
Apartment holiday rentals in Pienza
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Top-rated apartment rentals in Pienza
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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

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.

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.

Casa Evelina - Incredible View, Central Location
Benvenuti nel cuore del centro storico di Montepulciano. Questa casa esclusiva unisce spazio, comfort e un’autenticità rara: un luogo ideale per famiglie, gruppi di amici o ospiti in cerca di un soggiorno memorabile in una delle città più affascinanti della Toscana. Qui potrete vivere Montepulciano da una prospettiva privilegiata: uscire di casa e trovarvi immediatamente immersi tra palazzi rinascimentali, botteghe artigiane, cantine storiche e ristoranti tipici.

Casa Bonari - a paradise for the eyes
Casa Bonari is a private, single-story 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 antique family 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.

I Tramonti di Eramo, Montepulciano city center.
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.

Dimora dell'Erbe - Rooftop Apartment
The apartment has two independent double bedrooms with private bathroom (Nepitella and Timo), a large bright kitchen with living room and finally exclusive access to the beautiful terraces that overlook the roofs of Montepulciano. The modern and functional kitchen offers an induction hob, dishwasher fridge and a service for 6 people. Independent air conditioning and heating and wi-fi.

"il poderuccio" two-room farmhouse
The IL PODERUCCIO farmhouse has several apartments, for a total of 11 beds, including: a two-room apartment on the ground floor (sleeps 2) complete with double bedroom, private bathroom with shower and living room with double sofa bed, wood-burning fireplace and fully equipped kitchen. A truly comfortable environment, ideal for couples.

Panoramic Country Suite Montalcino
Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.

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 ...

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.

Stunning Tuscan apartment in 14 Century Palazzo
L'appartamento si trova al terzo piano di un edificio risalente al 1400,il borgo di Castiglioncello del Trinoro risale al1100,si affaccia sulla val d'orcia con vista a 360 gradi.
Popular amenities for Pienza apartment rentals
Weekly apartment rentals

Tuscany jem: The Chianti Farmer's House

Design apartment with view, private terrace, A/C

Artistic Pienza | Breathtaking Val d'Orcia View

The Loggia

La Tana del Bianconiglio - Girasole Apartment

Terra Antica Suites & Villas – Cervognano

La Casetta di Monticchiello with panoramic views

Nobile Vineyards | Boho Chic | ‘Il Gelsomino’
Private apartment rentals

Podere Ferranino #Cimabue Townhouse

Borgo Iesolana Country Retreat Suite with terrace

Elegant historic Palazzo, views of Tuscan valley

The Barn - Apartment for 5 people with kitchenette

The Elegant Country Cottage 2 seats | 70Mb Wi-Fi

Via del Bacio Uno (literally Kiss Street One)

La Loggia Apartment

Podere Belsogno
Apartment rentals with a hot tub

Romantic farmhouse, garden apartment with panorama

Beautiful Sunset Apartment

suite with Jacuzzi tub

Charm Suite with swimming pool

Domus Nannini - L'Arco di Matteotti Spa

Charming House in Montepulciano

Luxury frescoed apartment in the historical center

WiFiFiber LargeApartment with view inMontepulciano
When is the best time to visit Pienza?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $159 SGD | $150 SGD | $160 SGD | $160 SGD | $173 SGD | $165 SGD | $165 SGD | $165 SGD | $184 SGD | $175 SGD | $170 SGD | $164 SGD |
| 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 |
Quick stats about flat rentals in Pienza

Total holiday rentals
Explore 30 holiday rentals in Pienza

Nightly prices starting at
Pienza holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 1,750 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Pienza holiday rentals include wifi access

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

4.9 Average rating
Pienza stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Del Chianti
- Centro Storico Orvieto
- Basilica of St Francis
- Terme Dei Papi
- Palazzo Pubblico
- Cascate del Mulino
- Siena Cathedral
- Parco Regionale Della Maremma
- La Scarzuola
- Santa Maria della Scala
- Antinori nel Chianti Classico
- Saturnia Thermal Park
- Ugolino Golf Club
- Terme San Filippo
- Mount Amiata
- The Riserva Naturale Della Laguna Di Orbetello
- Valdichiana Outlet Village
- Abbey of Monte Oliveto Maggiore
- Abbey of Sant'Antimo
- Vulci
- San Gimignano 1300





