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House vacation rentals in Montemerano

Find and book unique houses on Airbnb

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Popular amenities for Montemerano house rentals

House rentals with a pool

Guest favorite
Home in Buonconvento
4.97 out of 5 average rating, 87 reviews

S.Ilaria - Private pool Villa with 2 bedrooms

AlisonRating, 5 stars2 weeks ago
Fabulous setting in the middle of fabulous Tuscany. The views from the house were stunning! The farmhouse itself was so charming - every detail. We enjoyed dinners on the covered patio, evening walks on the gravel road through the countryside and lounging by the pool with a glass of red wine. The setting is also the perfect location for day trips to nearby cities. We visited Montalcino, Montepulciano, Siena, Pienza and Cortona. Highly recommend!
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 Città della Pieve
4.97 out of 5 average rating, 79 reviews

Casale con piscina -Ad Galli Cantum- Vesper

TanyaRating, 5 stars2 weeks ago
This has to be one of the best air bnb’s I have ever stayed in. Only positive things to say, it is such a beautiful air bnb from the views, pool, grounds to the apartment itself. We felt so lucky getting to wake up to the views there every day. The pictures don’t fully represent how wonderful it is. Elena and her family were also so welcoming and friendly. The grounds are beautifully kept and the apartment had everything we needed and every detail was thought of. The location itself was also great, Citta Della Pieve is a lovely town, with less tourists than some of the towns in Tuscany. The Umbrian countryside is gorgeous. It’s a great base to also drive to the Tuscan countryside and towns such as Pienza and Val D’Orcia which took about an hour. I would rate even more than a 10/10, it absolutely made our holiday. Driving is a must!
Top guest favorite
Home in San Giovanni d'Asso
5 out of 5 average rating, 62 reviews

Country chic house in a village,private pool,wiFi

PennyRating, 5 stars4 weeks ago
Lorenzo met us on the street to walk us to the villa and showed us everything with a very warm welcome! The views are breathtaking! We found the location to be an excellent base to visit all of the surrounding towns. Having Grazia Franchini (see the host’s guidebook) prepare and serve dinner for us in the villa after a fabulous day of Brunello wine tastings was such a treat! Would definitely return to the area and stay here again but next time will set aside a day just to relax by the pool!
Top guest favorite
Home in Asciano - Chiusure - Monte Oliveto Maggiore
4.96 out of 5 average rating, 182 reviews

Country House in the Crete Senesi

CharlotteRating, 5 stars1 month ago
We feel so lucky to of found Guido and his beautiful house. Firstly Guido could not be more helpful, so responsive, friendly and has the best recommendations! He made sure the house was spotless for our arrival, even the pool is so clean it was perfect. The house itself is stunning, stays lovely and cool in the heat but the garden is just drenched in sunshine. Guido has made sure you can bask in the sunshine by the pool or chill out in shade in the height of the afternoon. There are so many comfortable spots to sit in! The pool was lovely and refreshing when it was hot mid afternoon and looked beautiful in the evening. Tuscany is stunning, there's so much to explore - would heavily recommend a car for that. In walking distance there are a couple of very delicious restaurants and if you're feeling adventurous you can walk to the monostary nearby which is definitely worth visiting. Thank you Guido!
Guest favorite
Home in Roccastrada
5 out of 5 average rating, 5 reviews

Apartment in the countryside

Dr. SveaRating, 5 stars10 months ago
Außergewöhnlich schöne, mit viel Liebe und Geschmack eingerichtete Wohnung in einer wunderschönen, gepflegten Anlage! Der schöne, gepflegte Pool ist das i-Tüpfelchen, das die Anlage perfekt macht. Wir haben das viergängige Dinner unter Sternen sehr genossen, in der Umgebung gibt es aber auch so viele gute Restaurants, dass man gar nicht alle ausprobieren kann. Chiara und Stefano sind die perfekten Gastgeber, von ihnen kann man viel Interessantes erfahren! Sie legen auch viel Wert auf Nachhaltigkeit, die Anlage ist autark und im zugehörigen Weingut werden nur Bio-Weine produziert.
Superhost
Home in Scansano
4.84 out of 5 average rating, 62 reviews

Il Casaletto nel cuore della maremma

OlivierRating, 5 stars10 months ago
Wow, what a peaceful place ! And that view 🤩 If you’re looking for a quiet environment to disconnect while enjoying nature and small medieval town walks (and taste good wines) this is the right place ! Ginevra is a very careful host, always looking to take care of you whatever happens, you will feel very supported !
Guest favorite
Home in Gavorrano
5 out of 5 average rating, 11 reviews

Casa in collina maremmana

FranzRating, 5 stars2 weeks ago
Wir haben unsere Zeit hier sehr genossen! die Unterkunft gehört zu einem Weingut dessen Besichtigung auf jeden Fall zu empfehlen ist. Auf dem gesamten Areal wird viel Wert auf Ambiente und Kunst gelegt. Alles ist super sauber und sehr ruhig. Die Bilder können nicht zeigen wie schön es in Wirklichkeit hier ist. Wir haben auf jeden Fall vor wieder her zu kommen.

