
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

Loggiato 1 in agriturismo con piscina condivisa
Appartamento per 2 persone nell'agriturismo Santa Lucia (agriturismo DIVISO IN 7 APPARTAMENTI) nelle Crete Senesi a 10 km da Siena. Situato al primo piano con tavolino privato dinanzi alle vetrate del loggiato d'ingresso. Composto da camera matrimoniale (due letti singoli uniti per formare un letto matrimoniale), bagno con doccia e soggiorno con cucina funzionale. Spazio esterno con tavolo e sedie a disposizione al piano terreno. ARIA CONDIZIONATA in camera A PAGAMENTO secondo il consumo.

Montepulciano Centro Storico
Grazioso appartamento di 60 mq situato nel corso principale del paese. Si trova al secondo ed ultimo piano di un palazzo storico. L'ingresso è situato sul corso principale della cittadina mentre le finestre si affacciano verso l'esterno delle mura offrendo un vista mozzafiato. L'appartamento è composto da: ingresso, soggiorno con divano letto matrimoniale, camera da letto, cucina, bagno con finestra a tetto. E' dotato di forno a microonde, forno grande, lavastoviglie, lavatrice e wi-fi.

Stuart White Tea Central Panoramic & Garden
Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

Casa Bonari - un paradiso per gli occhi
Casa Bonari è un appartamento indipendente su un unico livello all'interno di una villa ai piedi di Monticchiello. E' composto da 3 camere da letto, 2 bagni, cucina attrezzata e salotto. Le stanze sono luminose e 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.

Farmhouse with swimming pool and wonderful view
Farmhouse Santa Margherita is a splendidly restored 18th century house that sits on a hilltop on the Tuscan-Umbrian border in sight of Montepulciano.The farmhouse has been recently renovated in order to offer to its guests eight vacation apartments. The rooms are very spacious and comfortable. The furnishings are luxurious and include wooden furniture, wrought iron beds and elegant lamps. The kitchens are well equipped so that all your culinary skills can be exercised.

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.

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.

Casa Le Contesse
È un piccolo appartamento, porzione della casa colonica dove vivo. È situato a piano terra, con accesso indipendente, in collina, in mezzo agli olivi, ad un km da Cortona. C'è possibilità di parcheggio, accesso privato, usufruire del giardino "superpanoramico''

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.

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

Casa Tòrta - comfort room

Artistica Pienza | Breathtaking Val d'Orcia View

La Casa di Bruna

Terra Antica Suite & Ville - Cervognano

Live Like a Local & Private Concierge Service

Appartamento Mimosa - Poggio al Vento

Via del Bacio Uno (literally Kiss Street One)

Palazzo Trapani Luxury Residence
Private apartment rentals

Borgo Iesolana Suite Superior

Antica Loggia - Apartment with view

Farmhouse apartment with pool

Podere Ferranino #Cimabue Townhouse

Villino Ersilia, il fascino del Chianti

Charming Apartment with Small Gardens, Pool Access

Monolocale open space FL

Poggio ai Gelsi, Lodge Ginestra
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

Appartamento bel Tramonto

San Giovanni in Poggio, Crepuscolo app. 60 mq

Domus Nannini - L' Angolo di Paradiso 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 | G$21,546 GYD | G$23,219 GYD | G$22,173 GYD | G$26,148 GYD | G$28,239 GYD | G$26,984 GYD | G$26,984 GYD | G$26,984 GYD | G$30,122 GYD | G$23,428 GYD | G$23,010 GYD | G$22,801 GYD |
| 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 apartment rentals in Pienza

Total vacation rentals
Explore 30 vacation rentals in Pienza

Nightly prices starting at
Pienza vacation rentals start at G$16,734 GYD per night before taxes and fees

Verified guest reviews
Over 1,650 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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

4.9 Average rating
Pienza stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Basilica of St Francis
- Terme Dei Papi
- Cala di Forno
- Castiglion del Bosco Winery
- Golf Club Toscana
- Spiaggia di Marina di Grosseto
- Santa Maria della Scala
- Palazzo Pubblico
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Podere La Marronaia, Sosta alle Colonne
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Madonna del Latte
- Podere Il Cocco
- Azienda Agricola Montefioralle Winery
- Cantina Contucci
- Cantina de' Ricci




