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 Montespertoli, Italy

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    $0
    $190 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travelers to Montespertoli are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 24
    5 of 5 bubbles (11) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 10
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 33
    Montagnana Val di Pesa
    8 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Payment Protection
    1 / 15
    5 of 5 bubbles (1) Excellent
    Montagnana Val di Pesa
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Grill
    • Secure Parking
    • Washer
    • Patio
    • Shared Outdoor Pool...
    • Wi-Fi
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The apartment orange and cinnamon, is a lovely one bedroom apartment inside the Torricella Farmahouse. The apartament have a large and very well equipped (kettle, toaster, American coffee machine) kitchen and living room in orange tones, is very bright with an outside patio where to eat and drink... View all property information
    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    5 of 5 bubbles Reviewed May 10, 2015
    Spacious tasteful rustic charm in a picturesque setting of olive trees, vines and rolling green hills. Very welcoming and helpful hostess.
    See all reviews
    1 / 23
    Montagnana Val di Pesa
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Shared Yard
    • Washer
    • Wi-Fi
    • Outdoor Dining Area
    • Secure Parking
    • Shared Outdoor Pool...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Romantic and cosy apartment with wooden beams and terracotta floors within a farm with pool and green area, can accommodate up to 6 people using the sofa bed in the living-room/kitchen. The apartment has a large kitchen equipped with outdoor patio where you can eat, double bedroom, bedroom with two... View all property information
    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    1 / 18
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • DVD Player
    • Private Yard
    • Secure Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Part of a big countryside house with garden, composed of two floors. Postion: between Florence and Siena, well situated to visit Tuscany. You will be the only tenants relaxing in the garden! Groundfloor with a big dining romm/living room with kitchen, first floor with two bedrooms and a... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 15
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Parking
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Satellite TV
    • Washer
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 bubbles Reviewed September 7, 2016
    I don't even know where to begin. I visited this villa last week with my husband. We met up with my friend and her husband for a 3 day stay here, as my husband and I were making...
    5 of 5 bubbles Reviewed September 5, 2016
    I can't believe there are no TA reviews (although if you want to look for more, they have a lot on listings on other sites- all positive!). My husband and I stayed here with two...
    See all reviews
    1 / 25
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Grill
    • Central Heating
    • Outdoor Dining Area
    • Shared Outdoor Pool...
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool.Apartment on ground floor,60 mq, 4 bed places, kitchen (Micro wave oven),- living room, 1 double bedroom, 1 bedroom with 2 single beds, bathroom with shower. Internet wi fi connection.... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 14
    4.5 of 5 bubbles (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Yard
    • Central Heating
    • Patio
    • Washer
    • Grill
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    In the beautiful Chianti region 18 kilometers from the center of Florence, Raffiacane is a traditional farmhouse standing at one end of 6 hectares of olive grove and vineyard on a hill overlooking the Pesa river, a tributary of the Arno. The abandoned farm and buildings were restored in the... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    3 of 5 bubbles Reviewed October 15, 2015
    We enjoyed our stay at Paul and Linda's lovely hideaway just above Cerbaia, in Tuscany. The location was outstanding, as it gave us easy access to Florence and Siena, as well as...
    5 of 5 bubbles Reviewed December 17, 2014
    Our hosts, Paul and Linda, were excellent, and my family had a most enjoyable stay in this well-located base for exploring beautiful Tuscany.
    See all reviews
    1 / 26
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Satellite TV
    • Parking
    • Grill
    • Washer
    • Wi-Fi
    • Central Heating
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool. Apartment of 110 mq on first floor. 5 bed places and composed by kitchen – living room, 1 double bedroom, 1 bedroom with 2 single beds, 1 bedroom with a single bed, one bathroom with... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    4 of 5 bubbles Reviewed June 28, 2015
    Lovely accommodation with beautiful views. The accommodation was full of character and charm. The owners were an absolute delight and all the staff were lovely and very helpful...
