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House vacation rentals in Montelaterone

Find and book unique houses on Airbnb

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Popular amenities for Montelaterone house rentals

House rentals with a pool

Top guest favorite
Home in Castiglion Fiorentino
5 out of 5 average rating, 35 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.
Guest favorite
Home in Arezzo
4.9 out of 5 average rating, 166 reviews

Italian Interior

LloydRating, 5 stars8 months ago
What a wonderful experience! The description of the home was excelled by the reality. It was very clean and tastefully decorated — Anna has an eye for design and art. the three bedrooms easily accommodated us. The large patio with its charming table and vine screened roof was a charming place to enjoy our morning cappuccino. the home is situated in a agricultural community built in 1788, situated in extensive vineyards. The buildings have been thoroughly renovated into a series of private homes. The community contained renters like us, but also young communities and older retirees. We had a chance to get to know people in the neighborhood, who were uniformly friendly. the AirBnB is about 25 minutes away from Arezzo by car. The best place to park we found was in the short term parking at the train station. From there it was just a short walk to the Old Town. Anna was a wonderful and charming host. We recommend this property highly!
Guest favorite
Home in Asciano
4.97 out of 5 average rating, 34 reviews

Family Forest - Pool in the Crete Senesi

SylviaRating, 5 stars1 week 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 Cetona
5 out of 5 average rating, 78 reviews

Il nido del Rondone

EveRating, 5 stars3 weeks ago
You will not regret your stay! From the moment we were greeted by Elisa’s father on arrival we felt welcomed. The accomodation exceeded our expectations with absolutely everything that you would need with the bonus of being able to access to the amazing pool. It is only a short walk down to the city centre. To top this all off, the hosts are extremely generous and friendly. Thank you for sharing your little piece of paradise with us. We will look at returning one day!
Top guest favorite
Home in Pereta
5 out of 5 average rating, 56 reviews

Bel Casale with sea view and the mediaeval village

AmarRating, 5 stars1 week 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.
Superhost
Home in Seggiano
4.65 out of 5 average rating, 23 reviews

Villetta del pozzo

LyndaRating, 5 stars11 months ago
Quiet hidden location - simple and as shown in images and explanation.
Guest favorite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 137 reviews

Casa di Lyndall - Entire house with exclusive pool

LiannaRating, 5 stars6 days 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 :)
Guest favorite
Home in Rigomagno
4.96 out of 5 average rating, 100 reviews

House Rigomagno Siena

Marco JustusRating, 5 stars1 week ago
We had a wonderful time in this absolutely cute house, which is surrounded by breathtaking nature. The tranquility is unique – you can only hear the chirping of the birds, and every now and then deer appear at the edge of the forest. Simply magical! The pool was well maintained and you had real peace. A real highlight for us was the kitchen: so lovingly decorated and exceptionally well equipped – we have never experienced this before! The gas stove and the high-quality oven made cooking a pleasure. Host Diego was incredibly friendly, attentive and warm. You immediately feel welcome and well cared for. A perfect retreat for those who appreciate nature, tranquility and loving details.

Weekly house rentals

Superhost
Home in Castel del Piano
4.69 out of 5 average rating, 68 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 favorite
Home in Campiglia D'orcia
4.94 out of 5 average rating, 79 reviews

stay in Val d'Orcia

MarieRating, 5 stars1 week ago
We had a very nice time at Giacomo's place. The area is beautiful and we were able to explore everything with a borrowed e-bike thanks to Giacomo's recommendations. The restaurant in the village was a dream, we went there on Giacomo's recommendation. Everything was great!
Top guest favorite
Home in Monticchiello
5 out of 5 average rating, 40 reviews

Lovely home to dream

CadeRating, 5 stars4 days 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 favorite
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🙏
Guest favorite
Home in Contignano
4.95 out of 5 average rating, 19 reviews

