
Vacation rentals in Monticiano
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Monticiano
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Monticiano vacation rentals
Other great vacation rentals in Monticiano

Apartment with swimming pool a few steps from Siena - C11
We can’t thank everyone enough. Our stay was perfect and exactly what we were after. Peaceful, beautiful and relaxing all in its own. Thankyou for our cooking class as well, we still dream of the ravioli.

Traditional Native American Teepee
We were a couple, and we had a very good time. The teepee was beautiful, comfortable, and very close to the bathrooms. The host is very friendly and helpful, and he also provided us with a bowl and wood to light a fire. The view is great, the teepee is in a campsite surrounded by nature. Iesa is also a beautiful village, and from there you can easily reach the petriolo baths and the cities of San Gimignano, Volterra and Siena.

Apartment in Monticiano
Great place in a super convenient location. Francesco was very helpful and accomodating when we had to check in late unexpectedly. Would stay again!

Agriturismo Casavecchia, l'Olivo
We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. It’s a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.

Cipressini 2 - pool and amazing views
We cannot say enough about how fantastic our stay was. Maybe the most gorgeous property we’ve ever seen - even better than the pictures! Pia was incredibly helpful, sent us a whole printout of recommendations for different restaurants, wineries, and things to do. She is incredibly kind, responsive, and proactive - she thought of everything you may need during your stay and gave us a tour of our home. Waking up in the Tuscan countryside and watching the sun rise over the vineyards was relaxing and beautiful. The sunsets were breathtaking to see over the rolling hills in Chianti. Castellina was a cute little town with fantastic places to eat and panoramic views of the valley. And on top of all that, we made a new friend in the Public Relations Manager, Teo - you can be sure you’ll be greeted with a wagging tail and a happy little smile. Couldn’t recommend this place highly enough!

House in the Tuscan countryside near Terme Petriolo
You book exactly what is described, a small sweet village in Tuscany. With great views of the countryside and village. We were received in a very friendly manner and felt welcome right away. Maurizio is a good host, this was due to the good recommendations and nice gestures such as delicious vegetables from his own garden. Unfortunately, we were somewhat limited because of the heat wave, but for the evening we would recommend the restaurant L'Aia Di Gino. There you can enjoy delicious food and good views. We would definitely recommend this Airbnb.

Il Fontanino holiday home
We had such a good and comfortable stay here! The place is more beautiful and more spacious than you see in the pictures. It's a pleasure just to sit on the terase and watch the view! The hosts are really nice people! They brought us fresh eggs from the hens and duck on the property. Visiting the birds multiple times a day was a favorite activity for our todler :) it was definately a bonus for us. We made trips almost every day and walks around Monticiano. It's a really nice and peaceful place to stay in and ,by car, you get to different places in about an hour (more or less). We loved it! Definately recomend! :)

Villa Renata in Siena countryside
Our stay at Villa Renata was truly magical. From the moment we arrived, we felt embraced by beauty, comfort, and warmth. It felt like home the second we stepped in. But what truly made our experience exceptional was Renata herself. Her kindness and attentiveness went far beyond what we expected. She prepared everything with so much love, even leaving thoughtful gifts for us in the fridge, which made us feel incredibly welcomed and cared for. We are beyond grateful for this experience and for having met someone as genuine and radiant as Renata. Villa Renata is a sanctuary—and we are already dreaming of coming back. With heartfelt thanks, Monica & Chris
Quick stats about vacation rentals in Monticiano
Total rentals
90 properties
Nightly prices starting at
G$8,368 GYD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
40 properties have a pool
Frequently Asked Questions
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.
Are there family-friendly vacation rentals in Monticiano?
Monticiano has more than 50 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 $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
What are the most popular amenities for Apartment Rentals in Monticiano?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with a kitchen, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 pet-friendly vacation rentals in Monticiano?
Four-legged friends are welcome in Monticiano. Choose from more than 40 vacation rentals for guests traveling with pets.
Do house rentals in Monticiano have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Monticiano. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Florence Vacation rentals
- Pisa Vacation rentals
- Bologna Vacation rentals
- Rome Vacation rentals
- Portofino Vacation rentals
- Riviera di Levante Vacation rentals
- Genoa Vacation rentals
- Italian Riviera Vacation rentals
- Verona Vacation rentals
- Francavilla al Mare Vacation rentals
- Venice Vacation rentals
- Pula Vacation rentals
- Family-friendly rentals Monticiano
- Pet-friendly rentals Monticiano
- Apartment rentals Monticiano
- Rentals with a washer and dryer Monticiano
- Villa rentals Monticiano
- Rentals with a patio Monticiano
- Smoking-friendly rentals Monticiano
- Rentals with a fireplace Monticiano
- Rentals with pools Monticiano
- House rentals Monticiano
- Rentals with outdoor seating Monticiano
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio