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Family-friendly vacation rentals in Montemerano

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Montemerano family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A bright living area features a wooden table with a wine bottle and glass in the foreground. Large glass doors open to a patio, revealing countryside views and two outdoor chairs facing the tranquil landscape.
Apartment in San Giovanni d'Asso
5 out of 5 average rating, 20 reviews

Podere Ferranino #Cimabue Townhouse

MartinRating, 5 stars10 months ago
Sehr schönes Haus, landestypisch eingerichtet dabei aber trotzdem modern. Besonders gefallen haben und die Betten und die angenehme sanfte aber effektive Klimatisierung. Sehr geräumig, so dass ein Aufenthalt mit 4 Personen sehr angenehm möglich ist. Es gibt sogar eine Lademöglichkeit für E-Fahrzeuge.
Guest favorite
A charming corner of the property is adorned with bright pink flowers and framed by the rustic building. The view extends to rolling hills in the distance under a clear blue sky, with greenery surrounding a stone patio area in the foreground.
Villa in Buonconvento
4.95 out of 5 average rating, 57 reviews

Bellagatta, an Enchanting spot in Val d'Orcia

MartinRating, 5 stars8 months ago
We had an amazing four weeks staying at Bellagatta, using it as a base to explore Tuscany & surrounds, and it met all our expectations and more. Bellagatta is a positioned on a hilltop with stunning 360 degree panoramic views, more beautiful than the photos. The annexe that we stayed in was exceptionally clean and comfortable and well fitted out. Air con was useful on the first few days of our stay which were very hot. The property is well situated, 10 minute drive into Buonconvento (not quite an easy return walk up the hill!) which was convenient for restaurants & shopping. Gaetano was a most delightful host, very welcoming, & always taking interest in which towns we were travelling to and providing useful tips for our visits. His property manager, Susil, was also readily available and looked after us with anything we needed , even providing fresh eggs, vegetables & olive oil from the property. Highly recommended!
Guest favorite
The villa showcases a charming stone facade, complemented by a covered terrace that features stylish outdoor seating. Lush green grass surrounds the property, while vibrant planters add a touch of color. The expansive view of the countryside is visible against a backdrop of clear blue skies.
Villa in Allerona
5 out of 5 average rating, 34 reviews

Vakantievilla Casale Colline Dolci

JeffRating, 5 stars1 month ago
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.
Guest favorite
The villa is set against a backdrop of rolling hills and gardens. A large pool is visible in the foreground, featuring a circular shape and steps leading into the water. The stone structure with a tiled roof complements the natural surroundings.
Villa in Montepulciano
4.91 out of 5 average rating, 126 reviews

Villa a Montepulciano con Piscina

SantiagoRating, 5 stars1 week ago
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!
Top guest favorite
An ancient stone well is positioned in the foreground, showcasing intricate carvings and a circular top. In the background, an impressive stone building features a tower and windows, accented by flags. The scene captures the historical charm of Montepulciano's central square under a clear blue sky.
Apartment in Montepulciano
4.92 out of 5 average rating, 144 reviews

Charming House in Montepulciano

AngieRating, 5 stars6 days ago
We had the most lovely stay at Fernanda’s and definitely want to come back someday! It was the best of our 3 week trip. From the moment of booking she was super responsive and helpful. The place was large and felt like home—great for us and adult son. Of course the views were the best and wish we could have just sat in front of the window for 3 days. It’s in quiet and peaceful part of village which was also perfect after busy Rome and Florence.. Grazie Mille Fernanda for your kindness.
Superhost
The stone villa is framed by lush greenery and overlooks a tranquil swimming pool. Large glass doors reflect the natural surroundings, enhancing the connection to the outdoors. The serene atmosphere is complemented by the native plants situated throughout the landscaped grounds.
Vacation home in Saturnia
4.79 out of 5 average rating, 14 reviews

