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
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 211 Rentals in Montespertoli
    loading...
    Montespertoli is popular with travelers just like you. Don’t let them get your perfect place first—book today!
    Sort by
    From
    $121
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    From
    $165
    / Night
    Payment Protection
    View Details
    1 / 18
    4 of 5 stars (1) Very good
    3 Bedrooms / 1 Bathroom / Sleeps 5
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    From
    $88
    / Night
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (8) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travelers have booked this property
    Overview Reviews (8) Make Inquiry
    From
    $121
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Horse Riding Nearby
    • Central Heating
    • Stereo System
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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
    Make Inquiry
    Location Information
    50020, Montespertoli, Province of Florence
    5 of 5 stars Reviewed June 17, 2015
    The house with garden and pool is pure relaxation. It is very quiet, while still cities and destinations are within easy reach. A car is a must. Adela and Mauro are great hosts...
    5 of 5 stars Reviewed October 4, 2014
    We just spent a week at this charming cottage. It is indeed the perfect location. It is off the main road, but still close enough to get to other spots easily. Adele is full of...
    See all reviews
    From
    $110
    / Night
    Payment Protection
    View Details
    1 / 16
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Central Heating
    • Washer
    • Ping Pong Table
    • There Are Tennis...
    • Wi-Fi
    • Horse Riding Nearby
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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. Apartment of 50 mq, 2 bed places and composed by kitchen - living room, 1 double bedroom, bathroom with shower. TV SAT. Internet wi fi connection. This... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $63
    / Night
    View Details
    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    • Washer
    • Satellite TV
    • Central Heating
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    About this property
    Beautiful property with swimming-pool comprising 3 apartments situated in panoramic location on the hills surrounding Florence. The 3 units are nicely furnished in a rustic style and provide furnished outdoor areas. The owners live in a fourth apartment on the premises and take care of the... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $76
    / Night
    Payment Protection
    View Details
    1 / 28
    5 of 5 stars (5) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • TV
    • Wi-Fi
    • Garage
    • Washer
    • Refrigerator
    • Central Heating
    • Shared Outdoor Pool...
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed June 27, 2015
    Perfect! Perfect location, perfect accommodations, perfect host. Property looks exactly as listed. Far enough off the beaten track and close enough to everything. View out the...
    See all reviews
    From
    $43
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • There Are Tennis...
    • Central Heating
    • Horse Riding Nearby
    • Wi-Fi
    • TV
    • Shared Outdoor Pool...
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    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 that denote authentic Tuscan scenery. It is a fertile land, whose... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $867
    / Night
    Payment Protection
    View Details
    1 / 24
    4 Bedrooms / 9 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Watersports Nearby
    • Mountain Views
    • Game Room
    • Housekeeping...
    • Air Conditioning
    • Staffed Property
    • Pool Table
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Poggio Rosemary is a luxurious Tuscan traditional villa that offers its guests exclusive holiday with the comfort and tranquility of the Tuscan hills. Poggio Rosemary is a beautiful building from the beginning of 1600, completely renovated, with architecture typical of the Tuscan countryside... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $1,363
    / Night
    Payment Protection
    View Details
    1 / 47
    6 Bedrooms / 1 Bathroom / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Washer
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Balcony
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The most unforgettable Villa experience that you could ever have. Not only for the sheer luxury, the comforts of modern amenities, combined with the grand style of this magnificent establishment, but also for the location, tranquility and a breathtaking surrounding outdoor Tuscan landscape. We can... View all property information
    Make Inquiry
    Location Information
    Montespertoli, Province of Florence
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    From
    $549
    / Night
    Payment Protection
    View Details
    1 / 20
    10 Bedrooms / 8 Bathrooms / Sleeps 21
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Mountain Views
    • Washer
    • Grill
    • Air Conditioning
    • Private Outdoor...
    • Refrigerator
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $439
    / Night
    Payment Protection
    View Details
    1 / 21
    8 Bedrooms / 6 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Refrigerator
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Accommodations: Villa, 8 Bedrooms, 6 Baths (Sleeps 8-16) ' The villa with sleeps 16 stands in a panoramic position atop a hill overlooking onto the vineyards in the Florentine countryside, near the village of Montespertoli. The structure has been recently renovated (winter 2008-2009) and is... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $165
    / Night
    Payment Protection
    View Details
    1 / 4
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Central Heating
    • Horse Riding Nearby
    • Secure Parking
    • There Are Tennis...
