
Holiday rentals with breakfast in Pienza
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Pienza
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

The Eagle and the Olive Tree
At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

La Perla del Lago Holiday home on Lake Trasimeno
La Perla del Lago:il tuo rifugio al Trasimeno Ritrova la tua armonia in questa oasi di pace assoluta. Lasciati incantare dalla nostra vista magica e dai tramonti che il Lago regala ogni sera. La Casa Vacanze La Perla del Lago domina lo specchio del Trasimeno. A 8 minuti trovi la superstrada per visitare borghi come Firenze, Perugia, Gubbio, Spoleto, Norcia e molti altri. Nel borgo avrai bar,ristoranti,market, farmacia, bancomat e aree bimbi; a 3 km sorge un'azzurra piscina per il relax estivo.

Fontarcella, H&R- mediterranean home with jacuzzi
Situata nelle colline a cavallo tra Montepulciano,Castiglione del Lago e Cortona, Fontarcella si presenta come una villetta indipendente immersa nel verde, che offre jacuzzi e parcheggio privati; Scoprirete un luogo senza tempo, per condividere momenti preziosi. La struttura, arredata in stile mediterraneo, dispone di climatizzazione e wi-fi gratuita. Il giardino, interamente recintato, offre vari comfort. A pochi minuti dalle autostrade, Fontarcella è facilmente raggiungibile dai viaggiatori.

Casa Dolce Toscana ~Suite&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.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

Flat, Agriturismo "Biofattoria l'Upupa"
The flat is on the first floor of a classic Tuscan farmhouse called ‘Biofattoria l'Upupa’. Magnificent hillside location between the Val d'Orcia and the Crete Senesi. Suitable for families with children. Consisting of kitchen, large living room, bathroom with shower, 1 double bedroom and 1 bedroom with bunk beds. There is a double sofa bed in the living room. The flat is equipped with wifi. Free parking on private property. Complete breakfast kit including homemade cakes.

"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.

Signorelli
Come and enjoy our large and bright apartment in Tuscany charming and historical Cortona! You'll enjoy your own cozy and private lodging with a charming atmosphere, stone floors and artistic decor. You will be close to world class views of Cortona' valley a and lake.
Popular amenities for rentals with breakfast in Pienza
House rentals with breakfast

La Casa del Valle

Ale's little house

Il Casone - Country house with pool & wide garden

"Hortus Conclusus" House

the ancient wash house

A moment of relaxation

My cozy home in Chianti

Apartment in the village of Castello di Tocchi
Apartment rentals with breakfast

IL CANTUCCIO

suite with Jacuzzi tub

La Chicchera, ground floor apt with panoramic view

Casa Irene

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

In the center of Tuscany

Silvia's Little House

CASA CHICCO
Bed and breakfast rentals with breakfast

Vacations in Val d'Orcia

B&B Ippolito Orvieto Double

B&B il torrione town center charmig

B&B Antica Gabella

Tenuta Sovestro Winery, Double room on the first floor

"Olmo Room" Romantic room with panoramic view

Casacenti B&B Siena historic center, Double room.

B&B il Maraviglio, Pink double room
Quick stats about holiday rentals with breakfast included in Pienza

Total holiday rentals
Explore 20 holiday rentals in Pienza

Nightly prices starting at
Pienza holiday rentals start at £66 per night before taxes and fees

Verified guest reviews
Over 220 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
20 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
- Del Chianti
- Cala Violina
- Cascate del Mulino
- Avignonesi Winery Fattoria Le Capezzine
- Terme Dei Papi
- Basilica of St Francis
- Palazzo Pubblico
- Santa Maria della Scala
- Siena Cathedral
- Antinori nel Chianti Classico
- Riserva Naturale Diaccia Botrona
- Rocca Maggiore
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Saturnia Thermal Park
- Castello di Verrazzano
- Parco Regionale Della Maremma
- Girifalco Fortress
- Pozzo di San Patrizio
- Vulci
- Terme San Filippo
- Cathedral of San Lorenzo




