
House holiday rentals in Civitella in Val di Chiana
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Top-rated house rentals in Civitella in Val di Chiana
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Popular amenities for house rentals in Civitella in Val di Chiana
House rentals with a pool

Charming estate with views
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.

Antico Borgo Ripostena – n. 8 Old House
We thoroughly enjoyed the stay. Everything was very clean. What a great environment. We traveled with a 1-year-old child and were very warmly welcomed. For my daughter, there were many toys, a play mat, a cot and a high chair. The small playground was also impressive. Our highlight was the great sunset and of course the most beautiful pool we have experienced so far. We can only recommend it!

Casa di Lyndall - Entire house with exclusive pool
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!

Nada Home
The main thing is Nada' s attention to every communication you sent, she responds the same day. Anything you asks for within reason, you get from Nada. It was a new experience for us in Tuscany but her property is combiniently located within 40 minutes to an hour and 30 from all the Tuscany turistic places.

Romantic cosy flat - Toscana Italy
Norma was an absolute treasure, and her home and family were lovely. The property sits overlooking a lovely castle and a beautiful church with great views on the other side. The property has a great pool with plenty of privacy or interaction with the family, I only wish I spoke more Italian to be able to sit and chat with her lovely in-laws! Norma offered great recommendations for day trips, and overall the local area was great to explore. My only advice would be the usual: rent a smaller car to make life easier! Sitting on the patio overlooking the castle, with a glass of wine, is a memory we will never forget, and is highly recommended. Whether during the day or after the sun has gone down and the fireflies comes out (weather permitting) it's a Tuscan treat you won't want to miss. We truly felt like a part of the family and would love to return to her home the next time we come back. Truly a wonderful experience!

Paluffo Stillo House
Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!

Santa Flora Home • Swimming pool • Gym
Letizia and Virginia were absolutely great! The place is much bigger than we expected. Letizia takes great care of the garden and was prompt to respond. Virginia gave us great tips of places to visit. Would definitely recommend.

Casa Bada - Farmers House
We had a wonderful time staying here for five nights. The views are truly breathtaking. We also spent our first night taking part in a cooking class with our lovely hosts which was a true highlight of our trip. Enjoying the pool was an added bonus. You won't regret staying here!
Weekly house rentals

Hidden gem in Tuscany
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.

The Biricocolo Cottage
Serene, tranquil, verdant: a profoundly beautiful place. We just loved it. Chiara and her mother could not have been more friendly and helpful. We were there a few days for a wedding nearby. We can't wait to return for a full holiday. Well done super hosts! Thank you. Paul and Bridget

Family Forest - Pool in the Crete Senesi
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!

CASA DI VIGNOLO - Medieval Tuscan House
This is such a special place! And probably our favorite Airbnb ever. We are traveling with our 3 kids (3, 5, & 7) for six months and stayed here for a week in January. The village is small, clean, and beautiful. Everyone is friendly and there’s a park within walking distance as well as a local cafe with some grocery essentials. For us, staying in such a historic home was a beautiful way to teach our kids about the culture and history of Italy, without rushing around or take them to museums. The master bedroom has a super comfortable king bed, and the upstairs bedrooms easily for our 3 kids. The decor is very thoughtful and cozy, and not just the cheapest stuff from ikea. Pots and pans are nice, there are plenty of dishes, the kitchen is layed out well, and there were spices and oil/vinegar. The fireplace is so cool! Easy to get to Florence by car or train. Irene is such a lovely human and helped us set up some local wine tasting and tours. Overall highly recommend!

house for 4 people
Grazie mille / best Place to be

Daniele&Patrizia-Family's House, relax and view
The views from this guest suite will be some of my favorite memories of Tuscany. I highly recommend going outside 30 minutes before sunrise to watch the sky change colors against the mountains while you take a deep calming breath looking across the valley below. The guest house is compact, modern, and clean. And Patrizia and her family are just next door, available and friendly if you need anything.

Villa Medici Donnini Superior Apartment
We had a wonderful week-long visit. I wish we had stayed longer. The villa is beautiful. It is spacious, clean, with modern amenities and appliances but also has some very nice antique furniture and decor. The outdoor patio is really amazing, with views of distant Tuscan hills and farms, olive and cypress trees - a great place to eat and relax outdoors. Nearby Arezzo is a great place to visit. There are many interested museums, churches and places to visit in the older section of the town (including the Basilica di San Francesco with frescoes by Piero della Francesca), but there are also more modern parts of town with shops and restaurants, and ample parking. The villa is also within easy driving distance of many other surrounding towns (such as Cortona) and places to visit. Our hosts were super helpful and friendly, and we especially enjoyed the olive oil that is provided and made from the trees growing on the property. We would definitely stay here again.

