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Vacation rentals in Casentino

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Popular amenities for Casentino vacation rentals

Other great vacation rentals in Casentino

Top guest favorite
An outdoor terrace is featured, with a wooden table and chairs arranged for dining. A stone wall forms part of the structure, and a barrel sits nearby. The view includes rolling hills and greenery, illuminated by natural light under a clear blue sky.
Apartment in Pelago
5 out of 5 average rating, 24 reviews

Fienile

KatherineRating, 5 stars3 weeks ago
We loved our stay here!! The view is absolutely beautiful. The apartment had everything we needed and it was super clean. There is also a train station right down the road for an easy train ride into Florence if that is something you are wanting to do. Would definitely recommend staying here!
Guest favorite
An aerial view of the Borgo Iesolana estate is captured, showcasing the lush green landscape dotted with olive trees. The property features multiple swimming pools surrounded by well-maintained lawns, blending seamlessly into the tranquil countryside.
Apartment in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars3 weeks ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Top guest favorite
A historic tower is visible amidst lush greenery in the garden area. Surrounding plants, including trees and shrubs, create a serene atmosphere. A stone seating area is positioned at the center, providing an inviting spot for relaxation in this tranquil outdoor space.
Apartment in Poppi
5 out of 5 average rating, 10 reviews

Country chill in the heart of a medieval village

DorisRating, 5 stars3 days ago
Wir wurden von Lavinia und Marco persönlich und sehr nett mit einem Korb mit Wein, Kaffee und Naschzeug, sowie Wasser und Sekt empfangen und überall herumgeführt. Der Garten ist sehr groß mit einem wundervollen Blick ins Tal. Es gibt riesige Bäume, sodass man immer im Schatten ist. Auch das Haus hat uns begeistert. Es ist wunderschön mit sehr großen Räumen und tollen Kasettendecken. Marco kam auch mal vorbei und hat uns die uralte Zisterne gezeigt, die unter dem Garten angelegt ist. Er war auch sehr hilfreich als sich unser Hund davon geschlichen hat, wofür wir sehr dankbar sind. Sein Vater kam auch einmal und hat uns Erdbeeren gebracht. In der Nähe gibt es sehr gute Restaurants, vor allem Rossobirra ist zu empfehlen. Dienstags ist Markttag bis 13 Uhr im unteren Teil von Poppi, und das Café gleich neben der Unterkunft ist immer ein Besuch wert. Uns hat es sehr gut gefallen und können es nur wärmstens weiterempfehlen.
Top guest favorite
A narrow cobblestone street features quaint buildings with traditional architectural details. Balconies adorned with potted plants and shutters painted in green add to the charm. A wooden door leads into one of the homes, while sunlight illuminates the inviting alleyway.
Home in Poppi
4.97 out of 5 average rating, 30 reviews

historical townhome in Poppi

PhilippaRating, 5 stars1 week ago
Joana’s apartment is incredible. We love the style and furniture, everything is thought of down to the smallest detail. Her communication is really prompt and so helpful. Poppi is the most beautiful place and now holds a very special place in our hearts. We feel very lucky to have found such a great place to stay in such a lovely apartment.
Top guest favorite
A traditional Tuscan villa is captured from an exterior view, showcasing its stone facade and arched doorways. Lush greenery surrounds the property, with well-maintained gardens and planters. The scene is complemented by a clear blue sky, adding to the serene countryside atmosphere.
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars2 weeks ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Guest favorite
Farm stay in Arezzo
4.91 out of 5 average rating, 130 reviews

Cottage relax in Toscana

JudithRating, 5 stars2 days ago
Das Cottage ist wundervoll. Es ist alles da, was man braucht, es ist perfekt zum entspannen und man kann sich jederzeit im Pool abkühlen. Lucrezia und ihre Familie sind toll, man erlebt die italienische Gastfreundschaft, vor allem bei dem wundervollen Dinner. Danke für alles, es war eine unvergessliche Urlaubswoche.
Top guest favorite
The image features a panoramic view of rolling hills illuminated by a soft sunset glow. Rustic rooftops lead towards the horizon, where the undulating landscape is dotted with trees and distant structures. The scene captures the tranquil beauty of the Tuscan countryside.
Private room in Reggello
4.91 out of 5 average rating, 261 reviews

In the heart of Tuscany Il Marviglio B&B

TaishaRating, 5 stars2 weeks ago
Staying with Matteo and his family was such a pleasure. Don’t miss out on dinner, Matteo is a fantastic cook and the view from the terrace is unbeatable. I took a beautiful hike straight from the house, and they were super flexible about picking me up from the train station. It was the perfect oasis after the bustle of Firenze. Thanks for everything! Hope to be back soon!
Top guest favorite
Farm stay in Anghiari
5 out of 5 average rating, 24 reviews

Tuscan dream lux 2-bed, pool, private balcony.

JulieannaRating, 5 stars2 weeks ago
Podere le Corticelle exceeded every expectation we had — and then some! From the moment we arrived, we were welcomed with genuine warmth and hospitality that made us feel like part of the family. The host went above and beyond to ensure we were comfortable, offering thoughtful recommendations and making sure every detail of our stay was just right. The house itself is immaculate — spotlessly clean, beautifully maintained, and filled with charming touches that reflect the Tuscan countryside. The accommodations were incredibly comfortable, from the cozy linens to the spacious layout that gave us plenty of room to relax and unwind. Every corner of the home felt intentional and inviting. We especially loved waking up to the peaceful surroundings. It truly felt like a retreat. If you’re looking for an authentic, relaxing, and comfortable escape in Tuscany with a host who truly cares, Podere le Corticelle is the place. We can’t wait to return.

Destinations to explore

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