
House holiday rentals in Pienza
Find and book unique houses on Airbnb
Quick stats about house rentals in Pienza

Total holiday rentals
Explore 10 holiday rentals in Pienza

Nightly prices starting at
Pienza holiday rentals start at £74 per night before taxes and fees

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Over 180 verified reviews to help you choose

Wifi availability
10 of Pienza holiday rentals include wifi access

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

5 Average rating
Pienza stays are highly rated by guests – averaging 5 out of 5!
Top-rated house rentals in Pienza
Guests agree: these houses are highly rated for location, cleanliness and more.

Casa al Gianni - The Simignano Barn
Converted from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this little slice of paradise!

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Da nonna Ornella - nest in Val d'Orcia
Vista spettacolare e relax assicurato in questo romantico monolocale nel cuore della Val d’Orcia, provincia di Siena, immerso nella splendida Toscana. Ideale per coppie. Dispone di zona living, cucina accessoriata, bagno, riscaldamento, resede, parcheggio privato e un grande e panoramico giardino con lettini e amaca. Vicino a mete iconiche: PIENZA, Montepulciano, Montalcino, Bagno Vignoni, Bagni San Filippo, San Quirico d’Orcia, Radicofani, Castiglione d’Orcia e Monte Amiata. Indimenticabile

House Rigomagno Siena
Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.

Casa Dolce Toscana | Panoramic Suite with a View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

Apartment in a detached villa - Val d'Orcia
In a cozy independent villa in Tuscan style apartment recently and finely renovated and located in a land rich in history. A few kilometres from the city of art and on the Via Francigena, the apartment can be a base for nature or food and wine tours. From a beautiful terrace overlooking the view you can enjoy your meals, admire the sunset and observe the majestic and magnificent medieval Rocca From 22/03/18, a municipal tourist tax of €2 per person will be charged. See additional notes

The Terrace of Victory
La Terrazza di Vittoria is a delightful studio on one level surrounded by silence and greenery. It is located a few meters from the main house and just 2 km from Città della Pieve. The large garden surrounding the house is a natural terrace overlooking Lake Trasimeno. It is enriched by a pergola equipped with a table and barbecue available for your meals in total relaxation. Inside, in a 40 sqm space, there is a double bed, a sofa bed, a bathroom and an equipped kitchen.

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

Conca d'Oro villa with private pool, sleeps 4
Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi

La casa nel Borgo - Superior Tuscany Apartment
La Casa Nel Borgo is located in the small medieval village of Monticchiello, inside the historic center, between the ancient walls, immersed in the classic and enchanting landscapes of Tuscany. Newly renovated, it perfectly blends its historical soul with modern decor, giving the environment personality and charm. The terrace with a view is equipped. NOTE: *Only one room will be available for 2 people, unless explicitly requested.*

Casa Belmonte
Just renovated elegant house in the historic center of Montepulciano, just 6 minutes from Piazza Grande and 4 minutes from Porta al Prato. Composed on the ground floor by a large open space with kitchenette while on the first floor there are two double bedrooms and two bathrooms. It is equipped with dishwasher, microwave oven, coffee maker, TV and free use of Wi-Fi.

"La Lambarda" tower Suite
In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.
Popular amenities for house rentals in Pienza
House rentals with a pool

Casa Lucy

Podere Scorno country house with swimming pool

Private Chianti Cottage, Garden & Vineyard Views

Cottage surrounded by nature

Il nido del Rondone

Explore Chianti from a Charming Stone House

Traditional stone house in Tuscany

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Weekly house rentals

Casa di Vico, a stone's throw from the centre of Pienza

Lovely home to dream

Domus Antiqua

Spacious Luxury Stay in Pienza | 3BR 3BA

the birds view

Jenny's Barn

Tuscany House | View Breathtaking

Domus Nannini - Loggia Salimbeni SPA
Private house rentals

Hidden gem in Tuscany

"Villa Emma" Guest House with Garden

Casa d'Orcia

City Center Palazzo: 4 King BR 6 Bath and Garage

Dimora del Poggio: Garden View Suite

Country chic house in a village,private pool,wiFi

Private House for 4P – La Capanna Di Azzurra

La finestra - Montepulciano's historic center
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Parco Regionale Della Maremma
- Del Chianti
- Basilica of St Francis
- Cascate del Mulino
- Centro Storico Orvieto
- Terme Dei Papi
- Avignonesi Winery Fattoria Le Capezzine
- Mount Amiata
- La Scarzuola
- Antinori nel Chianti Classico
- Siena Cathedral
- Palazzo Pubblico
- Vulci
- Ugolino Golf Club
- Val di Chiana
- Valdichiana Outlet Village
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Abbey of Sant'Antimo
- Riserva Naturale Diaccia Botrona
- Santa Maria della Scala
- Things to do Pienza
- Things to do Siena
- Sightseeing Siena
- Nature and outdoors Siena
- Art and culture Siena
- Entertainment Siena
- Sports activities Siena
- Tours Siena
- Food and drink Siena
- Things to do Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Art and culture Tuscany
- Sightseeing Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Nature and outdoors Tuscany
- Things to do Italy
- Nature and outdoors Italy
- Tours Italy
- Wellness Italy
- Art and culture Italy
- Entertainment Italy
- Food and drink Italy
- Sightseeing Italy
- Sports activities Italy







