Apartment vacation rentals in Montecastelli Pisano

Chiara and Roberto’s apartment in Casole d’Elsa was wonderful. The surrounding area was stunning and we were so grateful for the delicious bottle of wine our generous hosts provided for us. We enjoyed that bottle of wine while relaxing on the front patio taking in the beauty of the place. We also loved our adorable tote bag, which we used to take things to and from the pool. Our children (ages 9 & 10) loved the pool and lawn games (bocci ball, darts, archery) and used them every day of our 5 day stay. My son celebrated his birthday while we were there and he didn’t want to leave the property he loved it there so much! We spent the whole day in the pool and playing lawn games. The apartment was very clean, spacious, and felt like home. The expert landscaping provided excellent privacy. Chiara gave us wonderful local recommendations for food and activities. This place has everything you are looking for to live out your Tuscan dreams. Thank you for a memorable stay!

Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!

Beautiful place, near a river. Very quiet. Surrounded by nature. The apartment included all the necessary kitchen utensils and was comfortable. Lorenzo was very nice and answered quickly.

Great location and host was there to greet us and let us in. Town was wonderful.

We had the most amazing stay at Sibilla's apartment! It is STUNNINGLY decorated and almost makes it feel like you are staying in the Medici Chapel itself. The apartment had everything we needed, and the plant room/ sunroom was glorious to enjoy in the mornings/returning after a day's exploring. We met both Niccolo and Sibilia and both were so friendly and helpful. The area surrounding the apartment is perfect, with central Florence being a 20 minute walk away, and the restaurants/shops/wine bars of Santo Spirito being literally on your doorstep. This is the most enjoyable Air BnB we have ever stayed in, and would come back in a heartbeat! Grazie mille!!

Lovely spot in a small village a short drive from great wine tasting and sites. Would love to book this quiet, charming spot again in the future.

Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.

Very friendly and available host. The apartment is charming with its panoramic view over the local area. Can highly recommend staying there!

5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!

We had a wonderful few days here while touring Italy. The pool is fantastic as well as the additional facilities such as boules and table tennis. There is plenty of outdoor seating to enjoy the sunset on an evening. We would love to come back here again and would highly recommend.

Great host and lovely place to stay in a small but beautiful village. Patrizio and Serena did all they could to make the stay great - thank you!

So worth it to stay inside the walls. This is a great place for that!

Staying here for a few nights was exactly what we needed, peaceful, clean, and perfectly Tuscan! The appartment has everything you need, the bed is comfy, the shower very nice. The pool is very serene and the view in the sitting area perfect for breakfast (or lunch or dinner). Paul was responsive and very friendly. Would highly recommend to stay here!

Wonderful place to stay if you want an authentic place to catch the real Italian charm. Wonderful,responsive host. The village is small but charming.

Our family had a wonderful time in your villa! We had lots of great tips of what to do in surrounding area, and the property is absolutely gorgeous!

Dear Diana, thank you so much for your time! I felt very comfortable and will be very happy to come back. Your accommodation is fantastic. I enjoyed the privacy, a great pool and a very good breakfast. In addition, you were always available for tips and a good.

The apartment is as advertised. Really something. Highly recommend.

This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.

From booking to checking out, things could not have been smoother. Everything was as described and Alessandra was a very responsive and reasonable host. The area was also fantastic- 10 minutes walk to the Duomo and the restaurants and bars in the small Piazza five minutes’ walk away were excellent. Hope to return soon!

Apartment as described. Very clean and comfortable. The center is a 10-minute walk away. Always top-notch and very kind communication. When I return to Florence, if there is the possibility, I will return to this apartment. Thank you!

We had a wonderful stay at Emily's place, it is so sweet and has everything you could need for a comfortable stay. The hot tub is an amazing addition and the terrace is huge and great for having a drink before heading into town. It's a very short walk away from the city walls and is in a perfect location just 10 minutes from all the restaurants and bars. This is a gem!

After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!

Excellent location and beautiful apartment. Easy to get in self-check in and good communication with the host. Great kitchen, stocked with all the hardware you need. Common area was comfortable for the 4 of us. The view is amazing. Balconies on the water with close up views of Ponte Vecchio. Definitely one of the best places we've stayed in a 20 day trip in several cities.

We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.