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House holiday rentals in Casentino

Find and book unique houses on Airbnb

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Superhost
Home
5 out of 5 average rating, 9 reviews

Casa Maestra, Umbrian hills, AC, large heated pool

RodRating, 5 stars6 months ago
Great Airbnb for my wife and I who were in Italy before our wedding in Tuscany. The Airbnb was clean and looked like the pictures. Private property and surrounded by nature and scenic views of Umbria. The communication before and during the stay from the hosts was also great. The pre-arrival instructions were also extremely helpful, as both Waze and Google Maps only got us part of the way to the Airbnb (the Airbnb was about 15-20 minutes away from the main road). We brought our nine-month old baby, and this is a baby-friendly Airbnb. Upon request, they provided us with a travel crib, a baby bath, and a high chair. They also had soft pads that we could lay on the floor for our baby to play on. He really enjoyed the nature. Unfortunately, we weren't able to check out any of the local restaurant due to our baby and dealing with baby jetlag. We're looking forward to coming back to Umbria to check out more of the towns, like Assisi.

Popular amenities for house rentals in Casentino

House rentals with a pool

Guest favourite
Home
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
5 out of 5 average rating, 4 reviews

New Florence "Afrodite" suite with pool

SarahRating, 5 stars2 days ago
Simone was great during our stay. Super responsive and helpful. The space was beautiful and comfortable for 2 people. Also, central to bus stops that get you into the city within 10 or so minutes. Would definitely recommend!
Superhost
Home
4.84 out of 5 average rating, 69 reviews

Vacation immersed in the Tuscan countryside 'Canaiolo'

WernerRating, 5 stars6 months ago
We reached the destination and immediately felt like being at home. Such a nice country-house, quiet surroundings and a most gorgeous and large pool. Gary, who looks after everything, is one of the nicest hosts we have ever met: charming, helpful and making you feel very comfortable. A highly recommendable place to stay! Anne and Werner from Austria
Guest favourite
Home
5 out of 5 average rating, 8 reviews

The Limonaia della Torretta

PhilippeRating, 5 stars8 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
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:)
Guest favourite
Home
4.92 out of 5 average rating, 38 reviews

Deal 2019 Tuscany Villa le Capanne with pool

PeterRating, 5 stars5 months ago
Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.
Superhost
Home
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
4.99 out of 5 average rating, 69 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

Tsz Kwan CarrieRating, 5 stars6 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.

Weekly house rentals

Guest favourite
Home
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
4.78 out of 5 average rating, 9 reviews

Beautiful property between Siena and Arezzo

TimRating, 5 stars20 months ago
we had a very nice stay. The entire accommodation 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.
Superhost
Home
4.89 out of 5 average rating, 18 reviews

[15 min da Montepulciano] Villa Chiara

JoeRating, 5 stars6 months ago
Great location and the 2 full size bathrooms were nice!
Superhost
Home
5 out of 5 average rating, 11 reviews

Il Monte

ConstanzeRating, 5 stars8 months ago
Great stay in beautiful house in beautiful house.
Guest favourite
Home
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 stars1 week 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.
Top guest favourite
Home
4.97 out of 5 average rating, 29 reviews

Villa Profumo di Salvia. Lakefront

FrankRating, 5 stars6 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
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
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
4.82 out of 5 average rating, 199 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.
Top guest favourite
Home
4.98 out of 5 average rating, 46 reviews

Villetta BBB

SamanthaRating, 5 stars1 month ago
Beautiful house on two floors, with large living room, very large and very equipped kitchen. On the second floor 3 large bedrooms, with a small balcony, 2 bathrooms, and a third downstairs. Well furnished, extremely clean and equipped with every possible comfort. Wonderful patio and outdoor garden. There were 7 of us, and the house was perfect for welcoming everyone. Roberta and her family are wonderful people, extremely kind, very very welcoming and really helpful! Thank you so much ❤️ with the whole team. It was a wonderful stay,we will definitely be back next time! See you soon
Guest favourite
Home
4.95 out of 5 average rating, 206 reviews

Casa Bada - Barn

JessicaRating, 5 stars1 month 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.
Superhost
Home
5 out of 5 average rating, 5 reviews

Romantic farmhouse between forest and countryside

PaoloRating, 5 stars56 months ago
Romantic Alcova a stone's throw from the city center but with the qualities of the country house, quiet and retired. Beautiful property where we spent a week relaxing and that we used as a base to visit Pistoia and the Apennines. Mrs. Gianna, an impeccable guest. I recommend it
Home
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
4.8 out of 5 average rating, 70 reviews

Little Italy Planet - sweet home with Jacuzzi

AnishRating, 5 stars4 days ago
The hosts were really responsive and proactive in replying to messages! The place was as described and in great condition. Pretty clean and gave authentic vibes of the city. Totally worth staying here. Location is decent too, approachable by public transport.
Guest favourite
Home
5 out of 5 average rating, 9 reviews

The other house

AkifRating, 5 stars8 months ago
The house is large new and clean, large living room, two bedrooms, good bathroom and practically furnished kitchen. Actually better than description. Host is helpful and kind. Thera are many attractions around, within 10-30 mins drive. Not walking friendly place but quiet and peaceful. Has large garden and terrace.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Casentino
  6. House rentals