
Holiday rentals in Monticiano
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Monticiano
Guests agree: these stays are highly rated for location, cleanliness and more.

Countryside home with pool, 18 km from Siena
Spacious apartment in a Tuscan farmhouse 18 km from Siena, between Murlo and the Val d'Arbia, surrounded by nature, overlooking the lake for sport fishing, large garden and swimming pool 400 meters on the hill (open May-September) On the ground floor: living room with fireplace, sofas, kitchen with dishwasher, a bathroom. Upstairs: two double bedrooms, one bedroom with single beds and two bathrooms with showers. Ideal choice of summer vacation for groups and families and to visit characteristic towns and cities.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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.

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Relaxation and comfort in the hills of Florence
Apartment in a typical Tuscan stone farmhouse: measuring 160 square meters, it is finished with typical Tuscan materials, pietra serena and terracotta. It consists of a large living room at the entrance, dining room, kitchen, 2 bathrooms, storage room, 3 bedrooms, and a study area. Arranged in an east-west position thanks to a large terrace, a patio and a large private garden, it allows you to enjoy the sunrise for your breakfast and the sunset for a pleasant aperitif.

House at Gianni - Olmo
Hi, we're Cristina & Carmelo! We invite you to discover the rustic charm and authenticity of "Casa al Gianni," our farmhouse in the heart of the Tuscan countryside, 20 minutes from Siena. After a recent renovation, our accommodations are ready to welcome you with all modern comforts without losing the essence of tradition. In the Olmo Apartment, brand new beds await you, a promise of peaceful and regenerating sleep, a new kitchen and a new bathroom.

"Sunflower" apartment with view of Siena
Caggiolo is a completely renovated farm consisting of several apartments, each with a private entrance and exclusive use of the garden, with a panoramic view of Siena. Located 1 km from Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc). From the farm, you can hike to the Grotti Castle (6 km) or to our pond (2.5 km)

Montorgialino Power
Located in Murlo, the farmhouse "Podere Montorgialino" has everything you need for a relaxing holiday. This 100 m² property consists of a living room, a well-equipped kitchen, 2 bedrooms, and 2 bathrooms and can therefore accommodate 4 people. Additional amenities include Wi-Fi. Your private outdoor area includes a garden and a covered terrace. Nearby recommendations include Siena, Montalcino, Pienza, San Galgano, and the Murlo Museum.

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.

AGRITURISMO PODERE SCURCOLI TOWER
It consists, on the ground floor, of a kitchen-living room equipped with a sofa bed and a bathroom. A covered veranda allows you to eat and spend time outside enjoying the wide panorama and beautiful sunsets. On the first floor there is a double bedroom with a small balcony and a bathroom with shower. The house is served by an air conditioning system. Independent entrance. Square meters: 45. Sleeps: 3.

Panoramic Country Suite Montalcino
Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.
Popular amenities for Monticiano holiday rentals
Other great holiday rentals in Monticiano

Wonderful Villa for 10 people in Valdorcia

The Pesa di Mezzo

Holiday home with pool in the Tuscan Maremma

Family Forest - Pool in the Crete Senesi

Podere Vignali by Interhome

Castellin di Bocco Tuscan countryhouse with pool

The Villa of the Spendthrift Brigade!

Agriturism Piccozzo Torre apartment
When is the best time to visit Monticiano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 SGD | $132 SGD | $134 SGD | $141 SGD | $143 SGD | $146 SGD | $134 SGD | $127 SGD | $134 SGD | $122 SGD | $132 SGD | $149 SGD |
| 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 $64 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
60 of Monticiano holiday rentals include wifi 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
- Flat 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