    • Linens Provided
    • Grill
    • Wi-Fi
    • Safe
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    MIMOSA Property 105 sqm - Sleeps 4+2 The accommodation in this attractive property is on three levels. It is next to Edera at the rear of the farmhouse and has its own large terrace with fine views across the garden to the hills beyond. Entrance from the terrace into a bright sitting room with... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $219
    / Night
    Payment Protection
    View Details
    1 / 16
    Montagnana Val di Pesa
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Air Conditioning
    • Watersports Nearby
    • Wi-Fi
    • Horse Riding Nearby
    • Mountain Views
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    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
    Make Inquiry
    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    From
    $8,231
    / Week
    View Details
    1 / 26
    6 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Shared Yard
    • Private Outdoor...
    • Dishwasher
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Chianti is a wonderful villa for rent in the famouse chianti region in northern Tuscany close to florence, this Tuscan Villa can host up to 12+2 people, swimmingpool. Villa Chianti is a wonderful villa for rent in the famouse chianti region in northern Tuscany close to florence, this Tuscan... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $132
    / Night
    Payment Protection
    View Details
    1 / 14
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Secure Parking
    • Balcony
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    60 m2/645 ft2) Ground Floor: It has a private covered patio area with a table and chairs. It's an open space apartment, where you can find a large bedroom with a queen bed, a sofa bed and the living room with a fireplace. In an other room there the kitchen, full equiped with an oven, dishwasher... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $71
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (4) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 2
    traveler have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Satellite TV
    • There Are Tennis...
    • Dryer
    • Central Heating
    • Wi-Fi
    • Children's Pool
    • Horse Riding Nearby
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Le Torri Tuscany . 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
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed January 15, 2014
    Le Torri is truly a magical place located in the heart of Tuscany. Gabry and his family make you feel very welcome and truly want you to experience all that Italy has to offer...
    5 of 5 stars Reviewed December 6, 2012
    My wife and I toured the Amalfi Coast, Rome, Florence, Venice Lake Como and Cinque Terra before going to Tuscany. Those three and four day stays and tours were great...
    See all reviews
    From
    $977
    / Week
    Payment Protection
    View Details
    1 / 20
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Satellite TV
    • Washer
    • Horse Riding Nearby
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Villa Gasparri, stylish restored mansion on Chianti Hills, with private pool in exclusive use, is perfectly placed for exploring this fascinating area and glorious cities as Florence (25 km), Siena (55 km), San Gimignano (35 km), Pisa (60 km), offering a first class accommodation. Set in the... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $1,207
    / Week
    Payment Protection
    View Details
    1 / 20
    2 Bedrooms / 3 Bathrooms / Sleeps 5
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Fireplace
    • Central Heating
    • Grill
    • Private Outdoor...
    • Washer
    • Refrigerator
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Villa Il Nido (The Nest), part of an ancient mansion on Chianti hills, is perfectly named, nestled in a lovely park with centennial cypresses and olive trees, amidst the sweet bird song: a little heaven of quiet and beauty on a sea of hills rolling to the horizon. Only 5 minutes from Montespertoli... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $116
    / Night
    View Details
    1 / 12
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Central Heating
    • Washer
    • Shared Yard
    • Refrigerator
    • Parking
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    About this property
    Experience Chianti! Dive in the pool, swimming and enjoying our villa. Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    Get the List
    From
    $89
    / Night
    Payment Protection
    View Details
    1 / 21
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Central Heating
    • Washer
    • Horse Riding Nearby
    • Wi-Fi
    • Dryer
    • Children's Pool
    • There Are Tennis...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Le Torri Tuscany. Villa apartments with pool, 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
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $65
    / Night
    Payment Protection
    View Details
    1 / 14
    5 of 5 stars (4) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Linens Provided
    • Washer
    • Stove
    • Grill
    • Central Heating
    • Patio
    • Refrigerator
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed December 18, 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.
    5 of 5 stars Reviewed July 27, 2014
    Raffiacane is the perfect location if you want to experience much of Tuscany because many of the major cities are within 30 minutes to an hour from this location. Mastering the...
    See all reviews
    From
    $160
    / Night
    Payment Protection
    View Details
    1 / 20
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Satellite TV
    • Washer
    • Shared Outdoor Pool...
    • Air Conditioning
    • Ping Pong Table
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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. Residenze... View all property information
    Make Inquiry
    Location Information
    50055, Montespertoli, Province of Florence
    From
    $101
    / Night
    Payment Protection
    View Details
    1 / 20
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Horse Riding Nearby
    • Ping Pong Table
    • Satellite TV
    • Shared Outdoor Pool...
