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House vacation rentals in Montaione

Find and book unique houses on Airbnb

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Popular amenities for Montaione house rentals

House rentals with a pool

Superhost
Home in Barberino Tavarnelle
4.76 out of 5 average rating, 55 reviews

7 min Cantina Antinori | Pool | Casa Sala & Pepe

RyanRating, 5 stars1 month ago
Beautiful home near Chianti. Clean and comfortable, with amazing vineyard/sunset views. The hosts were very responsive and friendly, and they gave clear instructions. One thing to note is that the property is listed as "Entire Home", but it is actually a condominium that shares walls and outdoor common areas with the neighbors. There is a divider in the backyard between us and the neighbors, but it is not completely private. Overall, we had a great time here.
Guest favorite
Home in Pistoia
4.92 out of 5 average rating, 133 reviews

dependance in villa Toscana

DustinRating, 5 stars2 weeks ago
My wife and I stayed at Marco’s for a week for our honeymoon. We both loved it. Pool was beautiful and peaceful. The property is fantastic the pictures don’t do it justice. As amazing as it looks in the photos it is 1000 times better in person. The front gate made everything feel so secure. Walking up the steps to the guest house we were hit with a nice floral smell with all the daisies growing everywhere. Such a peaceful and beautiful property. The view was stunning looking over the mountains. The place was perfect. The kitchen was everything we needed and more, the pull out couch allowed us to relax and watch tv at the end of the night. The patios were perfect for coffees and meals. And the bed was nice and comfortable. Marco left a flower pedal heart on the bed for us which was a nice personal touch. We met his parents (who stay in the main house) they were very kind and gave us our privacy. There was lots of information about the area and things to do. Wish we stayed longer
Superhost
Home in Gambassi Terme
4.85 out of 5 average rating, 27 reviews

Finest country house. 3 bed rooms and shared pool

HelenRating, 5 stars10 months ago
Enjoyable stay. Close to many beautiful towns.
Top guest favorite
Home in Rosignano Marittimo
4.95 out of 5 average rating, 79 reviews

Frontemare house with exclusive sea access

YusufRating, 5 stars1 week ago
Really very nice accommodation and a big thank you to Camilla who takes care of everything. For example, we can help you reserve a tennis court. Full recommendation!
Top guest favorite
Home in Montebenichi
5 out of 5 average rating, 59 reviews

[Little Escape] 4 Beds + Private Panoramic Pool

SusanRating, 5 stars3 weeks ago
Our stay in Montebenichi was almost indescribable. Having been to Tuscany before, this time was pure magic. The flat is within the compound of a 12th century fortress village that is mostly inhabited by residents. Tommaso had stocked the kitchen with plenty of coffee, milk, water, juices, snacks and his grandmother's amazing Limoncello! The pool area has the most incredible view with an outdoor kitchen where Tommaso arranged for us to have a traditional Tuscan cooking class. He also made reservations for us at the village Michelin-rated restaurant that is just steps from the flat. One of our favorite things was hearing the wolves of Tuscany howl in the distance - no need to be afraid - it was pure magic. We saw very few tourists which made the experience even better. Moreover, Tommaso was THE BEST HOST we have ever had while staying at an Airbnb. His dedication to ensuring the perfect stay for us was truly a standout. We can not say enough good things about our stay!
Top guest favorite
Home in Gallicano
4.99 out of 5 average rating, 106 reviews

Serenella

GeorgRating, 5 stars3 days ago
Ilaria was a wonderful host. The house is located on top of a hill, with a huge and very nice garden and wonderful views. Perfect for kids to play.
Top guest favorite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars2 weeks ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Guest favorite
Home in Gambassi Terme
4.97 out of 5 average rating, 35 reviews

Country House Nazzano near San Gimignano - Lu.co

SharonRating, 5 stars1 month ago
Miriam’s place is picture perfect - we felt like we were in a movie. The house has everything you could need and is very clean. There is another rental property attached to the house so there are other people close by but there are separate entrances to each place. The pool is a nice addition. The views are spectacular and Miriam was an extremely helpful host. Highly recommend this property if you want the perfect Tuscan experience.

Weekly house rentals

Guest favorite
Home in Asciano
4.94 out of 5 average rating, 35 reviews

Family Forest - Pool in the Crete Senesi

SylviaRating, 5 stars2 weeks ago
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!
Top guest favorite
Home in Palaia
4.98 out of 5 average rating, 45 reviews

Conte Martini House

BoydRating, 5 stars1 day ago
Andrea en Simone, Are very welcoming, the location is a smal walk but with good directions easy to find. Palaia and the accommodation has amazed us, with a amazing home away from home. Great facilities, terrace, jacuzzi, pool, and not to forget amazing views. As a base to explore there is alot of interesting places to go to witin a hour drive. big cities, smaller towns, wineries, and with a tiny bit extra travelling time the sea. We had a great stay with our friends and made some great memories. would recommend the accommodation, as well as the hosts, and would definitely stay again. Kind Regards, Boyd and Naomi
Top guest favorite
Home in Pontassieve
4.96 out of 5 average rating, 82 reviews

The charming cottage in Tuscany with breathtaking views

SamiRating, 5 stars1 week ago
So Beautyful location and views. House is charming and clean. we recommend.
Top guest favorite
Home in Poggibonsi
4.92 out of 5 average rating, 59 reviews

Agriturismo Podere San Martino (apartment for two)

