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House holiday rentals in Montelaterone

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Montelaterone

House rentals with a pool

Guest favourite
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 favourite
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!
Guest favourite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

AndrewRating, 5 stars1 week ago
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.
Top guest favourite
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!
Top guest favourite
Home in Pereta
5 out of 5 average rating, 56 reviews

Bel Casale with sea view and the mediaeval village

AmarRating, 5 stars2 weeks ago
Staying at Paola and Nino’s place was one of the highlights of our trip. The house is even more beautiful than the photos, with every detail thoughtfully considered and a setting that truly captures the essence of Tuscan magic. It’s incredibly peaceful, with sweeping views and a real sense of privacy, yet close enough to explore charming villages and beaches. The house is well-equipped and very comfortable, with excellent air conditioning in the bedrooms, a real plus during the summer heat. Paola and Nino were the most gracious hosts, warm, welcoming, and always available if we needed anything, yet also giving us plenty of space. Their three sweet labradors were a lovely bonus! We truly didn’t want to leave and would return in a heartbeat.
Guest favourite
Home in Catabbio
4.89 out of 5 average rating, 159 reviews

Country house La Meria

AlexRating, 5 stars2 months ago
If you stay here, you will find yourself in a painting, so beautiful is this cottage located in the mountains! Lucca is really super nice and funny. He tells a lot. The restaurant they run is fine too, and good food! The breakfast is very good. We definitely recommend this cottage!
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 138 reviews

Casa di Lyndall - Entire house with exclusive pool

LiannaRating, 5 stars1 week ago
Yet another fabulous stay! Thank you Lyndall for sharing your special space. Getting in on the village pizza night was a surprise bonus and so fantastic to enjoy the local community. Until next time :)
Superhost
Home in Sorano
4.8 out of 5 average rating, 128 reviews

Lovely home in villa with garden and pool

JoshRating, 5 stars2 weeks ago
A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.

Weekly house rentals

Superhost
Home in Castel del Piano
4.68 out of 5 average rating, 69 reviews

Podere Due Fiumi

LisaRating, 5 stars1 month ago
We loved this house! Such a fantastic location. Quiet and peaceful. Walks from the house around the countryside or to the river were wonderful . Castel del Piano nearby for buying provisions. Sitting and listening to the birds and reading. A wonderful time. Thanks you!
Guest favourite
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 Castel del Piano
4.82 out of 5 average rating, 11 reviews

Nonna Mety's house

JanaRating, 5 stars7 months ago
The house is very typical, its like a cottage. If you arrive, I recommend you park your car in the near by parking and walk from there, its 200 meters, its better than wonder around how to arrive as the google does not lead you there precisely. There is many things you can do around. We arrived to explore and Sarah was very responsive and nice in person. Just one thing that we were missig was a window in one room there is no window and in the second room there is only a roof window so there is no natural light in there. But its probably because of the old constructions and also the hot season. Othere than that we liked this place.
Top guest favourite
Home in Castiglione d'Orcia
4.96 out of 5 average rating, 94 reviews

Da nonna Ornella - nest in Val d'Orcia

준우Rating, 5 stars5 days ago
Except for the communication being a little disappointing (this can also be communicated through the translator), it was really the best accommodation. I want to give a perfect score to everything from the location to the host. Our honeymoon was perfect because of the fantastic scenery and the warm and considerate kind diva. It's too far, but if I get the chance, I definitely want to come back. We express our respect, gratitude, and admiration to Diva for giving us the best experience. You are truly the best, Diva!
Top guest favourite
Home in Montalcino
5 out of 5 average rating, 8 reviews

New Palazzo in City Center: 4 King Bedrms 6 Bath

RiteshRating, 5 stars1 month ago
Thank you Brian for sharing your beautiful home with us for a couple of days. Your home is by far the best maintained and most well equipped and pristine places that we have stayed so far. We had the most amazing time in the house as well as walking around the city in the evenings. The location is perfect for everything from shopping to restaurants and wine tastings. Thank you Valentina for taking care of our needs during the stay, we would definitely return to stay at your house the next time when we visit. Thank you so much🙏
Top guest favourite
Home in Montalcino
4.94 out of 5 average rating, 33 reviews

Domus Antiqua

KellyRating, 5 stars2 months ago
We loved staying in this beautiful home in Montalcino. It was even more beautiful and unique than the pictures! My family of five loved staying here- lots of space for everyone and it was fun to be right in the 500 year old town. We especially love having coffee and wine on the balcony.
Superhost
Home in Seggiano
4.65 out of 5 average rating, 23 reviews

Chalet of the Well

LyndaRating, 5 stars11 months ago
Quiet hidden location - simple and as shown in images and explanation.
Superhost
Home in Seggiano
4.79 out of 5 average rating, 28 reviews

Panoramic view with mountain view of old Norman house

ChristineRating, 5 stars2 months ago
Those who love the tranquility and the ideal starting point for visits in the area plus a lovingly furnished home will be right with Federico. Both cafes in the village are beautiful places to stop in the evening, enjoy the view from the mountain to the fantastic countryside. Seggiano is located on a stop, the house in the middle of the village. We made many fantastic excursions and were always happy to return to Seggiano in the evening and experience this special place. Thank you for your hospitality!

Private house rentals

Top guest favourite
Home in Castiglion Fiorentino
5 out of 5 average rating, 36 reviews

Hidden gem in Tuscany

MitchellRating, 5 stars1 month ago
Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.
Top guest favourite
Home in Loc. Casalini - Comune Panicale
4.99 out of 5 average rating, 95 reviews

Cottage surrounded by nature

AlanRating, 5 stars1 week ago
Stayed here last week for 5 days. On arrival we were met with a welcome basket of food a bottle of wine a bottle of homemade olive oil and also bottles of water on arrival. The pictures don’t do it justice it felt like a place out of a fairytale, the property is surrounded by tons of olive trees and greenery. If you want a quiet relaxing holiday this is place to go. Rosella was amazing with quick responses and extremely welcoming, we are definitely going again next year.
Top guest favourite
Home in Città della Pieve
4.97 out of 5 average rating, 77 reviews

The Terrace of Victory

MagnusRating, 5 stars6 days ago
Alessandro is a very nice and thoughtful host. The place and the view is great. It has everything you need for your trip (probably best for couples or on your own). Having a car is almost non negotiable but that also makes it very calm and quiet. Groceries and some great ice cream are close by. Can only recommend!
Top guest favourite
Home in Monticchiello
5 out of 5 average rating, 41 reviews

Lovely home to dream

CadeRating, 5 stars1 week ago
This place is definitely a piece of Tuscany Italy. it will always hold a special place in my wife's and my heart with how beautiful and amazing the house was and the town it is located in. it seemed very well located, close to hot springs, multiple other cities, beautiful country side with horse back riding, world class winery's, ect. She is a great host and I would highly recommend this Airbnb to anybody looking for a one of a kind experience in Italy.
Top guest favourite
Home in Castell'Azzara
5 out of 5 average rating, 82 reviews

The Bandita dei Bovi

KarolinaRating, 5 stars2 weeks ago
We had a wonderful stay at La Bandita! Debora is an amazing host who takes care of every detail. We were welcomed with thoughtful gifts – wine, pasta, homemade jams – a true taste of Tuscany. The house is beautifully equipped: spices, oils, kitchen tools, ice cubes, even toothbrushes and soaps in the bathroom. Extra towels, cozy blankets, and everything we could possibly need were provided. The location is peaceful and picturesque, perfect for relaxing and enjoying the Tuscan countryside. Breakfasts on the terrace with the panoramic view were unforgettable. Communication with Debora was excellent – she was kind, responsive, and made us feel at home. We truly felt taken care of and appreciated every moment spent there. La Bandita is a magical place, full of warmth and charm. We’d love to return one day – it felt like a home away from home, and we can’t recommend it enough to anyone looking for an authentic and comfortable Tuscan getaway. We'd love to come back!
Superhost
Home in Sorano
4.86 out of 5 average rating, 43 reviews

Cozy Artist Retreat in the heart of Sorano

EleonoraRating, 5 stars1 week ago
A pleasant and peaceful stay. Special and evocative house, comfortable bed and large and nice terrace. We were accompanied by many cats in the country who made our stay even more pleasant. Caleb was very helpful, especially at early check-in.
Top guest favourite
Home in Campiglia D'orcia
5 out of 5 average rating, 22 reviews

Casa Letizia: Val d'Orcia, Thermal Baths and Mount Amiata

FilipaRating, 5 stars1 month ago
Our family had a wonderful stay at Letizia’s accommodation. The beauty of the home and surrounding valley exceeded the photos and description. We felt so welcome and at home and had plenty to do from walking on the farm to visiting the many surrounding towns. Letizia recommended a local restaurant which was superb. Letizia helped us immensely with any question we had and it was a big highlight of our trip to Europe. Thank you Letizia!
Top guest favourite
Home in Magione
5 out of 5 average rating, 20 reviews

Beach House, on the shores of Lake Trasimeno

Juan DiegoRating, 5 stars2 weeks ago
To assess this property, we must start with the HOST, a professional in every sense. From the minute 0 of the reservation, until the departure; always attentive, very kind and very professional. It is a pleasure to meet serious people and this gives value to the application. The beach house is a paradise in Italy. Easy access, attention to detail, peace, nature, comfort. Our trip was as a family with our two poodles and I think they were the ones who enjoyed the property the most, seeing them run and jump through the green areas of the property and live with many birds, rabbits is priceless. Our daughter enjoyed her stay studying and with the peace and tranquility of the place, it was not difficult for her to concentrate. We, on the other hand, did some sightseeing in the area, all very close and well connected by road. It is a very well-kept, safe property and above all, enjoying its sunset, sitting on a lounger, enjoying a good wine (from the area) is a unique experience. Thank you Maurizio.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Montelaterone
  6. House rentals