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
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price range
    ($248 Average)
    $0per night $1,000+
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    loading...
    From
    $293
    / Night
    Payment Protection
    View Details
    1 / 23
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    From
    $90
    / Night
    View Details
    1 / 38
    5 of 5 stars (31) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5
    Overview Reviews (31) Make Inquiry
    Overview Reviews (31)
    From
    $3,791
    / Week
    View Details
    1 / 20
    5 of 5 stars (2) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    From
    $73
    / Night
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3
    other travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Overview Reviews (4)
    Amenities & Details
    • TV
    • There Are Tennis...
    • Wi-Fi
    • Air Conditioning
    • Refrigerator
    • Watersports Nearby
    • Horse Riding Nearby
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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 Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars 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 stars 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
    From
    $95
    / Night
    Payment Protection
    View Details
    1 / 25
    5 of 5 stars (26) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other travelers have booked this property
    Overview Reviews (26) Make Inquiry
    Overview Reviews (26)
    Amenities & Details
    • Satellite TV
    • Horse Riding Nearby
    • Air Conditioning
    • Stereo System
    • Watersports Nearby
    • Wi-Fi
    • Fireplace
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed March 9, 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 February 26, 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
    $9,400
    / Week
    View Details
    1 / 20
    6 Bedrooms, 7 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Dryer
    • Hot Tub
    • Fireplace
    • Air Conditioning
    • Grill
    • Refrigerator
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    15% discount for the week of June 6-13, 2015 (Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. On the ground floor there is a spacious dining area with a table for 12 people. On the left of the dining room there is a nice living... View all property information
    Make Inquiry
    Location Information
    55024, San Casciano in Val di Pesa, Province of Florence
    From
    $160
    / Night
    Payment Protection
    View Details
    1 / 46
    5 of 5 stars (52) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Reviews (52) Make Inquiry
    Overview Reviews (52)
    Amenities & Details
    • Fireplace
    • Patio
    • Deck
    • Central Heating
    • Mountain Views
    • Washer
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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 Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars 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 stars Reviewed July 18, 2015
    My son, daughter-in-law and grandchildren (ages 10 and 16) and I arrived at Casa San Vito after a great 6 days in Rome and Naples. Situated amidst grape vineyards and olive...
    See all reviews
    From
    $1,183
    / Week
    View Details
    1 / 33
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Parking
    • Central Heating
    • Dishwasher
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $803
    / Week
    View Details
    1 / 36
    4.5 of 5 stars (7) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (7) Make Inquiry
    Overview Reviews (7)
    Amenities & Details
    • Shared Outdoor Pool...
    • Parking
    • Washer
    • Dishwasher
    • Deck
    • TV
    • Shared Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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 Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    4 of 5 stars Reviewed September 27, 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
    $970
    / Week
    View Details
    1 / 28
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Shared Outdoor Pool...
    • Washer
    • Dishwasher
    • Central Heating
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 Inquiry
    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
    From
    $5,328
    / Night
    View Details
    1 / 29
    6 Bedrooms, 10 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hot Tub
    • Gym
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The views justify the trip to Italy at Villa Machiavelli. Just 20 minutes outside Florence in the Chianti Classico region, the recently restored 16th-century villa combines splendid Renaissance architecture and interiors with 21st century luxuries, topped off with panoramic views of the... View all property information
    Make Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $7,435
    / Night
    View Details
    1 / 29
    10 Bedrooms, 10 Bathrooms, Sleeps 20
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Gym
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The views justify the trip to Italy at Villa Machiavelli. Just 20 minutes outside Florence in the Chianti Classico region, the recently restored 16th-century villa combines splendid Renaissance architecture and interiors with 21st century luxuries, topped off with panoramic views of the... View all property information
    Make Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $3,794
    / Week
    View Details
    1 / 26
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Casa Poggio is a farmhouse located in a beautiful estate, 100 m from a charming medieval village. Guests can enjoy outstanding views of the Chianti hills and olive groves from all its rooms.The house is friendly, luminous and decorated with antique furniture, kilim carpets and every modern... View all property information
    Make Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $949
    / Week
    View Details
    1 / 14
    3 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The historic Casa Gina, acquired from the Machiavelli family, together with the other farm houses on the property, has been restored with great care to its original form. Casa Gina is positioned in a pristine location amid cypresses, olive groves and vineyards, with views that have escaped the... View all property information
    Make Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $589
    / Week
    View Details
    1 / 41
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Balcony
    • Parking
    • Air Conditioning
    • Terrace
    • Dishwasher
    • Deck
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Appartamento Marvena A is a cozy ancient house in the characteristic style of the Tuscan countryside. It sleeps four people. From Appartamento Marvena A you will enjoy a broad view of the Chianti hills and of the surrounding countryside. Appartamento Marvena A is 80 square meters (860 square feet).... View all property information
    Make Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $519
    / Night
    View Details
    1 / 16
    6 Bedrooms, 3 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Refrigerator
    • Washer
    • Fireplace
    • Shared Outdoor Pool...
