
Vacation rentals in Monticiano
Find and book unique accommodations on Airbnb
Quick stats about vacation rentals in Monticiano

Total vacation rentals
Explore 70 vacation rentals in Monticiano

Nightly prices starting at
Monticiano vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 1,190 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Monticiano vacation 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!
Top-rated vacation rentals in Monticiano
Guests agree: these stays are highly rated for location, cleanliness, and more.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults, with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard, you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills, and vineyards, with incomparable sunsets.

Casa al Gianni - The Simignano Barn
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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.

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

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

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.

Podere Pereti Nuovi – Modern Tuscan Villa
Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

Romantic and quiet stay near Siena, with garden
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.

CASA DI ZIO Comfort, nature and relax
detached house on the first floor at your complete disposal with private garden. The house is located in a residential area surrounded by greenery, near the small medieval village, nearby playgrounds and municipal swimming pool The entrance to the large square where it is possible to park is shared with the owners.

TUSCANY farm house SWIMMING POOL
Our little farm is a beautiful location for a relaxing vacation with a private swimming pool( open around the 10th of May) We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.
Popular amenities for Monticiano vacation rentals
Other great vacation rentals in Monticiano

Montorgialino Power

130 sqm farmhouse in nature with 2 bathrooms, 20 minutes from Siena

Casa Mancini Monticiano - Holiday Villa

Luxury Medieval Tower • Exclusive Chianti Stay

Podere Pereti Vecchi | Stunning Val d'Orcia Views

small apartment

Luxury Penthouse overlooking Piazza del Campo

Independent country house with private pool
When is the best time to visit Monticiano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 430 | ﺩ.ﺇ 433 | ﺩ.ﺇ 422 | ﺩ.ﺇ 408 | ﺩ.ﺇ 411 | ﺩ.ﺇ 422 | ﺩ.ﺇ 386 | ﺩ.ﺇ 367 | ﺩ.ﺇ 386 | ﺩ.ﺇ 353 | ﺩ.ﺇ 382 | ﺩ.ﺇ 430 |
| 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 villa rentals in Monticiano?
Experience the best of Monticiano with our villa rentals, starting at about $230 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 vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes 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 apartment rentals in Monticiano have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Monticiano. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monticiano have free parking?
Absolutely! We offer over 10 house rentals with free parking in Monticiano. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Rentals with a fireplace Monticiano
- Villa rentals Monticiano
- Rentals with a washer and dryer Monticiano
- Pet-friendly rentals Monticiano
- Apartment rentals Monticiano
- Rentals with pools Monticiano
- Rentals with outdoor seating Monticiano
- House rentals Monticiano
- Rentals with a patio Monticiano
- Smoking-friendly rentals Monticiano
- Family-friendly rentals Monticiano
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Mercato Centrale
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Piazza della Repubblica
- Spiagge Bianche
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Gulf of Baratti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Spiaggia Di Barbarossa
- Spiaggia di Capo Bianco