LukasRating, 5 stars1 month ago
Everything was just like in the pictures. We had a great time. The view was amazing and Maddalena was really helpful. Thank you!
Superhost
Home in Gambassi Terme
4.67 out of 5 average rating, 72 reviews

Corbezzolo stone cottage, Mummialla

DanielRating, 5 stars9 months ago
A very nice quiet place! Too bad it wasn't very nice and hot during our stay, but we still bathed and enjoyed the wonderful view! Consider bringing mosquito hunting, as there are many. We would go back tomorrow morning if we could:)
Superhost
Home in Castelnuovo di Val di Cecina
4.93 out of 5 average rating, 68 reviews

L'Uva Fragolina. House, Garden, Panoramic View

DavidRating, 5 stars3 weeks ago
A Tuscan dream. Some days I had to pinch myself to understand that I was not in a movie. My girlfriend and I had a wonderful time in the area and also in the house. It was clean and tidy. The kitchen was unique and we also enjoyed grilling outside. We simply enjoyed it and felt at home. Finally, relaxation and tranquility, which you rarely experience. Thank you for your trust in this wonderful piece of Tuscany. For all those seeking peace or people who really want to experience what Tuscan flair means, a must-see. We will be happy to come back!
Guest favorite
Home in San Gimignano
4.98 out of 5 average rating, 45 reviews

La Moraiola - Characteristic Tuscan barn

MaryRating, 5 stars1 month ago
I took this trip with my sister to San Gimignano and it was absolutely incredible! The views from Egizia’s house were just stunning and breathtaking! From the beginning Egizia was very easy to get into contact with about any questions that I had. She gave wonderful recommendations and booked everything for me! We went to a winery that she had suggested and it was great! The Pilates instructor Giulia was also amazing! And with the hills as our scenery it was such a cool and incredible experience! My sister and I had so much fun! This was an unforgettable trip! We’ll definitely have to come back again!
Top guest favorite
Home in Gambassi Terme
5 out of 5 average rating, 56 reviews

La Cipressina Relax in Tuscany

MaxRating, 5 stars2 weeks ago
This place was magical, if you are going to be in the area I highly recommend staying here. It’s just as beautiful as the pictures if not more so. Paola and Luigi were so friendly and kind. We are recommending this place to everyone we know.

Private house rentals

Top guest favorite
Home in Montecatini Alto
5 out of 5 average rating, 33 reviews

Montecatini Alto Art View

GarethRating, 5 stars4 days ago
We loved staying in Carolina’s house in Montecatini Alto. It was a lovely welcoming place to wake up in and return to at the end of the day. The view from the windows and the patio is extraordinary and sitting out enjoying it was one of the best parts of the holiday. The house had all we needed. Carolina was a wonderful host; friendly, quick to reply and extremely helpful. The village is a lovely quiet place to stay and we wouldn’t look anywhere else if we return to the area.
Guest favorite
Home in Castelmuzio
4.93 out of 5 average rating, 42 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
Superhost
Home in Balconevisi
4.85 out of 5 average rating, 40 reviews

Balconevisi Elegant Home

ZoëRating, 5 stars1 month ago
We loved staying here! the views out of the terrace and even the bathroom window were something I’ve never seen before, right out of a movie. About a 15 minute drive to the closest city, San Miniato, which has great restaurants. This was such a charming & peaceful place to stay in Tuscany, and the visits from the neighborhood cats on the terrace was a bonus! :)
Top guest favorite
Home in Volegno
5 out of 5 average rating, 46 reviews

Casale del Boscaccio (The Woodcutter's Farmhouse) The Owl

BiancaRating, 5 stars1 week ago
We had a great time at Elisabetta's, all the services were impeccable, starting from the check-in where Elisabetta was flexible about the time and extremely helpful. The house is perfectly equipped with everything you need and impeccable in terms of cleanliness. The setting is also dreamlike. I absolutely recommend a stay, you won't regret it!
Guest favorite
Home in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 71 reviews

Over 65 5-Star Reviews – Hot Tub, homeGym & Garden

ClaudioRating, 5 stars1 week ago
Absolutely gorgeous property with country side view and a cozy outdoor area, plus two friendly black cats! Louise was the perfect host: friendly, generous, attentive, she even offered to help us out when we had a setback that was totally unrelated to our stay at her property. Highly recommend to any traveller seeking an idyllic stay in the Tuscan countryside!
Guest favorite
Home in Gambassi Terme
4.97 out of 5 average rating, 37 reviews

Cuore Di Mela House

TeunisRating, 5 stars2 days ago
We recieved a warm welcome on arrival. The house is spacious and perfectly clean. For every moment of the day there is a place to sit outside, in front of the house for morning coffee or at the detached seating area at the side of the house. The views over the landscape are super, especialy in the morning when clouds role over the valley. Giulio and Dorian respond very fast and make sure you have a pleasant stay. Their tips for restaurants markets etc. where verry helpful. Giulio and Doriane, thanks again we felt right at home!
Top guest favorite
Home in San Gimignano
4.98 out of 5 average rating, 80 reviews

Casa Maurino

KatieRating, 5 stars1 week ago
Loved Rosanna’s place, there was everything we needed and even food/wine there on my late arrival! The place was in THE BEST location and the view from the quiet terrace was perfect. Aircon worked a dream and it was great value for money. It’s in a beautiful part of the town and Le Vecchie Mura was a perfect restaurant 2 mins away. Totally recommend staying here; the place and town are magical.
Superhost
Home in Lucignano
4.83 out of 5 average rating, 41 reviews

La Casetta

JonasRating, 5 stars2 weeks ago
Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.

Destinations to explore