
Holiday Homes in Casentino
Find and book unique holiday homes on Airbnb
Top-rated Holiday Homes in Casentino
Guests agree: These holiday homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Casentino holiday homes
Family-Friendly holiday homes

Antico Casale Tiravento - Apartment with balcony
Antonella, Andreas and not to forget Lullu are perfect and so relaxed hosts. They sweetened our mornings with fresh bread, croissants, and coffee. The apartment is well equipped and of high quality. We felt very comfortable right away. The garden invites you to linger and is particularly well maintained. Thank you for this special stay!

La Pergola | Farm House with fantastic view
Authentic working home with great views. Lovely location secluded and close to hiking route makes it nice to have a dog with you.

Apartment in historic Villa in Siena_"LE CONTRADE"
Located a long walk or very short (5 min) drive outside of Siena. Upon arrival, we had a little difficulty locating the apartment parking lot (small entrance off street), but once we knew where it was it was very easy after that. The apartment was wonderful, big for us, and cozy. Cristina was very communicative with us, and recommended many wineries and restaurants in Siena. We really enjoyed our stay and would stay here again.

Tuscan Orchard
Our host was really warm. and attentive. We had a chance to try their products. She gave us some good recommendations. She was very responsive to our late arrival due to our delayed flight. We would highly recommend this beautiful home and will definitely come back. Thanks for your hospitality. ❤️

Charming home Crete Senesi
We had the most wonderful time here, the host was very kind snd helpful, we even met a few of the neighbours, all really friendly and helpful. The views and peacefulness of this house/area made it so special. Waking up to birdsong and roosters everyday. Everything was perfect, thank you.

Apartment for 3 agriturismo in Tuscany
What a beautiful styled property to relax and enjoy the Tuscan scenery in a tranquil setting! We stayed in one of the self contained apartments equipped for cooking. An open dining & kitchen area with a floor-ceiling window allowed us to enjoy the breeze; as all windows have mosquito screens. For morning coffee or sunset glass of wine we could adjourn to an outside table and chairs. The immaculate landscaped garden gently slopes down to an infinity pool inviting you to immerse in the cool water or take shade on a garden lounger under surrounding olive trees as you overlook the wonderful country view. With only few occupants we could enjoy the pool exclusively for a time. Cristina has considered everything and a meticulous eye for design and order is evident all around. The beautiful working kitchen and dining area mimic those in interiors magazines and a culinary prowess is apparent if you choose to enjoy Cristina's luxuriant breakfast, which we implore you to experience at least once!

Villa Porcigliano Olive Grove
Really nice location in a peaceful environment. Jacopo has been really responsive from the booking until the check-out, giving us also useful advice.

charming studio ponte vecchio/ lift
It was a fantastic stay ! The apartment is cozy and clean with great recommendations of the best restaurants and places to eat and drink. Maria Paola is super friendly and welcoming. Communications with her is super fluid. The location is perfect with walking distance to the touristy spots! Super great stay highly recommend !
Holiday home rentals with a patio

Sangiovese house with mini-pool in the center of Greve
Alessandro is a fantastic host. The apartment is exactly as described and was perfect for a week long stay with four adults. The restaurant downstairs, the convenient bus stop, the convenient parking, all made this such a unique and perfect place to enjoy the region. This is simply the perfect balance of what our adult family of four was looking for. We are already trying to make plans to return and we would change our dates to make sure we can stay here again.

White lily with a view of Siena
we all loved White Lily. it was serene with a beautiful setting in the countryside. we would return if we were n the area again.

Casa Torre
We had a magical stay at this house! He surroundings are breathtaking and lots of space for my kids to run around and explore the natural beauty. We felt right at home in this house and it was the perfect base for us to go out exploring everyday. We can only hope to return on our future travels.

★ Relaxing apartment & stunning view of Tuscany ★
We went there for the second time and it was just perfect as the first time. Diego's property is beautiful overlooking San Gimignano, it is quiet and very idyllic so you can really unwind. The apartment was great, is well equipped with everything you need. We felt very comfortable and would love to come a third time next year. Thanks to Giorgia for the good communication and flexible check-in.

La Selva , Country house, 130 mq, Stunning views
Staying with Carmine is top. We have been to Carmine and Alessandra in Certaldo for a month (mid-April / mid-May) and we can recommend that to everyone. Not only the reception ( in our case very late) was incredibly warm, but throughout our stay we felt very comfortable, this host is always open to questions, is proactive with giving information, tips about everything like where it is nice / tasty/ beautiful to visit. In addition, the house is very nice, it is great in the Tuscan hill country, between the wine and olive farmers, nice beds (we always find important especially if you are staying there longer) and really good Wi-Fi which was important for us to be able to work from here. The location is perfect. You are close to Florence, Siena, Pisa, and many special other villages/towns that are more than worth visiting. The month was over too soon! If we visit Tuscany again for sure with Carmine and Alessandra!

