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Find the right holiday home for you in Pienza

The best holiday homes in Pienza

Check out our pick of great holiday homes in Pienza

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La Torre House, hotel in Pienza

Offering garden views, La Torre House is an accommodation set in San Quirico dʼOrcia, 46 km from Piazza del Campo and 4.3 km from Bagno Vignoni.

Wonderful view to Val de Orcia from the large terrace. The location is pieceful.
Scored 9.2
9.2
Rated superb
Superb
149 reviews
Price from
£77.05
per night
Villa Poliziana San Benedetto, hotel in Pienza

Surrounded by large garden, Villa Poliziana San Benedetto is a self-catering villa 3 km from the centre of Montepulciano and a 12-minute drive from Chianciano Terme.

Nice location, conveniently connected and not far away from Montepulciano (which is a fantastic city). Spacious house, renovated well. The terrace is really nice to spend some time in the evening. The host is wonderful! Very helpful, friendly, always available. We had no issues with wifi. There is no airco but fans are available and the trees bring needed shade. Sadly piano is not available, it serves as a decoration only, which is understandable but sad that probably guests in the past have broken it.
Scored 9.5
9.5
Rated exceptional
Exceptional
116 reviews
Price from
£286.64
per night
Montorio, hotel in Pienza

Montorio is an old country house in the hills of Montepulciano overlooking the San Biagio Church. It offers rustic apartments, free Wi-Fi, and free private parking.

That was one of the highlights of our Italian trip. If you visit Tuscany I would say this property is a must stay to get a bit of flavour of Tuscany life. The property is way more beautiful than pictures can say. The way lights play on the building during sunset and sunrise makes you regret you are not a painter. Get your phone ready to take pictures. Surroundings are mind-blowing. Views are amazing. Those Tuscany trees all around make you believe you are in a good old movie. Even approaching this property and getting inside was breathtaking experience. I would easily spend more days at this place just to have a chance to stay on this land and enjoy views of fields and church while drinking Montepulciano. I rewatched Under the Tuscan sun just yesterday and seeing this exact church in a movie and these exact views was such a flash back, made me part of this movie. There is a steep path to get to Montepulciano, but also it’s a 1 min drive with plenty of free parking. There are a few apartments in this building but we felt we had enough privacy. Property has laundry and ironing facilities.
Scored 9.3
9.3
Rated superb
Superb
155 reviews
Price from
£108.75
per night
La Casa nel Borgo, hotel in Pienza

Set 44 km from Mount Amiata, La Casa nel Borgo offers a garden, and air-conditioned accommodation with a terrace and free WiFi.

Beautifully renovated apartment, very comfortable and really well set up. Marco greeted us on arrival and very helpful about places to eat. We really enjoyed our stay and look forward to staying again sometime soon.
Scored 9.3
9.3
Rated superb
Superb
155 reviews
Price from
£96.11
per night
Borgo Lucignanello Bandini, hotel in Pienza

Featuring a free outdoor pool and garden with BBQ facilities, Borgo Lucignanello Bandini is 5 km from the centre of San Giovanni d’Asso. It offers self-catering accommodation and free Wi-Fi...

In historic village complex, super friendly and helpful staffs. English is limited but very helpful nevertheless!! prompt reply of messages and fast answer of the mobile in the evenings. Help with rubbish when full is nice. Nicholas even drive me to get parts to help fix our rental car issue so we can leave as planned!
Scored 9.3
9.3
Rated superb
Superb
28 reviews
Price from
£316.99
per night
Villa Fè -Choose Panoramic View, Jacuzzi, Private Parking, hotel in Pienza

Featuring air-conditioned accommodation with a balcony, Villa Fè -Choose Panoramic View, Jacuzzi, Private Parking is set in Montepulciano.

View from the window and balcony, with 270 degree panorama of Montepulciano and Tuscany. Parking place in the courtyard is a big plus (without a rental car is anyway difficult to navigate around). All kitchen amenities for breakfast and coffee and a dishwasher. Location is ~15 min from old town of Montepulciano, so a good base to explore around Tuscany. Garden and jacuzzi could be use for relax if nothing else to do. Everybody loved the cat.
Scored 9.1
9.1
Rated superb
Superb
30 reviews
Price from
£150.91
per night
Al Piccolo Ulivo, a casa di Mimo&Sè, hotel in Pienza

Offering a shared lounge and mountain view, Al Piccolo Ulivo, a casa di Mimo&Sè is set in Castiglione dʼOrcia, 4.3 km from Bagno Vignoni and 18 km from Bagni San Filippo.

