
Holiday houses in Monticiano
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Top-rated holiday rentals in Monticiano
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Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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.

Typical Tuscan Cottage with swimming pool and park
Il Country Cottage è ubicato nel cuore della Toscana autentica, in un territorio incontaminato, con una biodiversità unica. Sito a soli 5 minuti di auto dalla famosa Abbazia di San Galgano e da l'Eremo di Montesiepi, dove è custodita la prestigiosa "Spada nella Roccia". Viene affittata l'intera proprietà: la tipica casa toscana di campagna, la piscina, il giardino e il parco recintato. Una location perfetta per rilassarsi con la massima privacy, senza lo stress ed il logorio della vita moderna

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Il TramontO
The TramontO is a completely renovated elegant and rustic apartment surrounded by the nature of Tuscany, with panoramic views, garden, terrace and mini-whirlpool for exclusive USE. Many details in natural wood and antique stone stand out. A few steps from the Abbey of San Galgano, which can also be reached by an enchanting path 5 km from the village. 35 km from Siena and 92 km from Florence, built from a historic tower from the 1200s, it offers charm, relaxation and unforgettable sunsets.

S.Ilaria - Private pool Villa with 2 bedrooms
Sant'Ilaria it’s been lovingly renovated in 2016 into a luxury getaway in the countryside near Siena, with its 2 bedrooms it's the ideal escape. Watch the sun move across the landscape from a lounger by the pool and relax watching the amazing landscape in a total privacy. After sunset, heat up the barbecue for dinner at the al-fresco table or have a glass of local wine. This small and private villa has 2 bedrooms, all have private en-suite bathrooms.

Apt 2: Montepulciano 800 yr old Monastery
Our self catering accommodation is in an 800 year old converted monastery situated 5 minutes drive from the Renaissance town of Montepulciano, renowned for its Vino Nobile wines, close to art and culture, with great views, restaurants, coffee bars and enotecas. Our local area is a paradise for hikers, cyclists, joggers or simply walking through the incredible Tuscan country side that offers memorable sights of farmland, forests and rolling hills.

Archi, Rustic apartment in Tuscany
The Archi apartment preserves the original attic with exposed beams and bricks and a typical decor of Tuscan country houses. It overlooks the brick Aia and is located in front of a medieval tower. 4 UNESCO heritage sites can be reached in a short time: Historic Center of Siena, Historic Center of San Gimignano, Historic Center of Pienza, Val d'Orcia - Washing machine (not included in the price) - Barbecue (wood/charcoal not included)

Independent country house with private pool
Situated in a panoramic position overlooking a green landscape of wooded hills, this beautiful stone house, surrounded by a wide fenced garden, has been restored and furnished simply and comfortably for holiday use. The house is surrounded by a wide fenced garden where the pool is set (6x 12 m – depth from 1,20 to 1,50m, seasonal opening) and guests have a covered loggia furnished with table and chairs for outside dinners.

Panoramic nest in Montalcino
A completely independent accommodation recently refurbished - from the design to the furnishings - directly by the host. It is composed of a living room with a fully equipped kitchen and a bedroom with bathroom. The peculiarity of the property is the extremely favorable location in the historic center, with a splendid terrace with panoramic garden on the Val d'Orcia, with barbecue, hammock, sink and outdoor shower.

Casa al Gianni - Hut
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Romantic and quiet stay near Siena, Petriolo SPA
The apartment is great for 2 people. In the apartment there are a kitchen, a large double bedroom and a bathroom. In the bedroom you can add a bed for baby. FREE WIFI - Mbps download 25,45 e Mbps in upload 3,03 THE PRICE INCLUDES ALL CONSUMPTION AND TOURIST TAX The car is necessary, parking is free and next to the house.
Popular amenities for Monticiano holiday rentals
Other great holiday rentals in Monticiano

Casa Mancini Monticiano - Holiday Villa

beautiful farmhouse in the chianti garden panorama

CASA DI ZIO Comfort, nature and relax

SANTA MARIA- Large apartment in charming villa.

Castellin di Bocco Tuscan countryhouse with pool

Casa Marjs: the authentic, relaxing, Tuscan style

Private House for 4P – La Capanna Di Azzurra

The building, villas of Corsano, home and pool
When is the best time to visit Monticiano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 NZD | $176 NZD | $177 NZD | $187 NZD | $189 NZD | $194 NZD | $177 NZD | $169 NZD | $177 NZD | $162 NZD | $176 NZD | $198 NZD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Monticiano?
Monticiano has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Monticiano?
Experience the best of Monticiano with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Monticiano?
Four-legged friends are welcome in Monticiano. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Monticiano?
Yes! Work meets play with ease at over 20 vacation rentals in Monticiano featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Monticiano villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 villa rentals with pools in Monticiano, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Monticiano have a kitchen?
Absolutely! We offer over 20 apartment rentals with a kitchen in Monticiano. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monticiano have wifi?
Absolutely! We offer over 10 house rentals with wifi in Monticiano. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Monticiano have free parking?
Absolutely! We offer over 10 villa rentals with free parking in Monticiano. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Monticiano

Total holiday rentals
Explore 70 holiday rentals in Monticiano

Nightly prices starting at
Monticiano holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 1,380 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Monticiano holiday rentals include Wi-Fi access

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

4.8 Average rating
Monticiano stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- House rentals Monticiano
- Family-friendly rentals Monticiano
- Rentals with a fireplace Monticiano
- Pet-friendly rentals Monticiano
- Rentals with pools Monticiano
- Apartment rentals Monticiano
- Rentals with a washing machine and dryer Monticiano
- Villa rentals Monticiano
- Rentals with a patio Monticiano
- Smoking-friendly rentals Monticiano
- Rentals with outdoor seating Monticiano
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Mercato Centrale
- Cala Violina
- Fortezza da Basso
- Spiagge Bianche
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Pitti Palace
- Cascate del Mulino
- Parco delle Cascine
- Palazzo Vecchio
- Boboli's Garden
- Gulf of Baratti




