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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

CoreyRating, 5 stars2 weeks ago
Amazin relaxation! Great space, gorgeous view, and they even have an electric charging station!
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 Farmhouse Dolci Hills

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 exterior of the property features a rustic stone façade complemented by wrought iron details. A spacious terrace is equipped with a large umbrella and an outdoor dining area, surrounded by lush greenery, enhancing the natural setting.
Cottage in Radicondoli
4.93 out of 5 average rating, 137 reviews

Beautiful renovated barn in Tuscany

PhilippRating, 5 stars4 weeks ago
We had a wonderful week in Gloria's house. Our four-legged friend also felt totally comfortable in nature. The house is small but nice and has everything you need. The property is a nice size and is perfect for eating outside, relaxing in the hot tub or just lying in the sun. The way to the house is a little challenging, but with a normal car and a little driving experience it can be mastered. Gloria was always available to us and gave us good excursion tips for the area in advance. Even with any inquiries, she always responded very quickly and helped us. To just get out and enjoy the nature and tranquility of Tuscany, it is perfect. We will be happy to come back!
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 in Montepulciano with a Pool

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, 142 reviews

Charming House in Montepulciano

KirstenRating, 5 stars3 months ago
Our family loved staying in Fernanda’s apartment! My husband and I had visited Montepulciano two years ago, stayed at Fernanda’s place and loved it so much we came back with our three boys. Everything is so lovely and welcoming and Fernanda is the best hostess. She even made local dinner reservations for us. Thank you for everything, Fernanda!!
Superhost
A villa made from natural stone is set amidst a lush garden, featuring large windows that reflect the evening light. An irregularly shaped pool is positioned in the foreground, blending seamlessly with the surrounding greenery and offering views of the peaceful landscape.
Vacation home in Saturnia
4.77 out of 5 average rating, 13 reviews

Tuscan country villa with private swimming pool

SeanRating, 5 stars11 months ago
Fantastic abode hidden below the village of Saturnia. The property is fantastic, and has sunshine all day beating down on the garden and pool area. The house has everything you'd need, well kitted out kitchen, and all bedrooms are en-suite. AC worked well, so good sleeping wasn't lacking. The outdoor grill area and living room were also great, especially at night while watching the stars and listening to the nature all around. And for our group, which included 5 kids and a couple of digital nomads, the wi-fi kept up to keep everyone satisfied. I'd stay again in a heartbeat and look forward to being back in Saturnia.
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 - panoramic apartment

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.

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
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

Stone farmhouse in the 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
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, 117 reviews

Spigo - Indipendent Cottage Zampugna

FilipRating, 5 stars4 days ago
Beautiful place, everything ready with refreshments, accommodation quiet and clean ... Air conditioning functional, but almost not needed, because it was a beautiful classic Tuscan accommodation, where we definitely were not the last
Guest favorite
A panoramic view of the sea is visible, featuring various boats navigating through the calm waters. The shoreline is lined with charming buildings, enhancing the coastal landscape. A clear sky and distant mountains can be observed in the background.
Apartment in Porto Santo Stefano
4.88 out of 5 average rating, 770 reviews

HOUSE WITH SEA VIEW: KEY DELIVERY OR SELF CHECK IN

JamesRating, 5 stars5 days ago
We booked Sonia's place for one night while driving from up the Coast. We now wish we had time to stay longer! It's a stunning location with incredible views from the AirBnB. The coast is only a short walk away with plenty of restaurants to choose from. Sonia sent us photos and videos before arriving which were helpful and clearly showed where to park, where to find the lockbox and keys, and how to find the apartment making the check in process super easy. A highly recommended stay.
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

EleanorRating, 5 stars1 month ago
We had an amazing week long stay!! Sabrina is a fantastic host! The apartment was SO clean and comfortable and had everything we needed. Breakfast each morning was very yummy and fresh! We did the dinner one night and it was so amazing! Location is great too. Easy drive to many close by towns, grocery stores, and restaurants. The property is beautiful with lots of flowers. A little too cold for the pool during our stay but our kids loved the swing set and teeter totter. Absolutely recommend staying here!
Guest favorite
The exterior view captures a rustic stone house bordered by tall trees. A pathway leading to the dwelling is visible, accompanied by lounge chairs set on a grassy area. The tranquil setting reflects the peaceful ambiance of the countryside.
Home in Scrofiano
4.97 out of 5 average rating, 150 reviews

Jenny's Barn

ChaiRating, 5 stars1 week ago
I truly enjoyed my stay here! The place was clean, cozy, and exactly as shown in the photos. The best part was the host – so kind, warm, and welcoming! They made sure I had everything I needed and were always just a message away. 😊 Just something to note for future guests: the house is quite remote and up a hill, with no nearby neighbors. It can feel a little quiet. if you're not used to that kind of setting. But if you're looking for peace, privacy, and a break from the busy world, this is the perfect escape. Overall, a lovely stay with a wonderful host. Thank you so much for everything! 🌟
Top guest favorite
A panoramic terrace is depicted, featuring two rattan chairs and a small round table. A pitcher and cups are placed on the table, with vibrant flowers adorning the railing. A clear sky and rolling hills are visible in the background, enhancing the serene outdoor setting.
Condo in Montepulciano
4.98 out of 5 average rating, 320 reviews

