
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 Toscany nello Strettoio
Surrounded by the beautiful Tuscan hills, just 30 minutes by train from Florence’s historic city centre, Casale Strettoio is a charming retreat for guests looking for peace, privacy and an authentic Tuscan atmosphere. The apartment is located on the ground floor of one of the oldest homes in Rignano sull’Arno and has recently been carefully renovated, preserving the character and traditional style of the property. The interiors are distinctive, well finished and designed to offer guests a comfortable sense of intimacy and independence. Ideal for 2 adults and 1 child up to 5 years old, the apartment features a cosy 14 m² kitchen-living area with a small one-and-a-half-size sofa bed, refrigerator, electric oven, sink, stovetop, washing machine, dining table and everything needed to prepare and enjoy meals in complete freedom. The bathroom is traditionally built and carefully maintained, with a shower, washbasin and toilet. The sleeping area includes a cosy bedroom with a French bed, a hallway with wardrobe and independent heating, making the apartment suitable for stays during the cooler months as well. One of the most beautiful parts of the property is the swimming pool overlooking the Tuscan hills, next to a relaxing outdoor area where, during the warmer season, guests can enjoy breakfast, lunch or dinner surrounded by peaceful countryside views. The pool may occasionally be shared with members of the owner’s family. Guests also have access to free Wi-Fi, TV, bed linen and towels, sun loungers, a garden and private on-site parking. The location offers the perfect balance between countryside relaxation and easy access to nearby destinations. Rignano sull’Arno is connected by the national railway network, making it easy to reach Florence and explore other beautiful places in Tuscany. Casale Strettoio is an ideal choice for those seeking an authentic, private and peaceful stay in a home full of history and character — a little corner of Tuscany where you can slow down, breathe and enjoy the simple pleasures of life. ...P.S. It 'better to stay at least two nights, thanks!

Casa Manu
Characteristic Tuscan stone house immersed in the hills of the province of Arezzo, Tuscany, just restructured, equipped with every comfort. Solarium with outdoor shower. Barbecue grill. Wi-fi. Bed linen, bathroom, kitchen, solarium. Shops at 2 km. Within 70/100 km you can reach the most important sites of interest such as Siena, Florence, Cortona, Perugia, the sanctuary of Verna with the story of St. Francis of Assisi, Sansepolcro and paintings by Piero Della Francesca. Ideal for trekking, for food and wine tourism (in a few kms some of the best wineries in Tuscany can be found), for art and culture enthusiasts.

Romantico in bioagriturismo Firenze
Escape the crowd and hot of the towns. We are 40 min away from the centre of Florence (consider driving the last 3 km on a narrow winding beautiful countryside road). Be ready for an authentic rural Tuscan lifestyle experience, here the deers graze the fields near the house, you can hear the wild boars grunting and the crickets singing. Healthy food, good wine, a bio sauna and a jacuzzi in the oliveyards; a real re-charge and re-connection in Nature in an eco-friendly and cozy accommodation .

Casa del Poggio al Vico
Porzione di casa colonica, accogliente, ristrutturato in stile country chic Toscano sulle colline di Pratolino, calmo e silenzioso con parcheggio privato. Due camere doppie, cucina, salotto con camino e giardino. Perfetto per 4 persone. L' appartamento si trova a 20 minuti dal centro Firenze , può essere raggiunto anche tramite autobus collegato molto bene. Strategico tranquillo ma vicino a Firenze sicuro. in estate si cena in giardino e si dorme al fresco anche grazie all'aria condizionata.

Tuscan Country house with panoramic pool
Old stone Country House located on the top of an uncontaminated hill in a secluded atmosphere, with stunning 360° panoramas over the hills and the Arno river. Surrounded by private olives grooves, the accommodation offers an ideal mix between peaceful relaxation and opportunities for outdoor activities. With easy access to Florence (18 km) and major arts sites of Tuscan region such as Siena, San Gimignano, Pisa, Lucca, the wine Chianti area and many others landscaping or trekking attractions.

