List your home
Apply filters
£ to

Holiday homes 1,899

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear

Location

  • All locations
  • Abbadia San Salvatore (2)
  • Asciano (72)
  • Bagno Vignoni (3)
  • Brenna (2)
  • Buonconvento (33)
  • Campiglia d'Orcia (2)
  • Casciano (1)
  • Casole d'Elsa (74)
  • Castellina In Chianti (93)
  • Castelmuzio (9)
  • Castelnuovo Berardenga (71)
  • Castiglione D'Orcia (20)
  • Cetona (38)
  • Chianciano Terme (13)
  • Chiusdino (5)
  • Chiusi (13)
  • Colle di Val d'Elsa (28)
  • Gaiole in Chianti (90)
  • Gallina (2)
  • Le Piazze (4)
  • Lucarelli (4)
  • Montalcino (66)
  • Montepulciano (114)
  • Monteriggioni (52)
  • Monteroni d'Arbia (18)
  • Monticiano (18)
  • Montisi (10)
  • Murlo (14)
  • Palazzone (11)
  • Piancastagnaio (6)
  • Pienza (78)
  • Pievasciata (4)
  • Pievescola (9)
  • Poggibonsi (77)
  • Radda in Chianti (36)
  • Radicofani (27)
  • Radicondoli (52)
  • Rapolano Terme (21)
  • Rocca d'Orcia (1)
  • Rosia (3)
  • San Casciano dei Bagni (22)
  • San Gimignano (197)
  • San Giovanni d'Asso (27)
  • San Quirico d'Orcia (12)
  • Sarteano (33)
  • Siena (252)
  • Sinalunga (88)
  • Sovicille (33)
  • Strove (3)
  • Tognazza (1)
  • Torre A Castello (1)
  • Torrita di Siena (12)
  • Trequanda (7)
  • Vergelle (1)
  • Ville di Corsano (10)
  • Volte Basse (2)

more +

less -

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Villas Siena
423 properties
Villas San Gimignano
410 properties
Villas Montepulciano
238 properties
Gaiole in Chianti
178 properties
Villas Castelnuovo Berardenga
173 properties
Villas Casole d'Elsa
172 properties
Villas Castellina In Chianti
155 properties
Villas Poggibonsi
151 properties
Villas Pienza
141 properties
Villas Sinalunga
138 properties
Asciano
137 properties
Apartments Colle di Val d'Elsa
129 properties
Villas Montalcino
126 properties
Sovicille
91 properties

Filters applied: Dishwasher (1,899)

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
1,899 Results   |  

Excellent 5/5 

20 Photos

Asciano / Crete Senesi

Farmhouse / 4 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £143 / night

£1000 / week

View

Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Spectacular Views! Well equipped apartment in great location.Great for families. Outside, is a very attractive pergola, with BBQ for drinks and meals, overlooking the beautiful Tuscan hills and valleys. Vouchers for the local spa are provided upon request. Logs for the  …see more


31 Jul 2012

5/5

"A Tuscan dream come true"

What a wonderful experience. The villa itself was beautiful. A classic Tuscan farmhouse. It was centrally located for day trips to several regions. A car is a must. We picked up fresh pasta and wi… More


4 Jun 2012

5/5

"Best kept secret!"

We stayed at farmhouse with our family 6 adults and 2 children ages 2 and 5. The property was fabulous and met the needs of our grandchildren and children. Location is good but a car is needed in or… More

See all reviews Continue

Excellent 5/5 

23 Photos

Province of Siena / Pienza

Apartment / 4 Bedrooms / sleeps 8

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £85 / night

£595 - £1095 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Terrace - pool - Wine - Brunnello - spa - restaurants - shops - great standard - wine tours - cycling - walking - big jacuzzi on roof terrace - wifi - AC - Sky TV Jacuzzi on the roof terrace with beautiful views over Montalcino - home of the famous Brunello wine. AC/hea  …see more


13 Apr 2015

5/5

"Excellent service and accommodation"

