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.

Montalcino Holiday Rentals

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.
Check In Check Out
    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}
    View Map
    Price
    per night
    £308 Average
    |||
    |||
    £0£1,000+
    Suitability
    More filters
    Travellers to Montalcino are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 188 Rentals in Montalcino
    Sort by:
    Default
    Podere Ferranino Townhouses -Brunelleschi1 / 37
    (7)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Podere Ferranino Townhouses- Alberti1 / 49
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Podere Ferranino Townhouses-Fra Angelico1 / 31
    (11)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Podere Ferranino Townhouses- Cimabue1 / 37
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2016
    We rented one of the renovated houses. First off i have to say that the renovation has been done close to perfection. They managed to incorporate all modern equipment without...
    Reviewed 19 June 2016
    Recently stayed one week in this fabulously restaured Villa. Everything from the outside patio, the pool, the quality of the beds, the linnen and kitchen supplies was excellent...
    See all reviews
    About this property
    5 Townhouses<BR>Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five townhouse apartments. The apartments vary in size from two bedrooms with one bath to four bedrooms with three baths. Each apartment has the original carriage house doorway enclosed with a...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Minnie's Cottage in Tuscany, casa tua a Montalcino1 / 20
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Parking
    • Wi-Fi
    • Terrace
    • Outdoor Dining Area
    • Washer
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2015
    I bumped into this lovely cottage few months ago while I was searching for a relaxing comfy place right in the heart of Montalcino to spend few days away from everything but...
    Reviewed 21 June 2015
    A charming cottage straight out of a Frederico Fellini movie, in an idyllic setting. It was like having our own Tuscan summer house, complete with the rustic kitchen table, the...
    See all reviews
    About this property
    View all property information
    Location Information
    53024, Sant'Angelo in Colle, Montalcino
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Enquiry
    I MELOGRANI I:5 BDR Tuscan villa,view,pool ,WiFi1 / 52
    (12)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Porch
    • Washer
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2016
    Perfect for our family of 10 - 3 generations. Lovely stone villa set in the gorgeous rolling hillside of Tuscany, Large spacious rooms with every amenity and comfort. All...
    Reviewed 17 August 2016
    5 stars for this wonderful home, our hosts Federica and Lorenzo, and our chef Grazia. Everything about this place is wonderful. Majestic views of the Tuscan countryside from...
    See all reviews
    About this property
    You could not ask for a more special place in which to celebrate an important anniversary or simply spend a vacation with your family and friends ! I Melograni is a beautiful antique,indipendent, "casale" with a large fenced swimming pool (5x12 mt), 1km away (walking distance!) from the village...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    Comfort and style in the Siena counrtyside,1 / 21
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Wi-Fi
    • Central Heating
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2015
    Simona and Michele were perfect hosts for our family week in Toscany. The Villa is magnificent offering a beautiful setting for a relaxing stay. It is ideally located for...
    Reviewed 4 September 2013
    We have just returned from a truly memorable stay in Siena. The villa is perfect! Beautifully decorated, light and airy and a huge living space - perfect for families or large...
    See all reviews
    About this property
    One of three unique and charming apartments in a XVI century villa situated in the wonderful Siena countryside a few kms from Montalcino, in the natural park of the Val d'Orcia, a precious architectural and natural context.<BR><BR>Here you will feel embraced by the fascinating old architecture of...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 4 Bedrooms, 5 Bathrooms, Sleeps 9
    Make Enquiry
    Charming Tuscan villa with pool, Montalcino, Siena1 / 24
    (7)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Parking
    • Grill
    • Satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2015
    The villa was everything we imagined a villa in Tuscany would be like. It was charming and spacious; the grounds beautiful - cypresses, lavender and of course the inviting pool...
    Reviewed 20 July 2015
    We just got back from a week at Simona and Michael's fabulous villa and I'm already planning another trip! The house itself is absolutely beautiful, exactly what you imagine...
