Apartment vacation rentals in Asciano

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!

Amazing place & beautiful location. Personally, we really enjoyed the restaurant below us, super friendly, gorgeous traditional Italian food at an excellent price! I would highly recommend the accommodation for a relaxing stay in beautiful surroundings! Super clean, great communication via the host, extremely comfortable and decorated to perfection. Restaurant - Antica Osteria Dei Mercanti - 5 star too!!

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

This is a fantastic apartment. Perfect for two couples. Luciana and Fabio are very friendly and welcoming people. The apartment is very well-equipped and furnished. It is in a great location, close to the fortress and several highly recommended restaurants. We've been there twice and we'll do it again.

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.

Our stay at Elena’s place was great. Everything looked better than in the pictures and the overall feeling of the place was exactly what we were looking for in this trip. The sunsets by the pool were fantastic, the birds chirping all around and the privacy of the place made our experience in Tuscany even better. The place was also very tidy and Elena gave us a lot of recommendations for the area. Would definitely go back.

Beautiful place near Siena. The hosts are very friendly and kind. We really enjoyed our stay in here!

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.

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.

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!!

We really enjoyed his place. Here are the pros and cons. Cons A/c was hard to figure out. I was not aware there were 3 units to have to turn on and set. Bar noise on night one until 2:00 am. What you get in busy area. Parking is really a long way away and uphill and you have to pay for it. Not a park and get out place. Be prepared to walk. Pros Location is fantastic. Very close to restaurants and sites. Private location. View was much better than expected. Very nice place. Decorated great. Very large. Easily enough room for 5 or 6.

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.

Spacious place in an amazing quiet old medieval town. Spectacular view off the little balcony. Highly recommend!

The place is an excellent escape to what feels like true Tuscany. Use of shared spaces and hospitality of the host really take this place to the next level.

We had a wonderful stay at Giulia’s place! The location was perfect — very central and within walking distance to great restaurants and shops, but quiet and private. The space was very clean and well-equipped. The highlight was the beautiful views from the windows! Would highly recommend if you’re staying in the Val d’Orcia!

We had a wonderful stay at Cristian and Silvia's place. It is welcoming and full of charme, and they have been great guests. We can only highly recommend it and we would come back any time!

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

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.

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.

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!

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!

We loved our stay here. Right next to the Duomo and close to everything in Florence making it super easy to get around. Loved the inside of the apartment too and was overall amazing. Silvia was very helpful and great!