Casa Travertino is a wonderful restoration project. It strikes the perfect balance of having a classic style on the outside, and containing all mod-cons on the inside. The flat has clean lines everywh… More


22 Oct 2013

5/5

"Recommended unreservedly"

Excellent location in delightful hillside village. Comfortable, well-equipped apartment with lovely rooftop terrace - great for drinking prosecco in the afternoon. Brilliant jacuzzi. Ideal for our … More


4 Aug 2013

5/5

"Fantastic place - great selection of restaurants"

Truly a maginificent apartment exceeding our expectations - really nice to cool down in the jacuzzi overlooking Montalcino when the weather was at its hottest ! Also very convenient with regards to… More

Thank you so much for the kind review - we are very happy with the flat and how it turned out after the extensive work we carried out. especially the roof terrace with the new jacuzzi is a big asset :)

See all reviews Continue

Excellent 5/5 

13 Photos

Province of Siena / Siena

Apartment / 1 Bedroom / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £60 / night

£417 - £562 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Green apartment Siena centre-Central, ground floor, easy accessible, cosy, tastefully furnished. Double bedroom, fully equipped kitchen with sofa bed for two guests, large bathroom with shower, free WIFI, sat Tv, air conditioning. Upon request as extra services: cooking  …see more


6 Jun 2014

5/5

"Excellent apartment in a fantastic location"

We had a fabulous 3 week stay at the Lime Apartment, Siena. It was very clean and comfortable. The location was fabulous. We were inside the city walls so we were close to all the sights, supermar… More

See all reviews Continue

Featured properties

Very Good 4.5/5 

14 Photos

Province of Siena / Siena

Apartment / 1 Bedroom / sleeps 5

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £63 / night

£438 - £634 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Red Apartment Siena centreCentral, located at ground floor, easily accessible, cosy, tastefully furnished. Living area with sofa bed for two guests, fully equipped kichenette, triple bedroom, bathroom with shower, free WIFI, Sat Tv, air conditioning. Extra services  …see more


21 Aug 2013

5/5

"nice stay, central, clean"

property was as advertised, very clean, easy access, central and very near to the central bus stop, owner came to pick us up at the bus station, we were very happy with our choice… More


30 Jan 2014

5/5

"Lovely apartment, very comfortable and exactly as described in details."

A really lovely apartment, centrally located. The owner was very helpful and all-in-all we loved our time in Siena.… More


28 May 2014

4/5

"Very clean apartment, 15 mins walk from centre"

Spacious bedroom and living room. Adequate bathroom. Bed not as comfortable as we would have liked but was ok. Air con not working until June- we were only told this upon arrival. It was too hot to sl… More

See all reviews Continue

Very Good 4.5/5 

20 Photos

Province of Siena / Castelnuovo Berardenga

Barn / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £83 / night

£581 - £949 / week

View

Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This is the most informal apartment of Piaggione of Serravalle, smaller than the other two, for this reason it's undoubtedly the coziest and most intimate. It's located in an independent structure from the main farmhouse, to which it's linked externally to La Loggia.  …see more


18 Aug 2013

5/5

"A Real Gem"

What a find! Genuine Old School Italian Hospitality. Set in Ancient rural area. Gorgeous sunrise/sunsets.Expansive views.Comfortable beds/accomadation. Ample room.Attentive and discreet staff. Everyt… More


8 Jun 2015

4/5

"Excellent setting for a week of R & R in Tuscany"

My husband and I and two adult daughters had a great week at the cottage. The cottage and larger rental house are set amongst a vineyard and olive trees, and the pool area is stunningly beautiful, wi… More

See all reviews Continue

15 Photos

Province of Siena / Castellina In Chianti

House / 5 Bedrooms / sleeps 11

7 Nights min stay

Add to shortlist

from £250 / night

£1745 - £2684 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Five Bedroom Private Villa Chianti Villa Mulino is a charming country house immersed in the wonderful unspoilt countryside deep in the famous Chianti Classico region of Tuscany. Originally a mill this beautiful property has been lovingly restored and is surrounded by i  …see more

