We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals and Homes in Monticiano, Italy

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    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 30 Rentals in Monticiano
    loading...
    Sort by
    From
    €70
    / Night
    Payment Protection
    View Details
    1 / 20
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    From
    €60
    / Night
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    From
    €1,100
    / Night
    Payment Protection
    View Details
    1 / 20
    4.5 of 5 stars (2) Very good
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Reviews (2) Make Enquiry
    From
    €70
    / Night
    Payment Protection
    View Details
    1 / 15
    4.5 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 5
    traveller have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The apartment (60m2 - approx. 600 sqf) is located on the top floor and is made up of 4 beautifully-decorated rooms with a light blue pastel colour motif. The holiday flat has one double bedroom, with ample storage space and in the living room there is a double sofabed. Mansarda has one bathroom... View all property information
    Make Enquiry
    Location Information
    53015, Monticiano, Province of Siena
    4 of 5 stars Reviewed 9 April 2015
    Pilar and Grazziele are amazing hosts. Pilar speaks english so it makes everything easier. You can go easily to Siena, Montepulciano or Firenze by car in less than an hour...
    5 of 5 stars Reviewed 19 August 2014
    Ho affittato per conto di amici che venivano a trovarmi una settimana questo appartamento. E' perfettamente arredato, attrezzato con tutto il necessario ed anche di più e...
    See all reviews
    From
    €70
    / Night
    Payment Protection
    View Details
    1 / 23
    5 of 5 stars (1) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    5 of 5 stars Reviewed 20 December 2014
    Consiglio a tutti questo bellissimo luogo per una vacanza all'insegna del relax. All'interno del podere c'è una grande piscina con vista panoramica. Si può soggiornare nelle...
    See all reviews
    From
    €60
    / Night
    Payment Protection
    View Details
    1 / 33
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (5) Make Enquiry
    5 of 5 stars Reviewed 18 July 2012
    I have been at the Podere Leccetro in June 2012 - was looking for a nice and quiet place to write. Must say that it was a good choice, the renovated flat is of an excellent...
    4 of 5 stars Reviewed 24 August 2014
    Il podere leccetro è stata per noi una esperienza unica, la cordialità, l´ospitalità, e la sempre disponibilità di Francesco e la sua compagna, uniti all´amore per questa terra e...
    See all reviews
    From
    €114
    / Night
    Payment Protection
    View Details
    1 / 15
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Romantic 02 people middle floor 36 sq.mt apartment in traditional Tuscan villa. Authentic interiors with terracotta floors and chestnut wood beamed ceilings. Double bed. Bathroom with shower. Designer ceiling fan for summer cooling. Essential food facilities: 2-ring gas hob, extractor, sink,... View all property information
    Make Enquiry
    Location Information
    53015, Monticiano, Province of Siena
    From
    €35
    / Night
    Payment Protection
    View Details
    1 / 20
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Podere Pecorino is located a few kilometers from Monticiano, a typical medieval Tuscan stone village perched on the top of a hill south of Siena. Just 10minutes drive from the famous San Galgano Abbey, 45minutes from Siena and about 1hour from the Mediterranean coast this undiscovered area of... View all property information
    Make Enquiry
    Location Information
    53011, Monticiano, Province of Siena
    From
    €110
    / Night
    Payment Protection
    View Details
    1 / 16
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Cozy 02 people first floor34 sq.mt. apartment in Tuscan villa. Authentic interiors with terracotta floors and chestnut wood beamed ceilings. Double bed. Bathroom with shower. Designer ceiling fan for summer cooling. Essential food facilities: 2-ring gas hob, extractor, sink, small fridge and... View all property information
    Make Enquiry
    Location Information
    53015, Monticiano, Province of Siena
    From
    €124
    / Night
    Payment Protection
    View Details
    1 / 20
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Romantic and charming 02 people 50 sq.mt first floor apartment in traditional Tuscan villa. Authentic interiors with terracotta floors and chestnut wood beamed ceilings. Double bed. En suite bathroom with shower. Designer ceiling fan for summer cooling. Essential food facilities: 2-ring gas hob,... View all property information
    Make Enquiry
    Location Information
    53015, Monticiano, Province of Siena
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    €124
    / Night
    Payment Protection
    View Details
    1 / 14
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Romantic, charming 02 people 52 sq.mt second floor attic apartment in traditional Tuscan villa. 0 Authentic interiors with terracotta floors and chestnut wood beamed ceilings. Double bed. En suite bathroom with shower. Designer ceiling fan for summer cooling. Essential food facilities: 4-ring... View all property information
    Make Enquiry
    Location Information
    53015, Monticiano, Province of Siena
    From
    €350
    / Week
    Payment Protection
    View Details
    1 / 4
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    From
    €50
    / Night
    Payment Protection
    View Details
    1 / 19
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    From
    €79
    / Night
    Payment Protection
    View Details
    1 / 24
    1 Bedroom / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    From
    €79
    / Night
    Payment Protection
    View Details
    1 / 82
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    'Il Casale', 4-room house 110 m2 on 2 levels, on the ground floor, rustic and cosy furnishings: living/dining room with open-hearth fireplace and satellite TV. Exit to the patio. Open kitchen (4 hot plates, mini-oven, oven, dishwasher) with dining table, open-hearth fireplace. Exit to the garden.... View all property information
    Make Enquiry
    Location Information
    53015, Monticiano, Province of Siena
    From
    €177
    / Night
    Payment Protection
    View Details
    1 / 22
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    From
    €1,818
    / Week
    Payment Protection
    View Details
    1 / 8
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A very peaceful and relaxing location, Podere Il Poggetto is an attractive old stone Tuscan house set in its own private grounds, in a panoramic position overlooking a green landscape of wooded hills. There is a swimming pool which is surrounded by small fir trees giving shade on hot summer days.... View all property information