    See all reviews
    About this property
    One of three unique and charming apartments in a XVI century villa situated in the wonderful senese countryside a few km's from Montalcino, in the natural park of the Val d' Orcia, a precious architectural and natural context.<BR>Here you will feel embraced by the fascinating old architecture of...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
    Make Enquiry
    I MELOGRANI II: 3BDR Tuscan villa,view,pool,WiFi1 / 30
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I MELOGRANI II is a section of a villa settled in the heart of Siena countryside :I MELOGRANI I. WHEN THIS PART OF THE HOUSE IS RENTED THE OTHER PART REMAINS CLOSED AND VACANT. This beautiful house is surrounded by a fenced olive grove with private pool (6x 5), lawn, stunning view on rolling...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    Glorious historic Tuscan villa , pool,WIFI,AC1 / 58
    (10)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 November 2015
    I recently stayed here with 11 of my friends for our 50th birthdays. When we walked into the home all I could say was, "Wow!" The location was amazing among the hills...
    Reviewed 9 October 2015
    A group of us descended upon this villa in September for about a week. The villa is incredibly comfortably furnished, and the location and views are amazing. We kept walking...
    See all reviews
    About this property
    A beautiful old historic family house with a large hanging garden and fenced swimming pool (6x12) nestled in the middle of a tiny village, San Giovanni d'Asso, in the Siennese countryside: the comfort to be in a village and the privacy of a place hidden at the sight. Becoming somewhat familiar...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Fonte Aulente Montalcino1 / 26
    (30)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Central Heating
    • Outdoor Dining Area
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 November 2016
    Our family thoroughly enjoyed this stay in Tuscany. My husband and I have been to Italy many times, but this is the first time we brought the kids with us. (Ages 3 and 6...
    Reviewed 26 April 2016
    My wife and I could not have been more pleased with our recent stay at Fonte Aulente Montalcino. The property was exactly as described in it its listing and was perfect in every...
    See all reviews
    About this property
    Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored and surrounded by beautiful garden-park, 2 km from the center of Montalcino, in a panoramic position with amazing views over the Tuscan hills. The apartment is a part of the old farmhouse, with its own entrance. The...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Enquiry
    Casa Lorenzo: Charming Tuscan house,pool, AC,WiFi1 / 39
    (11)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2016
    From the time I first corresponded with Federica, I knew this place was special. She was so very helpful. Because we were not arriving until late, she arranged for a cook...
    Reviewed 1 September 2016
    The house and the terrace with small pool are very nice.We enjoied the stay thanks to the very nice location and the lack of any setbacks.In the country side of Siena...
    See all reviews
    About this property
    Casa Lorenzo is a small indipendent antique house suitable for 5 +1. "what a beautiful charming house you have;we expecially enjoyed the view from the pool ;unparalleded beauty! San Giovanni is a wonderful little town..although we enjoyed all of our day excursion to Montalcino,Montepulciano etc. we...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
    Make Enquiry
    CASALE TOSCANO VICINO A MONTALCINO PER FAMIGLIE1 / 13
    (1)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Shared Garden
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2016
    We rented Casa di Maria for four nights and it was perfect for our family of 5 (three teenagers 14,16, and 19). We wished we could have stayed longer. We met Angela - along...
    See all reviews
    About this property
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Balcony
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy winelovers' paradise in Montalcino from the beautifully renovated and spacious apartment - Casa Brunello di Montalcino - in the 17th century building with some nice original pieces, combining the traditional Tuscan countryside look with modern high-quality furniture and design. From the 30...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in our beautifully restored townhouse in the historic heart of this prestigious hill town famous for Brunello wine, 30 mins south of Siena. Travertine worktops, marble bathrooms, terracotta floors and chestnut beams. Our property is a three-storey townhouse recently restored using the best...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Il Giardino1 / 19
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Grill
    • Patio
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2014
    We first visited in 2004 when our first grandchild was only 9 months old. Since then we have returned every year and our second grandchild was only 3 months old when she first...