20 Photos

Province of Siena / Pienza

House / 6 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £328 / night

£2295 - £5736 / week

View

Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
(Minimum of one week rental required) Villa Rosina is an old, Tuscan country-style residence at the foot of Pienza that was recently restored into a beautiful six bedroom villa with ensuite bathrooms. The villa is arranged into three independent apartments. Great care w  …see more

19 Photos

Province of Siena / Pievescola

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £572 / night

£4002 - £4574 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
A traditional Tuscan 17th century farmhouse located in the Selva National Park with exquisite views of the Montagnola and its Valley to the east. Complete seclusion and privacy while very convenient shopping available in a nearby hamlet (Pievescola) or a little further  …see more

17 Photos

Province of Siena / Siena

House / 1 Bedroom / sleeps 4

1 night min stay

Add to shortlist

from £68 / night

£475 - £730 / week

View

Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Elegant and bright apartment is located in the heart of Siena. The street is full of restaurants, cafes and shops. The apartment is in a historic building and can comfortably accommodate four people. Very close to bus and train station. The apartment is located in a str  …see more

18 Photos

Province of Siena / Poggibonsi

Apartment / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £125 / night

£869 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Wine testing and oil testing on request, Siena, Chianti, San Gimignano, Expo 2015, pool, tennis Riserva naturale bosco di S Agnese Arriving by car those are the coordinates 43.484388, 11.217959  …see more

31 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

Add to shortlist

from £138 / night

£964 - £1730 / week

View

Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
it is the ideal place if you are looking to relax, private pool and beautiful view  …see more

17 Photos

Province of Siena / Montepulciano

Farmhouse / 4 Bedrooms / sleeps 8

2 Nights min stay

Add to shortlist

from £146 / night

£1022 - £1168 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Beautiful country house in Tuscany, Siena  …see more

24 Photos

Castelnuovo Berardenga / Vagliagli

Villa / 8 Bedrooms / sleeps 14

7 Nights min stay

Add to shortlist

from £230 / night

£1606 - £2920 / week

View

Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Flore  …see more

30 Photos

Province of Siena / San Casciano dei Bagni

Villa / 8 Bedrooms / sleeps 16

7 Nights min stay

Add to shortlist

from £292 / night

£2044 - £4088 / week

View

Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Villa Le Radici is an ancient residence placed in the south of Tuscany, not far from the village of San Casciano dei Bagni, famous for its thermal waters and spas.  …see more

37 Photos

Province of Siena / Torrita di Siena

Villa / 7 Bedrooms / sleeps 14

Short stays welcome

Add to shortlist

from £187 / night

£1307 - £2519 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Beautiful villa situated in an extremely panoramic position surrounded by greenery in the peace and quietness of the Siena countryside.  …see more

28 Photos

Province of Siena / Sinalunga

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £104 / night

£723 - £1402 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The Agriturismo La Casetta nel Bosco is a beautiful, stone villa divided into two separate units which is part of an agritouristic Farm including olive groves, woods, several crops and a small-scale breeding of horses and ponies.  …see more

11 Photos

Sinalunga / Rigomagno

Farmhouse / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £54 / night

£373 - £730 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
Splendid old farmhouse carefully restored to maintain its original structural features and divided into two apartments.  …see more

32 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 9

1 night min stay

Add to shortlist

from £110 / night

£767 - £1314 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
it is the ideal place if you are looking to relax, private pool, and beautiful view.  …see more

32 Photos

Sinalunga / Farnetella

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £148 / night

£1030 - £1912 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful and characteristic villa made of stone and bricks and completely restored to be a welcoming holiday home, situated on the green hills of the Siena countryside, 6 km far from the village of Sinalunga endowed with every kind of shops and services.  …see more

20 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £100 / night

£699 - £1317 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Floren  …see more

