
Holiday rentals in Castel Castagnaio
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Castel Castagnaio
Guests agree: these stays are highly rated for location, cleanliness and more.

Stone farmhouse, exclusive private pool
Podere Montebono is located in the hills of Reggello, just 30 kilometers from Florence. Ideal for reaching art cities and natural sites. The farmhouse is isolated on a hill, immersed in nature, surrounded by olive trees, a garden, and woods. The guest house is an independent wing of the large farmhouse on two floors: 3 bedrooms, kitchen, living room, bathroom. The private pool is exclusively for those who rent the house (max 4 people). We do not rent single rooms. Barbecue area. Total privacy.
4.96 out of 5 average rating, 195 reviews
Podere La Machiusa - Villa with pool
The Villa is located in the heart of the Casentino Forests. An ideal place for groups of families or friends to completely switch off and experience a stay in full contact with nature. The Villa is located in the heart of the Casentino, an excellent starting point for lot of trekking in the National Park of the Casentinesi Forests and offers the opportunity to visit the beautiful villages of Pratovecchio-Stia(7 km), Poppi(17km) and the cities of Florence(62km), Siena(118km) and Arezzo(51km).
5.0 out of 5 average rating, 48 reviews
LUXURY VILLA BELVEDERE - Sea View with Pool & Spa
Providing a truly authentic italian experience, the spacious and gorgeously decorated Villa Belvedere is magnificently set in a unique corner of the ancient village of Bertinoro, with breathtaking views of the peaceful and pictoresque Romagna hills, sea and coastline. Infinity pool heated upon request, hot tub, sauna, steambath, professional gym; cinema room, billiard, bar corner with wine cellar, fully furnished and carefully designed and maintaned garden with barbecue and outdoor games.
4.98 out of 5 average rating, 83 reviews
Ancient Tuscan Rural Residence
An elegant independent peaceful panoramic rustic residence nestled amidts the scenic and gently rolling hills in Tuscany . This beautiful property is the ideal destination for those who want to experience and enjoy true Italian country living, recommended for families. PRIVATE SWIMMING POOL (which is located a few tens of meters from the villa in its own land ) and JACUZZI (located in the garden of the villa ) are open for our guests from June until the end of October.
4.85 out of 5 average rating, 124 reviews
The Castle of Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.
4.99 out of 5 average rating, 227 reviews
Country house with view (NO Jacuzzi)
The house has a private garden of 100 square meters with a tub usable with a depth of 60 cm. Two squares usable for your relaxing and fun, from admire the view, and space for eat outside. WI-FI free. The interior is distributed over two floors: on the first large living room with fireplace, SmartTV, eat area, kitchen and room with pizza oven (there are 2 sofa/bed). On the second floor there are 3 bedrooms, 2 of which are doubles and 1 with a bunk bed and 1 bathroom.
4.87 out of 5 average rating, 124 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
4.98 out of 5 average rating, 107 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 just 35 minutes by car 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.
4.99 out of 5 average rating, 432 reviews
Villa Podere Cerretino
Podere Cerretino is the perfect place to find and discover your own tranquility and relaxation. A corner of paradise surrounded by the picturesque hills of Tuscany in an enchanting landscape, located in a central and strategic position to visit the most interesting places in Tuscany, such as Florence, Siena, Arezzo. The Villa consists of 4 completely independent apartments and an elegant panoramic veranda where you can gather and enjoy a unique vacation.
5.0 out of 5 average rating, 67 reviews
Tower Penthouse in small castle near Florence
900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.
4.96 out of 5 average rating, 139 reviews
La Casina Porciano
Recently renovated apartment independent entrance set in the wonderful Medieval Village at the foot of the castle of Porciano (11th century) suitable for 2 up to 4 people relaxing history and nature in the heart of the Casentino National Forest Park, Massimo and Debora (Massimo in the photo...) will make you feel at home...in our accommodation you will be welcome.
4.95 out of 5 average rating, 151 reviews
Amazing Villa Benfenati up to 16 guests, BIO POOL
Amazing Villa with park and private large pool, exclusive use, to be rent between 3-7 bedrooms, you are alone without someone else. With booking you will appreciate gifts food home made, discount per winetasting etc... Let's meet you ? Ciao Monica Please to note in my house all guests must be counted also kids under 2 years.
4.86 out of 5 average rating, 14 reviewsPopular amenities for Castel Castagnaio holiday rentals
Other great holiday rentals in Castel Castagnaio

Podere Bocci residence in Casentino - Entire Villa
5.0 out of 5 average rating, 50 reviews
Tuscan vineyard home. Near Florence
5.0 out of 5 average rating, 73 reviews
Detached house with garden
4.78 out of 5 average rating, 37 reviews
“Villa Lux Poggelleri”: a unique view of the Casentino
5.0 out of 5 average rating, 24 reviews
Villa Carla – Florence View, Tennis & Hot Tub
5.0 out of 5 average rating, 15 reviews
romignano wine farm
4.74 out of 5 average rating, 57 reviews
luxury villa in centre of tuscany
4.77 out of 5 average rating, 100 reviews
Cipressino Villa, pool near the historic centre
5.0 out of 5 average rating, 13 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Bologna Center Town
- Ponte Vecchio
- Pinarella Di Cervia
- Mirabilandia
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza Maggiore
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Stadio Renato Dall'Ara
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Palacongressi Della Riviera Di Rimini
- Pitti Palace





