Vacation rentals in Pian del Ponte

4.99 out of 5 average rating, 420 reviews

Farm stay in Ruscello

Farmhouse Fattoria La Parita

Provencal style apartment surrounded by vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. An Italian basic breakfast (coffee, tea, milk, cookies, etc.) is included, if you prefer a richer and served breakfast at the table, the cost is €10 per person (€6 from 5 to 15 years, free less than 5 years old). Wallbox EV available.

4.97 out of 5 average rating, 88 reviews

Tiny home in Soci

the loft

A small detached house called IL LOFTINO, located in a magnificent location in the historic center of Soci, next to the ancient entrance door to the walls, and the characteristic wash houses of the town. A stone's throw from the medieval civic tower and the Berretta Rossa Auditorium. Studio apartment consisting of a living room and kitchenette equipped with everything you need, 150cm double bed, flat-screen satellite TV. Finely furnished, comfortable and quiet. Free parking is available nearby.

4.91 out of 5 average rating, 111 reviews

Loft in Poppi

PIPPO'S LITTLE RESORT/2

Immerse yourself in the quiet of Tuscany with the lush green countryside,an unforgettable meals,and the ultimate relax!Pippo's Little Resort/2 is located in the National Park of Casentino,3km away from POPPI with a middle age Castle and local Bio food produced by the local farmers.The loft has been carefully renovated and furnished minimally, using reworked industrial furniture mixed with modern design pieces.Join us this Spring Summer season with a generous glass of wine, great food and more!

4.78 out of 5 average rating, 9 reviews

Home in Frassineta

La Fonte Casentino Guest House

Guest House La Fonte is located in the charming village of Frassineta at 880 meters above sea level within the Casentino Forest National Park, declared a UNESCO World Heritage Site. Far from the hectic pace of large urban centers, immersed in enchanting nature full of centuries-old forests, wildlife; you will have the opportunity to immerse yourself in an oasis of peace and connect with the beauty of regenerating nature. The stone apartment, on two levels, is cozy and very well maintained.

4.83 out of 5 average rating, 104 reviews

Condo in Rimbocchi

Cozy apartment in stunning National Park forest

This cosy apartment immersed in one of Italy's largest National Parks offers a breath of fresh air. Perfect for hikers - many paths begin direct from the door, ideal for those walking to La Verna. Just a 5min minute walk away are waterfalls and natural pools. In a unique area of the Casentino the tranquil village of Rimbocchi invites you to escape the chaos of urban life. Although remote, it's also a convenient base to visit many historic cultural towns all within an hour by car.

Condo in Castelfranco di Sopra

4.83 out of 5 average rating, 251 reviews

House between Firenze, Arezzo, chianti e Siena

The House is located in a restored medieval village. There is an atmosphere of peace and tranquility, the gardens are full of flowers and aromatic plants and there is a beautiful panoramic view of the Arno Valley. There is a private terrace outside and two swimming pools to share with other appartraments. Perfect for relaxing and for reaching the main attractions like Florence, Siena, Arezzo, Chianti, Sangimignano. Here you will live a unique experience in the heart of Tuscany ...

4.97 out of 5 average rating, 38 reviews

Guest suite in Poppi

Il Cipressino - apartment with private pool

Cipressino Villa Tuscany flat is a cozy and typical Tuscan housing solution for two people, located near the old town of Poppi, which has been certified as one of the most beautiful villages in Italy by “I Borghi più belli d’Italia”. At the Cipressino apartment you will be able to enjoy a vast panoramic garden and a private pool from which you can admire a breathtaking view of the Castle of Poppi. The apartment is also only 2 km away from the Casentino Golf Club.

4.96 out of 5 average rating, 47 reviews

Home in Bibbiena

Charming house of the past next to the stream.

CASA LISA is part of a small 19th-century village with an old mill where time seems to have stopped. Immersed in lush nature, it invites you to take beautiful walks and hikes. In the stream that flows nearby, you can bathe in the large pools of the waterfalls or relax on its rocks. Children love to play in the small pools. We have lovingly renovated Casa Lisa while preserving its authenticity and personality. Here it is not just a place to stay but an experience

4.98 out of 5 average rating, 133 reviews

Home in Prato

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

4.99 out of 5 average rating, 123 reviews

Guesthouse in Perugia

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 378 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Vacation home in Chiusi della Verna

4.96 out of 5 average rating, 135 reviews

Experience rustic off-grid life in the wilderness

This ancient farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves and the bumpy road offer an authentic off-grid experience. A rare privilege to go into the wild and take a break from urban life and modern conveniences. Hike to the monastery of St.Francis and the sacred forests of La Verna...or simply sit and enjoy the peace of this magical remote place.

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Other great vacation rentals in Pian del Ponte

4.94 out of 5 average rating, 89 reviews

Apartment in Pogi

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!

4.99 out of 5 average rating, 378 reviews

Apartment in San Gusmè

Beautiful medieval village!!!

AliRating, 5 stars1 week ago

Wow what a fabulous stay ! San Gusme and its surrounding area is beautiful and we felt so lucky to be able to stay in San Gusme itself . Elvira was super helpful and had great local recommendations for wine tasting etc .

4.97 out of 5 average rating, 230 reviews

Farm stay in Arezzo

Explore nature in the center of Vigneti Chianti

BaileyRating, 5 stars1 week ago

Staying at Agrigreen La Lama was hands down the best Airbnb experience I’ve ever had. From the moment we arrived, Rita welcomed us with such warmth and hospitality that we felt at home. The property is peaceful, beautifully maintained, and full of charm—surrounded by nature and the kind of quiet that soothes the soul. One of the most memorable parts of our stay was getting to cook in Rita’s own home, which she generously opened to us. It was such a unique and personal experience that made us feel truly connected to the space and the spirit of the farm. If you’re looking for a place to slow down, feel grounded, and enjoy genuine hospitality, Rita’s space is an absolute gem. I’m already looking forward to the day I can return.

Home in Barberino Tavarnelle

4.97 out of 5 average rating, 71 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!

4.91 out of 5 average rating, 129 reviews

Farm stay in Arezzo

Relaxing cottage in Tuscany

KaylaRating, 5 stars2 weeks ago

if you’d like to feel like you stepped inside a fairytale, you need to book this airbnb! It was everything we could have dreamed of. From the views, to the animals, to the food, to the beautiful family… words cannot really describe the gratitude for this stay!! A once in a lifetime adventure also, a convenient trip from the train station in poppi! which was also a a magical town with a castle (which you can see from the airbnb!) I just hope we can come back!!!

4.85 out of 5 average rating, 40 reviews

Home in Lucignano

La Casetta

JonasRating, 5 stars2 weeks ago

Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.

Condo in Castelnuovo Berardenga

4.96 out of 5 average rating, 69 reviews

Orgiale Charme Residenz Castle

ShellRating, 5 stars1 month ago

Property is amazing, host so friendly and helpful… Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come “home” to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra… and throughout Val d’Orcia from Montepulciano to Pienza , Pitigliano to Serano… and north to Lucca & Pisa. Just wonderful location :) Thank you so much!