    Reviewed 16 June 2014
    Looking for a house in Tuscany for a couple of weeks this the summer? Then I would happily recommend Il Giardino. It is a lovely country house situated in the prettiest part...
    See all reviews
    About this property
    +Dream house in idyllic setting beautifully restored by the Anglo-Irish artist/owner. Of a pleasing architecture of warm sienese bricks, in perfect conditions, the house offers an atmosphere of extreme comfort and relaxation. Pool decoratively immersed in herbs, roses, lavender, surrounded by...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Suite d'Artista: Basile1 / 18
    (3)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Parking
    • Shared Garden
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2015
    The studio is exactly as pictured with all the amenities listed by the other reviewers. It is a very well thought out and well designed space in a beautiful, peaceful location...
    Reviewed 9 June 2014
    We loved our stay! The apartment is great, nice, clean and ventilated! There were many amenities in our room and there was even a Nespresso machine! The location is also very...
    See all reviews
    About this property
    Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming pool, Jacuzzi, steam bath, gazebo, barbeque,...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Make Enquiry
    wonderful hamlet apartments -Clementina1 / 23
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Parking
    • Shared Garden
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Private Garden
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The barn is part of a 19th century farm complex. It has been sympathetically renovated to its original beauty by focusing on the conservation of its impressive stone walls, Tuscan-style roofline, and rustic ceiling with beams. The main part of the barn is an open-space loft. The two bedrooms have...
    View all property information
    Location Information
    58033, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Parking
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53024, Castelnuovo dell'Abate, Montalcino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Shared Garden
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming pool, Jacuzzi, steam bath, gazebo, barbeque,...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Central Heating
    • Satellite TV
    • DVD Player
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The farm-house is finely fitted-out, floors are in baked-clay Sienese cotto and ceilings are of traditional tile-and-beam. The layout consists of: a kitchen; a sitting-room with couches; 3 bedrooms - a triple and 2 doubles - with wrought-iron beds; and 4 bathrooms, each with a shower. Recent...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
    Make Enquiry
    Minnie's Cottage in Tuscany1 / 67
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Outdoor Dining Area
    • Terrace
    • Balcony
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2016
    We had a lovely weeks stay in Minnie's Cottage.The cottacge had everything we needed, very homely with the addition of a very friendly, well behaved cat, (Sophia), who stayed...
    Reviewed 12 August 2016
    Delicious hosting, fantastic Place, Nice Village vith two delicious Restaurant walking distant. Strategic location colse to The main attraction of The area
    See all reviews
    About this property
    We are in Sant'Angelo in Colle, a suburb of Montalcino, surrounded by the most beautiful Brunello vineyards. We offer a cosy 2-floor terrace house in typical Tuscan style, with wooden beam ceilings and a colourful, warm ambiance, offering every comfort for up to five guests. <BR>Minnie's Cottage...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Podere Ferranino Townhouses-Duccio1 / 29
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Mountain Views
    • Satellite TV
    • Patio
    • Wi-Fi
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 Townhouses<BR>Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five duplex townhouse apartments. The apartments vary in size from two bedrooms with one bath to four bedrooms with three baths. Each apartment has the original carriage house doorway enclosed with...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    CASALE TOSCANO AL PRIMO PIANO VISTA PANORAMICA1 / 9
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Garden
    • Washer
    • Grill
    • Central Heating
    • Mountain Views
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Cozy Collection of Villas in Tuscany1 / 30
    (49)Excellent
    14 Bedrooms, 14 Bathrooms, Sleeps 26 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Air Conditioning
    • Patio
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2017
    Matteo was a great host. Our stay was very enjoyable. The setting is as beautiful as all the pics! The cellar was terrific to see and the wine - even better!!
    Reviewed 13 July 2015
    A perfect place to recover from the excitement and craziness of the big cities amidst stunning scenery, food and wine. Matteo went out of his way to make sure we had a wonderful...
