Find short term rentals in Pienza at the best prices

97 available short term rental offers

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Pienza short term rentals
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Best Short term and Weekly rentals in Pienza

Best family friendly Pienza Short term rentals

Among the 97 accommodations in Pienza, here are the 4 best family friendly rentals

La Tresa Country Living - Pienza
9.2 45 reviews

La Tresa Country Living

farm, Montepulciano
La Tresa Country Living is a farm stay located in Montepulciano, offering garden views and convenient access to local attractions.
This pet-friendly, family-friendly accommodation features one bedroom and one bathroom, with complimentary WiFi, private parking, a garden, a terrace, and an outdoor picnic area.
Il Casone - Pienza
9.4 81 reviews

Il Casone

apartment, Montalcino
This two-bedroom apartment is situated in Montisi, a peaceful village just 15 miles from Bagno Vignoni and 16 miles from Montepulciano Terme, offering a tranquil escape from the bustling crowds of Montalcino. The property has received excellent ratings for cleanliness, location and overall user experience.
The self-catering apartment is spread over 130 square metres and features a fully equipped kitchen with a dishwasher, a comfortable living area, and a private bathroom. Guests can enjoy free Wi-Fi, parking, and a private entrance, as well as bed linen and towels.
La Casa Di Margot - Pienza
9.6 95 reviews

La Casa Di Margot

apartment, Montepulciano
La Casa Di Margot is situated in Montepulciano, a short distance from the Montepulciano Terme spa complex and about 30 miles from Mount Amiata. This charming apartment has received excellent ratings for its location, cleanliness, and overall experience.
The accommodation offers two bedrooms, one bathroom, and a spacious 65 square metre living space, comfortably accommodating up to four guests. La Casa Di Margot provides a range of modern amenities, including a fully equipped kitchen, a private garden, a terrace, and free Wi-Fi, making it an ideal choice for a relaxing and enjoyable stay in Montepulciano.
Appartamenti Il Leone - Pienza
8.0 182 reviews

Appartamenti Il Leone

apartment, Pienza
Appartamenti Il Leone is situated in Pienza, 15 kilometres from Bagno Vignoni and 45 kilometres from Mount Amiata, with Montepulciano Terme 16 kilometres away and Bagni San Filippo 26 kilometres distant.
This 55 square metre apartment offers two bedrooms and one bathroom, featuring a fully equipped kitchen, a terrace with city views, free WiFi, and on-site parking, with a swimming pool and concierge service available for guests.

Best Pienza lodging with a kitchen

Borgo71 - In The Heart Of The Val D'orcia - Pienza
10 28 reviews

Borgo71 - In The Heart Of The Val D'orcia

apartment, Castiglione d'Orcia
This Castiglione d'Orcia apartment, recently renovated in 2025, is ideally located in the Val d'Orcia, Tuscany, within easy reach of Montalcino, Pienza, and other towns.
The three-bedroom, three-bathroom property sleeps six guests and boasts modern amenities including a fully equipped kitchen with dishwasher, air conditioning, parking, and internet access, alongside the preservation of original stone features.
Charming Tuscan Home With Splendid Terrace - Pienza
9.7 79 reviews

Charming Tuscan Home With Splendid Terrace

apartment, Torrita di Siena
This charming apartment is located in the medieval village of Montefollonico, just 10 kilometres from Torrita di Siena, in the heart of the UNESCO World Heritage site of Val d'Orcia, known for its rolling hills and stunning scenery. The accommodation has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has two bedrooms and can comfortably accommodate up to four guests. It is equipped with modern amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a private garden, and parking, perfect for a relaxing and comfortable stay.
Luxury Resort Cignella Villas - Pienza
8.3 4 reviews

Luxury Resort Cignella Villas

aparthotel, Trequanda
This Osteria delle Noci aparthotel in Trequanda is situated 18km from Montepulciano Terme and 48km from Piazza Grande, offering convenient access to Tuscan towns.
Ground-floor villas feature private outdoor areas with lake and panoramic views, fully equipped kitchens (including dishwashers and ovens), a swimming pool, garden, bar, free Wi-Fi and parking, plus opportunities for cycling and walking tours.
Podere Lo Smiraglio - La Loggetta - Pienza
No reviews

Podere Lo Smiraglio - La Loggetta

apartment, Trequanda
This two-bedroom apartment in Trequanda is located 46 kilometres from Piazza Grande and 23 kilometres from Parco dei Mulini.
This 100 square metre property offers accommodation for up to seven guests, featuring a garden, outdoor seating, and barbecue facilities, with WiFi and parking provided.

