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The best holiday homes in Pienza

Check out our pick of great holiday homes in Pienza

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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Offering pool and val d'Orcia views, Poggio ai Gelsi in Pienza provides accommodation, a seasonal outdoor swimming pool, and a garden.

Each accommodation is comprised of a private bathroom with bidet and shower, air conditioning, bed linen, towels, fridge and coffee machine.

Amazing location, views and host, one of my best short stays in Tuscany.

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9.2
Superb
330 reviews
Price from
£146
per night

The holiday home with a patio and mountain views features 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a bidet. Towels and bed linen are featured in the holiday home. There is also a seating area and a fireplace.

Charming, spacious apartment with fully equipped kitchen, quality linens, plus outdoor furniture to eat, relax and enjoy the lovely garden flowers. Federico is a kind, welcoming host, his helpful dad downstairs also speaks English, WiFi works well. Super clean, convenient to the popular towns yet so quiet and peaceful, it doesn't get any better than this. And that view!

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10
Exceptional
6 reviews
Price from
£107
per night

The 3-bedroom holiday home comes with 2 living rooms with a flat-screen TV with streaming services, a fully equipped kitchen with a dishwasher and an oven, and 4 bathrooms with a hair dryer. Towels and bed linen are provided in the holiday home. The accommodation offers a fireplace.

Lovely tradition place right in the heart of a beautiful town - we loved Pienza

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9.3
Superb
35 reviews
Price from
£253
per night

With free WiFi, this 2-bedroom holiday home offers a flat-screen TV, a washing machine and a fully equipped kitchen with kitchenware. The accommodation offers a fireplace.

The nearest airport is Perugia San Francesco d'Assisi Airport, 90 km from the holiday home.

Nestled just outside the walls, and only a few minutes walk, we thoroughly enjoyed our stay here. The view was so beautiful and having our own private garden gave us the opportunity to enjoy the wines we purchased from local wineries with a million dollar view. The house was beautifully renovated and styled. It was a shame we were only able to stay one night. I would highly recommended this place to be booked for a few nights and use it as a base to discover what Pienza and the Val D'orcia have to offer. Beds were very comfortable.

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9.7
Exceptional
11 reviews
Price from
£172
per night

The spacious holiday home comes with 3 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with satellite channels, a dining area, a fully equipped kitchen, and a terrace with garden views. This holiday home is allergy-free and non-smoking.

The location, the size & decor of the beautiful apartment. Very comfortable for several of us

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9.7
Exceptional
72 reviews
Price from
£138
per night

The air-conditioned holiday home also features a flat-screen TV, a fully equipped kitchen with a microwave, a seating area, and 1 bathroom with a walk-in shower, a bidet and a bath. For added privacy, the accommodation has a private entrance and soundproofing.

Beautiful view, comfortable bed, Italian breakfast, very clean, and updated. If I needed anything Deborah was very responsive. The apartment is just perfect. The town also has a magical feel. The people are so nice! Amazing sunsets every night.

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9.4
Superb
39 reviews
Price from
£256
per night

The air-conditioned holiday home consists of 1 bedroom, a living room, a fully equipped kitchen with an oven and a coffee machine, and 1 bathroom with a bidet and slippers. Towels and bed linen are available in the holiday home. For added privacy, the accommodation has a private entrance and soundproofing.

Fantastic spotless house in a great location. Has everything you need for a short or long term stay. Trust the reviews here and just book it.

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9.3
Superb
24 reviews
Price from
£102
per night

Overlooking the surrounding Tuscan countryside, Holiday Home Arpicella is just 2 km from the centre of Pienza. This rustic-style property is situated in a large park with ancient oak and cypress trees.

The location was exceptional and the hosts warm and welcoming. They made us feel like part of the family. It was special to be able to walk into the town along country lanes

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9.9
Exceptional
8 reviews
Price from
£254
per night

The holiday home with a patio and mountain views has 1 bedroom, a living room, a flat-screen TV, an equipped kitchen with an oven and a fridge, and 1 bathroom with a bidet. Towels and bed linen are available in the holiday home. There is also a seating area and a fireplace.

We loved the tranquility of the location

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8.1
Very good
79 reviews
Price from
£77
per night

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. It features a garden with outdoor pool and BBQ facilities, and produces its own olive oil.

