List your home
Apply filters
£ to

Holiday homes 35

Reset search

Show results on map

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Monticchiello
31 properties

Filters applied: Apartment (35)

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
35 Results   |  

Excellent 5/5 

43 Photos

Pienza / Monticchiello

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £37 / night

£259 - £490 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa PoliFlora is a modern residence consists of two bedrooms and two bathrooms with a shared kitchen. The owners husband and wife Poli and Flora built the villa in 1988 and from there they guard with love the classic environment of the house surrounded by garden. Vill  …see more


12 Jan 2015

5/5

"Bellissimo Monticchiello"

We are so happy that we stopped here on our way to Rome. What a lovely village. We had a very enjoyable stay at Villa Polifora. The property is well furnished and comfortable. The hosts were very we… More

Dear, we want to tell you how much we were pleased to learn about all of your family, it would be great to host you again in the future and see your oldest children ;) Thank you for your beautiful words and your reviews that repays our work! This is the greatest gift to us ... Still a warm greeting to all of you from Monticchiello <3


16 Aug 2014

5/5

"Thus, Thus, Tuscany!"

Just few steps away from the medieval village of Monticchiello, but already and fully into the Tuscany countryside of Siena. A property that I felt in the sweet ocher landscape, the tasty food, the co… More

Dear Massimo, we remember with pleasure your stay with your sweet partner and thank you very much for the great review. We are really happy to have known you and have helped you to spend a pleasant holiday in Tuscany. We wish you all the best and hope to hug you again soon. PoliFlora Family


1 Aug 2014

5/5

"I made myself at home"

One of the best welcome I ever had. The family is fabulous, they were so helpul since the beginning till the end. The flat is comfortable with beautiful view into the garden and the old village of Mon… More

Dear Martina, thanks for your words, your review helps our popularity on line but most of all rewards us in our work and passion. Best wishes to you and your boyfriend and hope to see you in your next trip to Tuscany!

See all reviews Continue

Excellent 5/5 

22 Photos

Pienza / Monticchiello

Apartment / 1 Bedroom / sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £32 / night

£220 - £298 / week

View

Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Delizioso appartamento in un angolo di paradiso per una vacanza all'insegna del relax  …see more


1 Apr 2014

5/5

"Il quadrilatero Pienza, Montepulciano, Chianciano Terme, Montalcino."

L'appartamento in cui abbiamo soggiornato, è molto bello e accogliente dotato di tutti comfort, dal phon alle sdraio per prendere il sole, ad un giardino riscaldamento (noi abbiamo trovato purtroppo … More

See all reviews Continue

24 Photos

Province of Siena / Pienza

Apartment / 8 Bedrooms / sleeps 15

7 Nights min stay

Add to shortlist

from £446 / night

£3121 - £5036 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
This lovely 18th century villa with swimming-pool in Val d'Orcia is located near Pienza, surrounded by the gently rolling hills of this magnificent countryside  …see more

Featured properties

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 £83 / night

£578 - £1064 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Terrace - pool - Wine - Brunello - 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/he  …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

5 Photos

Province of Siena / Pienza

Apartment / 2 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £66 / night

£461 - £532 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Nel centro storico di Pienza, in via Condotti 13, scoprirete "Il Giardino Segreto": un' antica dimora del 1700 con uno splendido giardino interno a disposizione degli ospiti dove potersi rilassare e godere del silenzio e della tranquillità.  …see more

Excellent 5/5 

11 Photos

Province of Siena / Pienza

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £41 / night

£284 / week

View

Key info:

  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
Appartamento in pieno centro storico a due passi dalla piazza principale,dotato di tutti i comfort. Punto ideale di partenza per scoprire Pienza e i tesori della Val d'Orcia.  …see more


2 Sep 2014

5/5

"UNA VACANZA SUGGESTIVA"

La nostra vacanza a Pienza è stata molto suggestiva e piacevole. Pienza e i paesini della Val d'Orcia sono incantevoli. Il soggiorno nella casa vacanze di Emanuele è stato ottimale sia per la stru… More


7 Jul 2014

5/5

"Excellent"

Appartamento delizioso... spazioso e ben tenuto. Camere e bagno ben puliti. Poi a 20 metri dal Duomo. Proprietari cortesi. Siamo stati benissimo… More


7 Jul 2014

5/5

"Davvero consigliabile!!! Complimenti"

Stabile ristrutturato in modo gradevole ed accurato, appartamento comodo e dotato di tutto grande gentilezza e simpatia del gestore. in pieno centro in una piazzetta molto bella e caratteristica a 2 p… More

See all reviews Continue

Excellent 5/5 

11 Photos

Province of Siena / Pienza

Apartment / 1 Bedroom / sleeps 3

Excellent 5/5 

1 night min stay

Add to shortlist

from £36 / night

£249 / week

View

Key info:

  • Ski
  • Great for children of all ages
  • Pets welcome
Situato in una bellissima collina, l'agriturismo si affaccia nella vallata della Val D'Orcia. si trova nella bella cittadina di Pienza..... vicino alle TERME DI BAGNI SAN FILIPPO,BAGNI VIGNONI.  …see more


4 May 2015

5/5

"Da non perdere!"