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The historic Casa Corza, belonged to the legendary Cavalcanti and Niccolini families, Florentine nobility and together with the other farm houses on the property, have been restored with great care to their original form. Casa Corza is positioned in a pristine location amid cypresses, olive... View all property information
    Make Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $519
    / Night
    View Details
    1 / 17
    6 Bedrooms, 4 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Fireplace
    • Shared Outdoor Pool...
    • Balcony
    • Stove
    • Washer
    • DVD Player
    • Grill
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The historic Casa Erta, acquired from the Machiavelli family, together with the other farm houses on the property, have been restored with great care to their original form. Casa Erta is positioned in a pristine location amid cypresses, olive groves and vineyards, with views that have escaped the... View all property information
    Make Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $1,464
    / Night
    View Details
    1 / 25
    11 Bedrooms, 10 Bathrooms, Sleeps 20
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Stereo System
    • Horse Riding Nearby
    • DVD Player
    • Wi-Fi
    • Private Outdoor...
    • There Are Tennis...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    About this property
    In the heart of the Chianti region, 15 minutes drive from Florence, stands Castello Buondelmonti set on a hillside overlooking the valley of the river Pesa. This extraordinary example of Tuscan medieval castle was built, on the foundations of a Roman Settlement, in the 10th Century by the... View all property information
    Make Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $243
    / Night
    Payment Protection
    View Details
    6 Bedrooms, 6 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Fireplace
    • Internet Access
    • Washer
    • Grill
    • Balcony
    • TV
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    10-room house 390 m2 on 2 levels, on the ground floor. Tasteful and stylish furnishings: entrance hall. Lounge with open-hearth fireplace and satellite TV. Open living room with 1 double sofabed. Exit to the garden. Open dining room. Kitchen (4 hot plates, oven, dishwasher, microwave). Shower/WC.... View all property information
    Make Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $1,605
    / Week
    View Details
    1 / 41
    4 Bedrooms, 3 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Deck
    • Internet Access
    • Washer
    • Dishwasher
    • Shared Outdoor Pool...
    • TV
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Lacustre is a characteristic and welcoming two-story villa in the characteristic style of the Tuscan countryside. It sleeps 12 people. From Villa Lacustre you will enjoy a charming view of the greenery. Villa Lacustre is 185 square meters (1990 square feet). It features a private swimming... View all property information
    Make Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    Get the List
    From
    $284
    / Night
    Payment Protection
    View Details
    6 Bedrooms, 5 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Grill
    • Parking
    • Private Outdoor...
    • Washer
    • Fireplace
    • Internet Access
    • Balcony
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    9-room house 350 m2 on 2 levels, on the ground floor. Spacious, renovated, tasteful furnishings: living room with open-hearth fireplace and satellite TV. Open dining room. Exit to the garden, to the loggia. Open small lounge with satellite TV. 1 room with 2 beds. Exit to the terrace. 1 double... View all property information
    Make Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $2,366
    / Week
    Payment Protection
    View Details
    5 Bedrooms, 3 Bathrooms, Sleeps 9
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Stereo System
    • There Are Tennis...