Very Good 4/5 

20 Photos

Province of Siena / San Giovanni d'Asso

House / 3 Bedrooms / sleeps 5

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £318 / night

£2221 - £2765 / week

View

Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
(Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. Additional amenities include: living room, car recommended, views, cook available on request, heating, crib, dining room, pool 3x6 meters, walkable.  …see more


24 Oct 2011

4/5

"Wonderful place to stay"

We recently stayed here with two other couples. This is an excellent location as a home base while we toured the towns in the region. The town is very small and only has a couple of restaurants but … More

See all reviews Continue

25 Photos

Province of Siena / Castelnuovo Berardenga

Apartment / 2 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £50 / night

£345 - £464 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Appartamento Papavero is an amazing apartment in Borgo Rocche di Valiano in the heart of Chianti region.The recently renovated apartment, made in typical Tuscan style, can comfortably hosts up to 5 people. City tax, cleaning fee and consumption services are not included  …see more

14 Photos

Province of Siena / Asciano

House / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £111 / night

£777 - £1886 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This characteristic, Tuscan house has been carefully renovated using Bio-architectural criteria, and has been transformed into a cosy, country residence in the green hills of Tuscany. The owner lives within the property and occasionally uses the swimming pool. The ho...  …see more

24 Photos

Province of Siena / Cetona

Farmhouse / 5 Bedrooms / sleeps 10

3 Nights min stay

Add to shortlist

from £117 / night

£813 - £1300 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Quiet and characteristic cottage suitable for families, up to 10 people  …see more

Excellent 5/5 

9 Photos

Province of Siena / Radicondoli

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £106 / night

£742 / week

View

Key info:

  • Nearest beach 50 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This house is set in a very convenient location for touring the cities of Tuscany. Siena, Florence and Pisa are all easily accessible by car or public transport.  …see more


20 Jan 2015

5/5

"Magic Place in Tuscany"

We were so happy with our holiday in the fabulous house of Il Tirrone that we decided to come back in the following year with our friends to share with them magnificent view from the private garden, … More


10 Sep 2012

5/5

"Fabulous house in glorious location"

Lovely welcome from Elsa - an fantastic traditional meal mid week. The house was beautiful and spacious with everything you could need. Children - 8, 10, 12, 13 loved house and garden - especially t… More


13 Sep 2011

5/5

"All the Comforts of Home, But Better"

We have stayed at IL Torrione twice now, and plan to return in May of 2012. Great hosts, always available for help, but always respectful of your desire for privacy. Elisa greeted us, her mother as we… More

See all reviews Continue

Very Good 4.5/5 

24 Photos

Siena / Val di Merse

Apartment / 3 Bedrooms / sleeps 7

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £115 / night

£803 - £1022 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Warm and welcoming, ten kilometres away from Siena, this apt is set in an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect & designer. The very best of the Tuscan tradition can be enjoyed here. Ideal for every confi  …see more


11 Dec 2014

5/5

"Wonderful holiday in Tuscany"

We recently had an extended family holiday in Tuscany. The Villa Amedeo - Leonardo/Tiziano was a wonderful base for us to make our daily trips to Florence, Siena and the wineries within the region. W… More


11 Aug 2013

5/5

"A fantastic Tuscan experience"

My family and I stayed in the Villa Leonardo for 1 week from 27/7/13 in the charming and sleepy village of Brenna which is about 5 miles from Siena. We had travelled from Pisa and Florence (Freinze) … More


15 Jul 2015

4/5

"Lovely country home"

Located in the sleepy village of Brenna, initially the villa was difficult to find. A nice Italian lady was there waiting for us but she spoke little English and eventually another lady came in the mo… More

See all reviews Continue

Excellent 5/5 

11 Photos

Province of Siena / Rapolano Terme

Apartment / 2 Bedrooms / sleeps 8

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £94 / night

£657 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
agriturismo laura  …see more


