping Pong Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 26 January 2015
    Perfect location. Amazing views.half hour drive to Florence.beautiful house where you still breath the history and the atmospheres but my children enjoyed more the...
    5 of 5 stars Reviewed 5 September 2014
    Beautiful house, excellently equipped, owners immediately respond to questions and solve small Problems. Nicely located, town and supermarket nearby. Pool and table tennis great!
    See all reviews
    From
    $82
    / Night
    Payment Protection
    View Details
    1 / 6
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    5 of 5 stars Reviewed 16 September 2014
    La Vallata is the ideal place to base yourself in Tuscany. Located in the San Casciano in Val DI Pesa you can access San Gimignano, Siena and Montepulciano and go Tuscany...
    See all reviews
    From
    $90
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (2) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (2) Make Enquiry
    5 of 5 stars Reviewed 23 August 2014
    Wij hebben een heerlijk verblijf gehad in het appartement van Cristina en Marco Bernabei. Allervriendelijkst ontvangen door oma. Verblijf in een knus, gezellig ingericht...
    5 of 5 stars Reviewed 8 May 2014
    Familie Bernabei / Buffa hat mich sehr nett aufgenommen und stand für Auskünfte und ein nettes Schwätzchen immer zur Verfügung. Von der Wohnung aus sind tolle Spaziergänge in der...
    See all reviews
    From
    $98
    / Night
    Payment Protection
    View Details
    1 / 10
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    4 of 5 stars Reviewed 19 August 2014
    Consiglio questo agriturismo a quanti vogliano visitare Firenze, Siena e dintorni senza rinunciare alla pace e bellezza dei colli verdeggianti del Chianti. L'appartamento è...
    See all reviews
    From
    $1,182
    / Week
    View Details
    1 / 12
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This 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. The lovely estate on the western fringe of Chianti is owned by one of Italy's oldest families,... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $1,348
    / Week
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    5 of 5 stars Reviewed 6 February 2015
    Hemos estado alli con mi familia en septiembre , e lugar es bellisimo con una vista el valle increible, la atencion de los dueños excelente!, podiamos contratar desayuno casero o...
    See all reviews
    From
    $118
    / Night
    Payment Protection
    View Details
    1 / 15
    5 of 5 stars (2) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    5 of 5 stars Reviewed 15 April 2015
    Ho soggiornato, con la mia famiglia presso il Caldio nelle feste pasquali del 2015, la casa pulitissima e accogliente, le camere grandi e arredate con tutti i confort compreso...
    5 of 5 stars Reviewed 1 April 2015
    Pulizia 10 • Comfort 9 • Posizione 10 • Servizi 9 • Staff 9 • Rapporto qualità-prezzo 10 • WiFi gratuito 9 Abbiamo soggiornato presso il Caldio dal 19 al 22 Marzo 2015...
    See all reviews
    From
    $139
    / Night
    Payment Protection
    View Details
    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Charming, elegant and spacious (90 sq.m) apartment immersed in the Chianti Classico area and very close to Florence (30 min by car). The apartment is composed by 1 spacious double bedroom, 1 bathroom, 1 large living room with fireplace and a piano, 1 kitchen, 2 gardens and a big hall, which can... View all property information
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence 50026
    5 of 5 stars Reviewed 17 April 2015
    I really can't say enough about my stay at Montrogoli. From the location, which is an easy drive from the Florence airport, to the owners, it was fantastic. The location made...
    See all reviews
    From
    $139
    / Night
    Payment Protection
    View Details
    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    5 of 5 stars Reviewed 14 August 2014
    Lorsque nous voyageons nous cherchons soit les hôtels leading de luxe soit les très belles villas (Martinique...), ici La maison est en pierre naturelle somptueusement décorée...
    See all reviews
    From
    $2,083
    / Week
    View Details
    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
    Make Enquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence