Apartment vacation rentals in Pieve Santo Stefano

A fantastic apartment in the most beautiful location. Enrichetta was always very quick to respond, flexible and very attentive. We were personally greeted at check-in by Ian who always ensured we had everything we needed throughout our stay. The view from the apartment and the pool is truly breathtaking. I definitely recommend staying here! We hope to return again in the future.

It’s very good location for the trip of San Marina, we really enjoy staying in this place

Check and confirm the location with the owner before traveling

Wonderful New Year's Eve thanks to the apartment's arrangement, both for the internal services that allowed us to organize the family dinner, and for the distance from Piazza del Campo where we counted the minutes to the new year. The location of the accommodation in a historic building that borders the square is fundamental. Just wanting to look for a flaw, upon arrival there was a bit of a bad smell from the bathrooms, promptly eliminated by opening the vents. Very efficient heating and super comfortable.

We had a wonderful stay in the apartment. We especially loved the pool, partly because of the beautiful view. The apartment is richly equipped and is in an ideal place to explore surrounding villages and cities. In short, recommended!

Everything was perfect, the apartment was equipped with all the amenities that are rarely found including shampoo, bath foam, coffee, pasta etc.

When we arrived he let us know that we had a surprise waiting for us. Well, It was an upgrade to the apartment above the room we rented! It was absolutely beautiful and felt like the castle that was lived in in the 1500's!! We slept great, had fun using the fireplace in the kitchen/living area and the stone sink was very authentic. They provided lots of food for us for breakfast and were alway available to let us know where we could go. We walked to Montone and it was so beautiful. The best part was booking a dinner on our last night there. We had a very romantic candlelit dinner with homemade pasta, bread, wine and all the food we could possibly eat! Such great hosts that we are planning on going back again when we visit Italy in 2027. Looking forward to seeing you again!!!!

If I could, I would move to Cortona!

We had a great time. The accommodation is very nice, with all the essentials including breakfast and very close to the center. Chiara was very kind and helpful in recommending places to visit and restaurants to eat. I highly recommend it

We needed a place for one night and we came across this apartment. Already in the conversations prior to the day of check-in, Valentina was helpful, polite and proactive. Upon arrival, we are greeted by Manuela's mother, who welcomes us in an extremely nice and thorough manner. They made us feel right at home. The apartment is large (even larger than what we needed) and includes every comfort. Small detail that I really liked are the hand-built boats. Very very nice. Overall, definitely recommended also for the location because I discovered that Umbertide is really a beautiful town. Thanks Valentina and Manuela

We stayed with Sonia and Roberto for two days on the occasion of New Year's Eve 2025. Before our arrival, they were kind enough to make sure we didn't have any food allergies to prepare a welcome kit and left us their phone numbers for any reason. Upon arrival, we had difficulty finding the accommodation and they were so kind as to meet us on the street. In addition, they have always been responsive, flexible and provided us with all the necessary information about transportation and taxis. Roberto was so kind as to personally accompany us to the station on our departure. The place is very tidy and clean, but a bit far from the center if you want to walk around (35 minutes). It is well served by public transport, available until about 8:30 pm.

We had a fantastic stay in San Giovanni in Poggio. Sara was very friendly, knowledgeable and helpful and we lacked absolutely nothing. The surroundings are breathtakingly beautiful. Highly recommend going here.

Great apartment. Clean and basic amenities. Larger than it seems by the photos. Central location making everything walkable. Would recommend.

Giulietta and her family treated us very courteously and warmly welcomed us. Unfortunately, we arrived very late, possibly which we could not influence. Giulietta's husband was waiting for us extra late at night. Everything else we were able to clarify the next day. All our questions were answered and unfortunately the hot water was missing, which was resolved immediately. Unfortunately, we were only able to spend two nights in this accommodation as we were passing through with friends in the area. We can recommend the place and would book again. You just have to know that the roads to the house are quite adventurous. But you get used to it. :-) Thank you for all the understanding and kindness!

We were traveling with 2 small kids and this place was perfect for us. Helga even had a pack & play set up for us. The beds were comfortable and this place had all the modern amenities. Grocery store was a 4 min walk. Easy short walk to the historical center’s gate. And this place had parking too.

Authentic Italian home situated on a family winery in the stunning Tuscan countryside. Everyone provided us with a welcoming and memorable experience. The wine tasting is a must

Marta’s Red Rose apartment offers stunning panoramic views that highlight the beauty of Tuscany. Every morning, we woke up to this enchanting landscape, and every evening, we wound down with it, making our two-week stay feel truly magical. The apartment is compact but efficiently designed, providing a comfortable and well-planned space. We had everything we needed throughout our stay. The farm, with its blend of rustic charm and modern touches, added to the overall experience and made for a pleasant environment.

Mario, Anna and Claudia are such a wonderful family and lovely hosts . They want to make sure you have the best stay ever. The beauty of this property and Siena itself is one you see in paintings . I was so sad to leave after 3 nights I asked if we could extend because I wish we booked longer ! Everything is breathtaking. This is the best booking we have made in our 13 years of marriage. You will not be disappointed. I am already planning our next trip back and thinking of renting the entire villa for that trip! Thank you for the best stay !!

Our stay at Villa di Geggiano was truly magnificent! It is difficult to put into words how very special and magical our experience was in the Alfieri Suite at the Villa but I can say that, without a doubt, this was our absolute favorite Airbnb experience ever! The entire property, outside grounds, the incredible views,the beautiful Alfieri Suite we stayed in,the luxury amenities and especially Andrea,our exceptional,very gracious host at Villa di Geggiano all contributed to make this an unforgettable experience that we will treasure for a lifetime. If you have the incredibly good fortune to find this little slice of heaven available for your dates,please,I urge you not to hesitate…book this immediately,I promise you will not regret it. The suite we stayed in had every conceivable amenity you could ever need and more. It was beautifully and so tastefully decorated and we truly felt completely at home there for our 4 night stay. We give Andrea & the Villa our highest recommendation!

Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!

We loved our stay in Gianluca’s apartment. Gianluca is a fantastic host and was very responsive and accommodating to all our queries. The apartment is stylish, spacious, spotlessly clean and equipped with everything needed for a comfortable stay. We loved that this apartment has its own private spa with jacuzzi and steam room. The apartment is well located, in the heart of the town, and just a few minutes walk from the bus station. We would highly recommend staying here when visiting Siena.

Comfortable and convenient home, recommended!

Our stay was perfect…..and WOW that view!😍

wonderful property, so cozy, and so clean! I did the cooking class with my partner while we stayed there and it was absolutely wonderful! We also highly recommend the breakfast which was €20 per person but VERY worth it - it was a breakfast buffet for just the two of us which surpassed our expectations. Absolutely beautiful place and we cannot wait to come back for a longer stay!