Tuscan country villa with private swimming pool

MadeleineRating, 5 stars4 weeks ago
What an amazing and beautiful home! We loved our stay here with our family and enjoyed a delicious meal prepared by Susanna and Tiziano for my sisters birthday dinner. Gorgeous location, great pool, really fun art all over the entire house that’s been restored but full of character. Plus it’s just 5 mins and your at the hot springs or restaurants. We can’t it to go back!
Top guest favorite
An outdoor terrace features a glass dining table set for four, complemented by green chairs. A bottle of wine and glasses rest on the table, with vibrant red flowers adding a pop of color. A scenic valley view showcases rolling hills and a distant mountain.
Condo in Chiusi
4.95 out of 5 average rating, 148 reviews

La Terrazza su Chiusi - appartamento panoramico

DianneRating, 5 stars1 month ago
Chiusi may not be a major hilltop town but it is very special because it lacks the tourists. We had plenty of restaurants to visit in the week we stayed, and lots of historic sights to see. You do need a car to visit surrounding towns but the peacefulness of Chiusi makes it delightful. Rafaels place is perfect with the balcony and sublime views. He was an exceptional host who did not impose on our privacy but always friendly and helpful. I would highly recommend this place and town.
Guest favorite
A refreshing swimming pool is surrounded by lounge chairs on a deck. Lush greenery lines the fence, providing privacy. A stone wall with a traditional roof is visible in the background, contrasting with the bright blue sky overhead.
Townhouse in San Quirico
4.92 out of 5 average rating, 59 reviews

Tuscan Countryside Retreat with Heated Pool

MarkRating, 5 stars1 week ago
We had a wonderful stay. Our hosts were available and responsive, but gave us privacy. Perfect! If you want to visit Italy and be away from tourists, this is the perfect place. The house was exactly as described. Even though the outside temperature was in the low 30s, we chose not to use the a/c. The house stayed comfortably cool. The outdoor pool was perfect. Some of the local towns were spectacular, Pitigliano in particular. Worth staying, just to visit this one town! A day trip to Porto Ecole is also worth the effort. Perhaps our only disappointment was that some of the village restaurants were closed during all of our (4 night) stay, including the one that I had an online reservation at for our final evening.

Family- and pet-friendly home rentals

Guest favorite
A rustic stone farmhouse is surrounded by rolling hills and lush trees, featuring a swimming pool with sun loungers nearby. The expansive landscape showcases golden fields under a clear blue sky, highlighting the tranquil setting in the countryside.
Apartment in Castiglione del Lago
4.91 out of 5 average rating, 143 reviews

Ulivo - Charming apartment in the countryside

CharlotteRating, 5 stars1 week ago
Wow, what a beautiful apartment this was. Nestled in the countryside by the Tuscany/Umbria border is this gorgeous farmhouse owned by Simona and Yens and what a find it was! The rolling hills are captivating and if you want to switch off, enjoy visiting beautiful villages, eat lovely food and really rest, this is the place to do it. We were welcomed by their two friendly dogs and received lots of tips about the local area from Yens on arrival. The apartment is spacious and serene. From spending evenings on the patio eating al fresco, watching the stars or having morning swims, we had a wonderful time and would wholeheartedly recommend this to anyone and everyone seeking some peace and quiet. The farmhouse is remote but it's very easy to get anywhere by car and the drives are never dull with the countryside views. It's hard to put into words how relaxing this place is and so I suggest you book and find out, you won't regret it! Thank you so much Simona and Yens!
Top guest favorite
A warm living space features wooden beams and stone walls. A cozy sitting area is arranged with soft seating, and a dining table is placed nearby. The fireplace adds character, while large windows offer views of the surrounding landscape and invite natural light.
Vacation home in Bolsena
4.98 out of 5 average rating, 173 reviews

The view with a room - Piazza dei Monaldeschi

EricaRating, 5 stars2 weeks ago
Our stay at Giulio & Emanuela’s place was truly magical. Giulio was very proactive and responsive with giving us directions and instructions on how to get there. They were always there for us if needed and extremely friendly, welcoming, and helpful. Could not rave about this gem more. The place and the surrounding neighborhood are something special, and I hope to be back again someday!
Top guest favorite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano
4.97 out of 5 average rating, 125 reviews

