Holiday Rentals in Pienza

69 available vacation rental offers

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Pienza holiday rentals
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Best Holiday rentals and Airbnb offers in Pienza

Best family friendly Pienza holiday rentals

Among the 69 accommodations in Pienza, here are the 4 best family friendly rentals

La Terrazza Del Papa - Pienza
9.8 12 reviews
Pienza
25/07 – 28/07
SG$276/nighttotal: SG$828 (3 )

La Terrazza Del Papa

2 3
apartment , Pienza
La Terrazza del Papa is a tranquil apartment situated in Pienza, located 14 kilometres from Bagno Vignoni and 26 kilometres from Bagni San Filippo, with Mount Amiata 45 kilometres away.
This 64 square metre apartment offers air conditioning, complimentary WiFi, a fully equipped kitchen, and accommodation for up to seven guests across two bedrooms and one bathroom, with check-out between 8am and 11am.
Dolce Pienza – Modern Home In The Historic Center - Pienza
10 18 reviews
Pienza
24/07 – 27/07
SG$384/nighttotal: SG$1152 (3 )

Dolce Pienza – Modern Home In The Historic Center

1 3
apartment , Pienza
This Pienza apartment, situated in the historic centre, offers easy walking access to Piazza Pio II and the Duomo.
Sleeping up to five guests, the self-catering flat features a master bedroom, a fully equipped kitchen with fridge and freezer, air conditioning, and parking; a bathroom with bathtub and bidet completes this one-bedroom property.
Note In Val D'orcia - Pienza
9.0 35 reviews
Pienza
30/09 – 03/10
SG$237/nighttotal: SG$711 (3 )

Note In Val D'orcia

2 4
apartment , San Quirico d'Orcia
This apartment in San Quirico d'Orcia is located 40km from Mount Amiata and 45km from Piazza del Campo in Siena, offering a peaceful setting in the heart of the Val d'Orcia landscape. It has received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom apartment has a floor area of 90 square metres and can accommodate up to 7 guests. It features a terrace with views, a fully equipped kitchen, a washing machine, a flat-screen TV, free Wi-Fi, and parking. You can also enjoy the nearby thermal baths of Bagno Vignoni (5.3km) and Bagni San Filippo (21km).
Pienzalettings "Casa Gioia" - Pienza
9.6 375 reviews
Pienza
19/07 – 23/07
SG$195/nighttotal: SG$780 (4 )

Pienzalettings "Casa Gioia"

1 2
apartment , Pienza
This apartment is located in Pienza, just 10km from Bagno Vignoni and 18km from Montepulciano Terme, offering easy access to these popular destinations. The accommodation has received excellent ratings for cleanliness, location and user experience.
This self-catering property has a private entrance and a fully equipped kitchen, allowing you to prepare your own meals. The apartment also boasts air conditioning, free Wi-Fi, a private bathroom, and parking, making it a comfortable and convenient choice for your stay.

Best Pienza holiday rentals with parking

Agriturismo Bagnolo - Pienza
9.0 235 reviews
Pienza
25/07 – 28/07
SG$221/nighttotal: SG$663 (3 )

Agriturismo Bagnolo

1 3
farm , Pienza
Agriturismo Bagnolo is a farm stay situated in the Tuscan countryside, just 4km from the historic town of Pienza, and within easy reach of Montepulciano and Chianciano Terme. This highly-rated property boasts excellent user, location, and cleanliness ratings.
The farm offers a choice of rooms and apartments, accommodating up to two guests. Enjoy a range of amenities including a jacuzzi, terrace, garden, and parking, as well as the opportunity to participate in the production of oil and cheese, and witness the farm's animals firsthand.
A Casa Di Gabri - Pienza
9.3 10 reviews
Pienza
13/07 – 15/07
SG$223/nighttotal: SG$446 (2 )

A Casa Di Gabri

3 2
house , Torrita di Siena
This charming holiday home is located in Montefollonico, a peaceful village just a short drive from Torrita di Siena, offering easy access to the town's shops, restaurants, and attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house provides ample space for up to five guests, with three bedrooms, two bathrooms, and a total floor area of 100 square metres. Guests can enjoy a fully equipped kitchen, a relaxing garden, and a terrace for outdoor dining, as well as free Wi-Fi access throughout the property.
140 M² Farmhouse ∙ 4 Bedrooms ∙ 12 Guests - Pienza
9.8 33 reviews
Pienza
10/10 – 20/10
SG$739/nighttotal: SG$7390 (10 )

