
Cottage holiday rentals in Montalcino
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Top-rated cottage rentals in Montalcino
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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.

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.

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.

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.

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).

Between nature and culture
The renovated tuff cottage, surrounded by greenery, is located at the crossroads between Umbria, Lazio and Tuscany, a few minutes from Lake Bolsena and about an hour from the sea. Just over half an hour's drive away are the most famous spas in Italy, such as Saturnia, Bagno Vignoni, Bagni San Filippo, Sorano and the Terme dei Papi in Viterbo, ideal even in the middle of winter. For cultural tourism and relaxation.

Casa Roberta: a beautiful view of the Crete!
Finely renovated stone house, located on the hill of Vescovado di Murlo. It is on the edge of the historical center in a quiet area where you can only hear the sound of nature. Two floors with small garden with beautiful views. It can accommodate four guests. The house is not suitable for people with disabilities (stairs, unsuitable door rooms). Cars must be parked outside, in the many parking lots in the village.

Charming cottage in Tuscany
Charming cottage located on a hill with 360-degree views. An oasis of peace and quiet. Surrounded by greenery. Large swimming pool BBQ Area Inside there is a bedroom with a French bed, a living room with a sofa bed, a bathroom, a kitchenette and an indoor and outdoor dining area. Ideal for couples and families with one/two children. Crib available

Historic Mill in the Countryside -Chianti Classico
Our house is a four centuries-old mill in the Tuscan country-side, completely restored, preserving its original image with a warm and cosy atmosphere where the old and the new perfectly meet. It is the ideal place to spend both a relaxing and cultural holiday.

Countryside Cottage With View - Le Rondini apt
The cottage is part of a charming traditional Tuscan farmhouse, built in stone and situated in one of the most beautiful areas of Tuscany.A lovely garden surrounds the house and has magnificent views of the medieval town with its famous towers.
Popular amenities for Montalcino cottage rentals
Cottage rentals with a hot tub

Romantic House in Tuscany with jacuzzi

From Simone, podere santi Lucia and Pietro

Cottage in the greenery with private jacuzzi and pool

"Rosso Poggiolo" farmhouse with swimming pool.

NEW Leccino home pool&Jacuzzi a Fontanaro Property

Tuscany Villa Girasole

Luxury Cottage Spaccasole - Pool W/Cortona

EcoLodge – modern design in a peaceful panoramic location
Pet-friendly cottage rentals

Castagnatello Country House – Walnut Cottage

Cottages in Tuscan Country (Spazzacamino)

Independent Country House "La Mula"

Small cottage, swimming pool entirely private use

Restored Barn in Chianti property, pool, terrace

Tuscan country house with pool

Casa Gialla, Cortona-sunsets in the olive grove

Il Seccatoio - a stone house with panoramic views
Private cottage rentals

Old Chianti chapel-style cottage

The Five Oaks Cottage

Podere Il Torrino, Chianti hills

Stone cottage in beautiful Umbrian countryside

Chianti Loft (AC & Pool)

Casale Poggiolo Basso - The place of silence

Grove Cottage, Immersed in nature & close to town

Jino House Detached Villa with fireplace
Quick stats about cottage rentals in Montalcino

Nightly prices starting at
Montalcino holiday rentals start at $185 NZD per night before taxes and fees

Verified guest reviews
Over 200 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Montalcino rentals

5 Average rating
Montalcino stays are highly rated by guests—averaging 5 out of 5!
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- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Del Chianti
- Siena Cathedral
- Lake Bolsena
- Feniglia
- Cala Violina
- Gulf of Baratti
- Avignonesi Winery Fattoria Le Capezzine
- Palazzo Pubblico
- Cascate del Mulino
- Santa Maria della Scala
- CavallinoMatto
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Casa Barthel
- Antinori nel Chianti Classico
- Abbazia di San Galgano
- Castello di Verrazzano
- Mount Amiata
- Argentario Golf Resort & Spa
- Val di Chiana
- Riserva Naturale Diaccia Botrona
- Vulci
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Sightseeing Siena
- Nature and outdoors Siena
- Sports activities Siena
- Food and drink Siena
- Art and culture Siena
- Tours Siena
- Things to do Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Nature and outdoors Tuscany
- Food and drink Tuscany
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- Art and culture Tuscany
- Things to do Italy
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- Sightseeing Italy
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