Residence In cerca d'Autore

WilliamRating, 5 stars2 weeks ago
We absolutely loved our week stay here and couldn't have been happier. It was spacious, beautifully furnished and steps away from nearby restaurants and shops. Best of all was the huge terrace –it had insanely gorgeous views of the Tuscany landscape which never got old. Looked forward to our morning coffee and early evening aperitivo with the views of the Tuscan landscape. The views were fabulous (including a nice sunrise if you're an early riser)! We didn't have reservations for dinner one night and wandered just across the street to Rosso Rubino Trattoria. The owners could not have been nicer, and the food was delicious. Berardino graciously held us a spot in the coveted "Parcheggio 7" and drove our luggage up the hill upon arrival. He gave us a tour of the apartment and several great recommendations. It was a very welcoming start to our stay. It was the perfect base for exploring Tuscany and hope to return soon.
Superhost
A spacious property is surrounded by lush gardens, featuring carefully arranged shrubs and trees. Stone pathways lead to the entrance, with a view of rolling hills in the background. The outdoor area includes a shaded seating area, enhancing enjoyment of the serene landscape.
Home in Monteroni d'Arbia
4.88 out of 5 average rating, 192 reviews

The Tower of Corsanello

RobRating, 5 stars2 weeks ago
We loved our stay here. It is a beautiful home and a beautiful space. The only thing I would note for future travelers is the host speaks Italian and not much English. Communication prior to check-in was a little slow but ultimately very smooth. The host met us when we arrived and was very nice. Would 100% stay here again.

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

MilliRating, 5 stars1 week ago
What a fabulous place - if you want to escape from it all, this is the place to come! Love the private pool too! Air conditioning in the bedroom was very good and appreciated. Olga and Max were very accommodating and answered questions very quickly. Maybe consider installing a BBQ outside the house otherwise could not fault it and we cannot wait to return!
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!
Superhost
Villa in Seggiano
5 out of 5 average rating, 8 reviews

Case Bianchi

JulianeRating, 5 stars3 weeks ago
We had a great time! Super clean and spacious house with a nice outdoor area. Constanze was always super helpful and responded quickly. But be aware, you need a car and restaurants and supermarkets are not in walking distance. Thanks a lot for having us.
Superhost
The image features a serene outdoor space with a swimming pool surrounded by lush olive trees. Comfortable lounge chairs are positioned near the water, and a scenic view of hills and a lake extends in the background under a clear sky.
Place to stay in Terontola Alta
4.8 out of 5 average rating, 134 reviews

Villa Patrizia: Tuscany farmhouse apt 2

YanaRating, 5 stars1 week ago
This place was truly incredible. The location, the beauty, the pool I enjoyed every moment. I even cried a couple of times from pure happiness. Huge thanks to the hosts for their care and warm hospitality. Everything was spotless, peaceful, and filled with a sense of calm. It truly felt like a little piece of paradise.
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!
Guest favorite
A rustic Tuscan farmhouse, restored with care, features a tall tower and expansive windows. Surrounding greenery includes cypress trees and shrubs, complementing the natural landscape. The lawn offers open space for relaxation, enhancing the serene atmosphere of the property.
Villa in Buonconvento
5 out of 5 average rating, 12 reviews

Beautiful tuscan country house

AlexRating, 5 stars3 days ago
An incredible, beautiful house where you’ll feel right at home. The villa is spacious and welcoming, perfect for cooking and relaxing with friends. My only suggestions would be the need for fans in the bedrooms as without AC it gets quite warm during those hot evenings.
Superhost
A tranquil swimming pool is framed by a shaded terrace, with wooden benches positioned for relaxation. The pool area is surrounded by well-kept lawns and lounge chairs, while the charming brick building stands elegantly in the background, set among blooming trees.
Apartment in Montepulciano
4.84 out of 5 average rating, 99 reviews

La Casa delle Querce - "Belvedere" (The House of Oaks - "Belvedere")

JiachengRating, 5 stars2 months ago
Great house, stayed here for four days. We don't have a car, so we can only choose a place with convenient transportation.It's closer to the train station and has a beautiful view. It's the best place for us! The host was very friendly and picked us up and dropped us off at the train station. Friends without a car can book a day tour, or rent an e-bike/electric car to get around. The room on the second floor has a great view. You can see the beautiful Tuscan countryside when you open the window. The natural scenery is accompanied by birdsong. The whole person is quieted, it's really cozy. There is a kitchen, you can buy cooking supplies at the nearby supermarket and cook your own meals (30 minutes walk). The room is clean and tidy, the bed is moderately soft, everything is very satisfactory.The only regret is that the pool doesn't open until May. I hope I can come back next time!
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

KelvynRating, 5 stars9 months ago
Perfect spot for a Tuscany experience. Nicely located between two friendly villages with fantastic restaurants and any supplies that you may need. The swimming pool was well maintained by Luciano and was used by us multiple times a day, for our group it was a highlight of the property. We all came away very happy with our stay and would totally recommend staying at this property.

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

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 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