
Apartment vacation rentals in Pienza
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Pienza

Total vacation rentals
Explore 30 vacation rentals in Pienza

Nightly prices starting at
Pienza vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 1,870 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Pienza vacation rentals include wi-fi access

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

4.6 Average rating
Pienza stays receive an average rating of 4.6 out of 5 from guests
Top-rated apartment rentals in Pienza
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Casa Bonari - un paradiso per gli occhi
Casa Bonari è un appartamento indipendente, non condiviso, su un unico livello all'interno di una villa ai piedi di Monticchiello. E' composto da 3 camere da letto, 2 bagni, cucina full optioned e salotto. Le stanze sono arredate in stile toscano, con vecchi mobili di famiglia ristrutturati uniti ad elementi contemporanei. La cucina è completamente attrezzata e l'appartamento circondato su ogni lato da un grande giardino, così che tutte le stanze vantano un bellissimo panorama sulla campagna.
ValueFamilyCheck-in
4.97 out of 5 average rating, 187 reviews
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
FamilyValueParking
4.98 out of 5 average rating, 165 reviews
Appartamento Mimosa - Poggio al Vento
Private apartment in a farmhouse from the 1600s. The same consists of kitchen, double bedroom and bathroom. It has everything you need for a pleasant stay. From the terrace, the breathtaking view, overlooking Mount Amiata, Rocca D'Orcia an ancient fortress and the Castle of Ripa D'Orcia. The swimming pool overlooks the Montalcino side. We are an organic farm, we produce high quality wine and oil. We offer, for a fee, tastings of our red wines. Winery tour etc
FamilyValueNearby
4.99 out of 5 average rating, 112 reviews
Casa Crociani - Amazing Pool & Free Parking
Just 4.7 km from Montepulciano (7 minutes by car), this house is located in a quiet position surrounded by greenery, with a splendid view of the Tuscan hills. The property is equipped with all the necessary amenities to ensure a pleasant stay, perfect for relaxing weekends or vacations. You can relax on the private patio, in the outdoor gardens, or spend unforgettable moments by the pool, enjoying the peace and beauty of the surrounding landscape.
LocationFamilyHospitality
4.93 out of 5 average rating, 130 reviews
I Tramonti di Eramo, Montepulciano centro.
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.
FamilyValueView
4.91 out of 5 average rating, 310 reviews
Casa Tòrta - comfort room
Casa Tòrta consists of a bedroom, reading room and bathroom, perfect for a short stay or for long periods, having reception services available. In the historic center of Monticchiello, there is this building that dates back to 1200. The large double bed is located in the main room with a fireplace stove with ancient charm. In the brightest room a reading lounge, then the green bathroom with shower.
LocationCleanlinessCheck-in
5.0 out of 5 average rating, 107 reviews
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.
LocationValueWalkability
5.0 out of 5 average rating, 124 reviews
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.
FamilyLocationParking
4.9 out of 5 average rating, 406 reviews
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 ...
ValueFamilyCleanliness
4.97 out of 5 average rating, 414 reviews
La Toscana in terrazza, Montepulciano centro
Benvenuti a Montepulciano, il gioiello nascosto della Toscana, dove il fascino storico si fonde armoniosamente con la bellezza naturale. Il nostro Airbnb nel cuore del centro storico incarna l'eleganza e l'autenticità di questa regione.
FamilyValueAccuracy
4.91 out of 5 average rating, 239 reviews
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.
ValueLocationLong stay
5.0 out of 5 average rating, 369 reviews
Renaissance Apartment
Typical multi floor apartment in the heart of Pienza and Val d'Orcia, finely furnished in a perfect country style, ideal for the stay of five can sleep up to seven people.
LocationFamilyDecor
4.89 out of 5 average rating, 270 reviewsPopular amenities for Pienza apartment rentals
Weekly apartment rentals