140 M² Farmhouse ∙ 4 Bedrooms ∙ 12 Guests

4 7
farm , San Quirico d'Orcia
Farm listing for up to 12 guests with an excellent rating of 98% based on 33 reviews. This accommodation is based in San Quirico d'Orcia.
Facilities and services include a spa, a kitchen and a dish washer. This is a pet-friendly accommodation!
Stunning Private Villa With Wifi, A/c, Tv, Veranda And Pets Allowed, Close To Montepulciano - Pienza
Pienza
07/12 – 10/12
SG$741/nighttotal: SG$2223 (3 )

Stunning Private Villa With Wifi, A/c, Tv, Veranda And Pets Allowed, Close To Montepulciano

3 8
house , Pienza
This spacious villa is situated in Monticchiello, within the Val d'Orcia region, 9 kilometres from Montepulciano and 63 kilometres from Siena.
The 600 square metre property accommodates up to eight guests with three bedrooms and four bathrooms, offering air conditioning, Wi-Fi, a well-equipped kitchen, a garden with barbecue, and personalised tours from the owner.

Frequently asked questions about holiday rentals in Pienza

  • What are some interesting places to visit in or near Pienza?

    Pienza is a beautiful town, so you'll want to explore its historic centre, especially Piazza Pio II, with its stunning cathedral. You can also visit the nearby town of Montepulciano, known for its wine production and beautiful Renaissance architecture.
  • What are the best Airbnb and vacation rentals in Pienza?

    Agriturismo Il Macchione, Residenza D'epoca La Rosa and La Casa Nel Borgo are the most popular Airbnb and vacation rentals in Pienza among travelers.

  • Which walking or cycling routes are the best in Pienza?

    The Val d'Orcia is a great area for cycling, so you could try the 40km route from Pienza to San Quirico d'Orcia. For a shorter walk, you can take the 1.5km trail from Pienza to the Corsignano Fortress, which offers fantastic views of the valley.
  • What are the most popular Airbnbs in Pienza?

    Among the Airbnbs in Pienza, The Cedar House, La Dimora Di Pienza Family 2 Rooms and Panoramic Apaertment Val D'orcia are the most popular ones.

  • What other towns or cities can be easily accessed from Pienza?

    You can easily reach Siena by car in about 45 minutes, or by bus. The charming town of Montalcino is also within easy reach, about 30 minutes away by car. Florence is about 1 hour and 45 minutes away by car.
  • What are the best vacation rentals with a pool in Pienza?

    Agriturismo Il Macchione, Poggio Ai Gelsi and Agriturismo La Collina are the best vacation rentals with a pool in Pienza.

  • What amenities are commonly available in vacation rentals in Pienza?

    Most vacation rentals in Pienza will have a kitchen, a bathroom, and a living area. Many also have a private garden or terrace, and some may have a swimming pool. You'll usually find Wi-Fi and air conditioning, too.
  • What are the best rentals for families and kids in Pienza?

    The best rentals for families and kids in Pienza are Agriturismo Il Macchione, Residenza D'epoca La Rosa and La Casa Nel Borgo.

  • What time of year is best to rent a vacation rental Pienza?

    The best time to visit Pienza is during the shoulder seasons, from April to May or September to October, when the weather is mild and the crowds are smaller. You can also enjoy the summer months, from June to August, but it can get quite hot and busy.
  • What are the best rentals or Airbnbs with a jacuzzi in Pienza?

    The best vacation rentals or Airbnb with a jacuzzi in Pienza are Agriturismo Il Macchione, Residenza D'epoca La Rosa and Poggio Ai Gelsi.

Destinations nearby

Best Pienza holiday rentals with a balcony

Apartment 'Entro Le Mura' With Balcony & Wi-fi - Pienza
9.8 11 reviews
Pienza
27/06 – 28/06
SG$592/nightfor 1 night

Apartment 'Entro Le Mura' With Balcony & Wi-fi

1 4
apartment , Montepulciano
This apartment is situated in the heart of Montepulciano, just a short walk from the Civic Museum, Palazzo Ricci, and Palazzo Comunale, with the scenic Val di Chiana and Cantina del Redi also within easy reach. It has received excellent reviews from previous guests, making it a popular choice for travellers to this historic town.
The apartment offers one bedroom, one bathroom and can accommodate up to four guests in its 55 square metres of space. It comes with a fully equipped kitchen, a washing machine, a comfortable sofa bed, a private balcony, and free Wi-Fi, ensuring a comfortable and convenient stay.
Monastero Sant'anna In Camprena - Pienza
9.6 340 reviews
Pienza
16/09 – 19/09
SG$752/nighttotal: SG$2256 (3 )