Weekly house rentals

Guest favorite
Home in Giglio Porto
4.94 out of 5 average rating, 18 reviews

Appartamento Bouganville tra "Cielo e Mare

MatthewRating, 5 stars9 months ago
Annamaria sent an email with lots of really useful info ahead of our stay and check-in was very easy. She was also responsive to messages and friendly, the perfect Airbnb host - thank you Annamaria. The place itself is almost beyond description - it felt to us like our own piece of paradise. The view from the terrace is breathtaking and having our own private bathing-rock to swim from was really special. We cannot wait to return.
Top guest favorite
Home in Città della Pieve
4.97 out of 5 average rating, 76 reviews

La Terrazza di Vittoria

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!
Top guest favorite
Home in Castiglione d'Orcia
4.96 out of 5 average rating, 94 reviews

Da nonna Ornella - nido in Val d’Orcia

준우Rating, 5 stars2 days ago
의사소통이 약간 아쉬운것 빼곤(이것도 번역기를 통해서 의사소통 가능)정말 최고의 숙소였습니다 위치부터 호스트까지 모두 만점을 드리고 싶어요 환상적인 풍경과 따뜻하고 배려심 넘치는 상냥한 디바가 있어서 우리의 허니문이 완벽했습니다 너무 멀지만 기회가 된다면 꼭 다시 오고 싶습니다 우리에게 최고의 경험을 선사해준 디바에게 존경과 감사와 경의를 표합니다 당신은 정말 최고에요, 디바!
Top guest favorite
Home in Castell'Azzara
5 out of 5 average rating, 81 reviews

La 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!
Guest favorite
Home in Porto Santo Stefano
4.9 out of 5 average rating, 59 reviews

Casa delle Tortore

falkRating, 5 stars3 weeks ago
Wir waren Ende Mai mit drei Teenagern bei Serena und Giulio zu Gast. Die Wohnung ist klar und gut geschnitten, jeder Schlafbereich verfügt über ein eigenes Badezimmer. Vom Wohnzimmer und dem Dreibettzimmer kann man direkt auf eine sehr große, teilweise verschattete Terrasse treten. Je nach Wetter und Sonnenlage findet man zu jedem Zeitpunkt einen guten Platz - Sonne, Halbschatten, Schatten, Wind oder Windschatten, für alles gibt es ein Eckchen. Auf der Terrasse ist ein großzügiger Esstisch und drei Gartenliegen, so dass jeder ein Plätzchen findet. Wer sich bewegen möchte, kann eine Runde Tischtennis spielen. Ganz egal wo man sitzt, drinnen oder draussen, auf dem Liegestuhl oder am Tisch: Der Blick über den gepflegten Garten auf das Meer und die gegenüberliegenden Hügel ist unvorstellbar schön. Wer es schafft, sich von dem Blick zu lösen, findet auf der Halbinsel bewirtschaftete und unbewirtschaftete Strände und nette Orte. Wir haben uns sehr wohl gefühlt! Danke, Serena und Giulio!
Guest favorite
Home in Montalto di Castro
5 out of 5 average rating, 7 reviews

Seafront Cottage on Maremma Beach

AndreaRating, 5 stars1 month ago
Ein Traumhafter Ort zum Ausspannen. Wir suchten Ruhe und Erholung und kamen voll auf unsere Kosten. Ein schönes Haus mit Meerblick und Meeranstoss. Wir bekamen rasche Hilfestellung als wir eine Schraube benötigten, die wir an einem Gerät von uns verloren hatten.
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.
Guest favorite
Home in Pitigliano
4.88 out of 5 average rating, 49 reviews

La Casa di Sissi a Pitigliano

KathrinRating, 5 stars3 weeks ago
Wir haben zwei Nächte in dieser sehr geschmackvollen und charmanten Wohnung in Pitigliano genossen. Pietro war ein sehr netter Gastgeber und hat uns auch noch Tipps für die Weiterreise geben können. Pitigliano und Umgebung war ein wunderbarer Startpunkt für die Toskana!

Private house rentals

Top guest favorite
Home in Viterbo
5 out of 5 average rating, 21 reviews

Casina Tuscia

WimRating, 5 stars4 weeks ago
Una casa bellissima, curata in ogni dettaglio, con tanto spazio, sia all'interno che all'esterno, immersa nella natura. I proprietari erano molto cordiali e felici di rispondere a tutte le nostre domande. È un luogo rilassante, un vero regalo
Guest favorite
Home in Orvieto
4.87 out of 5 average rating, 23 reviews

Lake Bolsena / Orvieto - Restored barn Umbria

JillRating, 5 stars8 months ago
Wow! The best stay of our trip! Carolina is an absolute delight and went out of her way to organize a pizza making class for us and gave us phenomenal local recommendations. The space is beautiful, peaceful, and historic and the sights around the area were spectacular. Carolina even shared the very cool history and renovation process of the property with us. I would highly recommend this property!
Top guest favorite
Home in Montemassi
4.96 out of 5 average rating, 49 reviews

Capezzuolo 33

BenRating, 5 stars1 week ago
This apartment was so beautiful and the views were even better. We had an amazing stay here as our base for exploring Tuscany - visiting the Val d’Orcia and the thermal baths were a highlight! Lucia and Marco met us on arrival and were extremely friendly and gave us plenty of advice and places to visit. There was an issue with the boiler but Lucia was straight on it and it was fixed by the time we were home for the day. Thank you so much!
Top guest favorite
Home in Monticchiello
5 out of 5 average rating, 40 reviews

Graziosa abitazione per sognare

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 Campiglia D'orcia
5 out of 5 average rating, 22 reviews

Casa Letizia: Val d'Orcia, Terme e Monte 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!
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 Orvieto
4.98 out of 5 average rating, 83 reviews

TERRAZZA PARADISO- House + roof terrace + parking

EdwardRating, 5 stars1 month ago
This was our 5th trip to Orvieto and this AirBnB is the absolute winner. We called it our Palazzito--small palace. Everything was top notch--from the decorations to the furnishings to the amenities. And the rooftop patio is stupendous Highly recommended!
Superhost
Home in Manciano
5 out of 5 average rating, 4 reviews

Villa Maria Teresa

MarioRating, 5 stars10 months ago
Accoglienza perfetta, struttura nuova e super accessoriata, supermercati a 500 mt, siamo rimasti molti soddisfatti .

Destinations to explore

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