
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.

House of Poggio al Vico
Portion of a farmhouse, cozy, renovated in Tuscan country chic style on the hills of Pratolino, calm and quiet with private parking. Two double bedrooms, kitchen, living room with fireplace and garden. Perfect for 4 people. The apartment is located 20 minutes from the centre of Florence and can also be reached by a very well-connected bus. Strategic, quiet but close to Florence, safe. In summer, you can dine in the garden and sleep in a cool environment, thanks in part to the air conditioning.
LocationFamilyParking

Romantic stay at a bio-agritourism in Florence
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 .
ValueFamilyShared spaces

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.
FamilyValueNearby

[Florence hills] Tuscan house with parking space
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.
ValueLocationQuiet

Breathtaking view from romantic nest in citycenter
Unique and charming attic in the middle of historic center with amazing breathtaking view on the city center. Perfect for a romantic stay in the heart of Florence. Fully windowed on 3/4 walls. Completely renewed with modern design furniture. Powerful A/C, fast wi-fi, fully equipped kitchen. Going downstairs you will immediately be absorbed in the most beautiful area of city center. Attention! Only for young-soul people: 5th FLOOR, NO LIFT, last 2 flights of stairs in a narrow spiral stair.
ValueFamilyQuiet

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.
FamilyValueAir conditioning

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
FamilyLocationCheckout

SMN Luxury Secret Garden View
Welcome to the central part of Florentine charm! This extraordinary apartment, located just 50 meters from Piazza Santa Maria Novella, offers you an unparalleled experience in the historic heart of Florence. Imagine crossing the threshold of a Renaissance Palace, a jewel of inestimable artistic and historical value, and being welcomed by an atmosphere that speaks of history and elegance. Two bedrooms, two complete bathrooms, living room with fully equipped kitchen.
ValueFamilyParking

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.
FamilyLocationView

Casa Manu
CHARACTERISTIC TUSCAN HOUSE in stone nestled in the hills of the province of Arezzo. Close to Siena, Florence, Cortona, Perugia, Sansepolcro and the Casentino Forests. Ideal for trekking, food and wine tourism (some of the best wineries in Tuscany are just a few kilometers away), for art and culture enthusiasts. A large, very private panoramic terrace is available exclusively for guests. We will welcome you with a welcome gift.
FamilyValueParking

La Loggia. House with pool and stunning view
LA LOGGIA House, renovated in 2015, is a large independent apartment, ideal to be rented by those who love nature, tranquility and peace of these uncontaminated places immersed in nature. The apartment is characterized by a huge window overlooking the valley where you can enjoy one of the most spectacular views in the region. The view that can be admired from LA LOGGIA spans more than 60 km on the Chianti and the Crete Senesi.
FamilyLocationDecor

[Authentic StoneHouse]Jacuzzi & Viewpool Apartment
Nestled in a medieval village in the heart of Chianti, this exclusive historical apartment blends Tuscan charm with refined contemporary design. Enjoy a panoramic pool overlooking the hills, multiple terraces, and a unique hot tub Jacuzzi suite and bathroom carved in travertine. Designed for two, it’s the perfect place to slow down, reconnect, and experience Tuscany in total peace.
ValueFamilyKitchen
Popular amenities for Casentino holiday homes
Family-Friendly holiday homes

House in Tuscany with swimming pool "La casetta di Ghiora"
FamilyValueGetting around

Tuscan country house Monastero
ValueLocationKitchen

Charming home Crete Senesi
ValueFamilyGetting around

"Loggiato" (Porch) 2/4p, terrace, pool, garden
FamilyValueComfort

Apartment in Anghiari
LocationFamilyAir conditioning

Ancient stone farmhouse with park and pool
ValueFamilyKitchen

Tuscany Country House, Central Chianti, Pano Views
LocationValueAccess

"Podere Carpognane" Tuscany Holiday House
LocationFamilyCleanliness
Holiday home rentals with a patio

Sangiovese house with mini-pool in the center of Greve
FamilyValueComfort

House in the heart of Tuscany
LocationFamilyCleanliness

Podere di Montecchio - Guardiana Apt.
LocationFamilyWalkability

La Chiocciola Tuscany Apartment
LocationFamilySolo travel

City Centre Patio - 10 mins to Duomo
LocationValueBathroom

2BR • Luxury Florence Penthouse • 360° Panorama
LocationValueAir conditioning

First Light
ValueLocationHospitality

"Once Upon A Time" Apartment+Free Parking
LocationFamilyNearby
Holiday home rentals with a washing machine and dryer

Apartment in historic Villa in Siena_"LE CONTRADE"
FamilyLocationOutdoor spaces

Melarancio Residence
ValueFamilyCondition

The Borgo Pass
LocationFamilyComfort

Verde, space and relax in historic Florence
LocationValueQuiet

Florence Elegant Suite
LocationFamilyLaundry

TOSCANELLA QUARTZ STUDIO
LocationFamilyLong stay

Large group house + breackfast + parking Florence
LocationFamilyAmenities

Unique, views on Maze Garden, shared pool, parking
ValueLocationWalkability
Destinations to explore
- Pet-friendly rentals Casentino
- Cottage rentals Casentino
- Rentals with lake access Casentino
- Bed and breakfasts Casentino
- Family-friendly rentals Casentino
- House rentals Casentino
- Condo rentals Casentino
- Rentals with pools Casentino
- Villa rentals Casentino
- Rentals with a hot tub Casentino
- Rentals with breakfast Casentino
- Farmstay rentals Casentino
- Rentals with a sauna Casentino
- Apartment rentals 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
- Pinarella Di Cervia
- Ponte Vecchio
- Mirabilandia
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fiera Di Rimini
- Misano World Circuit
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Autodromo Enzo e Dino Ferrari
- Piazzale Michelangelo
- Piazza della Signoria
- Palacongressi Della Riviera Di Rimini
- Palazzo Vecchio