    • Fireplace
    • Horse Riding Nearby
    • Wi-Fi
    • Central Heating
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This stunning holiday villa in Chianti is located near the village of San Casciano Val di Pesa (2 km), a tiny medieval hamlet at 15 km from Florence, renowned for its Chianti Classico red wine and olive oil. The villa is an historical listed mansion built during the second half of the 19th century,... View all property information
    Make Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $562
    / Night
    View Details
    1 / 20
    5 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Fireplace
    • Stove
    • Private Outdoor...
    • Refrigerator
    • Washer
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    About this property
    Villa Il Turco is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Enjoy noble splendour in this gracious antique villa which is both close to Florence and immersed in tranquillity. Complete with vaulted ceilings downstairs... View all property information
    Make Inquiry
    Location Information
    50028, San Casciano in Val di Pesa, Province of Florence
    From
    $1,645
    / Week
    Payment Protection
    View Details
    5 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • DVD Player
    • There Are Tennis...
    • Private Outdoor...
    • Stereo System
    • Central Heating
    • Horse Riding Nearby
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This lovely holiday villa in Tuscany is located at only 1 km from the village of San Casciano Val di Pesa, a nice medieval village between Florence and Siena, renowned for its excellent Chianti Classico red wine. Owned by a local family, the villa is positioned in a secluded location, surrounded by... View all property information
    Make Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $482
    / Week
    View Details
    1 / 27
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Shared Yard
    • Terrace
    • Internet Access
    • Parking
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Appartamento Edmondo B is a romantic and welcoming cottage surrounded by the vegetation. It sleeps two people. From Appartamento Edmondo B you will enjoy an enchanting view of the Chianti hills and of the surrounding countryside. Appartamento Edmondo B is 55 square meters (590 square feet). It... View all property information
    Make Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $54
    / Night
    Payment Protection
    View Details
    Montefiridolfi
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Terrace
    • Private Tennis Court
    • Balcony
    • Parking
    • Fireplace
    • Private Yard
    • Washer
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    3-room apartment 94 m2, on the ground floor. Rustic and antique furnishings: living/dining room with 1 double sofabed and open-hearth fireplace. Exit to the terrace. 2 double bedrooms. Kitchenette (4 hot plates, oven, microwave, grill, electric coffee machine) with dining table. 2 showers/bidet/WC.... View all property information
    Make Inquiry
    Location Information
    50024, Montefiridolfi, San Casciano in Val di Pesa
    From
    $169
    / Night
    Payment Protection
    View Details
    Montefiridolfi
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Dishwasher
    • Grill
    • TV
    • Private Outdoor...
    • Washer
    • Fireplace
    • Parking
    • Private Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    6-room house 200 m2 on 2 levels, on the ground floor. Comfortable and cosy furnishings: entrance hall with 1 sofabed, dining table, satellite TV and hi-fi system. Exit to the garden. Living/dining room with open-hearth fireplace. 1 room with 1 double bed. Exit to the swimming pool. Kitchen (5 hot... View all property information
    Make Inquiry
    Location Information
    50024, Montefiridolfi, San Casciano in Val di Pesa
    From
    $282
    / Night
    Payment Protection
    View Details
    1 / 25
    5 of 5 stars (8) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12
    Overview Reviews (8) Make Inquiry
    Overview Reviews (8)
    Amenities & Details
    • Swingset
    • Central Heating
    • Satellite TV
    • Private Outdoor...
    • Housekeeping...
    • Staffed Property
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
    Make Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed July 6, 2015
    There is no way to adequately express how wonderful our holiday was at Montrogoli. Our week there was incredible!! After a very long day of travel, we were greeted by...
    5 of 5 stars Reviewed June 10, 2015
    Great hosts Arianna and Alessio ,always available to assist to our needs but at the same time kept the distance so we felt like we were the only ones living there.So much to do...
    See all reviews
    From
    $146
    / Night
    Payment Protection
    View Details
    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Staffed Property
    • DVD Player
    • Housekeeping...