    See all reviews
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 21
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Balcony
    • Parking
    • Patio
    • Outdoor Dining Area
    • Shared Outdoor Pool...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Appartment in a small farmhouse (composed by three appartments) situated in a wonderful hilltop position with a large (more that 4.000 sqm.) garden with stunning views on the sorrounding countryside. Pool and parking area withing the grounds. The appartment is about 55 sqm. and contains... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 18
    5 of 5 bubbles (1) Excellent
    Montagnana Val di Pesa
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Shared Yard
    • Private Yard
    • Wi-Fi
    • Grill
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Our Villa is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. <BR>Complete with vaulted ceilings downstairs and chestnut coffered ones upstairs, stables, a pigeon loft and a graceful loggia on the second floor, this villa is... View all property information
    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    5 of 5 bubbles Reviewed June 29, 2015
    Myself and my family stayed in Villa Il Turco in June this year for my birthday and honestly had a perfect trip. We were met by Viola who manages the property, who was...
    See all reviews
    1 / 34
    10 Bedrooms, 8 Bathrooms, Sleeps 21 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Washer
    • Grill
    • Wi-Fi
    • Private Outdoor...
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Surrounded by olive groves and vineyards, the villa (21 sleeps) stands in panoramic position atop a hill offering a magnificent view of the Tuscan countryside stretching as far as the eye can see. It lies at the centre of the triangle Florence, Pisa and Sienna, Central place in Tuscany to visit... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 20
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • Balcony
    • Secure Parking
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Large apartment for 4 people located in Residenze Piandaccoli farmhouse. The apartment has: kitchen, living room with LCD TV, large bathroom, 1 double bedroom and 1 twin bedroom. Residenze Piandaccoli is an old farmhouse divided into holiday apartments, recently restored with luxury finishes and... View all property information
    Location Information
    50055, Montespertoli, Province of Florence
    1 / 20
    5 of 5 bubbles (6) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Children's Pool
    • Secure Parking
    • Grill
    • Satellite TV
    • Wi-Fi
    • Washer
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Le Torri Tuscany .<BR>Villa rentals apartments Le Torri is a Tuscan farmhouse built in the XIII century and located in the beautiful Chianti area. All your needs will be taken care of by the owners themselves, ensuring a relaxing break. The stone farmhouse has a swimming-pool, and is within easy... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 bubbles Reviewed October 18, 2015
    We (hubby, myself and friends) have recently returned from an amazing time in Tuscany. Our stay at Le Torri was definitely the highlight! The hospitality from Gabry (the owner...
    5 of 5 bubbles Reviewed July 29, 2015
    We spent a week in July at this beautiful villa. Most enjoyable and relaxing. Gabry and Emanuela and family were the best hosts ever. We highly recommend this villa.
    See all reviews
    1 / 16
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Parking
    • Balcony
    • Satellite TV
    • Central Heating
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Apartment in the farm about 200 meters from the main farmhouse, from the swimming pool and from the restaurant. Apartment on ground floor.60 mq, 4 bed places and composed by kitchen - living room with oven, 1 double bedroom, 1 bedroom with 2 single beds, bathroom with shower. TV SAT. Internet wi... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 24
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Satellite TV
    • Washer
    • Balcony
    • Parking
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    About this property
    Situated in a strategic position halfway between Florence and Siena and within easy access of all the most important tourist sites, yet immersed in the quiet of the countryside where the birds sing and in the hot summer evenings the fireflies glow. Far from major roads and motorways the only sound... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 bubbles Reviewed September 23, 2014
    Recently traveled to Italy for the first time with my wife. We chose to stay in this accommodation after searching for many this looked the nicest. We were certainly not...
    5 of 5 bubbles Reviewed August 15, 2014
    We have had a wonderful relaxing holiday at S. Andrea a Cellole Murlo. It was lovely to sit in the beautiful garden with a glass of wine taking in the panoramic views of the...
