Pet-friendly holiday rentals in Trequanda

Marco’s place is in the heart of Montichiello village, perched atop a hill with beautiful views. We stayed one night during our biking trip from Siena and wished we could have stayed longer! Marco is a kind and thoughtful host. The apartment is clean, stylish, and comfortable, with spotless bathrooms and a great shower. The kitchen is well-equipped and includes a cozy table for meals. Air conditioning and a ceiling fan keep the space cool in summer. The apartment is on the first floor, reached by stairs lined with flower pots, and features a charming bookshelf at the entrance. On the ground floor, there’s a storage room where we safely stored our bikes alongside Marco’s. It also has a washing machine and dryer available. A local grocery store is just 300 meters away. Highly recommended for a pleasant stay in this lovely village!

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!

Great flat to explore Cortona! Excellent location and had everything you need

My husband and I, plus our French Bulldog, had the pleasure of staying here for just over 3 weeks. Immediately felt like home, and host family had everything to do with that! Highly recommend. stunning views, fabulous location and some of the most gracious people I've ever met.

What a spot!! Stunning views and Saverio is an amazing host, waited to let us in personally and was super friendly 😃

This house is so beautiful. It is at the bottom of town.. if you drive it’s perfect because you can park near the house, cute coffee shop and free parking if you get lucky! View is so beautiful both from the house and walking into town. I’m really happy with location and house. He was very helpful and responsive. Would stay again!

We loved our stay. The host was amazing, and the house had everything we needed. The internet was very fast and supported my work requirements back in the USA. The views are spectacular, and the property is very private. Thank you, Irene, and family. I especially appreciated your help in getting me my new computer charger after mine broke. Have a great spring!

We loved our stay here. It is a beautiful home and a beautiful space. The only thing I would note for future travelers is the host speaks Italian and not much English. Communication prior to check-in was a little slow but ultimately very smooth. The host met us when we arrived and was very nice. Would 100% stay here again.

We had a lovely stay — the villa is absolutely beautiful and we had a great time enjoying the space and surroundings. The location is also ideal, close to stunning towns like Pienza. A few improvement points: there was no proper coffee-making equipment, just a few filters; the fireplace hadn’t been cleaned and had no firelighters; and the air conditioning didn’t work in about half the rooms. Also, the check-in wasn’t smooth — the time was moved to 16:00, but the cleaners were still busy when all 14 of us arrived. With a bit more attention to these details, it could be a truly exceptional stay.

This was an incredible and relaxing getaway—we honestly wish we had stayed longer. The tower is just as magical as the photos, and the views, olive grove, and pool were even better than expected. The surrounding town is darling and quiet, with just a couple of small restaurants and markets, which made it feel like a true escape. Luca was kind and responsive throughout our stay. Just a few things to note: there are a lot of stairs, and you’ll want a smaller car to navigate the narrow roads leading up to the tower. It’s a real castle, so it’s older and rustic—but full of charm and clearly loved. The only downside was that the hot tub on the roof no longer works, which was a bit of a letdown. Still, we absolutely loved our time here and would highly recommend it.

We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!

Staying at Agrigreen La Lama was hands down the best Airbnb experience I’ve ever had. From the moment we arrived, Rita welcomed us with such warmth and hospitality that we felt at home. The property is peaceful, beautifully maintained, and full of charm—surrounded by nature and the kind of quiet that soothes the soul. One of the most memorable parts of our stay was getting to cook in Rita’s own home, which she generously opened to us. It was such a unique and personal experience that made us feel truly connected to the space and the spirit of the farm. If you’re looking for a place to slow down, feel grounded, and enjoy genuine hospitality, Rita’s space is an absolute gem. I’m already looking forward to the day I can return.

Jaw-dropping beautiful location in a small valley, surrounded by scenery right out of a painting! The villa was perfect for our group of 7. We had plenty of parking for our 3 rental cars, and there was a convenient grocery store in nearby San Giovanni D’Asso. We ate twice at the nearby Trattoria Del Umbilical de Mundi, which was an amazing local experience! The kitchen is full service and we cooked several times, the above ground pool was very refreshing. And the amazing dining area inside is so large and grand we called it “The Situation Room”. Can’t recommend this place any higher it was a truly special experience. FYI at night it’s nice to take a walk up the driveway and see the stars and fireflies!

A magical place that touches the soul! The calm atmosphere and loving design make every moment something special. Thank you for this wonderful time.

it was so beautiful and comfortable. the garden was amazing. I would definitely stay here again . I stayed here because I was attending a friend's wedding near by, although we were here a short time, it was memorable and we enjoyed it. We made it in late the day of check in , but Antonio still showed up and was helpful. thank you Margherita and Antonio!

We spent a week in this house and were completely satisfied. The location is quiet and idyllic, with a wide view of the Tuscan landscape – a real highlight, especially from the infinity pool. The pool is very well maintained and offers enough space for swimming and relaxing. The house is clean, well equipped and tastefully decorated – modern. Kitchen, bathroom and bedroom were in perfect condition. The hostess was very friendly, easily accessible and responded quickly to questions. The check-in went smoothly, all important information was provided in advance. Feel free to come back anytime!

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!

We had the absolute pleasure of spending three unforgettable days at Paolo and Monica’s 800-year-old farmhouse — and it was hands down the best Airbnb experience we’ve ever had. The home itself is stunning: full of history, character, and comfort, with every amenity thoughtfully provided. Each morning, Paolo and Monica prepared a beautiful, fresh breakfast spread complete with homemade cakes and warm, delicious options that started our days off with so much care and joy. The hospitality was truly beyond compare — Paolo and Monica are salt-of-the-earth people with hearts of gold. One of the highlights of our stay was visiting with the many animals they lovingly care for. From eagles and owls to donkeys, horses, peacocks, ducks, and sheep — it felt like something out of a storybook. Monica’s passion for rescuing and training animals is inspiring, and added such a special, personal touch to the experience. Thier home is filled with beauty, warmth, and heart. Coming back soon! ❤️❤️❤️

Wonderful!! Tommaso’s place is beautiful with amazing views and he was very helpful!

Wonderful place to stay in Pienza. Gorgeous little town in the rolling hills of Tuscany. Host is fantastic too. We had an issue with the front door that they were very quick to fix for us. Would highly recommend if you are going thru Tuscany!

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.

The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.

This has to be one of the nicest Airbnbs we’ve stayed it. The accommodation was luxurious in an absolutely stunning area of Tuscany. The rolling fields and cypress tree made a spectacular setting for this beautiful house. We had hired a car and this place was a 20 minute drive from Siena. Our only regret was not staying here longer.

This house with the surrounding garden, embedded in a dreamlike landscape, is an absolute paradise. The garden is huge, beautifully landscaped and very well maintained. The view is breathtaking and we went on hiking trips and bike tours every day directly from the house. The peace and quiet is incredible, you can usually only hear birds and when it gets dark, the nightingale. The house itself also leaves nothing to be desired. Extremely clean, including in the cupboards and drawers. Everything you need is there, but (despite very tasteful decoration) not overcrowded. Just right and everything is very high quality. Super comfortable bed & sofa and beautiful bathroom. Veronica is an outstanding host and her mother (who welcomed us) is very sympathetic. We received gifts directly from the garden and Veronica is responsive and extremely accommodating in communication. You can tell from the beginning to the end how much love is in this house.