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The best holiday rentals in Pienza

Check out our pick of great holiday rentals in Pienza

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Agriturismo Castello La Grancia di Spedaletto is situated in the countryside of Pienza and produces olive oil and wine. A continental breakfast is included each morning.

This restored 12th-century castle is equipped with free WiFi throughout. Its rooms include a TV, and private bathroom with free toiletries. It has wood-beamed ceilings and elegant country-style furnishings.

Incredible accommodation which exceeded our expectations! Very quite area, located in a castle, the room was very spacious and with a splendid view! The breakfast was also incredible, with many choices and also homemade cakes. It is located very near to Pienza and there are many great locations to visit around this accommodation - we also received a list with recommendations from our host. We would definitely come back! Thank you!

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9.4
Superb
1,046 reviews
Price from
MXN 2,367
per night

46 km from Mount Amiata, GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA is a recently renovated property set in Pienza and offers air-conditioned rooms with free WiFi and private parking. Boasting full-day security, this property also provides guests with a picnic area. Featuring family rooms, this property also provides guests with a sun terrace.

This was absolutely fantastic! Nothing to add, the owners were simply fantastic, amazing room, location and the facilities and breakfast amazing!

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9.8
Exceptional
299 reviews
Price from
MXN 3,395
per night

Boasting a garden and views of garden, Vento d’Orcia is a farm stay set in a historic building in Pienza, 50 km from Mount Amiata. There is a private entrance at the farm stay for the convenience of those who stay. There is a children's playground and guests can make use of free WiFi, free private parking and an electric vehicle charging station.

First of all, thank you to lady Ana for everything, what a kind and welcoming host! The location is just perfect, the one that you can feel the authentic feeling of Tuscany! We appreciated everything, from the spotless cleaning room to the amazing garden. From the delicious breakfast to the attention in details for everything! We would be so happy to return!

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9.8
Exceptional
259 reviews
Price from
MXN 2,910
per night

Offering a terrace and inner courtyard view, Pienzalettings is set in Pienza, 45 km from Mount Amiata and 10 km from Bagno Vignoni. Featuring garden and city views, this apartment also features free WiFi. The apartment has family rooms.

Very clean and perfect location

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9.5
Exceptional
154 reviews
Price from
MXN 2,581
per night

Located in the coutryside, 7 km from Pienza, Il Mastio di Spedaletto provides free WiFi.

The accommodation comes with a shared lounge. The rooms have a flat-screen TV and a private bathroom with bidet, shower and a hairdryer.

the property which was a historic castle was beautiful, and the owners did a great job renovating the interior. The suite was sizable, and comes with a kitchen which was very handy, as it takes a bit of drive to find restaurants nearby. the breakfast was nicely prepared in a beautiful dining area. appreciate the reservation and complimentary tour to the winery! the owner family was very friendly;) location was not in the hussle and bustle of Tuscany but very convenient to travel to places (Pienza, Montepulciano, etc) and i appreciate the quiteness of the property.

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9.8
Exceptional
456 reviews
Price from
MXN 2,910
per night

Set just 21 km from Bagno Vignoni, Podere Poggio Salto provides accommodation in Pienza with access to pool with a view, a garden, as well as a 24-hour front desk. There is a private entrance at the apartment for the convenience of those who stay. The apartment offers rooms with air conditioning, free private parking and free WiFi.

Tommasso was so welcoming. We had the best stay and enjoyed the hospitality. Gorgeous setting and very comfortable villa. The sunsets were beautiful and we will definitely be returning. Highly recommend.

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9.7
Exceptional
182 reviews
Price from
MXN 2,948
per night

The holiday home offers Italian breakfast.

Around Pienza you can visit the Vitaleta Chapel, and several villages such as San Quirico d'Orcia, Bagno Vignoni, Monticchiello, Montalcino and the Quercia delle Checche with more than 370 years

Andrea was an amazing, responsive and personable host who took the time upon check–in to give us loads of advice about things to see in the local area. His lovely, recently renovated apartment is in a super location in Pienza and is well–equipped, cosy and delightful. We loved our stay here and the time we spent in this beautiful part of Tuscany.

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9.6
Exceptional
156 reviews
Price from
MXN 2,367
per night

Located in Pienza, Incanto b&b features accommodation with a hot tub. Complimentary WiFi is available.

Some units are fitted with a fully equipped kitchenette with a fridge, a seating area with a sofa bed, a flat-screen TV and a private bathroom with bidet.

conveniently located, everything was well equipped and clean, Federico was kind.

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9.4
Superb
373 reviews
Price from
MXN 2,270
per night

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.

The place is like a dream, probably the most beautifull place of the region. The apartament have view of to 3 sides, valley and 2 cities. The kitchen is full equipped and the fireplace makes a difference. All perfect, the location helps a lot, 30 to 60 min to most of the tuscany cities.

