
Apartment holiday rentals in Pienza
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Top-rated apartment rentals in Pienza
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A generous space between ancient and modern in the center of Montepulciano
Let yourself be enveloped by the feeling of intimacy and warmth of this large space where the various areas are divided by original solutions. Original features, such as exposed beams, are associated with fresh and contemporary elements. A bright environment ideal for 2 people but can comfortably accommodate 3 (armchair bed). The kitchen of the house is equipped with all the services for the exclusive use of this room: a dining table, TV, wifi, and a private bathroom with a shower. Guests have access to the common entrance area of the ManillaHouse and the Hexagon room. Security lock closure. Guests can contact me if they need to. In any case, the house is well organized and equipped with information sheets to resolve the usual minor technical issues. Within walking distance are restaurants, bars, shops and various services. In the summer, various events are organized such as the International Art Festival, while in the winter the country is embellished with the lights and colors of the Christmas markets. It is located in the ZTL, the car can be parked in the public parking lots P6 P7 P8, perimeter to the center of the village in the upper part and within walking distance from the accommodation. For trips further afield, there is an urban public transport line called "Pollicino" that connects the historic center to the newer part of the town. Montepulciano can be reached by car from the A1 Val di Chiana and A1 Chiusi-Chianciano Terme motorway exits (Parking near home no. 6-7-8), by train from Chiusi Chianciano Terme station, by bus from Siena, Rome and Florence. While staying, you may hear music from the nearby Montepulciano Music Institute, violins, pianos, trumpets and beautiful singing could be the background of your stay, but should not cause disturbance.

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 Black Tea Amazing View & Super Central
This apartment is in a prime central location and enhanced by an abundance of natural light and awe-inspiring panoramic vistas. It features one double bedroom, a panoramic living room, a bathroom with shower, and a spacious kitchen. Its advantageous proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Additionally, guests will have access to a backyard garden, creating an ideal setting for savouring a glass of wine

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.

"L'Ovile" Apartment with a view of Val d'Orcia
In the countryside, along the panoramic road that leads from Pienza to Monticchiello, 2 km from Pienza, large studio divided into sleeping area, with double and single bed, living-dining area, kitchenette, bathroom. Veranda for outdoor dining and relaxation. Panoramic view of Val d'Orcia and its villages. A few kilometers from Montepulciano and Montalcino, and the Bagno Vignoni hot springs. From June to September PRIVATE SWIMMING POOL There is NO breakfast service

Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Casa Bonari - a paradise for the eyes
Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored 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 rooms boast 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.

Comfortable and quiet in Pienza
Small but comfortable apartment located in a private courtyard a few dozen meters from the main door of Pienza. Completely independent, with terrace, equipped kitchen, and Wi-Fi. I remind those who use public transport that on Sundays there are no buses, only taxi service. I remind those who use public transport that on Sundays there are no buses, only taxis.

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 ...

Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.

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.
Popular amenities for Pienza apartment rentals
Weekly apartment rentals

Casa Tórta - comfort room

Artistic Pienza | Breathtaking Val d'Orcia View

Bruna's House

Live Like a Local & Private Concierge Service

Comfortable Central Apartment Dimora delle Mura

Poggio ai Gelsi, Ginestra Lodge

Tuscany Retreat • Pool & Scenic Countryside Views

Romantic apartment in a quite place
Private apartment rentals

Borgo Iesolana Suite with terrace

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

Mimosa Apartment - Poggio al Vento

Via del Bacio Uno (literally Kiss Street One)

La Casetta di Monticchiello with panoramic views

Apartment in Pienza's historic center

Nobile Vineyards | Boho Chic | ‘Il Gelsomino’

Palazzo Trapani Luxury Residence
Apartment rentals with a hot tub

Podere Ferranino #Cimabue Townhouse

Romantic farmhouse, garden apartment with panorama

Beautiful Sunset Apartment

suite with Jacuzzi tub

San Giovanni in Poggio, Crepuscolo apartment 60 sqm

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

Charming House in Montepulciano

Penthouse in Siena near Piazza del Campo and Palio
When is the best time to visit Pienza?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £76 | £82 | £78 | £92 | £100 | £95 | £95 | £95 | £106 | £101 | £98 | £95 |
| 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 £59 per night before taxes and fees

Verified guest reviews
Over 1,730 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
- Del Chianti
- Lake Bolsena
- Cala Violina
- Siena Cathedral
- Cascate del Mulino
- Terme Dei Papi
- Avignonesi Winery Fattoria Le Capezzine
- Basilica of St Francis
- Palazzo Pubblico
- Santa Maria della Scala
- Ugolino Golf Club
- Saturnia Thermal Park
- Antinori nel Chianti Classico
- Abbey of Monte Oliveto Maggiore
- Riserva Naturale Diaccia Botrona
- Rocca Maggiore
- Vulci
- Val di Chiana
- Pozzo di San Patrizio
- Abbazia di San Galgano
- Abbey of Sant'Antimo
- La Scarzuola
- Terme San Filippo




