
Pet-friendly vacation rentals in Pienza
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Top-rated pet-friendly home rentals in Pienza
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Pet-friendly house rentals

La casa nel Borgo - Appartamento Superior Toscana
Marco’s place is in the heart of Montichiello village, perched atop a hill with beautiful views. We stayed one night during our biking trip from Siena and wished we could have stayed longer! Marco is a kind and thoughtful host. The apartment is clean, stylish, and comfortable, with spotless bathrooms and a great shower. The kitchen is well-equipped and includes a cozy table for meals. Air conditioning and a ceiling fan keep the space cool in summer. The apartment is on the first floor, reached by stairs lined with flower pots, and features a charming bookshelf at the entrance. On the ground floor, there’s a storage room where we safely stored our bikes alongside Marco’s. It also has a washing machine and dryer available. A local grocery store is just 300 meters away. Highly recommended for a pleasant stay in this lovely village!

Casa del Passerino
Hyggelig rummelig lejlighed så centralt som overhovedet muligt. Alt fungerer fint. God seng men ingen gode møbler at sidde, desværre. Men det er også det eneste minus.

La Perla del Lago Casa vacanze
Hebben een tussenstop van 2 dagen gemaakt hier, helaas waren het er maar 2… Want wat een plek en huis was dit zeg, prachtig uitzicht, goede kamers en badkamer, alles was aanwezig! Saverio is een hele lieve man, fijne communicatie en was goed bereikbaar! Wij zouden hier dolgraag terugkomen, alleen dan langer! Onder de vallende zon hebben we geborreld, BBQ gebruikt en volop genoten! Wij zouden deze plek iedereen aanraden!!!

Podere Piazza casa con vista panoramica
Can’t say enough about how great this house was! The views! The house is absolutely adorable! From a story book! Outdoor space was incredible! Loved making dinner in the kitchen (kinda made from local market which Sophia recommended which was amazing! I wish I could stay there for a week!!!

Al Sassone Holiday Home, Val d'Orcia, Toscana
We loved our time at Luca's place. We visited Tuscany with our college aged kids. Luca's house was comfortable and welcoming. We went out for a few meals, but also enjoyed preparing foods in the wonderful kitchen. We ate dinners together and played board games on the spacious kitchen table. It was homey. We called it "cucina magica" because all of the foods we cooked came out so perfectly. This is a wonderful home in a lovely setting with hiking trails from the backyard. We spent several mornings at the nearby hot springs. What a treat! Luca was communicative and helpful with all of our questions.

Secret Garden Siena
This house is so beautiful. It is at the bottom of town.. if you drive it’s perfect because you can park near the house, cute coffee shop and free parking if you get lucky! View is so beautiful both from the house and walking into town. I’m really happy with location and house. He was very helpful and responsive. Would stay again!

Jenny's Barn
Traumhafte Auszeit mit Panoramablick! Diese Airbnb-Unterkunft war ein absoluter Glücksgriff! Der Ausblick war einfach atemberaubend und hat uns jeden Morgen aufs Neue begeistert. Wer Ruhe und Entspannung sucht, ist hier genau richtig – die Lage ist wunderbar ruhig und idyllisch. Die Wohnung selbst ist fantastisch ausgestattet und bietet wirklich alle Annehmlichkeiten, die man sich wünschen kann. Es war super praktisch, dass grundlegende Dinge wie Öl, Essig etc. vorhanden waren. Das spart nicht nur Geld, sondern auch den ersten Einkauf. Das einzige, was etwas gewöhnungsbedürftig war, war das Bett. Aber das ist natürlich Geschmackssache und hat unsere positive Erfahrung in keiner Weise getrübt. Wir können diese Unterkunft uneingeschränkt empfehlen und würden jederzeit wiederkommen!

Charming house in Cortona, Tuscany
Our family stayed for 4 nights and we absolutely loved it! Great location close to fantastic restaurants and entertainment in the square. Ester’s home is cozy and quaint.
Pet-friendly home rentals with a pool

Torre dei Belforti
This was an incredible and relaxing getaway—we honestly wish we had stayed longer. The tower is just as magical as the photos, and the views, olive grove, and pool were even better than expected. The surrounding town is darling and quiet, with just a couple of small restaurants and markets, which made it feel like a true escape. Luca was kind and responsive throughout our stay. Just a few things to note: there are a lot of stairs, and you’ll want a smaller car to navigate the narrow roads leading up to the tower. It’s a real castle, so it’s older and rustic—but full of charm and clearly loved. The only downside was that the hot tub on the roof no longer works, which was a bit of a letdown. Still, we absolutely loved our time here and would highly recommend it.

Villa a Montepulciano con Piscina
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!

Vacanze a Piandimaggio in Val d'Orcia.
Freundlicher Empfang und nette Kommunikation. Schöne Lage und Pool

House between Firenze, Arezzo, chianti e Siena
Nous avons été de suite sous le charme de cette propriété. Tout ici compose l'image qu'on peut se faire de la belle campagne Toscane. Tout en haut de la colline surplombant la vallée, la vue y est splendide et romantique. La propriété a été renovée avec le confort d'aujourd'hui tout en conservant son âme d'autrefois. On s'y sent de suite bien, l'energie est bienfaisante, la nature, les animaux, tout est en harmonie! L'accueil, la cuisine d'Oscar, la superbe piscine, la terrasse ombragée, les petits-dejeuners copieux fait maison! C'est plus qu'un coup de coeur, cet endroit est une pépite! Nous reviendrons!