[Traditional Cozy House] Garden & Viewpool Apt
In the heart of the Chianti countryside, this charming two-bedroom home stands within a medieval hamlet surrounded by vineyards. From the garden’s top terrace, a panoramic pool overlooks the rolling hills, offering an idyllic view of Tuscany’s timeless beauty. Just a few Km from Greve in Chianti and around 30 minutes from Florence and Arezzo, the property is ideally located for exploring the region’s art, wine, and gastronomy. Authentic trattorias and family-run wineries are a short drive away.

[Colline di Firenze] Casa toscana con posto auto
Il nostro bnb vuole offrire un angolo di pace e tranquillità, facile e veloce da raggiungere, in una caratteristica casa toscana ristrutturata a soli 7 km (25 minuti) dal parcheggio nel centro storico di Firenze. A Borgo Le Palaie è possibile immergersi nel paesaggio delle colline fiorentine tra cipressi e ulivi, gustare il panorama e a poca distanza visitare vigneti e cantine importanti. Si arriva comodamente con l'auto (incluso un posto riservato agli ospiti) o con l'autobus a 300 metri.

Zen Island downtown Florence, new apartment for 6
Welcome to Zen Island, a charming 95 meter home with three double bedrooms for a max of 6 guests. Located in the heart of FLORENCE, it is only a 3-min walk from the DUOMO and an 8-min walk from the train station. The private courtyard provides a tranquil space for relaxation. The entire apartment has been renovated and adapted to our guests' needs. Our amenities include WiFi, self-check-in, AC, Smart TVs, washer/dryer. Convenient safe parking at a 4 min. walk. The entire apartment is for you!

Tuscan stone farmhouse studio with private terrace
A 12 km da Arezzo, delizioso monolocale arredato con cura al piano terra di un casale in pietra tipico toscano di inizio novecento. Circondato dal bosco e con vista su un borgo, il casale si trova in posizione collinare all'interno di un'ampia proprietà di 5 ettari. Attraverso un sentiero immerso nel bosco con una piacevole passeggiata si può raggiungere il torrente che scorre nella valle. Fino a fine luglio circa (a seconda degli anni) si può fare un bagno in una piccola pozza naturale.

Chianti Craft House Badia a Passignano
Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area

Experience rustic off-grid life in the wilderness
This ancient rustic farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves, the bumpy road and the lack of phone signal 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.

Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.
Popular amenities for Casentino holiday homes
Family-Friendly holiday homes

Fienile Santa Teresa

"Lisa" apartment with fireplace

"Soffitta" (Loft) 2/3p, pool, pvt garden, view

Casa in Toscana con piscina “La casetta di Ghiora”

Agriturismo I Moraioli app. Cantina

Casa vacanze L’ orchidea

Casa Canto alla Luna Piscina WiFi Orto & Giardino

Casale antico in pietra con parco e piscina
Holiday home rentals with a patio

I Rosai appartamento sulle colline fiorentine

Il toscano - Nuovo con terrazza in centro a Greve

City Centre Patio - 10 mins to Duomo

Tuscany Country House, Central Chianti, Pano Views

Tuscan country house Monastero

Casa nel cuore della Toscana

Casa Canaiolo con mini-piscina in centro a Greve

il Roncolino -house exclusive use in countryside-
Holiday home rentals with a washing machine and dryer

Melarancio Residence

Duomo Charme – A pochi passi dal Duomo

SMN Luxury Secret Garden View

TOSCANELLA APT. AMBRA

Historic Center | Duomo • Ponte Vecchio

Verde, space and relax in historic Florence

Large group house + breackfast + parking Florence

Chiantissima Tuscany
Destinations to explore
- Cottage rentals Casentino
- Pet-friendly rentals Casentino
- Rentals with lake access Casentino
- Bed and breakfasts Casentino
- Family-friendly rentals Casentino
- Condo rentals Casentino
- House rentals Casentino
- Rentals with pools Casentino
- Villa rentals Casentino
- Rentals with breakfast Casentino
- Rentals with a hot tub Casentino
- Farmstay rentals Casentino
- Apartment rentals Casentino
- Rentals with a sauna Casentino
- Holiday home rentals Arezzo
- Holiday home rentals Tuscany
- Holiday home rentals Italy
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Pinarella Di Cervia
- Mirabilandia
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Misano World Circuit
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Palacongressi Della Riviera Di Rimini
- Pitti Palace
- Boboli's Garden





