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 Smoking Allowed 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
    £228 Average
    |||
    |||
    £0£1,000+
    Suitability
    More filters
    Travellers to Montalcino are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    30 Matching Rentals in MontalcinoView all 183 rentals
    Sort by:
    Default
    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
    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
    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
    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
    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 21 May 2017
    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
    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
    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
    4 Bedrooms, 6 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Satellite TV
    • Central Heating
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Condo/Apartment - 4 Bedrooms, 6 Bathrooms, Sleeps 9
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Central Heating
    • Grill
    • Balcony
    • Porch
    • Washer
    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 - 4 Bedrooms, 4 Bathrooms, Sleeps 7
    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
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Washer
    • Terrace
    • Central Heating
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa is settled in plain Orcia valley. Near the famous "Potentino" castle of year 1000, and the Montecucco wine route. Beautiful views from everywhere and peace all around are the main characteristics of this private property. The owner of this villa has an agriculture going business : he...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Washer
    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 6
    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
    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
    8 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Satellite TV
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tuscan period villa rental - Centred around a pretty garden, Casa Vittorio is a notable, historic residence set over several levels, elegantly furnished with antiques and typical Tuscan furnishings. The house itself enjoys a village location with other properties in close proximity, but still...
    View all property information
    Location Information
    52020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 16
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Porch
    • Wi-Fi
    • Outdoor Dining Area
    • Private Garden
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Montosoli is a sixteenth-century villa built on a design by famous Sienese architect Baldassare Peruzzi and is located near the town of Montalcino, in the countryside, among olive groves and vineyards. The place is steeped in history and art, architecture and even already present owners are...
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Washer
    • Air Conditioning
    • Terrace
    • Mountain Views
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Grill
    • Central Heating
    • Wi-Fi
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby. Wonderful countryside views can be...
    View all property information
    Location Information
    53024, Castelnuovo dell'Abate, Montalcino
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Parking
    • Central Heating
    • Satellite TV
    • Waterfront
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartment is composed of: ground floor kitchen with dishwasher, oven, refrigerator, living room with double sofa bed, satellite TV and a little room.At upstairs bedroom with the addition of single bed and bathroom with shower and phon.Outside the apartment there is a garden with table, chairs...
    View all property information
    Location Information
    50051, Montalcino, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Satellite TV
    • Housekeeping Included
    • Balcony
    • Wi-Fi
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Satellite TV
    • Balcony
    • Washer
    • Grill
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    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 - 4 Bedrooms, 5 Bathrooms, Sleeps 7
    Make Enquiry
    Villa San Giuseppe1 / 47
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    • Grill
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We stayed a week in this gorgeous Villa. This Villa is surrounded by its own vineyard. It meant lovely walking after dinner.It was beautifully appointed, cosy & luxurious...
    See all reviews
    About this property
    This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby. Wonderful countryside views can be...
    View all property information
    Location Information
    53024, Castelnuovo dell'Abate, Montalcino
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    14 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
    Check in Check out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 14 Bedrooms, 9 Bathrooms, Sleeps 26
    Make Enquiry
    Piombaia1 / 20
    (4)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Wi-Fi
    • Hot Tub
    • Central Heating
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This is a really nice place to relax and it is perfect for a couple of days. The place is very well maintained.The rooms/apartments are big and well equipped. The location is...
    Reviewed 18 August 2015
    The position of Piombaia a few km from Montalcino is perfect for exploring southern Tuscany. The site itself is beautiful with an outdoor pool which came in handy after a hot...
    See all reviews
    About this property
    View all property information
    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Shared Garden
    • Parking
    • Balcony
    • Terrace
    • Central Heating
    • Grill
    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, 1 Bathroom, Sleeps 6
    Make Enquiry
    List your property
    Owner log in