    See all reviews
    1 / 21
    Montagnana Val di Pesa
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool...
    • Mountain Views
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Indipendent Villa on top of a hill in the Chianti with panoramic view on the vineyards Montegufoni Villa with 8 beds is situated atop a hill, with panoramic view over the vineyards of the Chianti countryside, near the small town Montespertoli location 'Montegufoni. Quiet and peaceful a place is... View all property information
    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    1 / 16
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • Balcony
    • Mountain Views
    • Parking
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    At Castello Sonnino you have the chance to stay in exclusive apartments situated in property. The decor has been designed with the greatest care, in harmony with the traditions and taste of Tuscan houses. The traditional materials, the colours with their warm hues and the combination of antique and... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 bubbles Reviewed May 19, 2016
    Stayed in this 3 bed, each with private ensuite, with 5 friends for 3 nights, and enjoyed every moment of our stay. The views are stunning and the location in Chianti cannot be...
    5 of 5 bubbles Reviewed July 21, 2015
    We enjoyed our (4) night stay at the winemaker's apartment. The (3) bedrooms and (3) full bathrooms provided our group of 7 with adequate space. WiFi throughout was helpful for...
    See all reviews
    1 / 29
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Yard
    • Satellite TV
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We receive guests already 15 years in our residence in the middle of country mansion hills, with a swimming pool and Tuscany landscape. Located near Montespertoli, 4 km from the center, the Residence Turignano is a working farm surrounded by hills and olive groves and vineyards of Tuscany. There is... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 bubbles Reviewed November 10, 2016
    We had a wonderful time in Montespertoli. The apartment was spacious and very comfortable; the beds were made when we arrived with nice clean linen and we had plenty of fluffy...
    See all reviews
    Get the List
    1 / 16
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Outdoor Dining Area
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A fine and elegant villa rental situated in Montespertoli in a scenic position surrounded by olive groves and large vineyards from which one of the best Tuscany wines is produced, the famous “Chianti Classico”. Perfect for those wanting to relax in the Chianti countryside, this property is also... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 21
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Parking
    • Balcony
    • Outdoor Dining Area
    • Washer
    • Central Heating
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool. Apartment of 80 mq on two floors. 5 bed places and composed by kitchen-dining room, 1 double bedroom, 1 single bedroom, 1 bedroom with two single beds, bathroom with shower. The double... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 27
    4.5 of 5 bubbles (31) Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Central Heating
    • Washer
    • Grill
    • Balcony
    • Patio
    • Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A lovely, comfortable house [200m2] situated in a wonderful hilltop position,reached only by a private road and surrounded by the hills and valleys of the Florentine countryside. <BR><BR>The house is divided into three apartments of various sizes located on two levels that can accommodate from 2 to... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 bubbles Reviewed May 19, 2016
    Absolutely beautiful location with stunning views of the countryside. Convenient location in the Tuscany countryside that is still close to public transit to take you to Florence...
    5 of 5 bubbles Reviewed April 24, 2016
    Value for money apartment compared with many over priced alternatives. Only 45 minutes from Pisa and Florence airports. Well positioned for exploring northern and central Tuscany...
    See all reviews
    1 / 37
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • Private Yard
    • Children's Pool
    • Washer
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Farmhouse, 2 Bedrooms + Convertible bed(s), 1 Bath (Sleeps 3-6) You’ll find us in the heart of Tuscany, in the area known as the “Chianti towns”. We're located in Montespertoli, a typical Tuscan town easily reached from all over the region. This is a land of gentle hills dotted with vineyards... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 bubbles Reviewed May 5, 2016
    I searched online for many hours to find the perfect spot in Tuscany and I found it. The hay loft is the best unit to pick on the owner's lot. It has a southern view and high...