Peaceful, comfortable, location
Scored 9.1
9.1
Rated superb
Superb
37 reviews
Price from
£152.36
per night
Casa Aldobrandesca, hotel in Pienza

Located 5.1 km from Bagno Vignoni, 17 km from Bagni San Filippo and 27 km from Terme di Montepulciano, Casa Aldobrandesca offers accommodation set in Castiglione dʼOrcia.

The area is peaceful, quite and the village is wonderful. The house was good and it has everything you need.
Scored 9.2
9.2
Rated superb
Superb
18 reviews
Price from
£153.43
per night
PULCINELLA appartamento tipico centro storico, hotel in Pienza

PULCINELLA appartamento tipico centro storico, featuring a shared lounge, is set in Montepulciano, 21 km from Bagno Vignoni and 28 km from Bagni San Filippo.

Beautiful charming accommodation in the perfect location. Host was extremely helpful and kind.
Scored 9.0
9.0
Rated superb
Superb
82 reviews
Price from
£169.37
per night
Le Maribelle, hotel in Pienza

Set 44 km from Mount Amiata and 11 km from Terme di Montepulciano, Le Maribelle features free WiFi and units equipped with a kitchen, terrace and seating area.

Barbara is a very good host, taking care of you during your stay. Very friendly and pleasant woman.
Scored 8.4
8.4
Rated very good
Very good
168 reviews
Price from
£132.70
per night
All holiday homes in Pienza
Looking for a holiday home?
Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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Most booked holiday homes in Pienza this month

Enjoy breakfast in Pienza!

  • Casa Asilo La Foce, Val d' Orcia, Pienza.
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 14 reviews

    Set in Pienza and only 37 km from Mount Amiata, Casa Asilo La Foce, Val d' Orcia, Pienza. Offers accommodation with garden views, free WiFi and free private parking.

    can recommend, all the place is perfect. house is pretty and the garden big enough for 2 kids 🙂

  • Renaissance House
    Breakfast options
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 43 reviews

    Located 10 km from Bagno Vignoni, 17 km from Terme di Montepulciano and 26 km from Bagni San Filippo, Renaissance House provides accommodation situated in Pienza.

    Casa grande da perdercisi in una ottima posizione.

  • Il Nido
    Breakfast options
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 23 reviews

    Boasting garden views, Il Nido features accommodation with a garden and a terrace, around 45 km from Mount Amiata.

    Posizione unica, una casa bellissima con vista spettacolare.

  • Spagna5
    Breakfast options
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 73 reviews

    Located in Pienza, 46 km from Mount Amiata and 15 km from Bagno Vignoni, Spagna5 provides air-conditioned accommodation with a balcony and free WiFi.

    Big apartment with really Nice beds and well equipped.

  • Il Torrino - Deb'S Monticchiello
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 32 reviews

    Offering mountain views, Il Torrino - Deb'S Monticchiello is an accommodation located in Pienza, 11 km from Terme di Montepulciano and 13 km from Bagno Vignoni.

    Lovely unit in a small tower, great breakfast, helpful host

  • Holiday Home Arpicella
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 5 reviews

    Overlooking the surrounding Tuscan countryside, Holiday Home Arpicella is just 2 km from the centre of Pienza.

    Non vediamo l’ora di tornare! Posizione perfetta, posto magico, casa super accogliente e arredata con tanto gusto, carinissimi proprietari.

  • Podere la Miniere casa vancanze
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 78 reviews

    Situated in Pienza and only 16 km from Bagno Vignoni, Podere la Miniere casa vancanze features accommodation with garden views, free WiFi and free private parking.

    La tranquillità e la sig.ra Silvana, gentile e discreta.

  • Villa Fonte all'Oppio con area piscina recintata
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 46 reviews

    Set in the Tuscan countryside, Villa Fonte all'Oppio con area piscina recintata is 2.5 km from the centre of Pienza, a UNESCO World Heritage Site.

    Schoon, service, lokatie, mooi , echt alles perfect!

Save money on holiday homes in Pienza – budget options available!

  • Suite Gioconda a Pienza
    Budget options available
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Offering a garden and garden view, Suite Gioconda a Pienza is set in Pienza, 18 km from Terme di Montepulciano and 24 km from Bagni San Filippo.