    • There Are Tennis...
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Giotto is a large apartment for 2 people located inside a typical Tuscan farmhouse. The apartment is composed of: built-in kitchen, living room with LCD TV, large bathroom also suitable for disables and double bedroom with queen-size bed. Residenze Piandaccoli is an old farmhouse divided into... View all property information
    Make Inquiry
    Location Information
    50055, Montespertoli, Province of Florence
    From
    $120
    / Night
    View Details
    1 / 12
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Shared Outdoor Pool...
    • Parking
    • Satellite TV
    • Central Heating
    • Washer
    • Refrigerator
    • Private Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    About this property
    Nice private villa with pool situated near the small town of Montespertoli, approx. 30 km from Florence away. This former barn has been recently and carefully restored preserving the original architectural features and turned into a welcoming house offering beautiful panoramic views over the... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $189
    / Night
    Payment Protection
    View Details
    1 / 11
    5 of 5 stars (1) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Patio
    • Stove
    • Internet Access
    • Linens Provided
    • Parking
    • Satellite TV
    • Shared Outdoor Pool...
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    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
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed June 2, 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
    From
    $117
    / Night
    Payment Protection
    View Details
    1 / 23
    4 of 5 stars (1) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stove
    • Parking
    • Shared Outdoor Pool...
    • Satellite TV
    • Linens Provided
    • Patio
    • Internet Access
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    About this property
    La Pergola is a 3-room apartment on the ground floor furnished with care and warmly. Living / Kitchen: Living room with sofa and armchairs, free WiFi, satellite TV, safe, table and chairs. Kitchen with 4 hotplates, microwave, fridge / freezer and utensils. 1 double bedroom with fan and 1 room... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    4 of 5 stars Reviewed August 11, 2013
    Although very hot, it was one of the best experiences for us. No worries and easy to travel to Firenze.
    See all reviews
    From
    $362
    / Night
    Payment Protection
    View Details
    1 / 16
    5 of 5 stars (3) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Mountain Views
    • Balcony
    • Refrigerator
    • Horse Riding Nearby
    • Watersports Nearby
    • Air Conditioning
    • Linens Provided
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars 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...
    5 of 5 stars Reviewed March 6, 2015
    AFFASCINANTE!!! Immerso nelle bellezze della campagna Fiorentina. Un soggiorno magico nella vera tradizione toscana. Il personale fantastico e sempre gioioso, merita un...
    See all reviews
    From
    $1,536
    / Week
    Payment Protection
    View Details
    1 / 35
    4 of 5 stars (1) Very good
    6 Bedrooms / 3 Bathrooms / Sleeps 13
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Horse Riding Nearby
    • Fireplace
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    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
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    4 of 5 stars 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
    From
    $75
    / Night
    View Details
    1 / 12
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Central Heating
    • Grill
    • Washer
    • Shared Outdoor Pool...
    • Fireplace
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    About this property
    Beautiful property with swimming-pool comprising 3 apartments situated in panoramic location on the hills surrounding Florence. The 3 units are nicely furnished in a rustic style and provide furnished outdoor areas. The owners live in a fourth apartment on the premises and take care of the... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $362
    / Night
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Linens Provided
    • Mountain Views
    • Stove
    • Refrigerator
    • Fireplace
    • Parking
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    At Castello Sonnino you have the chance to stay in an exclusive apartment situated in the thirteenth-century tower. 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... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed March 6, 2015
    Castello Sonnino is a beautiful property within 1 hour drive of Florence. Castello Sonnino is a wonderful place located in a nature reserve. Formerly a medieval castle, the...
    See all reviews
    From
    $494
    / Night
    Payment Protection
    View Details
    1 / 18
    5 of 5 stars (1) Excellent
    Montagnana Val di Pesa
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Grill
    • Terrace
    • Secure Parking
    • Wi-Fi
    • Linens Provided
    • There Are Tennis...
    • Balcony
    • Horse Riding Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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. 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
    Make Inquiry
    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    5 of 5 stars 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
    From
    $867
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (4) Excellent
    8 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Game Room
    • Housekeeping...
    • Mountain Views
    • Satellite TV
    • Pool Table
    • Wi-Fi
    • Air Conditioning
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Elegant and historical farm house situated on the top of a hill, between Florence and Siena, Poggio Rosemary is an elegant Tuscan farmhouse set in a beautiful garden and stunning views over the rolling hills of this wonderful Chianti region. Beautifully decorated and designed with style and taste.... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed June 10, 2015
    Our very warm and caring hosts helped make our stay an exceptionally memorable one. Thank you Egle and Claudia!!!! From the beautifully furnished spacious rooms, a kitchen...
