Apartment holiday rentals in Montecastelli Pisano

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!

Marisa is an extremely friendly, helpful hostess and she speaks French very well!! We had a great interaction with her. Very good accommodation in an exceptional setting! In the quiet of the countryside, it was soothing. I recommend this rental 100%! Both for the place and for the welcome Note that the rental is adjoining their restaurant. This does not make the place noisy but adds an extra note to the very good value for money because we ate very well Everything you need to have a wonderful time 😁

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

We are so glad for the six days we were able to spend in Tuscany at Marta’s home! The setting is so peaceful – nothing but rolling hills and fields around, with the city of Siena in the distance. Sienna was only 17 minutes away by car, so we went for restaurants, market day, and sightseeing. We were also able to explore multiple other towns in Tuscany. This was a great central location for us. When we wanted to stay at the apartment, we enjoyed nice privacy, our own picnic table and gazebo, and soaked in the hot tub one evening. Marta’s wine (the first bottle is free) was fantastic. If we come to Tuscany again, we will certainly try to stay here!

We had a wonderful 4 day stay, thank you for your hospitality, to all the staff and family. First class, recommended restaurants plus made reservations for us, which were needed, and recommended sites to visit. Rooms were spacious and clean, grounds were beautiful, wine tasting and Stephan’s knowledge of wine making made the tour. We also had breakfast every morning, and one evening had a dinner, recommended. A beautiful couple, so glad we meet them. Hopefully we will be back again.

If Lorenzo's place is available, just book it. You couldn't be more centrally located. Everything in Florence is walking distance from the unit. The view of the Duomo from the main room is stunning. The stairs can be a little tough if you have heavy luggage but the elevator helps a lot. The air conditioning in the unit is also top notch. It was very hot during our stay and walking back in to the cold unit felt great. Thanks for an awesome stay!

AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.

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.

Beautiful location for an airbnb in a beautiful city. A stones throw from piazza del campo and the rest of the center of the city. Terrace outside is also a beautiful spot to enjoy a morning coffee or relax before going to sleep. AC worked great, would highly recommend this location.

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!!

My wife, brother-in-law, and I had an incredible time in Montepulciano, and Giacomo’s apartment was the perfect place from where we started out daily adventures, took afternoon naps, and then headed out for fantastic dinners. Giacomo’s apartment was excellent, making it easy to get settled after a long day of travel. Giacomo guided us into the temporary parking spot when we got lost for a few minutes, and was quick to assist with any questions we had during our stay. The restaurant recommendations were all excellent, as well as the other activities he suggested. We will definitely stay here again when we visit Montepulciano!

We have now been to Elisa and Alessandro's accommodation for the second time – and it was simply beautiful and absolutely relaxing again! The place is a real oasis where you can switch off perfectly. Elisa and Alessandro are extremely helpful and warm. They provided us with great tips for activities and restaurants, so we could enjoy our stay all around. We'd love to come back and highly recommend this place!

This was one of the most amazing Airbnb properties I've ever had the pleasure in experiencing. It's a penthouse apartment overlooking the tiled rooftops of Siena, with a view straight across to the famous church tower. Taking your morning coffee here with the pigeons is one of the most serene things you could imagine. Pure Italy. There's also a rooftop garden we could pull fresh cherry tomatoes and basil from for our cooking. It's located literally a 3-minute walk from the main piazza, and in the middle of all Sienna's shopping, walking, and dining attractions. Nicoletta was patient with our travel schedule, and met us on the later side of our check-in without a problem.

Beautiful village with welcoming people, my husband & I enjoyed the few days we had there. They had amazing wine & good food, will definitely recommend.

Great experience! Edoardo was super friendly and the appartment was great especially the amazing sea view!

Wow! This was just perfect from the beginning to the end. First, Massimo was waiting for us at the gate to bring us to the parking where he took our luggage and brought them to the apartment. Then, he sat down with us to give us some instructions and local recommendations. The apartment was clean and spacious for my family of 4. The location is just perfect. It’s in the heart of San Gimignano so you can walk everywhere from there. Even if San Gimignano is crowded, the apartment is very quiet with a small outdoor to enjoy. Massimo joined us on our last day to bring back the luggage to our car. This is a first-class experience. I don’t want to forget Fabio who has been very responsive on Airbnb as well. I definitely highly recommend Fabio’s place!

Our stay at Luca’s place in Florence was wonderful. The location was extremely convenient with main attractions like the uffizi and galleria dell’academia just a short walk away. The apartment is also located in a very nice square that is lively and fun, but not noisy from the room. There are many restaurants and shops just down the stairs. The room itself was all that we could have wanted. The whirlpool tub was a very nice feature, the bed was conformable, and the atmosphere of the room was very cozy. If we return to Florence, we would love to stay at Luca’s place again!

Easy check in and out. Beautiful space and much bigger than expected. Great place to relax and explore if staying in the city. Really no negatives, book it and be happy.

We had a wonderful stay. The patio and hot tub were amazing. Walk to everything. No need for a car. Lots of restaurants and attractions close by. Grocery store around the corner. Outdoor hot tub was lovely after a day of steps.

Emily's apartment is the perfect location to explore Lucca. She was extremely helpful when communicating and very prompt when replying to any queries.

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.

Martina's place was a great rental in central Florence. Close enough to walk to major landmarks and the central train station. The place has everything you need and more. We were met by Martina and her friendly dog on arrival. She is very friendly and hospitable and took her time to show us her home and give us lots of information on the area and suggestions. I would recommend this rental to everyone!