  • Podere FonteBernardi casa con vista su Pienza
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Featuring garden views, Podere FonteBernardi casa con vista su Pienza offers accommodation with a garden and a balcony, around 45 km from Mount Amiata.

  • Villa I Cipressini piscina riscaldata spa Toscana
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Featuring air-conditioned accommodation with a private pool, Villa I Cipressini piscina riscaldata spa Toscana is located in Pienza.

  • Podere Osteria With Pool Close to Pienza - Happy Rentals

    Located in Pienza and only 40 km from Mount Amiata, Podere Osteria With Pool Close to Pienza - Happy Rentals provides accommodation with mountain views, free WiFi and free private parking.

  • Podere Osteria
    Budget options available

    Situated in Pienza, Podere Osteria features a private pool. This property offers access to a balcony, free private parking and free WiFi. Outdoor seating is also available at the villa.

  • PODERE BAGNOLO 8, Emma Villas
    Budget options available

    Situated in Pienza, 48 km from Mount Amiata and 10 km from Terme di Montepulciano, PODERE BAGNOLO 8, Emma Villas offers an open-air bath and air conditioning.

  • Well-equipped Holiday Home in Ospedaletto Italy with Private Pool
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Well-equipped Holiday Home in Ospedaletto Italy with Private Pool, a property with free bikes and a garden, is situated in Pienza, 39 km from Mount Amiata, 4.1 km from Bagno Vignoni, as well as 20 km...

FAQ about holiday homes in Pienza

Holiday homes that guests love in Pienza

  • Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 234 reviews
    Very clean accommodation, equipped with air conditioning, in the middle of the old town, close to everything. Wonderful!
    László
    Family with young children
  • Avg. price/night: £118.03
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 502 reviews
    Perfect location, walkable to Pienza and very peaceful. Room was a good size, very clean and bed and sofa comfortable. Very good air conditioning. Clean linen provided. Natural swimming pool, nice for a quick dip after a hot day walking but didn't like spending too much time in it. Ample sunbeds and clean and in good condition. Fresh bottled water provided every day. Useful working fridge.
    Angelique
    Family with young children
  • Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 276 reviews
    everything very clean and made with love. you can see that the owner likes doing his job air conditioning works well, breakfast is for an italian hotel outstanding
    Sandro
    Young couple
  • Avg. price/night: £204.02
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 1,417 reviews
    We stayed one night at the hotel and everything was very good. Very clean, staff very friendly and we had an amazing room with a view over the Val d’Orcia. We had dinner at the terrace as well and the food was very good with an amazing sunset. Breakfast very good as well. We recommend it.
    Mihaela
    Young couple
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 471 reviews
    Wonderful property, amazing sunsets , very clean and the breakfast are very good. You feel like home. We definitely recommend it.
    Mihaela
    Young couple
  • Scored 9.4
    9.4
    Rated superb
    Superb
     · 59 reviews
    Francesca from the reception was so kind and helpful, explained everything about the property. Rooms were new and very clean, properly designed for such a property. It was short but everything great.👍
    Nada
    Young couple
  • Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 8 reviews
    Great hosts that made it very smooth and easy to check in and out. The apartment is cozy, okay standards, felt very clean, fresh and safe. The view from the garden is just stunning, such a nice place to wake up in, to grab the morning coffee on the terrace and spend the evening with nothing but the beautiful val d'Orcia in front of your eyes.
    Efraim
    Family with young children
  • Scored 9.1
    9.1
    Rated superb
    Superb
     · 360 reviews
    The interior of the apartment was very clean and modern, kitchen was well-equipped with lots of kitchenware, and the baby bed provided was really great. There are many windows to view the scenery and has dark curtains to block out light when we want it. The surrounding scenery is breathtaking ans the host is very friendly.
    Yoonsoo
    Family with young children
  • Scored 9.0
    9.0
    Rated superb
    Superb
     · 872 reviews
    We loved our room which was very spacious and well appointed . The added bonus of a separate sitting room was a lovely surprise. It was very clean and very comfortable. The staff were really helpful and friendly. The swimming pool was an added bonus. The location was excellent.
    Julie
    Young couple
  • Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 1,182 reviews
    It is very clean and the rooms are comfortable. The staff are helpful. We enjoyed the breakfast very much.
    Denise
    Young couple