    4 of 5 stars Reviewed February 4, 2015
    We are a family with three children, we enjoyed the location. Very nice villa and great swimming pool. Relaxing and quiet garden with possibility to enjoy great barbeque. Great...
    See all reviews
    From
    $165
    / Night
    Payment Protection
    View Details
    1 / 8
    5 of 5 stars (9) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Horse Riding Nearby
    • Wi-Fi
    • Fireplace
    • Patio
    • Air Conditioning
    • Stereo System
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This traditional Tuscan barn has been lovingly restored by the current owner to a very high standard. They have maintained all of the original charm whist making it a luxurious and stylish holiday home. On the ground floor there is a family room with a comfortable double sofa bed, this room has a... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed October 13, 2014
    For all of you out there that have seen the movies about Tuscany with the incredible vistas and amazing winding country roads with the Cypress trees and Umbrella Pine trees, well...
    5 of 5 stars Reviewed August 30, 2014
    I stayed here solo while visiting a friend who lives nearby. The Barn is in the small courtyard of a grouping of renovated houses formed from a centuries old convent. The house...
    See all reviews
    From
    $571
    / Week
    View Details
    1 / 11
    2 Bedrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Dishwasher
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This stylish, single-storey holiday cottage is situated in a quiet location in the grounds of the owners' home, with beautiful views of the surrounding countryside. The house is air-conditioned, well decorated and furnished with taste and provides the ideal holiday base for a small family wanting... View all property information
    Make Inquiry
    Location Information
    Montespertoli, Province of Florence
    From
    $76
    / Night
    Payment Protection
    View Details
    1 / 16
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Location Information
    Montespertoli, Province of Florence
    5 of 5 stars Reviewed September 3, 2013
    My husband and I have known Paul and Linda since 1978 and we've followed along with their careers and lives all this time. The innovation of the holiday apartment rental was a...
    See all reviews
    From
    $527
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    6 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Deck
    • Private Outdoor...
    • Housekeeping...
    • TV
    • Central Heating
    • There Are Tennis...
    • Horse Riding Nearby
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Our VILLA CASA DI MONTE is a country-villa that dates back to the beginning of the XIX Century and that has been recently restored preserving the original structure of the house. The whole villa consists of 2 units, but we only rent the VILLA all together to a single group at a time, as in fact as... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed July 16, 2015
    Our family 6 adults and 5 children rented this villa in June for our anniversary. It was absolutely gorgeous. The kids loved the pool ! Close drive to many great places in...
    See all reviews
    From
    $1,427
    / Night
    Payment Protection
    View Details
    1 / 21
    5 of 5 stars (2) Excellent
    13 Bedrooms / 14 Bathrooms / Sleeps 29
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Private Outdoor...
    • TV
    • Central Heating
    • There Are Tennis...
    • Staffed Property
    • Housekeeping...
    • Pool Table
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Our ancient master-house called COLONICA villa, has been recently restored originating a villa made of 9 bedrooms (of which 5 double-bedrooms and 4 rooms that can be used as triple-, twin- or double-bedrooms), 10 bathrooms (each one with shower, bidet, wc, basin; one is suitable for handicapped... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed July 9, 2015
    Our stay at Pondere Le Rondini was great. Each bedroom had a private bathroom and the grounds were beautiful. The owner Nicholi was awesome and very responsive. We were provided...
    5 of 5 stars Reviewed April 24, 2015
    My husband and I, along with our daughter’s family (4 adults, 3 children) spent a fantastic 7 days with Nicola and his family at Podere Le Rondini. Our accommodations in...
    See all reviews
    From
    $110
    / Night
    Payment Protection
    View Details
    1 / 8
    5 of 5 stars (1) Excellent
    Montagnana Val di Pesa
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Washer
    • Horse Riding Nearby
    • Patio
    • TV
    • There Are Tennis...
    • Central Heating
    • Wi-Fi
    • Swingset
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The apartment orange and cinnamon, is a lovely 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 to eat. Romantic double bedroom,... View all property information
    Make Inquiry
    Location Information
    50025, Montagnana Val di Pesa, Montespertoli
    5 of 5 stars Reviewed May 11, 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
    From
    $361
    / Night
    View Details
    1 / 32
    8 Bedrooms / 6 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • Private Outdoor...
    • Parking
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $77
    / Night
    Payment Protection
    View Details
    1 / 13
    5 of 5 stars (1) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Water Park Nearby
    • Horse Riding Nearby
    • Wi-Fi
    • TV
    • There Are Tennis...