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9.2
Superb
330 reviews
Price from
MXN 3,336
per night

Situated just 17 km from Bagno Vignoni, Podere Cacchini features accommodation in Pienza with access to a garden, barbecue facilities, as well as a shared kitchen. This property offers access to a patio and free private parking. Boasting family rooms, this property also provides guests with a sun terrace.

Wonderful location overlooking the magic Toscan landscape. The owner Lucia (and her granddaughter) welcomed us as if we were coming home. Throughout the stay we felt very comfortable.

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9.3
Superb
313 reviews
Price from
MXN 1,746
per night

Most booked holiday rentals in Pienza this month

Enjoy breakfast in Pienza!

  • Residenza d'Epoca La Rosa
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 156 reviews

    Set in Pienza, Residenza d'Epoca La Rosa features accommodation with a flat-screen TV and a kitchen. Complimentary WiFi is provided.

    Spacious, comfortable apartment in a very central location.

  • Le Checche
    Breakfast options
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 118 reviews

    Featuring a seasonal outdoor swimming pool, garden and views of pool, Le Checche is situated in Pienza, 36 km from Mount Amiata.

    Hôtes charmants et maison très calme en pleine campagne

  • Podere Spedalone
    Breakfast options
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 684 reviews

    Offering an outdoor pool, Podere Spedalone provides country-style rooms and a large garden. It is set in the Tuscan countryside, 7 km from Pienza.

    Wonderful place, wonderful people. Totally recommend

  • ROSSELLINO®
    Breakfast options
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 308 reviews

    Overlooking Val D'orcia Mountain Natural Park, B&B Il Rossellino is set in the Belle Arti listed building and former house of the Piccolomini Italian noble family, all in Pienza.

    Perfect stay. Perfect location. Loved the terrace.

  • L'apparita Camere
    Breakfast options
    7.9
    Scored 7.9
    Good
    Rated good
     · 292 reviews

    Situated within 46 km of Mount Amiata and 10 km of Bagno Vignoni in Pienza, L'apparita Camere features accommodation with seating area.

    Camera arredata in modo particolare, molto carina e accogliente.

  • Agriturismo Castello La Grancia di Spedaletto
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 1,046 reviews

    Agriturismo Castello La Grancia di Spedaletto is situated in the countryside of Pienza and produces olive oil and wine. A continental breakfast is included each morning.

    Place was nice, easy parking and good food&wine.

  • GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 299 reviews

    46 km from Mount Amiata, GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA is a recently renovated property set in Pienza and offers air-conditioned rooms with free WiFi and private parking.

    Beautiful room. Close proximity to town. Friendly hosts!

  • Vento d’Orcia
    Breakfast options
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 259 reviews

    Boasting a garden and views of garden, Vento d’Orcia is a farm stay set in a historic building in Pienza, 50 km from Mount Amiata.

    All the quality finishes, hospitality and location!

These holiday rentals in Pienza have options with FREE cancellation

  • Pienzalettings
    Free cancellation options available
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 154 reviews

    Offering a terrace and inner courtyard view, Pienzalettings is set in Pienza, 45 km from Mount Amiata and 10 km from Bagno Vignoni.

    房间很好,有独立的厨房餐厅、独立的小客厅,独立的卧室,房子位置也不错,就在小镇里,出门就可以到处逛逛。

  • Il Nido
    Free cancellation options available
    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.

  • La Lanciotta
    Free cancellation options available
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 50 reviews

    Offering city views, La Lanciotta is an accommodation set in Pienza, 13 km from Bagno Vignoni and 25 km from Bagni San Filippo.

    Località meravigliosa, ottima struttura e accoglienza

  • Beccofino
    Free cancellation options available
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 464 reviews

    Offering city views, Beccofino is an accommodation located in Pienza, 46 km from Mount Amiata and 15 km from Bagno Vignoni.

    The decoration and valued items in the hall place of the property

  • Affittacamere del Corso
    Free cancellation options available
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 214 reviews

    Located in the UNESCO World Heritage Site town of Pienza, Affittacamere del Corso offers classic accommodation with a shared kitchen. The property is 10 km from San Quirico d’Orcia.

    Davvero molto carina e posizione super comoda in centro

  • Casa Beccofino
    Free cancellation options available
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 88 reviews

    Set in Pienza, within 26 km of Bagni San Filippo, Casa Beccofino is an accommodation offering garden views.

    Ben fornito, comodo e accogliente. Ottima posizione

  • Podere la Miniera
    Free cancellation options available
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 80 reviews

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

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

  • Appartamenti Il Leone
    Free cancellation options available
    7.9
    Scored 7.9
    Good
    Rated good
     · 142 reviews

    Offering garden views, Appartamenti Il Leone is an accommodation set in Pienza, 46 km from Mount Amiata and 15 km from Bagno Vignoni.

    Fabulous location! Apartment was clean and comfy.