28 Nov 2014

5/5

"favoloso"

niente da commentare di sfavorevole tutto ok, io e marco ci siamo trovati benissimo per il clima famigliare,la fiducia accordata l'ambiente che noi desideravamo l'abbiamo trovato, nulla di particolare… More

See all reviews Continue

Very Good 4.5/5 

22 Photos

Province of Siena / Ville di Corsano

Apartment / 3 Bedrooms / sleeps 8

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £73 / night

£511 - £803 / week

View

Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Deep in the heart of the Tuscan hills and just 15 minutes away from Siena, this property offers the ideal place to unwind at any time of year. Agriturismo Andreini has been delightfully renovated into a cosy and attractive holiday getaway.  …see more


8 Apr 2015

5/5

"Perfect vacation in Tuscany"

We had a great time at Agriturismo Andreini. The fireplace, the clean rooms, the view, the price, the food, the service - all perfect. We had a wonderful dinner. Please make sure to be here with a car… More

What a lovely comment and useful comments! It was a great pleasure meeting you and your girlfriend Perfect guests! Maddalena and Monica


10 Oct 2014

5/5

"Freundlich, gutes Essen, nah an Siena"

Wir haben knapp 3 Tage in der Toskana verbracht in diesem wundervollen Agriturismo. Sehr schönes Zimmer, italienisches süßes Frühstück und leckeres, regionales und bodenständiges Abendessen. A… More

Thanks so much for your lovely comment and glad you had a fantastic time with us Sincerely Agriturismo Andreini


8 Aug 2014

5/5

"Assolutamente eccezionale!"

Il posto è incantevole, la camera spaziosa e dal gusto rustico, letto comodissimo, in 2 parole molto accogliente! La struttura è immersa nel verde ed è a gestione familiare, tutti i membri della fa… More

Ringraziamo di cuore per il simpaticissimo commento. Ci fa molto piacere che abbiate gradito la nostra accoglienza e genenuita'. Distinti Saluti Agriturismo Andreini

See all reviews Continue

Excellent 5/5 

21 Photos

Montalcino / Val d'Orcia

Apartment / 4 Bedrooms / sleeps 9

Excellent 5/5 

1 night min stay

Add to shortlist

from £188 / night

£1314 - £1497 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
An amazing holiday in the moast beautiful area of Tuscany, in the natural park of the Val d'Orcia, near Montalcino, Pienza, Siena, Montichiello, Bagno Vignoni. A quiete, relaxing garden with swimming pool, a charming, cosy and comfortable apartment in an ancient villa.  …see more


4 Sep 2013

5/5

"The perfect Tuscan retreat"

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 groups of friends. … More

Thank you! It was a pleasure to meet you and your family.Perfect guests! Hope to see you again. Simona and Michele


3 Sep 2013

5/5

"Perfect house"

we had a great stay, the house is just beautiful!!!!!! with a lot of atention for details and confort. the garden and pool are just amazing. the owners were very nice and they gave us the best recomme… More


5 Aug 2013

5/5

"Fantastic experience in a gorgeous setting that exceeded all expectations."

My wife and I spent a week here with our three teenage boys and all of us loved the place. The reality of the home is even better than the photos and we hated to leave. Hosts are warm, friendly and gr… More

See all reviews Continue

Excellent 5/5 

24 Photos

Montalcino / Val d'Orcia

Villa / 4 Bedrooms / sleeps 9

Excellent 5/5 

1 night min stay

Add to shortlist

from £199 / night

£1387 - £1825 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
A really charming and full of style apartment in a XVI th century stone villa near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for an unforgettable holiday: good food and wine, art, sport and relax..  …see more


20 Jul 2015

5/5

"Everything we hoped for!!"

