
Vacation rentals in Monticiano
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Top-rated vacation rentals in Monticiano
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Other great vacation rentals in Monticiano

Podere Cantalena
Wonderful place in calm and tranquil area! The house, pool and garden are beautiful, a real Tuscany dream! The house is rented out via an agency, that manages all the practicalities before arrival, but the hosts live close by and were extremely welcoming! They don't speak English very well, but we managed very well with signs and Google translate. They met us at the house with a platter of local snacks, wine and juice. Inside the house was fresh fruit and their own white wine, honey, olive oil etc. They visited twice during our stay to clean the pool and both times left us presents, the first time a basket of fresh vegetables and eggs, the second time a selection of cakes. When we had trouble with a missing pizzaspade, they came right away. The communication was easy and quick. In conclusion: a completely wonderful stay in the most beautiful surroundings and with the nicest and friendliest hosts! If we ever get the chance, we will most certainly come back!

Venere's Paradise Cabine - Le Fraine Glamping
Everything about our stay was so perfect! Pino was very kind. We really appreciated that we received his great olive oil as a welcome gift (and decided later to buy several bottles in the small shop, and also a bottle of his wine!). Our cabin was the last one, which gives you a lot of privacy, nobody is walking past it. The cabin has everything you need, but we spent most of our time on the lovely veranda (we especially loved the hammock!). The view is so beautiful and the place is just so peaceful. You are surrounded by nature, like the olive trees, and we could even see a flock of sheep on the other side each day, which was an adorable sight. This place really allowed us to relax, which is exactly what we were looking for. Hopefully we will be able to come back one day. Thanks again for everything, Pino!

Podere Grignano, beautiful Tuscany
We’ve had a lovely week at Podere Grignano, a haven of peace, tranquility and greenery. It’s isolated, but that’s why we chose the location. The last kilometre of the road is quite rough. Just go slow! You can shop at Volterra, 35 minutes away. No osterias or trattorias nearby. But Podere has excellent cooking facilities so we had a wonderful time preparing and consuming the local produce and wine. Bedroom was spacious and comfortable, bathroom modern and water is hot. Stefano and Roberta are lovely hosts, discrete but helpful- and the owner, Marco, gives you detailed instructions on how to find Podere. The attached cottage is BEAUTIFUL, just as the pictures show. It was spotlessly clean, had lots of little extras: Stefano gave us a bottle of their magnificent olive oil. We spent the week visiting numerous hilltop towns (including San Gimignano, but seriously, there are tiny gems that avoid the tourist hordes.) Love the views, love the accommodation, love the countryside. Come here…

Vakantievilla Farmhouse Dolci Hills
This was the finest AirBNB home that we've ever stayed in. Every room was immaculate, the views were incredible (private and among vineyards, you can see for miles), every appliance and fixture seemed new. Everything was anticipated to make the stay perfect.....a refrigerator, bathroom and shower at the beautiful pool, pool towels in each bedroom, etc. As soon as you walk into this house, you are going to go "wow", and for good reason. Francesca came and cooked us a delicious local dinner and did some light grocery shopping for us.....all for an unreasonably LOW fee. We had another chef team come in on another night. We also visited a local winery where we had a fantastic, private wine tasting tour and lunch (Tenuta Vitalonga) and followed that up with touring Orvieto and having dinner at a very unique restaurant (Le Grotte del Funaro). Make sure you have a car or are using a bus/limo service for your transportation, nothing is walkable from this beautiful private house.

Pisa / Lucca-Superb Location-Leaning Tower views!
As a family of 4, we had a perfect stay at La Lucertola. Luisa and Colin were friendly, attentive and helpful from the minute we arrived to when we left. They were available on the phone throughout, if needed. The music studio was an incredible addition - we felt very lucky to have access to it throughout our stay. The accommodation is located up a narrow track, but this meant we had access to stunning views and wildlife all around. Although the pool was cold, due to the time of year we visited, it didn’t stop us using it a couple of times. The pool is perfectly located - overlooking Pisa. There was plenty of seating around the pool and, although other families were staying in the house next door, it didn’t once feel like we couldn’t use any of the facilities. Other great facilities worth mentioning - the pizza oven is such an experience - to make pizzas overlooking the tower of Pisa, in Italy, was incredible. We also had all the cleaning items and linen we needed too. Grazie.

Vacation in an authentic farmhouse 10 km from the city
We had a very nice, relaxing stay on Bellavista. Angela and her father were extremely welcoming. We were supplied with our own wine, homemade luggage and farm fruits. Staying on Bellavista was definitely worth it and we'll be in the area again at some point, we'll be back! Wehrli family

[Free Garage] 15 Min. walk from Art
The arrival was very smooth, we were very well received! The car parking space is very safe and practical! The apartment was spotless, spacious bathroom and great shower. The cleanliness and organization is a 10! Very quiet place and close to the main center! All great!

Wonderful Loft in Villa with Pool in Chianti
Really enjoyed our stay Chiara’s place. The view from the patio and the pool is spectacular. This was such a nice break from the busy hustle of the cities and one of the highlights of our trip to Italy. Would recommend this spot to anyone who wants to get away for a day or two.
Quick stats about vacation rentals in Monticiano
Total rentals
90 properties
Nightly prices starting at
$40 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
What are the most popular amenities for Apartment Rentals in Monticiano?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with wifi, over 30 homes with a kitchen, 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.
Do apartment rentals in Monticiano have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Monticiano. Enjoy a tailored experience with all the comforts you desire.
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.
Do apartment rentals in Monticiano have wifi?
Absolutely! We offer over 20 apartment 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.
Are there Monticiano vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Monticiano, available on Airbnb. Make a splash and soak up the sun in style!
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.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Parco delle Cascine
- Cala Violina
- Uffizi Gallery
- Piazzale Michelangelo
- Kite Beach Fiumara
- Piazza della Repubblica
- Mercato Centrale
- Marina di Grosseto beach
- Pitti Palace
- Spiaggia di Capo Bianco
- Spiaggia Zuccale
- Stadio Artemio Franchi
- Giardino Bardini
- Medici Chapels
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Teatro Tuscanyhall
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