
Cottage vacation rentals in Monticchiello
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Monticchiello
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Grove Cottage, Immersed in nature & close to town
Overlooking ancient olive groves, yet just an easy stroll from the vibrant heart of historic Città della Pieve, this fully renovated, top-rated luxury cottage is yours for exclusive use. A rare find for its size and location, the property and expansive landscaped garden offer a private, year-round retreat—perfectly situated for exploring the treasures of both Tuscany and Umbria. Enjoy local palazzos, restaurants, and festivals, or relax while exploring the region's hilltop towns or thermal spas.

Angalia Guesthouse
Una vacanza di relax nell' annesso privato, immerso tra i vigneti del Vino Nobile e circondato da panorami mozzafiato. Ottimo punto di partenza per passeggiate infinite, giri in bicicletta, gite culturali, bagni nelle acque termali, avventure culinarie... e tanto altro! Arredamento in stile tradizionale toscano con tocchi di modernità FAST WIFI ADATTO PER SMART WORKERS che desiderano un ambiente stimolante per concentrarsi sul proprio lavoro, immersi nella bellezza naturale che ci circonda.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Panoramic view & outdoor jacuzzi - Pienza
‘L’Orto’ sits on a hill facing the 15th century monastery of Sant’Anna in Camprena, which was featured in the Academy Award-winning film ‘The English Patient’. Relax under a vine-covered pergola or in your private outdoor jacuzzi while enjoying panoramic views of idyllic Tuscan countryside, with its rolling hills and winding paths lined with cypress trees. ‘L’Orto’ is ideally located for a visit to the Val d’Orcia, a UNESCO World Heritage site, Pienza, Montalcino, Montepulciano or Siena.

Monteriggioni Castello, holiday house in Tuscany
Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

La Casa del Frantoiano - Pari -
We offer our guests a small apartment in Pari, a charming village in the heart of Tuscany, near the Terme di Petriolo and halfway between Siena and the sea, which can be reached in about half an hour. Completely and recently renovated, it consists of a kitchen, large bedroom, bathroom, outdoor relaxation area with table. Equipped with air conditioning and all kinds of comforts, it is ideal for 2/3 people, in the kitchen there is a single bed. Private pool shared with other guests.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Wonderful Villa for 10 people in Valdorcia
The villa is set in an oasis of tranquillity between the renowned towns of Montepulciano and Pienza that can be reached in only few minutes by drive. Villa Gaeta has four double bedrooms within the main building and an additional double bedroom in the annex by the patio. It can accommodate up to 10 persons, perfectly suitable for families and small parties. This villa is a brilliant example of Tuscan rural 18th century style, well proportioned, carefully renovated.

dependance mandriola
La mandriola è la nostra dependance, un vero nido accogliente e affascinante, ristrutturata ed arredata in stile rustico umbro-toscano. Dispone di un ambiente unico pranzo-cucina con caminetto e divano, un'ampia camera da letto con letto a baldacchino, bagno con doccia e lavatrice e un comodo soppalco con letto matrimoniale. Il tutto incastonato in un grande giardino con terrazze panoramiche. Novità 2021: grande jacuzzi privata e casetta sull’ albero per i piccolini!

Tuscan Barn Apartment for 6 with panoramic pool
Panoramic Tuscan apartment converted from an old barn, with direct access to the garden and a shared panoramic swimming pool overlooking the Senese hills. Ideal for families or small groups of friends looking to enjoy for an authentic rural experience, privacy and relax. The apartment features three double bedrooms each with private bathroom, air-conditioning and WI-FI. A perfect place to enjoy nature, silence and unforgettable Tuscan sunsets.

From Simone, podere santi Lucia and Pietro
Recently inaugurated, the property is a portion of Tuscan farmhouse with independent entrance immersed in the Sienese countryside just 10 minutes from the historic center of Siena. The apartment consists of two double bedrooms with two double beds and one single bed, a bathroom with shower and bathtub, a living room, and a kitchen. A 60 * 120 cot withprotections on request. A communal yard is available outside. Tax of subject. 1.5€/person

Cottage "Girasole" in Tuscany
A lovely cottage in the old farmhouse "Podere Maltaia" that overlooks the Unesco's Heritage protected area Orcia Valley, surrounded by large farmyards and 3 hectares of private land that includes an outdoor swimming pool (opened seasonally, based on outside temperature - please ask to know the dates for the upcoming or ongoing summer season), garden, outdoor dining area, BBQ and parking area (not-covered, free of charge).
Popular amenities for Monticchiello cottage rentals
Cottage rentals with a hot tub

Podere Coreno / Authentic Tuscan Peace & Relaxation

Hut at S. Carlo in Buonconvento

"Rosso Poggiolo" farmhouse with swimming pool.

NEW Leccino home pool&Jacuzzi a Fontanaro Property

Casa di Patri - Country Cottage with Jacuzzi

Farmhouse with Private Saltwater Pool • Montepulciano

The Picchio Verde
Pet-friendly cottage rentals

Castagnatello Country House – Walnut Cottage

Charming Cottage with Pool

Limone detached cottage 40 m2 view swimming pool

Stunning cottage on the Tuscan hills

Tuscan countryside vacation home with pool

Casa Gialla, Cortona-sunsets in the olive grove

Il Seccatoio – a stone house with a panoramic view

Casina Miriano
Private cottage rentals

Old Chianti chapel-style cottage

Cottage in the Tuscan countryside

Cottages in Tuscan Country (Spazzacamino)

Restored Barn in Chianti property, pool, terrace

Crete Senesi - Asciano Cavoni Hut

Casetta Di Pietra 2-bed cottage with private pool

Casale Poggiolo Basso - The place of silence

The House Among the Olive Trees
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Del Chianti
- Basilica of St Francis
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- Villa Lante
- Mount Amiata
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Antinori nel Chianti Classico
- Siena Cathedral
- Palazzo Pubblico
- Vulci
- Mount Subasio
- Ugolino Golf Club
- Val di Chiana
- Valdichiana Outlet Village
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Abbey of Sant'Antimo
- Riserva Naturale Diaccia Botrona