L'appartamento è molto ampio, pulito, con tutto ciò che serve. Gli arredi, graziosi, ti fanno sentire a casa. I letti molto comodi, l'esterno una meraviglia. L'agriturismo, bellissima struttura a fa… More

See all reviews Continue

Excellent 5/5 

10 Photos

Pienza / Monticchiello

Apartment / 1 Bedroom / sleeps 3

Excellent 5/5 

1 night min stay

Add to shortlist

from £46 / night

£320 - £405 / week

View

Key info:

  • Nearest beach 80 km
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Tuscany, Siena, Pienza, Montepulciano, Bagno Vignoni  …see more


16 Jul 2014

5/5

"Wish could stay longer."

By the time we arrived to the house and found Barbara waiting for us as we had planned,we where already fascinated by the surrounding landscape.Monticchiello is a little charming medieval hill top vi… More


26 Sep 2013

5/5

"Perfect"

We couldn't have asked for more for a romantic place for our honeymoon. The apartment was cozy, the bed was comfortable, and especially nice was the beautiful private olive grove, with a beautiful p… More


3 Oct 2012

5/5

"Superb - lived up to all expectations!"

We stayed here for 8 nights and LOVED it. The standard of the accommodation was excellent - well equipped,very clean and comfortable with good quality linen and towels and with a truly Tuscan feel.The… More

See all reviews Continue

5 Photos

Province of Siena / Pienza

Apartment / 2 Bedrooms / sleeps 4

Min stay varies

Add to shortlist

from £68 / night

£476 - £688 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
L'agriturismo Selvoli si trova nel Parco Artistico Naturale e Culturale della Val d'Orcia, dichiarato dall'UNESCO “Patrimonio dell'umanità  …see more

7 Photos

Pienza / Monticchiello

Apartment / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £61 / night

£426 / week

View

Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
Panoramic view on Pienza and the Val d'Orcia. Monticchiello os a pretty medieval village in the heart of the Val d'Orcia  …see more

5 Photos

Province of Siena / Pienza

Apartment / 1 Bedroom / sleeps 3

1 night min stay

Add to shortlist

from £43 / night

£298 - £320 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
“L'angolo di Pienza” for its central position is a good starting point to live an unique experience of life in a rich and delicious small country, with its lively community and its sights.  …see more

5 Photos

Province of Siena / Pienza

Apartment / 1 Bedroom / sleeps 4

1 night min stay

Add to shortlist

from £53 / night

£369 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
“L'angolo di Pienza” for its central position is a good starting point to live an unique experience of life in a rich and delicious small country, with its lively community and its sights.  …see more

21 Photos

Province of Siena / Pienza

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £56 / night

£391 / week

View

Key info:

  • Ski
  • Great for children of all ages
  • Car advised
  • Pets welcome
Vacanza per chi ama la campagna,animali e tanto relax e tranquillita'...ottimo per passeggiate a piedi o in bicicletta!! per chi ama la vita Termale siamo vicini alle TERME DI BAGNI SAN FILIPPO,BAGNI VIGNONI,TERME SENSORIALI.  …see more

9 Photos

Province of Siena / Pienza

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £51 / night

£355 / week

View

Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Appartamento da 50 m² per delle vacanze in città  …see more

18 Photos

Province of Siena / Pienza

Apartment / 3 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £128 / night

£894 / week

View

Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Farmhouse Agriturismo "Torrenieri" is at a short distance from the main tourist attractions of Siena and its surroundings. For instance, unique points of interest regarding art, culture and gastronomy are Pienza (4km far), Montepulciano (16km far), Montalcino (20km far)  …see more

11 Photos

Province of Siena / Pienza

Apartment / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £41 / night

£284 / week

View

Key info:

  • Ski
  • Great for children of all ages
  • Car advised
  • Pets welcome
Achi piace il mondo termale siamo vicini a: BAGNI SAN FILIPPO,BAGNI VIGNONI,TERME SAN CASCIANO,TERME SENSORIALE E PISCINE THEIA A Chianciano Terme. la nostra struttura accetta anche animali domestici.  …see more

15 Photos

Province of Siena / Pienza

Apartment / 3 Bedrooms / sleeps 6

Min stay varies

Add to shortlist

from £84 / night

£582 - £837 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
L'agriturismo Selvoli si trova nel Parco Artistico Naturale e Culturale della Val d'Orcia, dichiarato dall'UNESCO “Patrimonio dell'umanità  …see more

15 Photos

Pienza / Monticchiello

Apartment / 3 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £122 / night

£852 / week

View

Key info:

  • Ask owner if suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
L'ambiente familiare di CAMPO ALLA PIANA , la tranquillità e l'ambiente circostante, la camere confortevoli vi faranno trascorrere vacanze da sogno.  …see more

9 Photos

Pienza / Monticchiello

Apartment / 1 Bedroom / sleeps 4

1 night min stay

Add to shortlist

from £100 / night

£700 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Antica Locanda PienzaAntica Locanda Pienza  …see more

