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House vacation rentals in Casentino

Find and book unique houses on Airbnb

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Popular amenities for Casentino house rentals

House rentals with a pool

Guest favourite
Home in Civitella in Val di Chiana
4.93 out of 5 average rating, 45 reviews

Casa Fattore - Tuscan countryside house

LunaRating, 5 stars7 months ago
The stay at the Capocontro estate was very satisfying. The entire ancient hamlet is a jewel set in the countryside, with spectacular views of the woods of Val di Chiana. The accommodation is tidy and clean, picturesque and elegantly retro. Piero and Lella were very helpful in communications and suggestions for places to visit and where to eat. We loved the peace and quiet of the place, as well as the pool with a view. We stopped for a short time and the weather was a bit capricious, otherwise we would have enjoyed the farm's outdoors more. The only small flaw: the dishes and the fridge were not exactly immaculate, but nothing that can't be solved with a sponge. Super recommended for both a short and a long stay, so you can enjoy the quiet of the place and visit the surrounding area.
Superhost
Home in Florence
5 out of 5 average rating, 3 reviews

New Florence "Afrodite" suite with pool

LucaRating, 5 stars2 weeks ago
Very clean, almost new appartment, very nice owner. 👍 5 stars
Guest favourite
Home in Florence
5 out of 5 average rating, 8 reviews

The Limonaia della Torretta

PhilippeRating, 5 stars7 months ago
Perfect stay in Leonardo's beautiful house. I highly recommend it to all travelers in Florence. The house is beautiful and the garden and the pool are extraordinary. Leonardo is extremely attentive and very kind. To be recommended absolutely.
Top guest favourite
Home in Reggello
5 out of 5 average rating, 43 reviews

Villa in Tuscany - Reggello, with Swimming Pool and WiFi.

MayaRating, 5 stars7 months ago
We were very pleasantly surprised! Perfect for a peaceful stay with a group. I absolutely recommend:)
Superhost
Home in Cipressino
5 out of 5 average rating, 7 reviews

Countryside house with private pool and garden

MathiasRating, 5 stars7 months ago
Such an amazing place! I would recommend EVERYONE to go there! Violante and her husband are such nice hosts. We had a wonderful time there and will not hesitate to come back next year. Thanks a lot.
Superhost
Home in Umbertide
4.81 out of 5 average rating, 37 reviews

Private villa with pool and breathtaking views

SophieRating, 5 stars7 months ago
Anna’s house is stunning and tucked away in such a beautiful quiet location. The people who take care of the house were kind and our two year old loved him. Would highly recommend anyone who wants a quiet get away from the hustle and bustle of life to stay here.
Guest favourite
Home in Monte San Savino
4.99 out of 5 average rating, 69 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

Tsz Kwan CarrieRating, 5 stars5 months ago
Francesco is nice:) He brought us welcome pizzas and dessert. His response is instant. The place is quiet which provide you completely private place. Just a bit far from town if you cannot drive yourselves. If you have cars, it is not a problem, just few minutes drive from town. The place looks exactly the same as the pictures, clean and tidy. Definitely enough space for 8 adults. Recommend.
Superhost
Home in Canneto
4.92 out of 5 average rating, 25 reviews

Elegant Accommodation in Villa with Swimming Pool in Perugia

AndrewRating, 5 stars7 months ago
Wonderful stay. Great layout for us (2A, 2C, 1I) and a fantastic swimming pool. Roberta was lovely and we communicated via messaging app given language differences. Roberta and family were quiet in the ground floor apartment and the upstairs rental were equally nice. We barely had to share the pool. Great location for day trips to Florence, Sienna and Assisi.

Weekly house rentals

Guest favourite
Home in Figline e Incisa Valdarno
4.91 out of 5 average rating, 44 reviews

POMEGRANATE CAMPOPINETA

AmandaRating, 5 stars6 months ago
Alessandra’s place was an absolute dream. It’s picturesque with the most gorgeous view of Tuscany hills in a rustic styled rental. She was extremely helpful and attentive during our stay! Would definitely come back here next time we visit!
Superhost
Home in Lucignano
4.78 out of 5 average rating, 9 reviews

Beautiful property between Siena and Arezzo

TimRating, 5 stars19 months ago
we had a very nice stay. The whole place was very clean. Highly recommend taking something against the mosquitoes. the only criticism was the chairs on the terrace, as 2 have shackled heavily, there should be a replacement here.
Guest favourite
Home in Florence
4.95 out of 5 average rating, 264 reviews

Luxury villa in Florence

LizaRating, 5 stars1 week ago
This was the perfect place for our family! We have some roots in Italy so we travel there often, but are always looks for new and interesting places to stay and experiences! Highly recommend!
Guest favourite
Home in Asciano
4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

RobRating, 5 stars6 months ago
We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!
Guest favourite
Home in Montebenichi
4.88 out of 5 average rating, 16 reviews

