
Cottage holiday rentals in Montalcino
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Top-rated cottage rentals in Montalcino
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EcoLodge – modern design in a peaceful panoramic location
The modern, ecological and comfortable EcoLodge is in a quiet and secluded location, surrounded by olive groves, chestnut and fruit trees, vines and meadows. In front of you are the hills of the Val d'Orcia, and behind you is Monte Amiata. Three worlds meet here: Val d'Orcia, Monte Amiata and Maremma. The diversity is an ideal starting point for culture, wine, hiking, mountain biking, hot springs and the sea – and at the same time a place to enjoy Tuscan country life away from the crowds of tourists.
ValueLocationOutdoor spaces

Monteriggioni Castello, holiday house in Tuscany
Our accommodation is a historic building that dates back to the construction of the castle. It has been recently restored and furnished with attention to every detail. It is very welcoming and has all the most modern amenities. Tourists who decide to be our guests will have the advantage of living in the medieval environment of the castle, taking advantage of all the conveniences. They will feel pampered and have the opportunity to return home having lived a unique and unforgettable experience.
ValueFamilyLong stay

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.
LocationValueAir conditioning

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.
LocationValuePool

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.
FamilyValueIndoor spaces

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.
ValueFamilyPets

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.
FamilyLocationBiking

Il Fienile, Cottage in the country with Jacuzzi
Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver
ValueLocationPets

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).
FamilyLocationCheck-in

dependance mandriola
The mandriola is our annex, a truly cozy and charming nest, renovated and furnished in a rustic Umbrian-Tuscan style. It has a unique dining-kitchen area with a fireplace and sofa, a large bedroom with a canopy bed, a bathroom with a shower and washing machine, and a comfortable loft with a double bed. All set in a large garden with panoramic terraces. New in 2021: large private jacuzzi and tree house for the little ones!
LocationValueDecor

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

Lovely apartment with garden and views near Siena
At just 18km from Siena, the apartment is part of a traditional Tuscan farmhouse, Santa Barbara, tucked away in the scenic rolling hills of Tuscany. The uniquely positioned grounds dominate the valley, allowing for stunning views with the most enchanting sunsets, or sunrises for those early birds! The apartment allows for a relaxing and recharging break, as well as being in the perfect location to go out and explore.
LocationValueLong stay
Popular amenities for Montalcino cottage rentals
Cottage rentals with a hot tub

From Simone, podere santi Lucia and Pietro
LocationFamilyBreakfast

Panoramic view & outdoor jacuzzi - Pienza
LocationHot tubAccess

"Rosso Poggiolo" farmhouse with swimming pool.
FamilyValueNearby

Romantic House in Tuscany with jacuzzi
FamilyLocationOutdoor spaces

The Picchio Verde
LocationFamilyLong stay

Cottage in the countryside with private jacuzzi and swimming pool
ValueLocationCondition

NEW Leccino home pool&Jacuzzi a Fontanaro Property
Indoor spacesHospitality

Hut at S. Carlo in Buonconvento
LocationFamilyPool
Pet-friendly cottage rentals

Caper Cottage - Masseto In Chianti
LocationFamilyGetting around

Lakefront House | Private Access & Sunsets
LocationValueBarbecue

FAETOLE typical Tuscan country house near FLORENCE
LocationValueWalkability

Countryside, 10 min from Siena
ValueFamilyHospitality

Countryside Cottage With View - Le Papere apt
LocationValueParking

The Five Oaks Cottage
LocationValuePool

La Casa del Frantoiano - Pari -
FamilyValueGetting around

Chianti Barn with Pool and Vineyard View
LocationValueTV
Private cottage rentals

Charming cottage in Tuscany
ValueLocationSleep quality

Open-space rural house in San Galgano
LocationValueWalkability

Peaceful modern eco house in the Tuscan hills
LocationValueQuiet

Podere Grignano, beautiful Tuscany
LocationValueComfort

Typical Tuscan Cottage with swimming pool and park
LocationFamilyView

Crete Senesi - Asciano Cavoni Hut
FamilyLocationView

Castagnatello Country House – Walnut Cottage
LocationFamilyGetting around

Casale Poggiolo Basso - The place of silence
FamilyLocationKitchen
Destinations to explore
- Apartment rentals Montalcino
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- Cottage rentals Siena
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- Cottage rentals Italy
- Lake Trasimeno
- Lake Bolsena
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Del Chianti
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Antinori nel Chianti Classico
- CavallinoMatto
- Siena Cathedral
- Vulci
- Val di Chiana
- Palazzo Pubblico
- Valdichiana Outlet Village
- Terme San Filippo
- Basilica Di San Miniato A Monte
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Things to do Montalcino
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Wellness Italy
- Cultural tours Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Dining Italy
- Art workshops Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