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Best Pienza lodging with laundry available

Secluded Villa Banditello With Panoramic Valley Views Near Montepulciano - Pienza
No reviews

Secluded Villa Banditello With Panoramic Valley Views Near Montepulciano

apartment, Torrita di Siena
This restored Tuscan stone villa, located on the Capanne di Sopra estate in Torrita di Siena, offers a peaceful, panoramic setting with views of the Montepulciano valley and Val d'Orcia hills, situated 1.3 kilometres from Montefollonico and 7 kilometres from Montepulciano.
This independent holiday home, spanning approximately 130 square metres over two floors, accommodates up to six guests with three bedrooms and three bathrooms, featuring a well-equipped kitchen with a fireplace-barbecue, a spacious courtyard for outdoor dining, and private parking, and is close to the Historic Centre of Pienza.
La Chiusa Dei Monaci - Pienza
9.1 172 reviews

La Chiusa Dei Monaci

farm, Trequanda
La Chiusa dei Monaci is a farm stay located in Castelmuzio, a small village near Trequanda, just 50 km from both Siena and Arezzo, offering a peaceful escape from the hustle and bustle. This property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The farm stay offers a 40 square metre, one-bedroom apartment with a fully equipped kitchen, perfect for a family of four. Guests can enjoy the private terrace with stunning views, the garden, and barbecue facilities for al fresco dining.
Schivanoia 1 - Pienza
9.6 70 reviews

Schivanoia 1

apartment, San Quirico d'Orcia
This four-bedroom apartment in Bagno Vignoni, a short walk from the town's centre and approximately 19 kilometres from Bagno San Filippo, offers easy access to San Quirico d'Orcia and other Tuscan destinations.
Schivanoia 1 boasts a spacious layout with a living room, fully equipped kitchen (including fridge and dishwasher), two bathrooms, outdoor seating, free Wi-Fi, private parking, and a fireplace; sleeping up to eight guests.
Eramo Wine House  Design, Parking & Ac - Pienza
9.8 73 reviews

Eramo Wine House Design, Parking & Ac

apartment, Montepulciano
This Montepulciano flat is located a short walk from the historic centre, offering convenient access to local amenities and attractions.
This spacious 120 m² apartment, accommodating up to six guests, features air conditioning, a fully equipped kitchen with a dishwasher, and a private terrace with panoramic lake views.

Best Pienza lodging with air conditioning

La Casa Di Memmo In The Heart Of The Sienese Countryside - Pienza
No reviews

La Casa Di Memmo In The Heart Of The Sienese Countryside

apartment, Trequanda
This 70 m² flat is located in the centre of Petroio, the 'terracotta capital', within Trequanda, offering Val d'Orcia views and proximity to the Terracotta Museum and the village's historic lanes.
This pet-friendly accommodation provides Wi-Fi, air conditioning, a fully equipped kitchen, and accommodates up to four guests in two bedrooms and one bathroom, with opportunities for cycling and hiking nearby and convenient access to Pienza, Montepulciano, and Montalcino.
Il Noce Apartment  Agriturismo Il Noce In Val D'orcia - Pienza
No reviews

Il Noce Apartment Agriturismo Il Noce In Val D'orcia

apartment, Castiglione d'Orcia
This Il Noce apartment is located in Castiglione d'Orcia, Tuscany, 4 kilometres from Bagno Vignoni and 33 kilometres from Mount Amiata, with cycling opportunities nearby.
This 60 square metre flat offers accommodation for up to 5 guests, featuring 2 bedrooms, 2 bathrooms, a private kitchen, Wi-Fi, air conditioning, and shared access to a garden and barbecue at Agriturismo Il Noce.
Agriturismo Belagaggio - Pienza
9.5 518 reviews

Agriturismo Belagaggio

farm, Torrita di Siena
Agriturismo Belagaggio is located in Montefollonico, a picturesque village just a short drive from Torrita di Siena, offering stunning views of the surrounding countryside. The property has received excellent ratings for its location, cleanliness and overall experience.
This recently renovated farmhouse offers comfortable accommodation with a range of amenities including a swimming pool, jacuzzi, and terrace. Guests can enjoy a restaurant serving local cuisine, a spa, and a variety of activities such as cycling and hiking.
Maria Gabriella Cottage - Pienza
No reviews

Maria Gabriella Cottage

apartment, Pienza
This independent cottage is situated in Monticchiello, offering easy access to the UNESCO World Heritage Val d'Orcia and is a short drive from Pienza, with its historic centre and attractions.
This 27 square meter holiday home accommodates two guests, featuring one double bedroom, a bathroom, a kitchenette with an electric oven, air conditioning, and access to shared outdoor space, all within reach of local gastronomy and wine routes.
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