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Vacation rentals in Monticiano

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Popular amenities for Monticiano vacation rentals

Other great vacation rentals in Monticiano

Guest favorite
A swimming pool area is situated beneath a wooden pergola, featuring several green loungers and umbrellas. A view of rolling hills is visible in the background, creating a serene setting for relaxation. A wooden table is placed under the structure, complementing the overall outdoor space.
Farm stay in Formignano
4.93 out of 5 average rating, 69 reviews

Apartment with swimming pool a few steps from Siena - C11

meganRating, 5 stars2 weeks ago
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.
A scenic entrance is framed by large trees, leading to a gravel path. Signposts marked 'La Fontanella' guide visitors, while a fenced area and benches are visible on either side, creating a peaceful setting that invites exploration of the surrounding natural beauty.
Tent in Iesa
5 out of 5 average rating, 3 reviews

Traditional Native American Teepee

LucaRating, 5 stars1 month ago
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.
A panoramic view captures the soft glow of a sunrise over rolling hills, with the sun rising beyond the distant mountains. Lush greenery and scattered trees are visible in the foreground, and a winding road meanders through the serene landscape.
Apartment in Monticiano
4.77 out of 5 average rating, 71 reviews

Apartment in Monticiano

RichardRating, 5 stars23 months ago
Great place in a super convenient location. Francesco was very helpful and accomodating when we had to check in late unexpectedly. Would stay again!
Guest favorite
Condo in Figline Valdarno
4.87 out of 5 average rating, 54 reviews

Agriturismo Casavecchia, l'Olivo

AnthonyRating, 5 stars3 weeks ago
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.
Top guest favorite
An infinity pool reflects the sky, surrounded by lush greenery and cypress trees. The pool's edge seamlessly blends into the landscape, overlooking rolling hills and olive groves. Sun loungers are positioned nearby, providing a serene outdoor setting.
Barn in Castellina in Chianti
5 out of 5 average rating, 26 reviews

Cipressini 2 - pool and amazing views

BrandonRating, 5 stars3 weeks ago
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!
Guest favorite
Vacation home in Lama
5 out of 5 average rating, 6 reviews

House in the Tuscan countryside near Terme Petriolo

RebeccaRating, 5 stars10 months ago
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.
A scenic view from a covered terrace is presented, showcasing a charming hillside village in the distance. A table is set with a teapot, glass, and a small bowl, surrounded by greenery and open countryside, creating a peaceful outdoor dining environment.
Apartment in Monticiano
5 out of 5 average rating, 3 reviews

Il Fontanino holiday home

ChioreanRating, 5 stars1 month ago
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! :)
An outdoor dining area features a round wooden table set with plates and refreshments. Light fabric drapes gently frame the space, while lush greenery and a swimming pool are visible in the background under a clear blue sky.
Villa in Monticiano
5 out of 5 average rating, 13 reviews

Villa Renata in Siena countryside

MonicaRating, 5 stars1 month ago
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

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Monticiano