    • Central Heating
    • Refrigerator
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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. The location is very convenient because you can reach easily the most beautiful places in Tuscany, very close to Chianti and to the... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars 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
    From
    $154
    / Night
    Payment Protection
    View Details
    1 / 27
    5 of 5 stars (3) Excellent
    2 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool...
    • Wi-Fi
    • Dryer
    • Refrigerator
    • Balcony
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    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. Surrounded by thirty hectares of vineyards, olive groves, and woodlands, only 30 km from Florence, in... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed April 10, 2015
    We stayed in the 5 bedroom apartment at the beginning of April 2015, the apartment had just been updated, all bathrooms brand new, the mattresses are extremely comfortable and the...
    5 of 5 stars Reviewed September 1, 2014
    Beautiful location and accomodation. Amazing views and very helpful caretakers (Mr Rabal singh & family). Will definitely be going back to La Rocca.
    See all reviews
    From
    $88
    / Night
    Payment Protection
    View Details
    1 / 23
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Horse Riding Nearby
    • There Are Tennis...
    • Satellite TV
    • Refrigerator
    • Central Heating
    • Shared Outdoor Pool...
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This beautiful and well equipped apartment with exposed beams and terracotta floor,sits on a large estate (10.000 square meters) with olive groves and vineyards with pool directly by the house.It is well connected to the most important Tuscan cities. Polvereto is set on 2 levels (both with access... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed January 27, 2015
    Really nice and hospitable landlord! Super comfortable and familial atmosphere. The landscape is just amazing, it is in the middle of beautiful Tuscan vineyards. You can reach a...
    See all reviews
    From
    $86
    / Night
    Payment Protection
    View Details
    1 / 6
    5 of 5 stars (1) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Washer
    • Refrigerator
    • Shared Outdoor Pool...
    • Wi-Fi
    • TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    About this property
    Spacious apartment that can accommodate up to 4 people in the beautiful Area of Chianti. Apartment complete with all the necessary comforts for your holiday in the heart of Tuscany. The apartment is equipped with: * Wood burning fireplace * Climate * Refrigerator * Dishwasher... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed July 24, 2014
    We spent 4 days in this amazing farm holiday. The apartment was very spacious and comfortable, the owners very hospitable. I still have in my eyes the wonderful sunset from the...
    See all reviews
    From
    $68
    / Night
    View Details
    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Central Heating
    • Grill
    • Fireplace
    • Shared Outdoor Pool...
    • Refrigerator
    • Dishwasher
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    About this property
    Welcoming portion of an ancient farmhouse situated on hills surrounding Florence. This property was carefully restored and turned into 7 units (5 of which in the main house of the state and the remaining 2 created by restoring 2 former barns). The unit “La Stalla” is on the ground floor and offers... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $110
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    5 of 5 stars Reviewed June 25, 2015
    Poppiano Hill in Chianti was a nice place to stay in. Susanne was very helpful, communicative and made efforts to talk to us every day. We were extremely late on first day and she...
    See all reviews
    From
    $121
    / Night
    Payment Protection
    View Details
    1 / 49
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Wi-Fi
    • Ping Pong Table
    • There Are Tennis...
    • Housekeeping...
    • Children's Pool
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Tenuta Moriano is part of an antique territory, the Chianti, dedicated to the agricultural tradition and culture of its wines. Immersed by the atmosphere of the Tuscan country and located very closely to the heart of one of the most antique art cities in the entire world. Tenuta Moriano is like an... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $2,574
    / Week
    Payment Protection
    View Details
    1 / 36
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $132
    / Night
    Payment Protection
    View Details
    1 / 27
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Refrigerator
    • Washer
    • Dryer
    • Satellite TV
    • Internet Access
    • Garage
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Casa Belguardo is a former ancient stone kiln on two levels that has recently been renovated to create a beautiful hilltop villa surrounded by one of the most stunning landscapes of the Chianti district filled with olive-groves and vineyards. Poppiano is a charming medieval village dominated by... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence
    From
    $86
    / Night
    View Details
    1 / 11
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Washer
    • Parking
    • Shared Yard
    • Central Heating
    • Refrigerator
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    About this property
    Experience Chianti! Dive in the pool, swimming and enjoying our villa. Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part... View all property information
    Make Inquiry
    Location Information
    50025, Montespertoli, Province of Florence