Casale in pietra in Val D’Orcia

Theng JuhRating, 5 stars2 weeks ago
Stefania was super nice to wait for us despite we were later for 3 hours. Her house was very beautiful and lots of space for 10 of us. Everyone can have their own space on the balcony or terrace. Can have BBQ too. House was very well equipped with everything that we expected. Had a wonderful time. Thank you.
Superhost
A bright and spacious bedroom is shown, featuring a large bed with light-colored bedding. Two bedside tables hold lamps, providing a soft glow. A vase with dried flowers sits on a wooden dresser. Light pours in through a window covered by dark curtains, and a large pendant lamp hangs overhead.
Apartment in Montemerano
4.65 out of 5 average rating, 205 reviews

Casa delle Mura

SusanRating, 5 stars1 week ago
We had a wonderful stay at this Airbnb! The space was spotlessly clean, cozy, and incredibly quiet—perfect for relaxing. The view from the third floor was beautiful and well worth the stairs. The host was very responsive and helpful throughout our stay, which made everything easy and stress-free. Only a few minutes drive to the lovely Le Cascate di Saturina (Hot Springs). Highly recommend for anyone looking for a peaceful and comfortable place to stay!
Superhost
A view from an open wooden window reveals rolling hills adorned with olive groves and vineyards. Soft sunlight illuminates the landscape, enhancing the natural beauty of the surrounding countryside.
Apartment in Montepulciano
4.84 out of 5 average rating, 99 reviews

La Casa delle Querce - "Belvedere"

OceaneRating, 5 stars8 months ago
Un superbe endroit qu’il est difficile de quitter. Nous avons adorer séjourner dans ce magnifique logement typique de la Toscane et une vue magnifique sur ses environs. Nous y retournerons avec plaisir si l’occasion se présente. Luca est une personne chaleureuse et très attentive. Nous recommandons.
Superhost
The exterior of a cottage is surrounded by lush greenery and large trees, providing a natural frame. The stone structure features an archway entrance, with a chimney visible above the roof, blending harmoniously into the tranquil landscape.
Farm stay in Provincia di Siena
4.87 out of 5 average rating, 118 reviews

Spigo - Indipendent Cottage Zampugna

FilipRating, 5 stars6 days ago
Nádherné místo, vše připraveno i s občerstvením, ubytování klidné a čisté ... Klimatizace funkční, ale skoro nebyla potřeba, protože to bylo krásné klasické toskánské ubytování, kde jsme rozhodně nebyli naposledy
Superhost
The image features an aerial view of a spacious rural property, showcasing manicured gardens and a swimming pool surrounded by lounge chairs. In the background, hills and olive trees are visible, with charming structures dotting the landscape, enhancing the serene atmosphere of the Tuscan countryside.
Villa in Poderi di Montemerano
4.98 out of 5 average rating, 41 reviews

Fonte dei Frati private Villa and pool

FriederikeRating, 5 stars9 months ago
Tolles Anwesen mit einem gigantischen Pool, der täglich gereinigt wurde. Das Haus ist sehr groß und geräumig mit großen Schlafzimmern. In Manciano findet man alles was man braucht. Wir waren schon mehrmals in der Region, allerdings war dieses Haus schon weit ab vom Schuss. Das Haus selbst liegt aber direkt an der Straße zwischen Montemerano und Manciano und ist gut zu erreichen. Einziger Kritikpunkt: Es hätte für unseren Geschmack ein bisschen sauberer sein können. Vorallem die Küchenutensilien und die Böden. Betten, Handtücher, Bettwäsche war aber sehr ordentlich und sauber. Nach Grosseto oder ans Meer Richtung Castiglione ist schon sehr weit zu fahren. Der direkte Weg Richtung Orbetello ist gut und die Strände da auch sehr schön. Ausflüge kann man viele machen. Besonders empfehlenswert ist Pitigliano.
Guest favorite
An aerial view captures the agriturismo's spacious grounds, featuring a inviting swimming pool surrounded by sun loungers. Lush green lawns and well-maintained gardens frame the rustic stone buildings, which offer a peaceful retreat amidst scenic farmland.
Farm stay in Pienza
4.94 out of 5 average rating, 172 reviews