10 Photos

Province of Siena / Pienza

Apartment / 1 Bedroom / sleeps 2

2 Nights min stay

Add to shortlist

from £36 / night

£249 - £277 / week

View

Key info:

  • Ask owner if suitable for children
  • No pets allowed
  • Private garden
il monolocale LA CORTE ANTICA , da poco ristrutturato in stile toscano, è l'ideale per coppie in quanto dispone di un divano letto matrimoniale comodissimo , cucina completa di elettodomestici forno, frigo, lavastoviglie e tv, bagno con doccia e piccola corte esclusiv  …see more

24 Photos

Pienza / Monticchiello

Apartment / 3 Bedrooms / sleeps 7

3 Nights min stay

Add to shortlist

from £127 / night

£887 - £1383 / week

View

Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis.  …see more

Excellent 5/5 

10 Photos

Pienza / Monticchiello

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

1 night min stay

Add to shortlist

from £57 / night

£398 - £426 / week

View

Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Enjoy Tuscany, in a unique village in a UNESCO world heritage site: access to art, good food and excellent wine.  …see more


24 May 2012

5/5

"A small pcorner of paradise"

Beautiful apartment in the heart of the ancient village of Monticchiello. The village though small has two exceptional restaurants, a fun bar and a shop that sells everything you could need, plus a gr… More

See all reviews Continue

9 Photos

Province of Siena / Pienza

Apartment / 3 Bedrooms / sleeps 5

Min stay varies

Add to shortlist

from £72 / night

£504 - £745 / week

View

Key info:

  • Nearest beach 98 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
L'agriturismo Selvoli si trova nel Parco Artistico Naturale e Culturale della Val d'Orcia, dichiarato dall'UNESCO “Patrimonio dell'umanità  …see more

9 Photos

Province of Siena / Pienza

Apartment / 1 Bedroom / sleeps 2

Min stay varies

Add to shortlist

from £49 / night

£341 - £511 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
L'agriturismo Selvoli si trova nel Parco Artistico Naturale e Culturale della Val d'Orcia, dichiarato dall'UNESCO “Patrimonio dell'umanità  …see more

5 Photos

Province of Siena / Pienza

Apartment / 1 Bedroom / sleeps 5

1 night min stay

Add to shortlist

from £53 / night

£369 - £391 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
“L'angolo di Pienza” for its central position is a good starting point to live an unique experience of life in a rich and delicious small country, with its lively community and its sights.  …see more

4 Photos

Province of Siena / Pienza

Apartment / 1 Bedroom / sleeps 3

1 night min stay

Add to shortlist

from £43 / night

£298 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
“L'angolo di Pienza” for its central position is a good starting point to live an unique experience of life in a rich and delicious small country, with its lively community and its sights.  …see more

6 Photos

Province of Siena / Pienza

Apartment / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £31 / night

£213 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Situato in una bellissima collina, l'agriturismo si affaccia nella vallata della Val D'Orcia.  …see more

9 Photos

Pienza / Monticchiello

Apartment / 1 Bedroom / sleeps 3

1 night min stay

Add to shortlist

from £100 / night

£700 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Antica Locanda PienzaAntica Locanda Pienza  …see more

9 Photos

Province of Siena / Pienza

Apartment / 2 Bedrooms / sleeps 4

4 Nights min stay

Add to shortlist

from £181 / night

£1266 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Pienza' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The apartment  …see more

9 Photos

Province of Siena / Pienza

Apartment / 2 Bedrooms / sleeps 4

4 Nights min stay

Add to shortlist

from £181 / night

£1266 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Vignoni' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The  …see more

10 Photos

Province of Siena / Pienza

Apartment / 2 Bedrooms / sleeps 4

4 Nights min stay

Add to shortlist

from £181 / night

£1266 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Apartment Amiataandnbsp;is an accommodation in Siena that featuresandnbsp;two double bedrooms with their own shower rooms.andnbsp;It has a simple butandnbsp;adorable living room with a small fireplace.andnbsp; Apartment Amiata hasandnbsp;two double roomsandnbsp;with  …see more

9 Photos

Province of Siena / Pienza

Apartment / 1 Bedroom / sleeps 2

4 Nights min stay

Add to shortlist

from £107 / night

£745 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Rhea' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The apartment  …see more

4 Photos

Province of Siena / Pienza

Apartment / 1 Bedroom / sleeps 4

4 Nights min stay

Add to shortlist

from £181 / night

£1266 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Piero' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The apartment  …see more

44 Photos

Pienza / Monticchiello

Apartment / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £162 / night

£1130 - £1762 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
On a large estate surrounded by olive groves and flower fields, this Italian villa is just the place if you and your family are looking for beauty and tranquility. Whether its sunrises in the morning, sunsets in the evening, or midday gazing, you’ll have views that wi  …see more

37 Photos

Pienza / Monticchiello

Apartment / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £162 / night

£1130 - £1762 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
On a large estate surrounded by olive groves and flower fields, this Italian villa is just the place if you and your family are looking for beauty and tranquility. Whether its sunrises in the morning, sunsets in the evening, or midday gazing, you’ll have views that wi  …see more

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