    See all reviews
    1 / 35
    Lucardo
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Parking
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in the heart of the Chianti region between Florence and Siena (each are about 35 km away), Villa Castiglioni is a beautiful and spacious farmhouse that enjoys a particularly panoramic and quiet position.  Vineyards, olive groves and cypress trees grace the extraordinary landscape modeled by... View all property information
    Location Information
    50052, Lucardo, Montespertoli
    1 / 36
    Lucardo
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    * 1 living room with kitchenette with small oven * 1 double bedroom (can be prepared as twin bedroom) * 1 en suite bathroom (shower) Giardino is located in an adjoining building in the garden of the villa. The apartment is laid out on the ground floor. A glass door in the living room opens to the... View all property information
    Location Information
    Lucardo, Montespertoli
    1 / 11
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Yard
    • Shared Outdoor Pool...
    • Outdoor Dining Area
    • Internet Access
    • Parking
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    La Cipressaia is an independent house of 85 m2 with 4 rooms on 2 floors furnished in a comfortable and tasteful way. Dining room / living room with satellite TV, safe, sofa, armchairs, table and chairs. Kitchenette with 4 points fire, microwave, fridge / freezer. 1 large double bedroom, 1 single... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 bubbles Reviewed June 1, 2012
    We come to Il Poggetto every year around may. We just were there last week for the 5th time! And it is always a joy to come back and spend a wonderful time with the family in this...
    See all reviews
    1 / 40
    Montagnana Val di Pesa
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Casa San Bernardo fa parte di un antico castello che si erge sulla vecchia Volterrana, il posto ideale per trascorrere le tue vacanze e scoprire itinerari artistici e culturali della Toscana. Casa San Bernardo D fa parte di un antico castello che si erge sulla vecchia Volterrana, originariamente... View all property information
    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    1 / 32
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Parking
    • Private Outdoor...
    • Outdoor Dining Area
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Casale Castiglioni is located in the Chianti countryside, surrounded by olive groves and vineyards approximately 20 kilometers from the center of Florence. Thanks to its location it is an excellent starting point for day trips to Volterra, Vinci, San Gimignano, Siena, Lucca and Pisa. The property,... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Shared Outdoor Pool...
    • Grill
    • Washer
    • Satellite TV
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Large apartment for 6 people located in Residenze Piandaccoli farmhouse. The apartment has: 2 kitchens, 2 living rooms with LCD TV and one of each with a sofa bed with a double bed in fron of a lovely fireplace, 2 large bathrooms with shower, 2 double bedrooms with a double bed.<BR><BR>Residenze... View all property information
    Location Information
    50055, Montespertoli, Province of Florence
    1 / 23
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Washer
    • Central Heating
    • Balcony
    • Shared Outdoor Pool...
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    About this property
    Situated in a strategic position halfway between Florence and Siena and within easy access of all the most important tourist sites, yet immersed in the quiet of the countryside where the birds sing and in the hot summer evenings the fireflies glow. Far from major roads and motorways the only sound... View all property information
    Location Information
    50020, Montespertoli, Province of Florence
    5 of 5 bubbles Reviewed September 6, 2015
    I found this place to be all that the description suggested it would be. In fact it exceeded my expectations. The property is imposing in its structure and its location. The...
    5 of 5 bubbles Reviewed August 30, 2014
    We spent one week in Cottage Pino, forming part of Mauro and Adela's beautiful hilltop castle. The location was excellent, being close to the beautiful cities of Florence and...
