
Apartment vacation 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 for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Lo Storico Montepulciano, Cozy apartment in Center
Benvenuti nell'appartamento "Lo Storico di Montepulciano," un luogo affascinante che abbraccia la ricchezza storica di questa incantevole città toscana. Questa dimora unica vi offre l'opportunità di immergervi nel passato e di sperimentare la bellezza delle epoche che hanno lasciato il segno su Montepulciano. Le Travi antiche sono solo alcune delle caratteristiche che rendono "Lo Storico di Montepulciano" un luogo magico e suggestivo. La centralità di questo appartamento è incredibile.

I Tramonti di Eramo, Montepulciano city center.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historical center offers a breathtaking view of the surrounding countryside, giving an authentic and unforgettable experience. You can leave the house and taste the historic atmosphere of Montepulciano. Within walking distance you will have the extraordinary Piazza Grande, high quality restaurants and services of all kinds. Tuscany awaits you to experience unique emotions.

Montepulciano Downtown Storico
Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. Apartment consists of: entrance hall, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

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. Immersed in the charming labyrinth of cobblestone streets, you will be greeted by the reassuring sound of bell towers announcing the passage of time, while the inviting scent of freshly baked bread mixes with the aromatic notes of our vineyards.

Resort Panoramic view - Free parking
Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

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.

Casa Crociani - Amazing Pool & Free Parking
Central location: In the heart of Montepulciano, perfect for exploring the town 4km from the center. Authentic Tuscan experience: Within walking distance of local stores and points of interest Total relaxation: Bright garden with shared pool Breathtaking views: Take in the Tuscan hills right from the house Unique atmosphere: Enjoy a coffee at a typical café or in the comfort of your own home

"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

agriturismo il poderuccio "sweet apartment"
The farm IL PODERUCCIO has several apartments, including: - A romantic apartment opened in 2019 consisting of a private bathroom and a single room with double bed, single sofa bed and equipped kitchen. Independent entrance, private loggia for outdoor dining, and a magical window overlooking a breathtaking view.

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 ...

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

Antica Loggia - Apartment with view

Artistica Pienza | Breathtaking View of Val d'Orcia

Iris - 50 meters from the center and Fonteverde

Live Like a Local & Private Concierge Service

Mimosa Apartment - Poggio al Vento

Via del Bacio Uno (literally Kiss Street One)

Apartment in Pienza's historic center

Palazzo Trapani Luxury Residence
Private apartment rentals

Podere Ferranino #Cimabue Townhouse

Apt 4: Montepulciano 800 yr old Monastery

In the heart of Pienza, just 50 meters from the Duomo!

The Barn - Apartment for 5 people with kitchenette

Magnificent 2 BR with Terrace and Air Conditioning

Casa Olivieri Tuscany House in the Center

Poggio ai Gelsi, Ginestra Lodge

PoliFlora Panorama
Apartment rentals with a hot tub

Elegant historic Palazzo, views of Tuscan valley

Romantic farmhouse, garden apartment with panorama

Apartment with garden in the heart of Tuscany

Beautiful Sunset Apartment

San Giovanni in Poggio, Twilight app. 60 sqm

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

Charming House in Montepulciano

Penthouse in Siena near Piazza del Campo and Palio
Quick stats about apartment rentals in Pienza
Total rentals
30 properties
Nightly prices starting at
€ 68 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
30 properties include access to wifi
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