The Montebenichi Dovecote

RoisinRating, 5 stars6 days ago
All I can say is wow. This house was amazing it had everything that you needed. It was spotless and had extra blankets and towels. It had loads of household supplies and I really felt like it was a home away from home. The views are spectacular….. like something out of a movie, they really take your breath away. Sharyn was so helpful and gave me great instructions on how to get there and the amenities around the area. Cristina and her son were there to welcome us and were amazing. I can’t thank you enough. We are already planning our next stay for longer.
Superhost
Home in Rietine
4.85 out of 5 average rating, 206 reviews

Gaiole in Chianti Poggio Casabianca

MonicaRating, 5 stars5 months ago
What a great getaway!! We hope to make it back soon!
Top guest favourite
Home in Monte del Lago
4.97 out of 5 average rating, 29 reviews

Villa Profumo di Salvia. Lakefront

FrankRating, 5 stars5 months ago
By far one of the best places we have ever stayed. Almost surreal how beautiful this space is, and the surrounding property is almost too beautiful to describe. Silvia is certainly a top tier host, and her attention to detail is second to none. We are already planning a return trip. If you want to get away from it all, and never have to leave a property ( except to grab more wine), this is the place. But if you want venture out, many top attractions are less than hour drive away. The Lake views alone are worth the trip.
Superhost
Home in Impruneta
4.84 out of 5 average rating, 68 reviews

Independent house with private pool and garden

JulianeRating, 5 stars6 months ago
We had a wonderful time in Vittoria's house in this fantastic location. Although we had so many difficulties getting there and only arrived at night (flight delayed and highway closed), her husband greeted us very kindly and showed us around the house. Vittoria was always super quick to respond and always helped us (e.g. turned on the heating when it suddenly got cold). Highly recommended!

Private house rentals

Guest favourite
Home in Radda in Chianti
4.85 out of 5 average rating, 175 reviews

Tuscany House "La Querce Sola"

AylaRating, 5 stars1 week ago
We stayed at Rosanna's place for a long weekend. It was absolutely lovely. The surroundings were so peaceful, walking distance to a winery, and clean space. The fully stocked kitchen was perfect as we stayed in and cooked in the evenings. The beds and space in general was very comfortable. It is secluded but within easy driving distance of several small towns and Florence. Rosanna was a wonderful, responsive host. Gave us great recommendations and checked in to make sure we were having a good time and didn't need anything. I would definitely recommend this Airbnb and would love to book again.
Superhost
Home in Monte San Savino
4.82 out of 5 average rating, 198 reviews

In Tuscany between Siena Arezzo, near Chianti

EdRating, 5 stars1 month ago
Lorenza and Nelly are wonderful hosts. They were waiting for my arrival at 9pm which was extremely generous. Their welcome and helpful tour of the property after a long day of travel was warm and inviting. The house itself is peaceful, private and extremely comfortable. I was visiting to enjoy the Strade Bianche bicycle race around siena and the location was perfect. I had some problems with the stove at one point, however Lorenza was communicative and very helpful. Overall staying at the property was lovely. A Beautiful wood fire every evening surrounded by peaceful nature really helped to make my stay relaxing. And the welcome gift of cake didn’t survive long either. Gratzie Mille Lorenza and Nello.
Guest favourite
Home in San Martino
4.95 out of 5 average rating, 206 reviews

Casa Bada - Barn

JessicaRating, 5 stars4 weeks ago
Absolutely stunning views and a beautiful, well appointed home! We loved our stay here and found Suzy to be incredibly friendly and helpful! We would love to stay again and highly recommend.
Home in Radda in Chianti
5 out of 5 average rating, 9 reviews

Le Bonatte by Interhome

CarlRating, 5 stars6 months ago
Joy (the owner) is a joy! She is one of the best hosts we’ve had on this platform. Flexible checking, due to delayed flight. Rooms were bigger than anticipated and beautiful. Lovely rustic Tuscan charm of a property. Plenary of recommendations at the property for local restaurants and activities. Can’t recommend this property enough!
Home in Castellina Chianti SI
5 out of 5 average rating, 4 reviews

Capanna di Sotto by Interhome.

AntjeRating, 5 stars7 months ago
we immediately felt comfortable 7 d enjoyed the stay very much. A ideal starting point for excursions.
Superhost
Home in Florence
4.8 out of 5 average rating, 69 reviews

Little Italy Planet - sweet home with Jacuzzi

VicenteRating, 5 stars2 weeks ago
Great spot and location
Superhost
Home in Poggibonsi
4.8 out of 5 average rating, 10 reviews

casa palme

LeonardoRating, 5 stars3 months ago
Very nice place, clean, well organized and with all the comforts of a vacation home. Alessandra was always very helpful and willing to help. Highly recommended.
Top guest favourite
Home in Castiglion Fiorentino
5 out of 5 average rating, 17 reviews

Volpe by Interhome

MartinRating, 5 stars5 months ago
It was an absolute delight to stay at this gem of a property. We booked for 10 days and had a chance to enjoy and explore the surrounding areas. The house is spotless, comfortable, spacious, and fully equipped with modern appliances. So it has exceeded our expectations and would love to book it again in the future. Our host Alberto, is welcoming and very friendly, making the process of checking in and out quite seamless. My overall impression is 10/10.

Destinations to explore

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  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Casentino
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