
Cottage vacation 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.

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. Rooms sanitized by health protocols. 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

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.

La Dolce Vita Romantic Sea-view Cottage. Tuscany
Welcome to Il Baciarino, a rustic agriturismo in the green hills of Maremma, Tuscany’s wild and less-traveled coastal region. Our property offers unique, handcrafted cottages with sea views, privacy, and direct contact with nature. Set within 19 acres of hillside wilderness in the charming Etruscan town of Vetulonia, Il Baciarino is the perfect place to escape the city, slow down, and enjoy unspoiled landscapes, fresh seafood, and good wine.

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).

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.

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.

Lakehouse in unique position on Lake Trasimeno
Lang’s Lakehouse is in a unique location, being one of a handful of properties on the banks of Lake Trasimeno, Italy’s fourth largest lake. The property sleeps five upstairs. Directly in front of the property is a large grassed terrace, perfect for relaxation or entertaining. Visitors can swim, paddleboard or fish from the front of the property and even cook pizzas in their own pizza oven.
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 countryside with private jacuzzi and swimming pool

"Rosso Poggiolo" farmhouse with swimming pool.

NEW Leccino home pool&Jacuzzi a Fontanaro Property

Tuscany Villa Girasole

Hut at S. Carlo in Buonconvento

Detached Cottage with Private Spa
Pet-friendly cottage rentals

Castagnatello Country House – Walnut Cottage

Small cottage, swimming pool entirely private use

Stunning cottage on the Tuscan hills

Casa Gialla, Cortona-sunsets in the olive grove

Cottage in the south of Tuscany

Il Seccatoio – house in stone with panoramic view

Casina Miriano

Villetta Belvedere
Private cottage rentals

Old Chianti chapel-style cottage

Il Fienile, characteristic stone cottage for 2

Crete Senesi - Asciano Cavoni Hut

FARMERShouse/casaBARTHEL 15' from the City Center

Stone cottage in beautiful Umbrian countryside

Casale Poggiolo Basso - The place of silence

Renovated cottage +secret patio and panoramic pool

Grove Cottage, Immersed in nature & close to town
Quick stats about cottage rentals in Montalcino

Nightly prices starting at
Montalcino vacation rentals start at G$22,967 GYD per night before taxes and fees

Verified guest reviews
Over 200 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Montalcino rentals

5 Average rating
Montalcino stays are highly rated by guests—averaging 5 out of 5!
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- Cottage rentals Siena
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- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Cala Violina
- Feniglia
- Cascate del Mulino
- Gulf of Baratti
- Siena Cathedral
- Avignonesi Winery Fattoria Le Capezzine
- CavallinoMatto
- Palazzo Pubblico
- Santa Maria della Scala
- Antinori nel Chianti Classico
- Ugolino Golf Club
- Casa Barthel
- Abbey of Monte Oliveto Maggiore
- Riserva Naturale Diaccia Botrona
- Saturnia Thermal Park
- Pozzo di San Patrizio
- Castello di Verrazzano
- Vulci
- Parco Regionale Della Maremma
- Terme San Filippo
- Things to do Montalcino
- Food and drink Montalcino
- Things to do Siena
- Art and culture Siena
- Sightseeing Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Nature and outdoors Siena
- Things to do Tuscany
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- Art and culture Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
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- Nature and outdoors Tuscany
- Things to do Italy
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- Wellness Italy




