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House holiday rentals in Chianni

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Chianni

House rentals with a pool

Top guest favourite
Home in Gallicano
4.99 out of 5 average rating, 104 reviews

Serenella

RobertRating, 5 stars6 days ago
Ilaria's home and garden make you feel like you are "Sitting on Top of the World". Like in the Walter Vinson and Lonnie Chatmon song. Time flew in Perpoli, like the swallows in the clear blue sky that embraced the mighty mountains at the horizon. The house is intimate, like the village whereas the garden is a never ending story. Ilaria is a super friendly host who was easy to communicate with and (together with her father's art) has given this place a piece of magic. No doubt we would love to come back
Guest favourite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 263 reviews

Charming estate with views

AndrewRating, 5 stars3 days ago
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.
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 107 reviews

The Owl: view, pool and garden

StephenRating, 5 stars1 month ago
We stayed 5 amazing days at Il Gufo and loved every minute. Jacopo is an amazing host and went out of his way throughout to make our stay great. Even meeting us locally and showing us the way to the house. We highly recommend staying at The Owl. The location, high in a valley provides spectacular views and is perfect to relax and unwind. We do not know what was better. The location, accommodations or the fact that we met Jacopo and became immediate friends. That combination made for the greatest memories. Also Luba, their beautiful dog, immediately loved us and greeted us ever time we returned. A little secret, he is an amazing chef and if you get a chance to go to his restaurant do it. Also his dinner recommendations were great. We had dinner at Corte Dei Frati 2 times. Thank you Jacopo for making our 30th Anniversary trip so amazing. We feel privileged to have met you and we will return on our next trip to Italy. You are an amazing person and host. Love Steve & Vicki
Top guest favourite
Home in Bagno A Ripoli
4.95 out of 5 average rating, 138 reviews

Casetta Melograno – Cozy farmhouse in Chianti

JennaRating, 5 stars6 days ago
Sonia was extremely helpful from start to beginning. Gave us great recommendations which ended up being some of our favourite nights! The most stunning location and beautifully kept place, with everything you could possibly need to live in. 30 mins from Florence, 1 hour from Siena and miles of beautiful scenery and wineries as far as the eye can see As a british couple in our 20’s we loved our stay here ❤️
Top guest favourite
Home in Volterra
4.93 out of 5 average rating, 180 reviews

Collina Power

DeanRating, 5 stars2 weeks ago
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars7 months ago
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!
Superhost
Home in Anghiari
4.88 out of 5 average rating, 140 reviews

Tuscan dream in the ancient Tobacco's villa, sauna

JacquelineRating, 5 stars1 month ago
The house is beautiful and unlike anything else. What made the experience amazing was one of the hosts, Daniela. Daniela greeted us upon check in, walked us around the house and went above and beyond and booked us a wine tour where he graciously translated everything in English during the entire experience. Daniela made the place feel like home and I couldn’t recommend him and the experience he provides more.
Guest favourite
Home in San Miniato
4.92 out of 5 average rating, 102 reviews

Lovely house in a scenic and paiceful location

CedricRating, 5 stars1 week ago
We stayed at Maria’s home for a long family weekend with 6 adults. There is quality ac, 3 bathrooms and 3 good double beds. The private pool is very good with comfortable lounge chairs. Cooking easy in the fully equipped kitchen. Recommended!

Weekly house rentals

Guest favourite
Home in Fiesole
4.86 out of 5 average rating, 310 reviews

Wonderful House in the Magical Fiesole

MenekaRating, 5 stars3 weeks ago
Fior di Fiesole was a charming, private place with beautiful surroundings. Vat was very friendly and gave us helpful instructions to get about. Highly recommend if you are looking for a peaceful getaway.
Superhost
Home in Chianni
4.83 out of 5 average rating, 58 reviews

Three bedroom historical house with the best views

LaurenRating, 5 stars2 weeks ago
We loved our stay here! The house and the views were truly as picturesque as it seems in the photos. A dream spot! The town itself is full of local flair and is beautiful too. Not touristy at all. Close enough to nearby towns though to explore more of Tuscany! Overall a great stay and Laura was a kind and responsive host.
Top guest favourite
Home in Peccioli
4.99 out of 5 average rating, 124 reviews

House with a breathless view in Tuscany

SandyRating, 5 stars2 weeks ago
It would be simply impossible to overstate how fantastic our stay here was. We're a well travelled family worldwide, and can honestly say we've never experienced anything quite like this week. The property is a hidden gem nestled in the side of the beautiful ancient village of Peccioli, surrounded by rolling hills of olive groves and vineyards as far as the eye can see. Enjoy breakfast/coffee in the private courtyard & gardens with morning sun pouring over you, or settle in for an evening listening to wildlife with a glass of Tuscan wine. The property is well equipped and boasts clean, tasteful sleeping area which my girls greatly enjoyed sleeping in the ceiling/mezzanine space! However, the big differentiator is Elena herself. You would be lucky to meet such a beautiful, warm, kind and sincere lady. She helped us enormously with local knowledge & advice about places we'd never have found, and can now say we'll never forget. Elena made this stay amazing, and we'll be coming back!!
Top guest favourite
Home in Rio Marina
5 out of 5 average rating, 79 reviews