Monastero Sant'anna In Camprena

2 4
farm , Pienza
Fattoria Monastero Sant'Anna in Camprena is located in the Tuscan countryside, just 19 kilometres from Bagno Vignoni and 23 kilometres from Montepulciano Terme, offering a peaceful escape from the hustle and bustle of Pienza. This farm stay has consistently received excellent ratings for its location, cleanliness and overall guest experience.
The property features a charming restaurant, a garden and a terrace, providing ample space for relaxing and enjoying the beautiful surroundings. This farm stay can accommodate up to two guests in its comfortable and modern accommodation, which includes air conditioning, a private bathroom, a fridge, a microwave oven and free Wi-Fi.
Theia Apartment - Pienza
9.5 22 reviews
Pienza
18/08 – 22/08
SG$213/nighttotal: SG$852 (4 )

Theia Apartment

2 4
apartment , Chianciano Terme
This two-bedroom apartment is situated in a peaceful, green area of Chianciano Terme, just 800 metres from the town centre and 3 kilometres from the stunning Val d'Orcia landscape. The property has received excellent ratings for cleanliness, location and overall experience.
The apartment spans 80 square metres and features a private terrace and garden, perfect for enjoying the warm Italian weather. Guests can benefit from amenities such as a fully equipped kitchen, a tennis court, parking and a secure electric gate.
Holiday Home A Casa Di Gabri By Interhome - Pienza
Pienza
28/07 – 31/07
SG$275/nighttotal: SG$825 (3 )

Holiday Home A Casa Di Gabri By Interhome

3 5
house , Torrita di Siena
This three-bedroom holiday home, near Montefollonico, is situated 15km from Montepulciano Terme and 24km from Bagno Vignoni, offering easy access to the Tuscan countryside.
The 100 square metre property boasts two bathrooms, a fully equipped kitchen including a dishwasher, private parking, Wi-Fi, and a terrace, comfortably sleeping up to nine guests.

Best pet friendly Pienza holiday rentals

Among the 69 accommodations in Pienza, here are the 4 best pet friendly rentals

Agriturismo La Chiusa Tuscany - Pienza
Pienza
13/08 – 17/08
SG$7556/nighttotal: SG$30224 (4 )

Agriturismo La Chiusa Tuscany

18 6
house , Torrita di Siena
This luxurious villa is located in Torrita di Siena, just a short drive from the charming town centre and surrounded by rolling hills with stunning views of Montepulciano and Monte Amiata. The villa is situated in a peaceful and secluded location, perfect for a relaxing getaway.
The villa spans 3716 square metres and can accommodate up to 40 guests in its 18 bedrooms and 18 bathrooms. Guests can enjoy a range of amenities, including a swimming pool, spa, garden, and terrace, as well as activities such as wine tours, mountain biking, and horseback riding.
Pienzalettings - Pienza
9.7 276 reviews
Pienza
13/07 – 15/07
SG$225/nighttotal: SG$450 (2 )

Pienzalettings

1 2
apartment , Pienza
This Pienza apartment is located in the town centre, just a short walk from the Duomo and Piazza del Popolo, and 45 kilometres from Mount Amiata. The property has received excellent ratings for location, cleanliness, and overall user experience.
The accommodation has a private bathroom, a kitchen with a fridge, freezer, and microwave, and a terrace or balcony. Guests can enjoy a garden, parking, and free Wi-Fi, as well as the option to dine al fresco.
Cottage Le Pozze - Pienza
8.9 22 reviews
Pienza
16/08 – 19/08
SG$2908/nighttotal: SG$8724 (3 )

Cottage Le Pozze

7 13
chalet , Sinalunga
Cottage Le Pozze is located in Sinalunga, just 39 kilometres from Piazza Grande and 23 kilometres from Montepulciano Terme, making it an ideal base for exploring the beautiful Tuscan countryside. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
This charming chalet offers a comfortable and well-equipped space for your stay. The property boasts a range of amenities, including a private pool, outdoor fireplace, fully equipped kitchenette, free bikes, and a shared lounge, ensuring a relaxing and enjoyable experience.
Casa Della Fonte - Pienza
9.0 343 reviews
Pienza
19/08 – 22/08
SG$312/nighttotal: SG$936 (3 )

Casa Della Fonte

2 4
apartment , San Quirico d'Orcia
Casa della Fonte is a self-catering apartment located in San Quirico d'Orcia, a short distance from the picturesque village centre and close to Mount Amiata and Fontebranda. The apartment has received excellent ratings for location, cleanliness, and overall user satisfaction.
The apartment offers a private entrance and a peaceful garden where you can relax after exploring the region. It is fully equipped with modern amenities, including air conditioning, a flat-screen TV, and free Wi-Fi, as well as a kitchen with a fridge, freezer, microwave, and oven. Guests can also enjoy fresh pastries for breakfast and take advantage of the nearby cycling opportunities.
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