Such a beautiful and stunning location. The property was very comfortable and clean and equipped with sufficient cooking facilities. Rooms with amazing views! Having access to a washing machine was also a bonus. The hosts were very helpful and friendly. The views were stunning and the grounds and poolside area were amazing. Pienza was in walking distance, and took about 40min (quite steep in some sections but fantastic scenery!) Such a peaceful location and an amazing holiday. Thank you!

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8.9
Fabulous
46 reviews
Price from
£138
per night

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!

  • Poggio ai Gelsi
    Breakfast options
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 330 reviews

    Offering pool and val d'Orcia views, Poggio ai Gelsi in Pienza provides accommodation, a seasonal outdoor swimming pool, and a garden.

    Exceptional location decent rooms and good privacy.

  • Casa Asilo La Foce, Val d' Orcia, Pienza.
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 6 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
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 35 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.

    La casa è molto bella, accogliente, divisa in più stanze.

  • Il Nido
    Breakfast options
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 11 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
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 72 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
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 39 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

  • Small lovely home in Pienza
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 24 reviews

    Offering city views, Small lovely home in Pienza is an accommodation situated in Pienza, 10 km from Bagno Vignoni and 17 km from Terme di Montepulciano.

    Świetna lokalizacja, bardzo ładne wnętrze i bardzo miła obsługa.

  • Holiday Home Arpicella
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 8 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.

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

  • Villa Fonte all'Oppio con area piscina recintata
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 47 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.

    Posizione veramente fantastica.... A breve ritornerò!!

  • Casa d'Orcia
    Budget options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Situated in Pienza and only 39 km from Mount Amiata, Casa d'Orcia features accommodation with mountain views, free WiFi and free private parking.

  • Podere FonteBernardi casa con vista su Pienza
    10.0
    Scored 10.0
    Exceptional
    Rated 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
    10.0
    Scored 10.0
    Exceptional
    Rated 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

    Located in Pienza and only 40 km from Mount Amiata, Podere Osteria With Pool Close to Pienza 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 dining is also possible 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
    10.0
    Scored 10.0
    Exceptional
    Rated 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

  • Avg. price/night: £160.97
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 299 reviews
    The property was perfect! Great parking, comfortable beds, very clean and great breakfast! Mattia was so friendly and helpful with everything. Everything at this place is so well thought out, down to the smallest details in the room. We are hoping to return again one day!
    Lucy
    Young couple
  • Avg. price/night: £150.75
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 708 reviews
    It's a beautiful rural landscape. The room is very clean. The staff are kindness.
    INTEN
    Young couple
  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 56 reviews
    Stefano was kind and gave us tips&triks about hidden gems in the area. Also the room was very clean, the complex is amazing and the view breathtaking! Good&elegant breakfast!
    Pletea
    Family with young children
  • Avg. price/night: £108.68
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 85 reviews
    Lovely experience, full equipped apartment in the center. Very clean. Leonardo welcomed us kindly and gave us all the information for parking and eating in the area.
    Claudia
    Family with young children
  • Avg. price/night: £150.75
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 708 reviews
    Very beautiful accommodation Very clean Fantastic Well preparing
    Atcharawan
    Group
  • Avg. price/night: £66.43
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 215 reviews
    Accommodation was very clean, warm and comfortable with quality furnishings and towels. Bathroom was spacious. Use of the kitchen was an added bonus and had everything we needed for our 5 day stay. Great central location. Francesca was a perfect host. We recommend Affittacamere del Corso for your stay in Pienza
    Angela
    Young couple
  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 259 reviews
    very clean room, kindness of the staff. breakfast was superb. Location: is like to be into a picture.....amazing!!! very close to Pienza just 3 km. everything is great, nothing else to say.
    Bisa
    Young couple
  • Avg. price/night: £166.59
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 1,244 reviews
    location. very easy to walk to centre and around. breakfast was good as well as front desk stuff. very clean room and bath room.
    Marie kh
    Family with young children
  • Avg. price/night: £97.95
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 369 reviews
    Great location, very clean and nicely decorated.
    Julie
    Young couple
  • Avg. price/night: £150.75
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 708 reviews
    Very clean farmhouse appartment in beautiful country setting. Perfect location for travelling around the Pienza area. Very helpful host and definately like to go there again.
    Gudjon O.
    Young couple
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