Poggio dell'orso.Traditional Casale. Amazing views
Ein magischer Ort, der die Seele berührt! Die ruhige Atmosphäre und die liebevolle Gestaltung machen jeden Moment zu etwas Besonderem. Vielen Dank für diese wundervolle Zeit.

Spigo - Indipendent Cottage Zampugna
Неймовірна вілла! Тут живеш ніби в хатинці хоббітів, дуже чисто і доглянуто і автентично! легкий доїзд і неймовірний вид з пагорбу на Тоскану

Romantic apartment in a quite place
We had such a lovely stay at Paolo's place in Montepulciano! The location was beautiful and the pool was a highlight! They also had a little playground which was great for our toddler. Paolo was very welcoming and gave great recommendations for places to eat. They grow olive trees on the property, so they provided a little bottle of homemade olive oil in the kitchen, which was delicious! Thanks for having us and we hope to come back in the future!

La Casa delle Querce - "Borghetto"
A beautiful getaway in the midst of the Tuscany hills. Lots of nice places to sit in the garden, all with a stunning view. Nice pool with more than enough sunbeds. Spacious and cool apartment, with the visit of a baker every morning (except on Sunday). Luca also gave us nice tips for day trips in the area.
Private, pet-friendly home rentals

Artistica Pienza | Breathtaking Val d'Orcia View
Wonderful place to stay in Pienza. Gorgeous little town in the rolling hills of Tuscany. Host is fantastic too. We had an issue with the front door that they were very quick to fix for us. Would highly recommend if you are going thru Tuscany!

Archi, Appartamento rustico in Toscana
We had a great time staying at Sara's, the hosts are very friendly and kind. The house and the neighborhood are beautiful and quiet, we were able to relax. The apartment had everything we needed. Sara's father also gave us a tour to their museum, we absolutely loved it and great conversation together. Highly recommend!

Agriturismo Pescaia Montepulciano Appartamento 2
Estivemos hospedados em família no Agriturismo Pescaia e foi uma experiência maravilhosa! O local é encantador, com uma vista deslumbrante para Montepulciano e para o vale. A tranquilidade, o contato com a natureza e o ambiente acolhedor tornaram nossa estadia muito especial. Nossa filha (7 anos) adorou o espaço e se sentiu em casa. Recomendo fortemente essa hospedagem para quem busca sossego, beleza e uma experiência autêntica na Toscana.

Casa Gioia
Great place, very cosy with the Tuscan vibes. No issue checking in, Nicolo is a great communicator. Amazing views of rolling Tuscany hills only minutes from the doorstep, which is right near the centre of Pienza!

Live Like a Local & Private Concierge Service
I can’t say enough about our hosts! They were communicative from start to finish and our experience would not have been the same without them. Our favorite part was doing the cooking class and having dinner with them and their family.

Wine Loft tra le vigne
The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.

Your Tuscan oak tree house, enchanting Val d'Orcia
Dieses Haus mit dem umliegenden Garten, eingebettet in eine traumhafte Landschaft, ist ein absolutets Paradies. Der Garten ist riesengross, wunderschön angelegt und sehr gepflegt. Die Aussicht ist atemberaubend und wir haben täglich direkt vom Haus aus Wanderausflüge und Biketouren unternommen. Die Ruhe ist unglaublich, man hört meistens nur Vögel und wenn es eindunkelt die Nachtigall. Auch das Haus selber lässt keine Wünsche offen. Äusserst sauber, inkl. in den Schränken und Schubladen. Es ist alles da was man braucht, aber (trotz sehr geschmackvoller Dekoration) nicht überstellt. Einfach genau richtig und alles sehr hochwertig. Superbequemes Bett & Sofa und wunderschönes Badezimmer. Veronica ist eine herausragende Gastgeberin und ihre Mutter (welche uns empfangen hat) sehr symphatisch. Wir bekamen Geschenke direkt aus dem Garten und Veronica ist reaktionsschnell und äusserst zuvorkommend in der Kommunikation. Man merkt vom Anfang bis zum Schluss, wie viel Liebe in diesem Haus steckt.

Pienzalettings
Lovely suave in the historic section.
Quick stats about vacation rentals that are pet-friendly in Pienza
Total rentals
30 properties
Nightly prices starting at
G$16,737 GYD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Santa Maria della Scala
- Terme Dei Papi
- Basilica of St Francis
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- Pubblico Palace
- Castiglion del Bosco Winery
- Golf Club Toscana
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina de' Ricci
- Podere La Marronaia, Sosta alle Colonne
- Madonna del Latte
- Cantina Contucci
- Abbey of Monte Oliveto Maggiore
- Poggio Talamonaccio
- Cantina Stefanoni
- Podere Il Cocco