    See all reviews
    1 / 50
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Mima is a splendid 18th century stone farmhouse that lies roughly equal distance between Florence, Siena, Pisa and the seaside. Gatherings of friends and family love this villa for its ideal location and dominant position with expansive views over the beautiful Chianti hills. Villa Mima rents... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 35
    Lucardo
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in the heart of the Chianti region between Florence and Siena (each are about 35 km away), Villa Castiglioni is a beautiful and spacious farmhouse that enjoys a particularly panoramic and quiet position.  Vineyards, olive groves and cypress trees grace the extraordinary landscape modeled by... View all property information
    Location Information
    50052, Lucardo, Montespertoli
    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Central Heating
    • Balcony
    • Parking
    • Washer
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool. Apartment on ground floor,sqm 70. 4 bed places and composed by kitchen – living room with oven, 1 double bedroom, 1 bedroom with 2 single beds, bathroom with shower. TV SAT. Internet wi... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 33
    Lucardo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    * Ground floor: 1 kitchen-living room with small oven and large glass door in front of the outdoor area * Upper floor: 1 double room (can be prepared as twin bedroom), 1 en suite bathroom (shower) Oleandri is located in an adjoining building on the rear of the villa (the park is on the other side).... View all property information
    Location Information
    Lucardo, Montespertoli
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    • Satellite TV
    • Central Heating
    • Balcony
    • Grill
    • Washer
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Apartment in the farm about 200 meters from the main farmhouse, from the swimming pool and from the restaurant. Apartment on first floor. Apartment of 45 mq., 2 bed places and composed by kitchen - living room, 1 double bedroom, bathroom with shower. TV SAT. Internet wi fi connection. This holiday... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 13
    5 of 5 bubbles (6) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Balcony
    • Terrace
    • Wi-Fi
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is a brand new apartment in Old England style. It is located in Montespertoli (Florence). It is near the bus station for Florence, Pisa, Siena, Volterra etc. <BR><BR>The location is very convenient because you can reach easily the most beautiful places in Tuscany, very close to Chianti and to... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 bubbles Reviewed September 12, 2015
    Beautiful apartment with 3 rooms was more than perfect! We were greated by friendly owner and spent few nights in this newly refurbished appartment. It's close to town's center...
    5 of 5 bubbles Reviewed September 22, 2014
    We have rented this apartment in montespertoli during our trip to tuscany. I have to say that the house is really amazing extremely new and the owners are amazingly kind and nice...
    See all reviews
    1 / 34
    Lucardo
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    * 1 kitchen with small oven and sofa area * 2 double bedrooms (can be prepared as twin bedrooms) * 1 bathroom (shower) Nido is located in an adjoining building on the rear of the villa (the park is on the other side), on the first floor. As it has two bedrooms and only one bathroom it is ideal for... View all property information
    Location Information
    Lucardo, Montespertoli
    1 / 25
    Montagnana Val di Pesa
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Central Heating
    • Housekeeping...
    • Parking
    • Patio
    • Wi-Fi
    • Terrace
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    1 / 21
    Montagnana Val di Pesa
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Balcony
    • Satellite TV
    • Washer
    • Grill
    • Outdoor Dining Area
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Enjoy noble splendor in this gracious antique villa which is both close to Florence and immersed in tranquility. Villa Il Turco is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Complete with vaulted ceilings downstairs... View all property information
    Location Information
    50020, Montagnana Val di Pesa, Montespertoli
    1 / 52
    5 of 5 bubbles (6) Excellent
    Studio, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Central Heating
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    With its location in the hills of the Chianti wine zone, this Tuscany villa is a great destination for the wine lover! Just three kilometers away from this Tuscany vacation rental is the renowned Wine Culture Center in Montespertoli, along with plenty of opportunities to go wine tasting. This... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 24
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Satellite TV
    • Balcony
    • DVD Player
    • Washer
    • Internet Access
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The villa is situated in a small and charming village called Renai, 3 km from Castelfiorentino, surrounded by vineyards and olive groves. In the small village of Castelfiorentino you will find: railway station, supermarket, banks, post office, pharmacies, hospital, all kind of shops, gyms and... View all property information
    Location Information
    50051, Montespertoli, Province of Florence
    1 / 26
    5 of 5 bubbles (6) Excellent
    Lucardo
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Parking
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    A house with wonderful views This elegant farmstead is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill. Capanna Olivo takes its name from the vast groves of olive trees that... View all property information
    Location Information
    Lucardo, Montespertoli
    5 of 5 bubbles Reviewed November 12, 2011
    Having a vacation in november, in an unknown place at first might be strange...I was looking for a peaceful and quite place to rest, to read, to relax.... and at "La Poggiolaia" I...