Castel Brunello - 2 doublebed rooms + terrace
ValueFamilyLaundry
4.99 out of 5 average rating, 118 reviews
Montepulciano Centro Storico
FamilyLocationAmenities
4.99 out of 5 average rating, 305 reviews
agriturismo " il poderuccio " bilocale
FamilyLocationPets
4.93 out of 5 average rating, 121 reviews
Comfort Apartment tra i vigneti del Chianti
ValueFamilyOutdoor spaces
4.93 out of 5 average rating, 455 reviews
Luxury frescoed apartment in the historical center
FamilyLocationAir conditioning
4.97 out of 5 average rating, 116 reviews
Loggiato 1 in agriturismo con piscina condivisa
FamilyValueParking
4.97 out of 5 average rating, 188 reviews
Il Teatro Suite 50 mt Piazza Grande Main Square
FamilyValueAir conditioning
4.82 out of 5 average rating, 112 reviews
Farmhouse with swimming pool with wonderful view
ValueLocationAccess
4.96 out of 5 average rating, 187 reviewsPrivate apartment rentals

Artistica Pienza | Breathtaking Val d'Orcia View
FamilyLocationCleanliness
4.66 out of 5 average rating, 231 reviews
Poggio ai Gelsi, Lodge Ginestra
FamilyValueComfort
4.84 out of 5 average rating, 37 reviews
Nel cuore di Pienza, a soli 50 metri dal Duomo!
LocationFamilyAmenities
4.98 out of 5 average rating, 50 reviews
La Terrazza dell'Eden, infinity view of Tuscany
ValueLocationCondition
4.91 out of 5 average rating, 75 reviews
Design apartment with view, private terrace, A/C
LocationKitchenDecor
4.97 out of 5 average rating, 31 reviews
Luxury Penthouse with Incredible View & A/C 300mq
ValueFamilyBreakfast
4.98 out of 5 average rating, 100 reviews
Tuscany jem: La Casa del Fattore del Chianti
LocationFamilyIndoor spaces
4.98 out of 5 average rating, 88 reviews
Bilocale con giardino FL
ValueLocationPool
4.98 out of 5 average rating, 55 reviewsApartment rentals with a hot tub

Appartamento "Red Rose" con vista su Siena.
FamilyLocationCondition
4.94 out of 5 average rating, 288 reviews
Appartamento bilocale classic
FamilyValueBiking
4.84 out of 5 average rating, 109 reviews
Villa di Geggiano - Perellino Suite
ValueLocationPool
4.94 out of 5 average rating, 188 reviews
Charming House in Montepulciano
FamilyValueComfort
4.93 out of 5 average rating, 153 reviews
Villa’Colombaiolo di Marciano',28
FamilyValueShared spaces
4.91 out of 5 average rating, 148 reviews
Agriturismo Pilari apt. Stalla
LocationFamilyNearby
4.89 out of 5 average rating, 147 reviews
Domus Nannini - L' Arco di Matteotti Spa
LocationFamilyDecor
4.98 out of 5 average rating, 107 reviews
Podere Ferranino #Fra Angelico Townhouse
FamilyLocationKitchen
5.0 out of 5 average rating, 8 reviewsWhen is the best time to visit Pienza?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 455 | ﺩ.ﺇ 430 | ﺩ.ﺇ 459 | ﺩ.ﺇ 518 | ﺩ.ﺇ 551 | ﺩ.ﺇ 544 | ﺩ.ﺇ 474 | ﺩ.ﺇ 474 | ﺩ.ﺇ 529 | ﺩ.ﺇ 503 | ﺩ.ﺇ 488 | ﺩ.ﺇ 470 |
| 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 |
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Parco Regionale Della Maremma
- Del Chianti
- Basilica of St Francis
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- La Scarzuola
- Antinori nel Chianti Classico
- Siena Cathedral
- Vulci
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Riserva Naturale Diaccia Botrona
- Terme San Filippo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Piazza del Campo
- Things to do Pienza
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Outdoors Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