Noi 2 Vacanze in Fortino d 'Amore

MikeRating, 5 stars1 month ago
This was a wonderful space with amazing history of the Val d'Orcia. Giuseppe was a delight showing us everything we needed to know in this very well appointed two story unit. The bed was extremely comfortable and the hosts went to great lengths to supply everything we could need, especially the Illy coffee and moka pot for espresso. Having the clothes washer was a big plus. The views from every window are breathtaking and the location is a perfect balance of feeling out in the country while close to tourism sites. Have a car was very useful. The unit sits amongst many making it feel like a little quaint and quiet town with a small grocery steps away. We were very fortunate to have found this place and would recommend to anyone as something very special and quietly romantic.
Top guest favorite
Home in Pienza
5 out of 5 average rating, 53 reviews

Pienza Center - Stylish Apt, 6 Guests, A/C & WiFi

ShirleyRating, 5 stars2 weeks ago
We loved our stay in this apartment. It was perfect for the three of us - clean and very well stocked for us with extra amenities!!!! We really appreciated that. We love Pienza, and very much enjoyed our stay here. Thank you!!!
Guest favorite
Home in Montalcino
4.94 out of 5 average rating, 33 reviews

Domus Antiqua

KellyRating, 5 stars1 month 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 Castelnuovo di Val di Cecina
4.93 out of 5 average rating, 67 reviews

L'Uva Fragolina. House, Garden, Panoramic View

DavidRating, 5 stars2 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!

Private house rentals

Top guest favorite
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 favorite
Home in Orvieto
4.96 out of 5 average rating, 72 reviews

The romantic "Bennicelli Tower Suite"

RoeiRating, 5 stars1 month ago
We had a wonderful time staying with Andrea. He was very welcoming and always available to help. He assisted us with great recommendations and with booking restaurants and wineries. The tower itself is a truly unique place, and the peaceful surroundings created the perfect atmosphere for our stay.
Top guest favorite
Home in Città della Pieve
4.97 out of 5 average rating, 76 reviews

The Terrace of Victory

MagnusRating, 5 stars3 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!
Guest favorite
Home in Rocca d'Orcia
4.86 out of 5 average rating, 29 reviews

Casa Primavera a Rocca d'Orcia

AlessandraRating, 5 stars2 weeks ago
I only stayed one day with my partner, but I left my heart in Rocca d'Orcia, the Paesino is perfect for staying a few days in peace in a context of other times. The accommodation is spacious, the kitchen is complete with everything, the room is spacious and the bed is comfortable. Near the house, there is a restaurant that offers Tuscan food with a touch of originality. I would say perfect, everything absolutely to be recommended. I hope to return.
Top guest favorite
Home in Castell'Azzara
5 out of 5 average rating, 81 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!
Top guest favorite
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 favorite
Home in Pitigliano
4.98 out of 5 average rating, 45 reviews

CasAgata

IrynaRating, 5 stars1 week ago
Our stay in Pitigliano was incredible! Check-in was super easy, and the host was extremely responsive and helpful—guiding us with parking, luggage, and making sure we felt right at home. They even recommended the BEST restaurant in town! After two weeks in Italy, I can confidently say this charming city had the best service, most welcoming staff, and hands down the most delicious food—those sausages were unforgettable! There was a bit of noise in the master bedroom since the wall connects to the restaurant next door, but thankfully the apartment had a second bedroom where we could place our light-sleeping toddler, and it worked out perfectly. Pitigliano is such a unique gem, and our stay made it even more memorable. Highly recommend!
Top guest favorite
Home in Tuoro sul Trasimeno
5 out of 5 average rating, 53 reviews

the oasis of the foxes

AbbyRating, 5 stars1 week ago
Beautiful home in a more secluded area overlooking Lake Trasimeno. The trains and a highway are below but not invasive. The views are beautiful. The home was clean and tastefully updated but still clearly old and had a lot of character. We did not have a car and the train station is an hour walk away. There are a couple buses that pass through but not enough to be a reliable means of getting to and from the house. Even the taxi was busy and we had to be flexible on when we went to the train station but it worked out fine. We walked to and from Tuoro for groceries and visited La Puntabella for a great dinner with a view. It was an adventure and we enjoyed it despite our plan not being very good for this location. Sonia was patient and helpful in working out our means of travel and figuring out the bus schedule. Natolino reminded us of home and he is fun to watch and listen to.

Destinations to explore

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