Home La Mimosa: between Firenze and Chiantii
A place where nature is noticed, and the kindness of Roberta and her son have been key to having a beautiful and comfortable place to stay. We appreciate your service, we look forward to returning soon.

The Piccola Villa of Borgo Argenina
This was our favorite place we stayed in Italy and we went to three other locations. The view is unbeatable and so much to do nearby. We went to a few wineries and ate at Malborghetto (Highly recommend for an authentic experience and small town feel!). We hope to come back! Communication with hosts was great. amenities such as the pool, breakfast, the kitchen, were awesome. Thanks so much for a wonderful stay!

Il Casale di Lucullo, your home in Tuscany!
The little cottage was very nice and cozy. There was everything you need. The reception was personal, very nice and friendly. Michaela showed us everything and made many recommendations. Even when we had questions, she answered very quickly. The whole family is very nice and friendly. We felt very comfortable. Thank you!
Holiday home rentals with a washing machine and dryer

Elegant farmhouse surrounded by nature, Terra
We stayed ar Romina's and Riccardo with a couple of friends. We enjoyed our lovely apartment and beautiful peaceful property surrounded by olive trees and herbs. Our hosts were super friendly and helpful, especially since airline lost one of our friends' luggage. Romina helped us communicate with DHL and went above and beyond to make sure it was delivered. Riccardo gladly explained the kind of plants they were growing and harvesting for essential oils. We enjoyed the company of Luna the cat who came visit but was politely staying outside. Wildlife is abundant and nature unspoiled - truly a magical place! The area is quite remote so it may not be convenient to everyone. The closest little town is Casole d'Elsa where you can find 2-3 restaurants and a pharmacy, larger supermarkets are within 20min drive. It's a great starting point to visit Siena, San Gimignano, Volterra. The apartment is well equipped with small stove, dishwasher, fridge and microwave. Highly recommend!

Apartment with pool and restaurant
the stay was perfect. The attention to detail distinguishes it. The possibility of bringing the puppy was super appreciated. The restaurant deserves a great applause. I highly recommend it.

Farmhouse in the countryside with swimming pool Solatìo
We highly recommend Marco's Airbnb! The apartment itself is stylish and spotlessly clean, with exceptionally comfortable beds ensuring a restful night's sleep. What truly stood out was Marco's outstanding hospitality. His local recommendations were spot on, and when we had a slight navigation mishap, he went above and beyond by personally guiding us to the property. Marco's responsiveness and care made our stay truly memorable. Thank you!

Melarancio Residence
We stayed here for 4 nights. 3 of us had enough space and the place was exactly as described. The location could not be better than this. Lots of great restaurants around it and all the main tourist sites are walking distance. Also walking distance from the train station (we came to Florence via train from another location and we walked to this place. It was short distance so we were able to walk with very large luggage). We were so relieved that the building has an elevator. Check in process was easy and flexible. I highly recommend this place.

[Colline Firenze] Borgo Le Palaie
Beautiful Home! Highly recommend for anyone visiting the Tuscany region

GREEN like hope in Florence
The most wonderful Airbnb we have ever stayed in! Claudia was delightful! The apartment is beautiful and so thoughtfully designed. It is a work of art! The location is perfect - close to everything!

Appartamento Donizetti24 (D24)
One of the best Airbnb’s I’ve stayed at during this trip. Sara was very helpful and responsive. It was very peaceful. The bus station is right around the corner and easy to get anywhere. Very pleased!

TOSCANELLA QUARTZ STUDIO
Great host, great communication, friendly! Great spot close to attractions and amazing restaurants! We will definitely come back!
Destinations to explore
- Rentals with lake access Casentino
- Pet-friendly rentals Casentino
- Bed and breakfasts Casentino
- Family-friendly rentals Casentino
- Rentals with a fireplace Casentino
- Rentals with a fire pit Casentino
- House rentals Casentino
- Condo rentals Casentino
- Kid-friendly rentals Casentino
- Fitness-friendly rentals Casentino
- Rentals with pools Casentino
- Rentals with a sauna Casentino
- Rentals with breakfast Casentino
- Smoking-friendly rentals Casentino
- Rentals with a hot tub Casentino
- Rentals with a patio Casentino
- Rentals with outdoor seating Casentino
- Farmstay rentals Casentino
- Cottage rentals Casentino
- Apartment rentals Casentino
- Villa rentals Casentino
- Rentals with an EV charger Casentino
- Rentals with a washing machine and dryer Casentino
- Holiday home rentals Province of Arezzo
- Holiday home rentals Tuscany
- Holiday home rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Fiera Di Rimini
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Malatestiano Temple
- Mirabilandia
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Misano World Circuit
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Riminiterme
- Miramare Beach
- Palacongressi Della Riviera Di Rimini
- Stadio Artemio Franchi
- Italia in Miniatura
- Giardino Bardini