
Cottage vacation rentals in Monticchiello
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Top-rated cottage rentals in Monticchiello
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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.

Lakefront House | Private Access & Sunsets
Langs Lakehouse: Wake up just steps from the water in one of the very few true lakefront homes on Lake Trasimeno. Spend your days swimming, paddleboarding, or cycling quiet Umbrian roads, and your evenings dining outdoors as the sun sets across the lake. This is not just a place to stay—it’s a slower, more beautiful way of living for a while. Paddleboards and bikes included Large outdoor terrace for dining and relaxing Pizza oven for long summer evenings Sleeps up to 5 guests comfortably

Cottage Cappero – Masseto In Chianti
MASSETO IN CHIANTI è un villaggio privato dove potrete rilassarvi nel vostro giardino privato e in piscina, fare sport, o utilizzare come base per visitare città rinascimentali: Firenze, Siena, San Gimignano, Arezzo, Volterra. Offriamo altri tre cottage con accesso indipendente e giardinetto privato: Quinto (2 letti), Vittoria (4 letti), Leccio (6 letti). La piscina è condivisa dai 4 cottage, ciascuno dispone di un gazebo privato, con distanze garantite e sanificazione a norma Covid-19.

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.

Stone House with Exclusive Pool Codilungo in Chianti
Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

Your Private Tuscan Retreat
This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

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.

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!

Country cottage C&M surrounded by greenery, love Tuscany
Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.

EcoLodge – modern design in a peaceful panoramic location
The EcoLodge, modern, ecological, comfortable, is in the middle of nature in a peaceful, fertile cultural landscape on Monte Amiata in the quiet southern Tuscany. It belongs to an old farmhouse with plenty of space, beautiful views, many old fruit, chestnut, olive trees and our vineyard. It's an ideal location. From here you can explore world-famous sights, do a lot and enjoy the tranquility of Tuscan country life away from the hordes of tourists.

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

"Rosso Poggiolo" farmhouse with swimming pool.

NEW Leccino home pool&Jacuzzi a Fontanaro Property

Farmhouse with Private Saltwater Pool • Montepulciano

Hut at S. Carlo in Buonconvento

Luxury Cottage Spaccasole - Pool W/Cortona

Panoramic view & outdoor jacuzzi - Pienza

Casa di Patri - Country Cottage with Jacuzzi
Pet-friendly cottage rentals

Castagnatello Country House – Walnut Cottage

Countryside, 10 min from Siena

Small cottage, swimming pool entirely private use

Stunning cottage on the Tuscan hills

Tuscan countryside vacation home with pool

Cottage in the south of Tuscany

Casa degli ulivi, live Chianti with swimming pool

Tuscan Barn Apartment for 6 with panoramic pool
Private cottage rentals

Old Chianti chapel-style cottage

Cottage in the Tuscan countryside

La Loggia, cozy stone cottage for 2 with terrace

Crete Senesi - Asciano Cavoni Hut

Casa Roberta: a beautiful view of the Crete!

Angalia Guesthouse

Casina Miriano

Private Country House with swimming pool -Chianti
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
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Palazzo Pubblico
- Siena Cathedral
- Mount Subasio
- Antinori nel Chianti Classico
- Ugolino Golf Club
- Mount Amiata
- Terme San Filippo
- Vulci
- Val di Chiana
- Valdichiana Outlet Village
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Saturnia Thermal Park