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 when you think of a Tuscan… More

Thank you for your kind words. It was a real pleasure to meet you all and spend some time together. Special people and special guests! We hope to see you again. All our best. Simona & Michele


5 Jul 2015

5/5

"Amazing villa in a great location for exploring Tuscany"

We spent a lovely week in the ground floor apartment in late June and would definitely recommend this villa to other holidaymakers. The pool and gardens are fantastic. The pool is warm and brillia… More

We are very happy when we see guests happy and appreciating this place we love so much. Thank you for beeing with us with your kindness and enthusiasm.Hope to see you again


15 Jul 2014

5/5

"Fabulous"

Really enjoyed our stay, the hosts Michele and Simona were lovely. We had the whole place to ourselves, so really quiet. Very comfy, cozy done like a family home. All amenities (did not have a micr… More

Thank you and hope to have you again. Simona & Michele

See all reviews Continue

Very Good 4/5 

21 Photos

Province of Siena / San Gimignano

Townhouse / 2 Bedrooms / sleeps 5

Very Good 4/5 

4 Nights min stay

Add to shortlist

from £77 / night

£533 - £811 / week

View

Key info:

  • Nearest beach 77 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
It is a typical example of old Tuscan country houses, with floors made with terracotta tiles, and wooden beams on the ceiling, it also has a wide farmyard, still with floor done in terracotta tiles with an enchanting view on the heart of the Tuscan Countryside.  …see more


20 May 2015

4/5

"Great Cottage,lovely patio with wonderful views"

We stayed here for a week in early May with my mother. The owners were waiting with a warm and friendly greeting for us, even though we arrived late due to delays en route. Though they only spoke Ital… More

See all reviews Continue

Excellent 5/5 

21 Photos

Province of Siena / Abbadia San Salvatore

Farmhouse / 8 Bedrooms / sleeps 12

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £190 / night

£1324 / week

View

Key info:

  • Suitable for children over 5
  • Car essential
  • Pets welcome
  • Private garden
il casale Roccone è immerso nel verde del monte Amiata, con oltre cento ettari di parco naturale privato all'interno della riserva del Pigelleto. 12 posti letto, possibilità di avere un servizio di cuochi, visite guidate nella miniera, passeggiate nella foresta. Il Ro  …see more


20 Oct 2014

5/5

"Il Roccone fantastico podere in Toscana dove passare un fine settimana con gli amici"

Abbiamo avuto il piacere di conoscere il Podere il Roccone grazie ad una raccomandazione di una amica, siamo rimasti molto contenti sia della località che della struttura. La struttura è circondata … More

See all reviews Continue

Very Good 4.5/5 

8 Photos

Province of Siena / Castellina In Chianti

Cottage / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £95 / night

£662 - £956 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Quiet, nature and a 365° view of vineyards, olive groves and the valley. Unique location, only 5 min by car from the lovely village of Castellina in Chianti. Cosy livingroom + kitchen, study, bathroom with shower and two bedrooms, sleeps 4-5. Large solarium, heated sp  …see more


6 Aug 2015

5/5

"Just delighted as we arrived."

The views, the cottage, our hosts, the pool, Castellina the village, and the wonderful nearby villages we visited made this the most extraordinary visit. As we view our photos we have the very best of… More


21 Jul 2015

5/5

"Perfect place to relax but also to explore Tuscany."

We stayed for a week in the smaller house and had a nice time. SInce we have smaller childeren we also spend a lot of time on the property and had enough to explore around there. The bedrooms are smal… More


20 Jul 2015

4/5

"Breathtaking views"

We enjoyed a very pleasant week in the Cottage San Bartolomeo. The cottage is furnished with beautiful pieces and art work. The kitchen is a little small but still has everything necessary. The vie… More

See all reviews Continue

13 Photos

Province of Siena / San Gimignano

Farmhouse / 5 Bedrooms / sleeps 10

2 Nights min stay

Add to shortlist

from £106 / night

£736 - £1045 / week

View

Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Il casale, si trova nel punto più alto della collina, gode di una vista a 360 gradi sul paesaggio circostante e sulle magnifiche torri di San Gimignano.  …see more