    • Central Heating
    • Swingset
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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 Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed April 16, 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
    $3,240
    / Week
    View Details
    1 / 37
    5 of 5 stars (2) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 14
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • DVD Player
    • Central Heating
    • Washer
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • Grill
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Looking to explore the Chianti region of Tuscany with all the comforts of home—and more? This estate features two private villas for rent in Tuscany, two swimming pools, sprawling grounds and all the amenities indoors. How is this possible? One of the owners of this accommodation in Tuscany—with... View all property information
    Make Inquiry
    Location Information
    50052, San Casciano in Val di Pesa, Province of Florence
    From
    $96
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (14) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    other travelers have booked this property
    Overview Reviews (14) Make Inquiry
    Overview Reviews (14)
    Amenities & Details
    • Central Heating
    • Stereo System
    • Wi-Fi
    • Balcony
    • Linens Provided
    • TV
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars 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...
    5 of 5 stars Reviewed January 5, 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
    $5,013
    / Week
    View Details
    1 / 24
    5 of 5 stars (5) Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 12
    Overview Reviews (5) Make Inquiry
    Overview Reviews (5)
    Amenities & Details
    • Shared Outdoor Pool...
    • Stereo System
    • Washer
    • Grill
    • Internet Access
    • Satellite TV
    • Stove
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
    Make Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed November 15, 2011
    This was a wonderful villa. First, where can you find a villa where each bedroom had its own bathroom? All of our friends were extremely happy with the accommodations. Great...
    5 of 5 stars Reviewed October 2, 2011
    We had 13 people at the villa for two weeks. We could not have been more pleased. The villa bathrooms have all been updated and were extremely great shape considering we were in...
    See all reviews
    From
    $96
    / Night
    Payment Protection
    View Details
    1 / 13
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    other travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Wi-Fi
    • Private Yard
    • Terrace
    • Towels Provided
    • Balcony
    • Parking
    • Linens Provided
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • 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 Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars 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...
    5 of 5 stars Reviewed December 20, 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
    $1,205
    / Week
    View Details
    1 / 57
    5 of 5 stars (1) Excellent
    Montefiridolfi
    3 Bedrooms, 7 Bathrooms, Sleeps 6
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Shared Outdoor Pool...
    • Stereo System
    • Shared Yard
    • Satellite TV
    • Internet Access
    • Refrigerator
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • 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 Inquiry
    Location Information
    Montefiridolfi, San Casciano in Val di Pesa
    From
    $1,348
    / Week
    View Details
    1 / 29
    5 of 5 stars (33) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7
    Overview Reviews (33) Make Inquiry
    Overview Reviews (33)
    Amenities & Details
    • DVD Player
    • Internet Access
    • Shared Outdoor Pool...
    • Grill
    • Central Heating
    • Satellite TV
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
    Make Inquiry
    Location Information
    50052, San Casciano in Val di Pesa, Province of Florence
    From
    $1,205
    / Week
    View Details
    1 / 53
    5 of 5 stars (1) Excellent
    Montefiridolfi
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Shared Yard
    • Internet Access
    • Stereo System
    • Parking
    • Satellite TV
    • Shared Outdoor Pool...
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • 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 Inquiry
    Location Information
    Montefiridolfi, San Casciano in Val di Pesa
    From
    $315
    / Night
    Payment Protection
    View Details
    1 / 19
    5 of 5 stars (1) Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 12
    other traveler has booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    About this property
    The medieval fortified farmhouse Il Corzanello strides a hill covered in vineyards, olive trees and an oak wood. This hill extends along the Pesa Valley and the historic Roman road, the Via Cassia, which connects Florence and Siena. Il Corzanello, along with its sister house on the Corzano part of... View all property information
    Make Inquiry
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed April 28, 2014
    Great house for a Family holiday in Tuscany. You're located near Florence, Sienna, San Gimignano,..... plus you get to taste the fantastic wines and cheeses produced by the owner...
    See all reviews
    From
    $135
    / Night
    Payment Protection
    View Details
    3 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Shared Outdoor Pool...