Highly rated holiday rentals in Pienza

  • Il Mastio di Spedaletto
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 456 reviews

    Located in the coutryside, 7 km from Pienza, Il Mastio di Spedaletto provides free WiFi. The accommodation comes with a shared lounge.

    I never had a breakfast like this one! It was unbelievable!

  • Podere Poggio Salto
    8.0+ review score
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 182 reviews

    Set just 21 km from Bagno Vignoni, Podere Poggio Salto provides accommodation in Pienza with access to pool with a view, a garden, as well as a 24-hour front desk.

    Nice cosy apartment, had friendly hosts. Great views and easy to find.

  • Incanto b&b
    8.0+ review score
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 373 reviews

    Located in Pienza, Incanto b&b features accommodation with a hot tub. Complimentary WiFi is available.

    Very clean and close to a parking lot. Bed is comfortable.

  • Poggio ai Gelsi
    8.0+ review score
    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.

  • Podere Cacchini
    8.0+ review score
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 313 reviews

    Situated just 17 km from Bagno Vignoni, Podere Cacchini features accommodation in Pienza with access to a garden, barbecue facilities, as well as a shared kitchen.

    Idyllic stay in the Tuscan countryside. Breakfast was great

  • Casa dolce casa
    8.0+ review score
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 218 reviews

    Featuring a terrace and views of city, Casa dolce casa is a bed and breakfast situated in a historic building in Pienza, 45 km from Mount Amiata.

    Struttura bellissima molto accogliente e molto pulita!!

  • La Bellavita B&B
    8.0+ review score
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 282 reviews

    Situated within 46 km of Mount Amiata and 10 km of Bagno Vignoni, La Bellavita B&B features rooms with air conditioning and a private bathroom in Pienza.

    Lovely welcome, the view, the owners and the breakfast 🇮🇹

  • Casa Cardinali
    8.0+ review score
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 108 reviews

    Located just 46 km from Mount Amiata, Casa Cardinali features accommodation in Pienza with access to a garden, a shared lounge, as well as a shared kitchen.

    ubicacion espacios instalaciones disposicion de los dueños

FAQ about holiday rentals in Pienza







Holiday rentals that guests love in Pienza

  • Avg. price/night: MXN 4,713.70
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 330 reviews
    Dream location. Endless Tuscan views. Magnificent location for exploring Val D'Orcia, Pienza, Montepulciano. Warm and helpful host, wine on arrival! Warm and comfortable villa, well appointed kitchen was great for some self-catering.
    MARIO
    Young couple
  • Avg. price/night: MXN 4,713.70
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 330 reviews
    Great location to base yourself to experience Tuscany. Quiet and picturesque but close to several wineries and photogenic villages.
    Elliott
    Young couple
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 114 reviews
    The best Host!Very polite and helpful! The room was very spacious with amazing decoration to the detail. It was even better in person than the photos. Also very good location near to all the beautiful villages and of course the landscapes of Val D’Orcia.
    Iwanna
    Young couple
  • Avg. price/night: MXN 7,419.72
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 98 reviews
    Pienza is a beautiful village, the Val d'Orcia is breathtaking. We were welcomed by Paola, who is a magnificent ambassador for the property, she really made us feel incredibly welcome. The restaurant was also excellent, we had a fantastic dinner. We came off season, (March) which added to the tranquility. I think you would come here to enjoy a quiet, peaceful retreat, and it is a nice base to explore the Tuscan wine region.
    Beatrice
    Young couple
  • 9.0
    Scored 9.0
    Superb
    Rated superb
     · 67 reviews
    Super comfortable, clean, cosy. Everything you need with lovely hosts. Free parking is a short 5 min walk. You are located on the doorstep of Pienza village. Stayed for 4 nights and we could have stayed double the length of the stay. It was a dream. Very good location for accessing Val d’ Orcia area via car.
    Stephanie
    Young couple
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 15 reviews
    Spacious apartment in the village, friendly staff. beautiful views all around.
    Dmitry
    Family with young children
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 24 reviews
    It was right in the village. It was a lovely home, nicely decorated and has a washing machine. The pictures are a good representation of the home. It is very clean and has a nice bathroom. Antonio was delightful to work with and available if needed. Easy access to the property. Pienza is a good location to visit other villages.
    Jerri
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 229 reviews
    Alice and Simon were so helpful with everything. Although the apartment is on three floors, we didn't have trouble navigating the stairs and Simon helped us with the luggage. The property is right in the heart of Pienza and it's a delightful village. You can see the church tower from the bedroom window. (The bells do toll several times a day but I loved it.) We couldn't have asked for a nicer place to stay while visiting Tuscany.
    Jacinthia
    Group
  • Avg. price/night: MXN 9,175.23
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 74 reviews
    Awesome breakfast ! Beautiful Tuscan villa - loved the decor
    Andrew
    Young couple
  • Avg. price/night: MXN 2,327.75
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 156 reviews
    the host is super friendly and explained everything in detail. Location is in the heart of the village.
    Ilke
    Family with young children