    See all reviews
    1 / 26
    4.5 of 5 bubbles (2) Very good
    6 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Balcony
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Porch
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    CASALE IL POGGIARELLO - Country Holiday House Enclosed in a 5000 sqm area in the heart of the Chianti, it is an oasis where you can enjoy an absolute relax and privacy. Situated in a predominant position on the Virginio Valley, our property will be for your own private use, offering you total... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 bubbles Reviewed April 20, 2016
    My husband and I, along with my cousin,his wife and 3 daughters, were fortunate enough to experience this authentic Tuscan estate in the hills near Florence. We spent a week at...
    4 of 5 bubbles Reviewed May 9, 2014
    The house is an old house sitting in an excellent location. The house is beutiful and view is amqzing. It has its large back yard you can stay at, just looking at the winery and...
    See all reviews
    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Wi-Fi
    • Grill
    • Parking
    • Shared Outdoor Pool...
    • Central Heating
    • Outdoor Dining Area
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool.Apartment on first floor. 60 mq., 3 bed places and composed by entrance - living room, kitchen, 1 double bedroom, 1 single bedroom, bathroom with shower. Internet wi fi connection. This... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 11
    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Balcony
    • Washer
    • Central Heating
    • Terrace
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    La Rocca di Montalbino stands on one of the hilltops surrounding Montespertoli. This location offers a splendid view of the Chianti landscape and all the peace and quiet of the Tuscan countryside.<BR><BR>Surrounded by thirty hectares of vineyards, olive groves, and woodlands, only 30 km from... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 40
    5 of 5 bubbles (1) Excellent
    Lucardo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Air Conditioning
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Ground floor: 1 living room with kitchenette and exit to the outdoor area (facing south) in front of the apartment 1 double bedroom (can be transformed to twin beds) 1 bathroom with shower Roseto is equipped with air conditioning, satellite TV, radio, cooker, small oven, fridge, electric kettle,... View all property information
    Location Information
    Lucardo, Montespertoli
    1 / 37
    Lucardo
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    * 1 kitchen with small oven and sofa area * 1 walk-through room with sofa (can be used as bedroom with additional bed) * 2 double bedrooms (can be prepared as twin bedrooms) * 2 bathrooms (shower) Cortile is located in an adjoining building on the rear of the villa (the park is on the other side),... View all property information
    Location Information
    Lucardo, Montespertoli
    1 / 10
    5 of 5 bubbles (2) Excellent
    Private Room, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Central Heating
    • Secure Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Gigliola is pronounced “jeel-YOH-lah”. What we like about Gigliola, above all else, is its location, just 3 kilometers outside the lovely hilltown of Montespertoli, about 30 minutes southwest of Florence. It’s pushed off just a tiny bit from Chianti Classico, which means fewer crowds and a more... View all property information
    Location Information
    50025, Montespertoli, Province of Florence
    1 / 20
    Montagnana Val di Pesa
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Washer
    • Outdoor Dining Area
    • Private Outdoor...
    • Balcony
    • Grill
    • Secure Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Enjoy noble splendor in this gracious antique villa which is both close to Florence and immersed in tranquility. Villa Il Turco is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Complete with vaulted ceilings downstairs... View all property information
    Location Information
    50020, Montagnana Val di Pesa, Montespertoli
    Montespertoli Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    51° 35°
    February
    57° 40°
    March
    63° 45°
    April
    73° 53°
    May

    Additional Montespertoli Info

    View Map
    • Local time: 05:29 PM (CET)
    • Exchange rate: 1 Euros = 1.06 U.S. Dollars