    • Grill
    • Central Heating
    • Refrigerator
    • Washer
    • Fireplace
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    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
    Make Inquiry
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    From
    $8,449
    / Week
    Payment Protection
    View Details
    11 Bedrooms, 9 Bathrooms, Sleeps 20
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Horse Riding Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $1,623
    / Week
    View Details
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hairdryer
    • Grill
    • Microwave
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • 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 Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $958
    / Week
    View Details
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Fireplace
    • Microwave
    • Dishwasher
    • TV
    • Refrigerator
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • 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 Inquiry
    Location Information
    San Casciano in Val di Pesa, Province of Florence
    From
    $1,878
    / Week
    Payment Protection
    View Details
    4 Bedrooms, 4 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hot Tub
    • Refrigerator
    • Satellite TV
    • Wi-Fi
    • Stove
    • Porch
    • Ping Pong Table
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Chianti Classico is located in San Casciano, a wonderful area of Chianti. The nineteenth-century villa is completely restored and located in the Tuscany countryside. It is framed with majestic olive groves, endless vineyards, and beautiful woods. This villa of 200 square meters can... View all property information
    Make Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $422
    / Night
    Payment Protection
    View Details
    6 Bedrooms, 3 Bathrooms, Sleeps 12
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Grill
    • Horse Riding Nearby
    • Central Heating
    • Fireplace
    • There Are Tennis...
    • Refrigerator
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    About this property
    With views of our vineyards on all sides, this house was once home to an artist whose atelier in the tower has since been converted into a bedroom. It has a large, roomy kitchen with a walk-in fireplace, a comfortable sitting room, six bedrooms and three bathrooms. In the garden there is a pergola... View all property information
    Make Inquiry
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    From
    $73
    / Night
    Payment Protection
    View Details
    1 Bedroom, 1 Bathroom, Sleeps 4
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Grill
    • Washer
    • Shared Outdoor Pool...
    • Horse Riding Nearby
    • Central Heating
    • Fireplace
    • There Are Tennis...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fattoria Corzano e Paterno unites neighbouring properties acquired from the historic Florentine families, the Machiavelli and Niccolini. Three distinct sectors complement each other: wine and oil, stables for sheep for artisanal cheese production and agriturismo. The AGRITURISMO is comprised of... View all property information
    Make Inquiry
    Location Information
    50020, San Casciano in Val di Pesa, Province of Florence
    From
    $970
    / Week
    View Details
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Shared Outdoor Pool...
    • Parking
    • Dishwasher
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $282
    / Night
    View Details
    1 / 6
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (5) Make Inquiry
    Overview Reviews (5)
    Amenities & Details
    • Fireplace
    • Balcony
    • Satellite TV
    • Stove
    • Linens Provided
    • Dryer
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $135
    / Night
    View Details
    1 / 18
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Linens Provided
    • Washer
    • Balcony
    • Parking
    • Stove
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • 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 Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    From
    $135
    / Night
    Payment Protection
    View Details
    1 / 90
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6
    other traveler has booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Central Heating
    • Refrigerator
    • Fireplace
    • Washer
    • Satellite TV
    • Grill
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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 Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed August 13, 2013
    The house is spacious, comfortable, and clean. We found the three bedrooms comfortable and convenient. The kitchen was well equipped for us to make q quick breakfast or cook a...
    See all reviews
    From
    $290
    / Night
    Payment Protection
    View Details
    1 / 44
    5 of 5 stars (23) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Reviews (23) Make Inquiry
    Overview Reviews (23)
    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Fireplace
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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 Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence
    5 of 5 stars Reviewed May 26, 2015
    We recently spent a week at Podere la Villa just outside the city of San Casciano. My husband and I met up with our relatives, who are in their eighties, and a couple they were...
    5 of 5 stars Reviewed September 12, 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...
    See all reviews
    From
    $3,533
    / Week
    View Details
    1 / 42
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Central Heating
    • Internet Access
    • Grill
    • Dishwasher
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    50026, San Casciano in Val di Pesa, Province of Florence