
Apartment holiday rentals in Pienza
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Pienza

Total holiday rentals
Explore 30 holiday rentals in Pienza

Nightly prices starting at
Pienza holiday rentals start at $127 AUD per night before taxes and fees

Verified guest reviews
Over 1,870 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Pienza holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pienza rentals

4.6 Average rating
Pienza stays receive an average rating of 4.6 out of 5 from guests
Top-rated apartment rentals in Pienza
Guests agree: These apartments are highly rated for location, cleanliness and more.

Cortona’s Rooftop Nest
L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.
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Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away
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Stuart White Tea Central Panoramic & Garden
Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.
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Magnificent 2 BR with Terrace and Air Conditioning
Our apartment with Air Conditioning is located inside the historical center of the Medieval town of Montepulciano. It is a short walking distance to cafes, restaurants, shops, fruit store, bakery, Wine Cellars, supermarket, and other beautiful sites. It is also a 5 minute walk from the language school IL SASSO. The town has festivals during the summer season with Medieval parades and concerts throughout the town. Montepulciano is also close to other beautiful Tuscan towns and cities.
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Montepulciano Historic Center
Nice 60-square-meter apartment located on the main street of the town. It is located on the second and top floor of a historic building. The entrance is located on the main street of the town while the windows face the outside of the walls offering a breathtaking view. The apartment consists of: an entrance, a living room with a double sofa bed, a bedroom, a kitchen, and a bathroom with a roof window. It is equipped with a microwave, large oven, dishwasher, washing machine and wifi.
ValueFamilyAir conditioning

Casa Bonari - a paradise for the eyes
Casa Bonari is a self-contained, non-shared, single-storey apartment located within a villa at the foot of Monticchiello. It features 3 bedrooms, 2 bathrooms, a fully equipped kitchen and a living room. The rooms are furnished in Tuscan style, featuring restored heirloom furniture combined with contemporary elements. The kitchen is fully equipped, and the apartment is surrounded on all sides by a large garden, so that all the rooms offer a beautiful view of the countryside.
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I Tramonti di Eramo, central Montepulciano.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.
ValueFamilyAccuracy

At the Arch - In the Heart of the Val D'Orcia
Scopri il fascino autentico della Toscana soggiornando in un accogliente e curato appartamento all'ingresso del centro storico situato sulle mura della città di Pienza, nel cuore della splendida Val D'Orcia. Un rifugio perfetto per chi cerca relax, bellezza e atmosfera, circondato da uno dei paesaggi più iconici di Italia. L'appartamento, ideale fino a 3 ospiti, combina semplicità e confort per offrirti un soggiorno piacevole e rilassante.
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Casa Tórta - comfort room
Casa Tòrta consists of a bedroom, reading room and bathroom, perfect for a short stay or for long periods, having reception services available. In the historic center of Monticchiello, there is this building that dates back to 1200. The large double bed is located in the main room with a fireplace stove with ancient charm. In the brightest room a reading lounge, then the green bathroom with shower.
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Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.
ValueFamilyBiking

Romantic Tower's dating 1200
The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...
ValueFamilyNearby

Tuscany on the terrace, downtown Montepulciano
Welcome to Montepulciano, the hidden gem of Tuscany, where historical charm blends harmoniously with natural beauty. Our Airbnb in the heart of the historic center embodies the elegance and authenticity of this region.
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Popular amenities for Pienza apartment rentals
Weekly apartment rentals

Panoramic Country Suite Montalcino
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"Red Rose" apartment with view of Siena.
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Casa Crociani - Amazing Pool & Free Parking
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Villa di Geggiano - Perellino Suite
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Dimora dell'Erbe - Rooftop Apartment
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Live Like a Local & Private Concierge Service
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Luxury frescoed apartment in the historical center
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Mimosa Apartment - Poggio al Vento
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Private apartment rentals

Panoramic View New Apartment with Balcony and A/C
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Elegant historic Palazzo, views of Tuscan valley
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In the heart of Pienza, just 50 meters from the cathedral!
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Artistic Pienza | Breathtaking Val d'Orcia View
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Pool Escape Just Outside Siena
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Luxury Penthouse with Incredible View & A/C 300mq
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Apartment in Pienza's historic center
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Nobile Vineyards | Boho Chic | ‘Il Gelsomino’
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Apartment rentals with a hot tub

Podere Ferranino #Fra Angelico Townhouse
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Romantic farmhouse, garden apartment with panorama
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Beautiful Sunset Apartment
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Charm Suite with swimming pool
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Domus Nannini - L'Arco di Matteotti Spa
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Charming House in Montepulciano
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WiFiFiber LargeApartment with view inMontepulciano
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Podere Belsogno
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When is the best time to visit Pienza?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 AUD | $165 AUD | $176 AUD | $198 AUD | $211 AUD | $208 AUD | $181 AUD | $181 AUD | $203 AUD | $193 AUD | $187 AUD | $180 AUD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Cala Violina
- Del Chianti
- Basilica of St Francis
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- Terme Dei Papi
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Antinori nel Chianti Classico
- Vulci
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Terme San Filippo
- Valdichiana Outlet Village
- Ugolino Golf Club
- Riserva Naturale Diaccia Botrona
- Saturnia Thermal Park
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Things to do Pienza
- Things to do Siena
- Sightseeing Siena
- Art workshops Siena
- Tastings Siena
- Art and culture Siena
- Entertainment Siena
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Nature and outdoors Siena
- Wildlife Siena
- Food and drink Siena
- Cooking Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Nature and outdoors Tuscany
- Cooking Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Wildlife Tuscany
- Tours Tuscany
- Landmarks Tuscany
- Entertainment Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Food and drink Tuscany
- Outdoors Tuscany
- Dining Tuscany
- Food tours Tuscany
- Sightseeing Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food and drink Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Art and culture Italy
- Wellness Italy
- Nature and outdoors Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Sports activities Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Sightseeing Italy
- Galleries Italy
- Tours Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy
- Entertainment Italy