Agriturismo Palazzi del Papa Val d'Orcia Pienza

AntiamRating, 5 stars2 months ago
Wir hatten eine fantastische Zeit in Sabrinas Unterkunft in der Nähe von Pienza. Sabrina war stets erreichbar und extrem freundlich & proaktiv. Die Räumlichkeiten waren tiptop sauber. Das Frühstück wurde stets frisch zubereitet. Der Garten und die Aussicht waren atemberaubend. Alles in allem haben wir die Zeit extrem genossen. Zwei kleinere Bemerkungen: - Die Preise für den Kochkurs empfanden wir doch noch ein bisschen mit 100 Euro p.P. im teuren Segment (100 Euro p.P.) - das war uns leider nicht im Vorhinein bewusst, evtl. wäre es gut ein bisschen mehr Transparenz zu gewährleisten. - Es gab an zwei Tagen komplette Wasserausfälle für viele Stunden - an sich nicht schlimm, aber sollte hoffentlich nicht die Norm sein.

Family-friendly home rentals with a pool

Superhost
A rustic stone house is set against a backdrop of lush trees, featuring a terrace with sun loungers arranged around a central swimming pool. The building's earthy tones complement the natural surroundings, while a chimney adds a touch of charm to the exterior.
Cottage in Roccalbegna
4.91 out of 5 average rating, 77 reviews

Small cottage, swimming pool entirely private use

MartinRating, 5 stars6 days ago
Wir wurden mit frisch gebackenem Brot, selbst gemachtem Kuchen sehr herzlich empfangen. Das Olivenöl von Max und die selbstgemachte Marmelade waren auch sehr lecker 😋 Die Liegebetten waren total bequem. Der Pool wurde jeden Tag von Ivan gereinigt. 👍🏽 Olga hat uns sogar ein Backrohr organisiert 😊… Die Herzlichkeit von Olga und Max, die liebevoll gestaltete Unterkunft und all die kleinen Aufmerksamkeiten haben diesen Urlaub zu etwas ganz besonderen gemacht….danke 🥰Ulli & Martin
Superhost
A serene hillside retreat is set amidst lush vineyards, showcasing a rustic building adjacent to a sparkling pool. The landscape features rolling hills and a vibrant sky at dusk, providing a tranquil backdrop that emphasizes the peaceful surroundings.
Farm stay in Castelnuovo dell’Abate
4.88 out of 5 average rating, 68 reviews

CasaVIOLA Brunello vineyards

IhorRating, 5 stars2 weeks ago
This is an incredible villa in Tuscany, my girlfriend and I are excited about our vacation here! It’s a pity that we booked for only two days, next time we will book for a longer period. Definitely recommend!
Top guest favorite
A hammock is gently suspended between wooden posts, surrounded by a lush green lawn and trees. Colorful flower pots are positioned nearby, and charming rustic buildings are visible in the background under a clear blue sky.
Farm stay in Magliano in Toscana
5 out of 5 average rating, 31 reviews

agriturismo Torribasse

SophieRating, 5 stars9 months ago
Die Unterkunft ist sehr schön inmitten der Landschaft gelegen, das Meer erreicht mit dem Auto in ca. 20 Minuten. Enrico gibt bei der Ankunft viele Tipps für Ausflüge und Unternehmungen in der Nähe. Die Unterkunft selbst war sauber und gut ausgestattet, man hat alles was man braucht.
Superhost
Villa in Seggiano
5 out of 5 average rating, 8 reviews