    See all reviews
    About this property
    PLEASE NOTE: THE PROPERTY IS DIVIDED INTO EIGHT SELF CONTAINED APARTMENTS, EACH SLEEPING 2-4 PEOPLE. THIS LISTING IS FOR A SINGLE APARTMENT. IF YOU CANNOT FIND YOUR DESIRED AVAILABILITY, PLEASE CONTACT US AND WE WILL TRY TO FIND A SUITABLE ARRANGEMENT. RATES VARY ACCORDING TO APARTMENT SIZE AND...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 14 Bedrooms, 14 Bathrooms, Sleeps 26
    Make Enquiry
    Rondini - Apartment with Tuscany landscape views1 / 31
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Grill
    • Washer
    • Parking
    • Satellite TV
    • Patio
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 October 2016
    Wonderful charming house, atmosphere, you feel at home. We were a family of 6.The house was perfect, nothing was missing. Very nice accommodation, very clean, Unforgettable...
    See all reviews
    About this property
    Finding your place in the world is the result of the efforts and dreams of a lifetime. Today such a place exists; it is found halfway between Siena and Montalcino and is called Rondini. Take the dirt road that from the small town of Torrenieri winds through the gentle hills of Val d'Orcia. After a...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    La Palazzetta di Luca e Flavio Fanti1 / 12
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We don't know where to start. This was a wonderful location, a small and very quiet town, very accessible (we are traveling by car). This family will welcome you and treat you...
    See all reviews
    About this property
    On the hill with view on the S.Antimo Church, 100 meters from the medieval village of Castelnuovo dell'Abate, is the country house La Palazzetta with 3 separate apartments; everyone has room, kitchen and bathroom. Outside the property have large open spaces: a garden with barbecue area and gazebo,...
    View all property information
    Location Information
    53024, Castelnuovo dell'Abate, Montalcino
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Internet Access
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome at Montelifrè's castle Montelifrè is a medieval village still owned by the ancient and noble family Martinozzi.The hamlet is one of the oldest military buildings in Crete senesi and Valdorcia, in Tuscany, one ofthe most beautiful italian regions. Montelifrè is near Pienza, Montalcino,...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    [L A Y O U T] Ground Floor: Large living/dining room with fireplace; kitchen; small kitchen; dining room; sitting room; all the above rooms open onto courtyard; double bedroom bathroom. First Floor: Living room; two sitting rooms; four double bedrooms with en-suite bathroom (one of which with...
    View all property information
    Location Information
    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Poggio Rubino, la casa di Idolina1 / 21
    (1)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Private Room - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Studio, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. Alborata is an old Tuscan farmhouse entirely built in stone, dating to the beginning of the last century and situated not far from the village of San Giovanni d’Asso, in the unmistakable and characteristic countryside of the Crete Senesi. During the recent, careful renovation...
    View all property information
    Location Information
    53100, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 5 Bathrooms, Sleeps 10
    Make Enquiry
    Country house,Montalcino, Tuscany, TENUTA CANINA1 / 45
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    • Central Heating
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2016
    A lovely comfortable well cared for villa set in a glorious location with a great pool. We went as a family (all adults) and really enjoyed the place. Stunning views of the area...
    See all reviews
    About this property
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    B&B in centro storico Montalcino Val D'Orcia1 / 6
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Central Heating
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2016
    The room is so clean with self service breakfast that Gigliola and her husband provided. They r so kind,recommended the best restaurant and places to visit.
    See all reviews
    About this property
    Per chi ama trascorrere il proprio tempo libero o le vacanze a Montalcino e godersi lo stupendo paesaggio della Val D'orcia, il Bed and Breakfat Il Sogno del Musicista è il luogo ideale dove fermarsi. Il b&b ha tre ampie camere,con bagno privato, tv e connessione wi fi gratuita. Si trova nel...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Garden
    • Grill
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Finding your place in the world is the result of the efforts and dreams of a lifetime. Today such a place exists, it is found halfway between Siena and Montalcino and is called Farfalle. Take the dirt road that from the small town of Torrenieri winds through the gentle hills of Val d'Orcia. After a...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Studio, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • Washer
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Le Macine is a farmhouse which the owners finished renovating with great skill in 2011. It dates to the beginning of the 20th century and its name derives from the fact that along the entrance drive are present two antique millstones of an old oil mill. The renovation was...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bathrooms, Sleeps 6
    Make Enquiry
    Casa Giovanni1 / 22
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2013
    My wife and I spent three weeks in the Cipresso apartment on the lovely farm of the Giovanni family. We used the apartment as our base of operations for our day trips to many of...