La Casetta
Beautiful, peaceful stay. Amazing, secluded location. The hosts were very friendly and welcoming - made us feel right at home. Lots of great walks around, including the nearby winery. The only downside is it does get rather cold in the stone apartment but during warmer weather the coolness in the apartment would probably be perfect. They provided a portable heater & a hot water bottle though which was nice. Thank you Tebea for being such a lovely host!
Private house rentals

Casa Ora d"Oro - Panoramic Views
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!

Loggetta: farmhouse with garden and pool
We greatly enjoyed our stay at this beautiful home in Tuscany. The location is truly idyllic – quietly located on the top of a hill, overlooking the beautiful Tuscan landscape. The house fully met our expectations: comfortable, tidy and with everything we needed for a relaxing holiday. Upon arrival we were warmly welcomed by Giovanna, who immediately put us at ease. She took plenty of time to welcome us and also gave us valuable tips for visiting Arezzo and the surrounding area. In short: a wonderful place for those looking for peace, nature and authentic Tuscan charm. We'd love to come back!

Colonial house immersed in a natural park.
We spent two weeks at Rolando and Patrizia's with our two one-year-old and three-year-old children. The place is absolutely beautiful with a sublime view. They had a lot of little touches for our children throughout the stay. It was always a pleasure to chat with them. Accommodating, very considerate. The kids were always happy to see them. As for the house, it is very nice and easy to live in. The two terraces are a real plus. And again the views filled us throughout our stay.

The small tower
Franco is very welcoming, the apartment is a beautiful renovation equipped with every comfort. Highly recommended! Luca and Noélie

Il Casone - Country house with pool & wide garden
My friends & I spent 5 days at Il Casone in May, and what a delight it was. The Villa is both isolated and a short drive to various levels of towns and shops, cafes, and restaurants as needed. And of course a well equipped kitchen to cater for yourself. We were met by Roberta, the hosts father, and had a wonderful introduction and tour of the garden, the history and stories of the house and area, eventually we were allowed inside! It was a great welcome and Roberto was a good help to us many times we had questions the Villa is nicely renovated, farmhouse style and has everything you need it is very clean and good for people, like me, who might have mobility issues as it is all on one level and has wall in showers. While there we did a full day tour of the Chianti region which was great. They picked us up at the Villa and we visited two places to taste and also had lunch - do this! We loved our rural Idyll and would recommend Matteo’s Villa enthusiastically! Thanks Matteo & Robert

10 min from the Center | La Capanna di Franco
We had a great 6 nights at Margherita and Silvio's place. It is a two bedroom detached building minutes from Sienna but with lovely views of farm fields, cedars and umbrella pines. Very peaceful, private and quiet. Just as shown and described in the listing. Margherita and Silvio are great hosts and immediately brought around a bottle opener (for the local chianti) when we couldn't find one. This is a great location for exploring beautiful Tuscany. Highly recommended.

Tuscany countryside vacation home, Il Glicine.
Lucia is very responsive to messages. Clean accommodation. Soothing village. You have to have the car to visit.

The charming cottage in Tuscany with breathtaking views
What a magical, unforgettable place to stay! The home is the perfect size for two, and we felt right at home. It’s very clean with plenty of towels, blankets, pillows, and cooking appliances. We really enjoyed waking up to the sound of birds singing and having breakfast on the patio before making excursions to Siena, Florence, Poppi, or nearby Rufina. The neighbor’s cats also greeted us home when we returned (very lovingly!). Would absolutely love to stay again!
Quick stats about house rentals in Civitella in Val di Chiana
Total rentals
80 properties
Nightly prices starting at
$13 SGD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
60 properties have a pool
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Parco delle Cascine
- Uffizi Gallery
- Piazzale Michelangelo
- Piazza della Repubblica
- Mercato Centrale
- Pitti Palace
- Giardino Bardini
- Stadio Artemio Franchi
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- The Boboli Gardens
- Casa Barthel
- Teatro Tuscanyhall
- Palazzo Vecchio
- Santa Maria della Scala