
Cottage vacation rentals in Montepulciano
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Montepulciano vacation rentals start at ﺩ.ﺇ 1,432 per night before taxes and fees

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

4.9 Average rating
Montepulciano stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated cottage rentals in Montepulciano
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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.

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.

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.

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

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).

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

Lovely countryhouse on Chiant hills
Lovely view on the valley, sweet relax in the smelling garden under a very old tree tasting a good wine and then to visit Firenze, Pisa, Siena only 30 km far from here and medieval castles,little churchs ,winery,across the beautiful Chianti road.....
Popular amenities for Montepulciano cottage rentals
Cottage rentals with a hot tub

Podere Coreno / Authentic Tuscan Peace & Relaxation

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

Farmhouse with Private Saltwater Pool • Montepulciano

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

Castagnatello Country House – Walnut Cottage

Stunning cottage on the Tuscan hills

Tuscan countryside vacation home with pool

Cottage in the south of Tuscany

Casina Miriano

Villetta Belvedere

Tuscan Barn Apartment for 6 with panoramic pool

La Casa del Frantoiano - Pari -
Private cottage rentals

Old Chianti chapel-style cottage

Small cottage, swimming pool entirely private use

dependance mandriola

La Loggia, cozy stone cottage for 2 with terrace

Crete Senesi - Asciano Cavoni Hut

Chianti Loft (AC & Pool)

Casale Poggiolo Basso - The place of silence

Grove Cottage, Immersed in nature & close to town
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- Cottage rentals Siena
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- Cottage rentals Italy
- Lake Trasimeno
- Lake Bolsena
- Centro Storico Orvieto
- Basilica of St Francis
- Terme Dei Papi
- Del Chianti
- Avignonesi Winery Fattoria Le Capezzine
- La Scarzuola
- Cascate del Mulino
- Parco Regionale Della Maremma
- Mount Subasio
- Palazzo Pubblico
- Siena Cathedral
- Ugolino Golf Club
- Valdichiana Outlet Village
- Eremo Di Camaldoli
- Antinori nel Chianti Classico
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Vulci
- Val di Chiana
- Mount Amiata
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Things to do Montepulciano
- Food and drink Montepulciano
- Things to do Siena
- Nature and outdoors Siena
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- Art and culture Siena
- Sightseeing Siena
- Things to do Tuscany
- Wellness Tuscany
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- Things to do Italy
- Sports activities Italy
- Art and culture Italy
- Wellness Italy
- Food and drink Italy
- Tours Italy
- Sightseeing Italy
- Entertainment Italy
- Nature and outdoors Italy







