Apartment holiday rentals in Rapolano Terme

The apartment is located in an enchanting place! The scenery is breathtaking. The kitchen is well-equipped, we cooked good food. The sunsets are beautiful and the pool is very convenient for cooling off after a day of sightseeing. A special thank you to Deb, the neighbor who welcomed us and guided us throughout our stay. Thanks to her recommendations, we discovered a vineyard: Ciarliana, where Sara gave us a tasting that exceeded our expectations. We are totally in love with Tuscany!

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 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.

Wow! What a beautiful place to stay! The roof terrace was amazing with beautiful views across rooftops to the Tuscan countryside. The centre of Siena with its Piazza del Campo is only a few minutes stroll away and the Duomo not much further. There are plenty of restaurants all around and a decent supermarket 3 minutes walk away. The apartment is well equipped with everything we needed for our stay. We would highly recommend!

Remo is a calm man with whom you can have a good chat. He speaks many languages, we communicated in English and that went well. The price-quality ratio is absolutely right. It is a bit dated but well maintained and everything you need is present. I was there for 2 weeks to go mountain biking. It is a perfect base for this. Everything can be done from the front door. To the west, the hills and Noor, to the east, the valley. Also great for gravel. And a shed to put the bike(s) in. Super!! I have cycled more than 750 kilometers here in 2 weeks, and it has not yet become boring!! Highly recommend!

Kindest host! Beautiful view of the tuscan landscape

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!

Great place, clean and in a great location close to everything. The only thing is the bed is quite hard, but everything else was perfect.

This is a wonderful apartment in a beautiful medieval walled town. It's far enough away from the main tourist hotspots to still have a local unspoiled feel, but close enough to access those must see areas of Tuscany & Umbria. Laura is the wonderful host and the apartment has been so carefully arranged and is very comfortable. The perfect home away from home. Laura was always very prompt to respond to us, from the moment we requested our booking to her making sure that we were settled after our arrival. We very much appreciated that she had arranged for a personal greeting on arrival.She has clearly taken some time equipping the apartment. From furnishings to plentiful utensils, & all the information needed about where to go and what to do. Just about everything has been thought of. There is free car parking only a few metres away from the apartment, but those with mobility issues may feel that the steps to access the apartment from this side are just not ideal. A very enjoyable stay.

Genuinely a secret little heaven, I cant recommend staying here more! Monticchiello is so beautiful and peaceful and their place is just perfect! I can’t wait to hopefully return one day!!

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.

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.

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!!

Amazing place and great location! Giovanni was a very kind host.

Borgo Iesolana is a truly special place. Tucked away in the beautiful Tuscan countryside, it offers a peaceful and quiet atmosphere that’s perfect for unwinding. Waking up to the sounds of nature and stunning views of the surrounding hills was a highlight of our stay. The staff were incredibly friendly and helpful throughout our visit — always ready with a smile or a great local recommendation. Their warm hospitality made us feel right at home. The property is well-maintained, with charming accommodations and a lovely pool area where you can relax and soak in the scenery. It’s also a great base for exploring nearby towns like Siena and Arezzo. If you’re looking for a calm and restful escape in a beautiful setting, Borgo Iesolana is the perfect choice. Highly recommended!

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.

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

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

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.

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!