19 Photos

Province of Siena / Montalcino

House / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £355 / night

£2484 - £4118 / week

View

Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
20% Discount for all 2015 weeks still available - Offer valid as of June 2015 (Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. Villa Antimo began life as a water mill in the 13th century. In 1606, the  …see more

Very Good 4.5/5 

83 Photos

from £293 / night

£2046 - £4072 / week

View

Holiday home in Siena

Province of Siena / Siena

House / 8 Bedrooms / sleeps 14

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £293 / night

£2046 - £4072 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Pets welcome
Located just five kilometers from Siena, this villa offers an ideal combination of elegant simplicity and historical charm and comes complete with its own chapel, all which create a unique experience. Along with the private swimming pool, this holiday accommodation is n  …see more


31 Oct 2006

5/5

"Judy's review of Villa Del Cielo with Caminetto"

It is a little piece of heaven!!! Everything. Can't think of anything. It was what you would have expected "Tuscany" to look like...Rolling hills with farms, villas, olive groves...Beautiful!!! 11… More


31 Aug 2006

5/5

"Lori's review of Villa Del Cielo with Caminetto"

The pool, the space, the views. We were a group of ten, ranging from teenagers to grandparents, and everyone felt there was more room than we could possibly use. We spent most of our time at the villa… More


31 Jul 2006

5/5

"Richard's review of Villa Del Cielo with Caminetto"

The pool. We had seven children with us and they loved to relax in the pool after a day of touring Tuscany. We enjoyed the external eating areas very much. We had so much room in the villa that everyo… More

See all reviews Continue

33 Photos

Province of Siena / Siena

Farmhouse / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £200 / night

£1398 - £1655 / week

View

Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
Immerso nella campagna delle Crete Senesi, distante dalla città di Siena solo 8 km, questo antico casale del 1700 completamente ristrutturato e arredato con gusto vi regalerà pace e bellezza .Il giardino e la piscina saranno a vostra disposizione Buone vacanze!  …see more

24 Photos

Gaiole in Chianti / Lecchi

Castle / 6 Bedrooms / sleeps 16

5 Nights min stay

Add to shortlist

from £355 / night

£2482 - £3774 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Castle, tuscany, italy, swimmingpool, bed and breakfast, gaiole in chianti, events, wedding, private castle, private villa, Yoga, wine  …see more

22 Photos

Province of Siena / Colle di Val d'Elsa

House / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £42 / night

£292 - £365 / week

View

Key info:

  • Suitable for children over 5
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Casa con giardino nel centro storico di Colle di Val d'Elsa. Finemente ristrutturata ed arredata.  …see more

17 Photos

Province of Siena / Sovicille

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £63 / night

£438 - £548 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition Ideal for every configurat  …see more

24 Photos

Province of Siena / Sovicille

Apartment / 2 Bedrooms / sleeps 5

2 Nights min stay

Add to shortlist

from £68 / night

£475 - £584 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition  …see more

Excellent 5/5 

20 Photos

Province of Siena / Montepulciano

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £94 / night

£657 - £1095 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
At MOntorio is easy to arrive and difficult to live, will be your home in Tuscany. Montorio has a special and unique spot , and you will feel in love for it  …see more


1 Jul 2014

5/5

"Exactly what we were looking for"

Situated on a hill below the imposing hill which Montepulciano itself rests on, Montorio is a unit of several self-catering apartments of various sizes able to accommodate various size groups. We t… More


27 Jun 2014

5/5

"A magical setting that exceeded expectations in every way!"

