
Pet-friendly holiday rentals in Pienza
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Pienza

Total holiday rentals
Explore 30 holiday rentals in Pienza

Nightly prices starting at
Pienza holiday rentals start at $153 NZD per night before taxes and fees

Verified guest reviews
Over 1,780 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Pienza holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Pienza rentals

4.9 Average rating
Pienza stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Pienza
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Charming Tuscan Villa with View forFamily&Friends
The house is a typical podere of the late 1800, stone walls, chestnut beams, and hand-made tiles have all been kept; what has changed is the comfort behind them. The Host Fulvia lives in the ground-floor apt. and she's on hand throughout your stay without ever intruding — a rhythm that guests consistently single out. Total accommodation is 8 guests across 2 bdr and 2 bathrooms. Visit Montepulciano, Pienza, Bagni Vignoni and iconic Unesco sites in Val d'Orcia within short and easy driving away
Outdoor spacesWalkabilitySleep quality

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.
WalkabilityOutdoor spacesBackyard

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.
PetsWalkabilityBackyard

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
Outdoor spacesWalkabilityCheck-in

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
Outdoor spacesPetsAir conditioning

Casa rurale toscana in Mascagni Farmhouse Pienza
Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?
PetsOutdoor spacesFamily

Rural Tuscany | Family farmstay with restaurant
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.
PetsOutdoor spacesPool

Casa al Gianni - Il Fienile di Simignano
Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!
WalkabilityPetsView

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.
WalkabilityPetsCheckout

Casale in pietra in Val D’Orcia
Casale toscano del '800 con pietre a vista immerso nella meravigliosa campagna Toscana con uno splendido panorama sulla Val di Chiana. E' circondato da un parco di 6 ettari con un uliveto di 300 piante. Si trova a Sarteano, nel paese, un antico borgo medioevale con un castello da sogno, conosciuto per il Festival della Musica e del Jazz che si svolge alla fine dell'estate. Siamo nella bellissima Val d'Orcia, patrimonio naturale dell'umanità dall'UNESCO dal 2004.
WalkabilityPetsGetting around

Villa unesco heritage, Jacuzzi & garden. BB Daria
Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant
WalkabilityOutdoor spacesAccess

In Toscana Camere
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.
Outdoor spacesPetsLong stay
Popular amenities for Pienza pet-friendly home rentals
Pet-friendly house rentals

Appartamento in villino indipendente-Val d’Orcia
WalkabilityPetsSleep quality

La casa nel Borgo - Appartamento Superior Toscana
WalkabilityPetsBiking

La finestra del Chianti
PetsOutdoor spacesKitchen

Secret Garden Siena
Outdoor spacesPetsFamily

La Torre di Corsanello
WalkabilityPetsLocation

Panoramic nest in Montalcino
Outdoor spacesPetsCheck-in

Casolare nel Chianti, Siena Toscana
Outdoor spacesWalkabilityLong stay

Il nido del Rondone
WalkabilityOutdoor spacesHospitality
Pet-friendly home rentals with a pool

Castello di Spedaletto, Val d'Orcia, Pienza
PetsOutdoor spacesHospitality

Unique view 3 bdr villa with pool & A/C in Pienza
Outdoor spacesWalkabilityCondition

Appartamento Mimosa - Poggio al Vento
Outdoor spacesViewHospitality

Casa Crociani - Amazing Pool & Free Parking
WalkabilityOutdoor spacesShared spaces

A paradise in Montepulciano...
Outdoor spacesWalkabilityHeating

EcoLodge – modernes Design in ruhiger Panoramalage
WalkabilityOutdoor spacesBathroom

Piandimaggio family and friends
PetsOutdoor spacesSleep quality

Poggio dell'orso.Traditional Casale. Amazing views
WalkabilityOutdoor spacesNearby
Private, pet-friendly home rentals

Casa Gioia
WalkabilityPetsBreakfast

La Casetta di Brunello,very panoramic with terrace
WalkabilityOutdoor spacesAccuracy

I Tramonti di Eramo, Montepulciano centro.
WalkabilityAccuracyDecor

Rosa come il cielo al tramonto
Outdoor spacesKitchenView
La Piazzetta -Accogliente open space nel centro storico di Montepulciano
Outdoor spacesPetsSolo travel

La Toscana in terrazza, Montepulciano centro
Outdoor spacesWalkabilityKitchen

Dimora dell'Erbe - Rooftop Apartment
Outdoor spacesWalkabilityCheck-in

Agriturismo Palazzi del Papa Val d'Orcia Pienza
PetsOutdoor spacesLocation
When is the best time to visit Pienza?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $201 NZD | $192 NZD | $195 NZD | $240 NZD | $245 NZD | $223 NZD | $211 NZD | $229 NZD | $240 NZD | $221 NZD | $207 NZD | $194 NZD |
| 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
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Vulci
- Val di Chiana
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Riserva Naturale Diaccia Botrona
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Abbey of Sant'Antimo
- Rocca Maggiore
- Things to do Pienza
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Museums 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
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums 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