Captain's House | Monte Grosso, Elba

CaterinaRating, 5 stars3 weeks ago
The Captain's House is a place that makes you reconcile with the world. Beauty is experienced by eyes, spirit, and mind. The views are breathtaking, the view from every window is a picture, and peace and quiet are guaranteed. The hosts made a masterpiece renovating the house: they respected the original structure by adding every possible comfort. Andrea and Michael are very kind, they anticipated all our possible needs, they made us find fresh flowers and scented herbs in each room, fresh fruit and everything you need to "start" the kitchen (oil, salt, spices, etc.). For a technical inconvenience, we couldn't use the Jacuzzi for a day and they offered us a dinner to apologize. We've never found hosts at this level. We hope to be able to resume those pieces of heart we left at the Captain's House.
Guest favourite
Home in Siena
4.91 out of 5 average rating, 331 reviews

Amazing Cott. in the heart of Siena

RobinRating, 5 stars2 weeks ago
Fabulous well appointed location with a private garden and a lovely view close to the centre of Siena. Absolutely lovely and very peaceful and wonderful very helpful hosts. The last two nights there were concerts in the valley below which were loud and went to the early hours of the morning.
Superhost
Home in Castelnuovo di Val di Cecina
4.93 out of 5 average rating, 67 reviews

L'Uva Fragolina. House, Garden, Panoramic View

DavidRating, 5 stars1 week ago
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!
Guest favourite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 68 reviews

Chianti House Stunning view 20 min. from Florence

AshlynnRating, 5 stars7 months ago
What a place! An absolutely perfect little hideaway in an absolutely gorgeous location. This charming abode has exactly what you need to completely escape and soak in the stunning surroundings of the Tuscan landscape. Even though it rained quite a bit of our visit, sitting on the veranda overlooking the pool and rolling hills nice and dry under the tent was magical - the lush view could never get old! The stone space is as quiet and cozy as can be - comfortable bed and couch, very functional kitchen, nice bathroom. Pretty antiques make the space homey. My husband even jumped in the very cold pool in the rain and now we want to come back in the summer sun to enjoy it more. Tommaso was incredibly sweet and offered recommendations and walked us through the whole place upon check in - and he was kind and responsive the whole time. Really can’t recommend this experience enough!
Top guest favourite
Home in Montalcino
5 out of 5 average rating, 123 reviews

Montalcino Townhouse with Private Panoramic Garden & Spa

LaurieRating, 5 stars1 month ago
We loved staying in Montalcino at Lisa's place. Lisa was a fantastic host and responded quickly. She gave us her picks for restaurants, wine tastings, etc, which were excellent choices. The Airbnb was ideally situated right off the main square. It has a yard, which we enjoyed, and a very functional kitchen with everything we needed. The king-size bed was very comfortable and had high-quality linens. This is a hilltop city, so keep this in mind for anyone unable to walk up steeper inclines throughout the city. We enjoyed the exercise and the stunning views. We stayed for a week and I could have easily stayed longer as we got to know the restaurants, stores and the area. Montalcino is a charming place to spend your time. It was a good location from which to take day trips. There is so much to do in the general area. We highly recommend you stay here; it was the highlight of our trip, and we felt like we were in good hands. Thank you, Lisa!

Private house rentals

Top guest favourite
Home in Montecatini Alto
5 out of 5 average rating, 31 reviews

Montecatini Alto Art View

DebraRating, 5 stars2 weeks ago
Very easy to find and close to funicular that ran every 30 minutes on schedule. At least 5 restaurants for lunch and dinner. Small store for basics. Terrace facing northeast was wonderful in the morning. Umbrellas for shade if needed. Washer with folding clothesline to dry inside or out. We only used the main bedroom and bath - both on second floor. Very nice. The second bedroom was on the second floor and second bath was in the basement - did not use those spaces or the sitting room in walkout basement. Kitchen stocked with basics for electric coffee maker (a bit noisy) and hand brother. Gas stove for heating milk. Toaster oven. Large grid freezer with many ice trays. Enjoyed the cat that showed up A few times. Easy 20 min walk from main train station (not Centro) to funicular. Main station also had many bus connections like to Grotta Giusti but only to swim in outdoor pool. You can’t swim in the cave - too bad. Would love to come back.
Guest favourite
Home in Castelmuzio
4.98 out of 5 average rating, 40 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Asciano
4.97 out of 5 average rating, 33 reviews

Family Forest - Pool in the Crete Senesi

SylviaRating, 5 stars6 days ago
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!
Superhost
Home in Gambassi Terme
4.85 out of 5 average rating, 27 reviews

Finest country house. 3 bed rooms and shared pool

HelenRating, 5 stars10 months ago
Enjoyable stay. Close to many beautiful towns.
Guest favourite
Home in Rivalto
4.81 out of 5 average rating, 32 reviews

Panorama on the Tuscan hills

AndreaRating, 5 stars1 month ago
Absolutely fantastic house in an unbeatable panoramic location! The photos promise a lot, but it's even more beautiful. The journey through typical Tuscany mountains and the neighboring villages of Chianni and Rivalto are just wonderful!
Top guest favourite
Home in Pontassieve
4.96 out of 5 average rating, 81 reviews

The charming cottage in Tuscany with breathtaking views

JetRating, 5 stars1 week ago
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!
Top guest favourite
Home in Radda in Chianti
5 out of 5 average rating, 20 reviews

Villa le Scope 5*

ColeRating, 5 stars1 week ago
Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!
Guest favourite
Home in Lucignano
4.95 out of 5 average rating, 38 reviews

La Casetta

LauraRating, 5 stars4 weeks ago
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!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Pisa
  5. Chianni
  6. House rentals