My husband, 20-year-old daughter and I enjoyed 4 nights at Montorio in mid-June, 2014. We stayed in the two-bedroom, one bath unit which is spotless, very spacious and charming. The entire property is… More


30 Oct 2013

5/5

"Wonderful historic rental in heart of Tuscany"

We spent a week in the studio apartment in October. It was great! The buildings are a remodeled convent or something--thick walls, tile floors, beautiful. The apartment is larger than we expected--… More

See all reviews Continue

6 Photos

Casole d'Elsa / Monteguidi

Farmhouse / 4 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £90 / night

£625 - £883 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
ADATTO PER AMIGLIE CON BAMBINI E GRUPPI DI AMICI  …see more

23 Photos

Province of Siena / Siena

Villa / 5 Bedrooms / sleeps 10

1 night min stay

Add to shortlist

from £730 / night

£5110 - £9125 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Amazing villa,with pool and large garden close to Siena  …see more

13 Photos

Province of Siena / Radda in Chianti

House / 4 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £126 / night

£876 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Very confortable countryhouse, in the heart of Chianti hills, ideal for family or groups who wants to visit the best of Tuscany and relax in the country. Four large bedrooms, two bathrooms, large livingroom with fireplace, kitchen, big garden, internet wifi.  …see more

24 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £81 / night

£563 - £603 / week

View

Key info:

  • Nearest beach 90 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Large, elegant, comfortable apartment in incomparable surroundings. Peaceful and relaxing with spectacular scenery. 3 km from Castellina in Chianti with its medieval town centre, shops, bars, restaurants. 22 km from Siena., 37km from Florence. No neighbours or noise. P  …see more

7 Photos

San Gimignano / Santa Maria, San Gimignano

House / 2 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £42 / night

£292 - £438 / week

View

Key info:

  • Nearest beach 60 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Un' abitazione in pieno relax..  …see more

Excellent 5/5 

12 Photos

Montalcino / Val d'Orcia

Villa / 3 Bedrooms / sleeps 7

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £209 / night

£1460 - £1752 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
As the house is part of a company that produces Brunello di Montalcino is possible to follow the stages of production or do a tasting tour to discover one of the best wines in the world in our cave.  …see more


21 Aug 2015

5/5

"A fantastic holiday location"

We all thoroughly enjoyed our holiday. Anna Maria and Andrea were extremely friendly and helpful and the facilities were also excellent. A beautiful area to be in and within easy reach of some great … More

See all reviews Continue

Very Good 4/5 

10 Photos

Province of Siena / San Gimignano

Apartment / 3 Bedrooms / sleeps 7

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £126 / night

£876 - £1460 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
.This charming accommodation lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away. It is a lovely location for enjoying country walks and relaxing The pool and the garden are no  …see more


21 Sep 2014

5/5

"very beautiful location"

At the end of a narrow lane set amongst the vine groves looking to wards the beautiful hill top town of San Gimignano this Villa attached to the owners house is typical Tuscan accommodation, with its … More


17 Aug 2015

3/5

"No frills"

This villa is on the rustic side, but sadly not in a particularly charming way! Really the interior gives the impression of not being terribly suitable for paying guests - the furniture appears to be… More

See all reviews Continue

Very Good 4/5 

10 Photos

Province of Siena / Siena

Apartment / 1 Bedroom / sleeps 4

Very Good 4/5 

5 Nights min stay

Add to shortlist

from £81 / night

£563 - £1095 / week

View

Key info:

  • Nearest beach 105 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Best views of Siena.The apartment being only a few minutes from the Campo. The terrace is magnificent with 360°panoramic views of the centre of town, Duomo,the bell tower.It's very quite and you can relax on the roof deck taking a sunbath on the long chair. flat apa  …see more


10 Sep 2014

5/5

"The view from the roof terrace is breath taking"

We have completely enjoyed our stay at this wonderful apartment in Siena. The apartment is on the top floor of a beautiful building, on piazza Giacomo Matteotti which is right on the edge of the histo… More


13 Jul 2014

5/5

"Wonderful month spent here"

We loved it! You can see for yourself the fantastic views from the terrace and the small living/dining room. The location couldn't have been more convenient. A one-minute walk to the Gramsci bus plaza… More


31 Aug 2015

5/5

"Perfect Sienna rooftop apartment"

My wife and I spent 10 days here, and the apartment exceeded our expectations. Apart from the comfortable living room with its full-width sliding windows, and the rooftop terrace with a totally aweso… More

See all reviews Continue

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page