House holiday rentals in Roccastrada

Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!

Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!

Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.

What a great place to stay while visiting Tuscany. The home is a renovated medieval watchtower located up a dirt road, tucked on a hilltop overlooking the valley. Jacopo, the host, was so kind, hospitable and responsive during our 5-day visit. Would definitely recommend this place to explore Tuscana.

Yet another fabulous stay! Thank you Lyndall for sharing your special space. Getting in on the village pizza night was a surprise bonus and so fantastic to enjoy the local community. Until next time :)

Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always received good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he could move freely. We would come back. It was an incredibly beautiful time!

We had a wonderful time in this absolutely cute house, which is surrounded by breathtaking nature. The tranquility is unique - you can only hear the chirping of the birds, and every now and then deer appear at the edge of the forest. Simply magical! The pool was well maintained and you had real peace. A real highlight for us was the kitchen: so lovingly furnished and exceptionally well equipped - we have never experienced anything like it! The gas stove and the high-quality oven have made cooking a pleasure. Host Diego was incredibly friendly, attentive and warm. You immediately feel welcome and well cared for. A perfect retreat for those who appreciate nature, tranquility and loving details.

This air B&B was in a beautiful area of Tuscany with breathtaking views. The property had many areas to sit and enjoy the rolling hills.

The apartment really enchanted us, the rooms are nice, clean with air conditioning, stylish, in the living room a large TV, kitchen with everything that should be here. The "resort" itself was on a hill with beautiful views, a huge garden, a swimming pool, all stylish Tuscan, the surroundings beautiful, peace, quiet, peace, everything you need here you will find. As the Italians say, it's "Tutto bene" here

Massimo and his wife were great hosts. His place was ready and clean when we arrived. It had everything we needed. Massimo was always responsive and helpful. We were staying there for a wedding at La Pescaia and Massimo was kind enough to give us rides when needed. He went above and beyond to make us feel at home. I highly recommend Massimo’s place and would love to visit again. Thank you Massimo and Luana!

This apartment was so beautiful and the views were even better. We had an amazing stay here as our base for exploring Tuscany - visiting the Val d’Orcia and the thermal baths were a highlight! Lucia and Marco met us on arrival and were extremely friendly and gave us plenty of advice and places to visit. There was an issue with the boiler but Lucia was straight on it and it was fixed by the time we were home for the day. Thank you so much!

The communication before our arrival was very good, the hostess responded very quickly to messages and also proactively contacted us. We were very warmly welcomed and were even allowed to check in 1 hour earlier. We were shown everything in and around the house. The house and the garden + pool were very clean. The air conditioning in the bedrooms was important and also worked well. In the kitchen you will find everything you need. The garden is beautifully large and well maintained. The large pool with the beautiful view also impressed us. The hosts, who live about 50m next door, took care of the pool every morning and checked if everything is okay there. The directions were also relatively easy. Approximately 30 minutes' drive to the house, there is a large Coop supermarket, where we were shopping. The sea is also only 30 minutes away by car. All in all, we were very satisfied and fully enjoyed our vacation as a group of 6 people!

A Tuscan dream. Some days I had to pinch myself to realize that I wasn't in a movie. My girlfriend and I had a wonderful time in the region and also in the house. It was clean and tidy. The kitchen was unique and we also enjoyed grilling outside. We simply enjoyed it and felt at home. Finally, relaxation and tranquility, which you rarely experience. Thank you for your trust in this wonderful piece of Tuscany. A must-see for all those seeking peace and quiet or people who really want to experience what Tuscan flair means. We will be happy to come back!

We had a very pleasant stay at Pascale's and Gian Luca's house. The house is beautiful and very well conceived. We enjoyed the terrace. The kitchen is fully equipped. The appartment was very clean. The area is fantastic for many outdoor activities such as bicycling or sightseeing. Pascale and Gian Luca were easily reachable. We would love to come back.

A stunning property in the Tuscan hills, with the small village of Ribolla nearby with local amenities. Friendly welcoming hosts, set on a winery. Facilities second to none, absolutely gorgeous swimming pool and view across the value. Will definitely be returning. Take your iPad if you need to watch any tv! Bellissimo!

Thomas's Tuscany oasis was absolutely wonderful! It was peaceful and felt like a breath of fresh air. Thomas was extremely accommodating and assisted with everything that we needed. One recommendation for the guests is to just type in the gps coordinates into google maps to find the place a lot easier.

Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.

Very local experience ~ It's great to be able to experience local life!It's like going back to the environment and house of my childhood. It's very comfortable!The host is also very nice!!!I gave a lot of recommendations!!!Thank you very much!!!

first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!

Really very nice accommodation and a big thank you to Camilla who takes care of everything. For example, with us, to reserve a tennis court. Full recommendation!

Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.

We were in Castello for the fourth time and we were satisfied again. We love the old stone house and the tranquility of the forest that surrounds it. We feel at home there. The location of the village is perfect as a starting point for discovering Tuscany. We'd love to come back! Thanks for everything

We were 9 people and we were all very satisfied with the place, nice quiet, clean. And the landlord was nice and easy to get hold of. All in all, Mega is a good experience, definitely not the last time we are away

Jolanta was hospitable and kind, she truly went above and beyond. I recommend this to anyone who enjoys a magical, serene, and peaceful environment. I felt like a princess in a castle the view is breathtaking! The location is great, just a short walk away to the plaza. Jolanta recommended us a few restaurants and let us know to make a reservation as it can fill up fast. Exploring through the medieval pathways you see cats and native birds, and get to witness amazing viewpoints and hidden gems. Upon request Jolanta drove us to and from the train station which was a big help. We are so grateful for this experience and thanks to Jolanta check in and out was a smooth process, she’s an amazing host. We hope to be back :)