    Make Enquiry
    Location Information
    52020, Monticiano, Province of Siena
    From
    €500
    / Week
    View Details
    1 / 19
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Casa Prospero C is a welcoming two-story apartment surrounded by the vegetation. It sleeps five people. From Casa Prospero C you will have a pleasant view of the Tuscan hills and of the surrounding countryside. Casa Prospero C is 60 square meters (645 square feet). It features a shared swimming... View all property information
    Make Enquiry
    Location Information
    Monticiano, Province of Siena
    From
    €1,100
    / Night
    View Details
    1 / 28
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Exteriors This rental villa has been restored maintaining authentic, tasteful rustic Tuscan style and has a 11 x 6 x 190 chlorine free salt-water swimming pool. Its landscaped gardens offer a variety of indigenous essences and bushes, with pergolas and plenty outdoor areas with garden... View all property information
    Make Enquiry
    Location Information
    53015, Monticiano, Province of Siena
    From
    €2,138
    / Night
    View Details
    1 / 23
    9 Bedrooms / 10 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Villa Leccio is a world apart set in a charming and peaceful place where guests can truly relax and rediscover a calmer pace of life, away from the city. The villa is nesteled in the beautiful unspoiled widerness of a natural reserve. It is close to Siena and to San Galgano Abbey with the famous... View all property information
    Make Enquiry
    Location Information
    53015, Monticiano, Province of Siena
    Get the List
    From
    €500
    / Week
    View Details
    1 / 20
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Casa Prospero B is a welcoming apartment surrounded by meadows and by green hills. It sleeps four people. It is appoximately 50 square meters (540 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 6 km (3.7 miles) from Iesa Palazzo, where you... View all property information
    Make Enquiry
    Location Information
    Monticiano, Province of Siena
    From
    €640
    / Week
    View Details
    1 / 19
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Casa Prospero A is a pleasant and spacious apartment surrounded by meadows and by green hills. It sleeps four people. It is appoximately 50 square meters (540 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 6 km (3.7 miles) from Iesa... View all property information
    Make Enquiry
    Location Information
    Monticiano, Province of Siena
    From
    €500
    / Week
    View Details
    1 / 20
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Casa Prospero F is a characteristic apartment surrounded by the vegetation. It sleeps four people. It is appoximately 100 square meters (1076 square feet). It features a shared swimming pool, a private garden, air conditioning (please read description below to check in which rooms the units are... View all property information
    Make Enquiry
    Location Information
    Monticiano, Province of Siena
    From
    €7,894
    / Week
    View Details
    1 / 81
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Villa Leccio is a world apart, set in a charming and peaceful place where guests can truly relax and discover a slower pace of life away from the city.The villa is nestled in the beautiful, idyllic wilderness of a natural reserve. It is close to Siena and to San Galgano Abbey with the famous 'sword... View all property information
    Make Enquiry
    Location Information
    Monticiano, Province of Siena
    From
    €500
    / Week
    View Details
    1 / 19
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Casa Prospero D is a characteristic apartment surrounded by meadows and by green hills. It sleeps three people. From Casa Prospero D you will have a fascinating view of the Tuscan countryside and of the vineyards. Casa Prospero D is 100 square meters (1076 square feet). It features a shared... View all property information
    Make Enquiry
    Location Information
    Monticiano, Province of Siena
    From
    €500
    / Week
    View Details
    1 / 18
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Casa Prospero E is a graceful apartment surrounded by the vegetation. It sleeps four people. From Casa Prospero E you will have a view of the swimming pool and of the garden and of the surrounding countryside. Casa Prospero E is 100 square meters (1076 square feet). It features a shared swimming... View all property information
    Make Enquiry
    Location Information
    Monticiano, Province of Siena
    From
    €120
    / Night
    Payment Protection
    View Details
    1 / 13
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Apartment with living-dining area, kitchen corner , 2 double bedroom , bathroom with shower. TV SAT, iron and iron board, freezer, oven, high chair. Beautiful farmhouse built with handmade 18th century bricks and surrounded by the peace and quiet of the hills around Siean, on the border of Umbria... View all property information
    Make Enquiry
    Location Information
    Monticiano, Province of Siena
    From
    €1,832
    / Week
    View Details
    1 / 24
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    The villa, a typical Tuscan country house, has been carefully renovated in keeping with the traditional style and character, with wood beams and terra cotta floors and tastefully furnished with antique pieces and modern facilities. The property is surrounded by an extensive garden and provided with... View all property information
    Make Enquiry
    Location Information
    53030, Monticiano, Province of Siena
    From
    €14,950
    / Week
    View Details
    1 / 24
    14 Bedrooms / 14 Bathrooms / Sleeps 27
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    About this property
    This exclusive luxury villa nestled in the hills of the Tuscan countryside in the south of the province of Siena offers top-quality accommodation completed by first-class services and panoramic views in a natural biogenetic reserve in the Val di Merse. Villa Osservatorio is located well off the... View all property information
    Make Enquiry
    Location Information
    53015, Monticiano, Province of Siena
    From
    €1,181
    / Week
    View Details
    1 / 12
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    About this property
    Large and beautiful farmhouse (220m2) located in a small wooded valley, in absolute tranquility and isolation. The house is located at the heart of 50 hectares of olive and cork trees, inside the Val di Farma Natural Reserve. Here it is easy to come across blackbirds, deer, wild boar and with a... View all property information
    Make Enquiry
    Location Information
    00000, Monticiano, Province of Siena