    See all reviews
    About this property
    Italian village rental - This charming historic residence is part of a larger building, located in the village of San Giovanni d'Asso, just beyond the original castle walls and a short walk to the centre.With origins dating back to the 15th century this property certainly has character, with...
    View all property information
    Location Information
    52020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Satellite TV
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Parking
    • Balcony
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Suite d'Artista is a perfect place to enjoy a relaxing holiday, combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming pool, Jacuzzi, Turkish bath, gazebo,...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fontanelle is without doubt one of our loveliest Tuscan properties. It is located to the west of Montalcino, an area renowned for its beauty and for its wines, especially the famous Brunello di Montalcino. The property is in a spectacular position, surrounded by vineyards, olive trees, cypresses...
    View all property information
    Location Information
    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
    Make Enquiry
    9 Bedrooms, 10 Bathrooms, Sleeps 19 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched atop a hill in one of the most picturesque areas of Italy, Villa Ranuncolo is a magnificent country house located in the Val d’Orcia area of Tuscany. The setting is ripe with astonishing rolling hills and the lush wine country that has made Tuscany so famous. Set on a private piece of land,...
    View all property information
    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 19
    Make Enquiry
    6 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming and comfortable, villa Manfredi is an ideal spot for a relaxed getaway in the Val d’Orcia area of southern Tuscany. The quiet outdoor spaces and casual interiors of this four-bedroom stone villa invite you to spend lazy days at this home-away-from-home, but if you’d like to explore, it’s...
    View all property information
    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 11
    Make Enquiry
    Tuscany Podere 3 bed villa1 / 20
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Balcony
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Internet Access
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    12 Bedrooms, 10 Bathrooms, Sleeps 26 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Up to 27 guests! An enchanted place… FATTORIA PIAN DELL’ASSO is a beautiful XVI century villa situated in the wonderful senese countryside a few km’s from Montalcino, in the natural park of the Val d' Orcia, a precious architectural and natural context. Here you will feel embraced by the...
    View all property information
    Location Information
    20240, Montalcino, Province of Siena
    Holiday Rental House - 12 Bedrooms, 10 Bathrooms, Sleeps 26
    Make Enquiry
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Central Heating
    • Internet Access
    • Satellite TV
    • Outdoor Dining Area
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Make Enquiry
    Studio, 4 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. The villa is situated on an isolated hill, surrounded by the green Tuscan countryside, in the heart of the Val d'Orcia between San Quirico and Montalcino. Il Giardiniello is an old Leopoldino villa of unique architectural style, with the original structure dating to the 16th...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bathrooms, Sleeps 7
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Shared Garden
    • Balcony
    • Parking
    • Central Heating
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53027, Montalcino, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Parking
    • Grill
    • Central Heating
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Farmhouse Rental in Tuscany, Montalcino - Villa Montalcino1 / 52
    (34)Very good
    Studio, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2014
    Outstanding location and home. It was great having a pool (even though it was above ground, fabric, four feet deep and had a manual cover you had to put back every time you...
    See all reviews
    About this property
    This beautiful villa for rent in Tuscany is in a great location - within walking distance of the town of Montalcino and is an ideal starting point for excursions around southern Tuscany. You'll love exploring Siena and the other surrounding towns, but you'll also want to spend plenty of time at...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bathrooms, Sleeps 7
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    • Shared Garden
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Previous
    List your property
    Owner log in