Case Bianchi

ThomasRating, 5 stars8 months ago
Das Haus ist sehr schön und rhuig gelegen, in einem sehr guten Zustand und top eingerichtet. Man braucht unbedingt ein Auto da Geschäfte, Restaurants und Cafes etwas weiter weg sind. Trotz gemischten Wetterbedingungen hatten wir einen sehr schönen Aufenthalt. Die schönen Tage waren wir Wandern, Fahrradfahren in der Maremma oder baden am Meer. Das naheliegende Daniel Spöri-Museum ist auch sehr empfehlenswert. Bei Regen haben wir in der gut ausgestatteten Küche ausgiebig gekocht und bei Kaminfeuer die gute DVD Musik- und Film-Auswahl genossen. Rundum für uns (5) ein perfekter Kurzurlaub.
Guest favorite
The outdoor area features a serene swimming pool surrounded by a natural landscape. Lush greenery and blooming flowers enhance the setting, while a wooden deck offers space for relaxation. In the distance, hills create a tranquil backdrop, emphasizing the beauty of the surrounding nature.
Cottage in Santa Fiora
4.86 out of 5 average rating, 22 reviews

Il Seccatoio – house in stone with panoramic view

FrancescaRating, 5 stars1 month ago
Mio marito ed io abbiamo soggiornato due notti nel Seccatoio delle castagne del Podere di Maggio. Che dire? Un vero paradiso: incastonato in una vallata meravigliosa con il monte Amiata difronte e il bellissimo borgo medievale di Santa Fiora. Non potevamo chiedere di meglio: struttura meravigliosa, ben curata, nei dettagli, una pace impagabile. I padroni di casa sono stati fantastici, ospitali e ci hanno fatto davvero sentire a casa. Insomma tutto perfetto, non manca nulla, ovvio devi amare la vita bucolica come noi ! Unica pecca? Due notti sono state troppo brevi e sicuramente torneremo . Grazie Peter , Rita e dolce Noemi. A presto
Guest favorite
A private swimming pool is surrounded by lush greenery and flowering plants, offering a serene retreat with expansive views of the rolling hills and mountains beyond. Two lounge chairs are positioned by the pool, inviting relaxation in a tranquil outdoor setting.
Cottage in San Casciano dei Bagni
5 out of 5 average rating, 17 reviews

Toscana, Country house with exclusive pool

ThomasRating, 5 stars1 month ago
The view is stunning. The place is very private. Leonardo is very responsive. Definitely worth visiting La Pace, a lovely restaurant 5 mins walk away. 10/10 recommend
Guest favorite
A heated swimming pool is framed by a tiled apron, set against a backdrop of lush greenery and a partially shaded pergola. The clear blue water contrasts with the earthy tones of the surrounding landscape, inviting relaxation in a tranquil outdoor setting.
Villa in San Casciano dei Bagni
4.98 out of 5 average rating, 64 reviews

Luxury Tuscan countryside villa with pool/WiFi/AC

Devon And DavisRating, 5 stars1 week ago
I cannot say enough about our trip to Martino’s villa. What a lovely villa in the cute town of San Casciano dei Bagni. We had a great family vacation, enjoying some of the smaller towns and a visit to Montepulciano . We enjoyed Eleanor’s cooking for us two nights- what an amazing chef! Martino was very responsive and helpful when we needed something. I hope we can return one day!
Top guest favorite
A stone house is observed in the background with a sloped roof and a covered patio area. In the foreground, a rectangular swimming pool reflects the sky, surrounded by a grassy area and lounge chairs. Trees are visible, adding greenery to the serene setting.
Villa in Sorano
4.98 out of 5 average rating, 98 reviews

Poggio Bronzino, Montebuono - Sorano (Gr)

ChristianRating, 5 stars1 week ago
Tolle, großzügige Villa mit wunderschönem Pool und Aussicht auf den Sonnenuntergang. Wir haben uns sehr wohl gefühlt und die Zeit sehr genossen. Absolute Weiterempfehlung!

Quick stats about vacation rentals that are family-friendly in Montemerano

  • Total rentals

    10 properties

  • Nightly prices starting at

    G$16,727 GYD before taxes and fees

  • Total number of reviews

    540 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Vecchia Osteria Cacio e Vino, Trattoria Ristorante Enoteca La Cascia, and Osteria Passaparola Nell'Antico Frantoio

Destinations to explore