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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
Vacation home in Città della Pieve
4.6 out of 5 average rating, 5 reviews

Foresteria 4 Relax on hill: Jacuzzi, Boules, Pool

RaushanaRating, 5 stars12 months ago
Maria’s place was such a treat for a long weekend. There are many things to do outdoors and for us it was perfect to relax with the sound of nature 24/7. There are many kids activities in the house (toys, games, puzzles$ and the nature surrounding the house is fun to explore! Mini playground is also great just across the street. We enjoyed her hospitality and kindness. Maria was always responsive, helpful, and gave great restaurant and activities recommendations.
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, 122 reviews

Villa in Montepulciano with a Pool

LindaRating, 5 stars2 weeks ago
We had a wonderful time in Tuscany! We were able to make use of the pool on the first day with our two boys, 7 and 4. We visited Pienza, Montepulciano and Montelccino. We also purchased two of the wines from the estate. Alex made everything very easy and was a great host!
Guest favorite
An aerial view captures the villa surrounded by lush greenery, featuring a spacious parking area and a private pool. The building's unique architecture is highlighted by its tiled roof, and the landscape is dotted with trees, creating a serene and inviting atmosphere.
Villa in Montefiascone
4.92 out of 5 average rating, 38 reviews

The Lilies of the Belvedere

MaurizioRating, 5 stars3 weeks ago
Antonio and his wife were very welcoming and warm and flexible on our arrival time. This place is pristine with a view of the lake and a beautiful terrace on top floor , also in the warm season plenty of room for outdoor dinner and bbq. We had a great time with my family. Bedrooms were comfortable and spacious with all necessary amenities.
Guest favorite
A ground-level countryside dwelling is presented with natural stone pathways and wooden shutters. Potted plants are positioned near the entrance. The exterior is complemented by expansive windows, providing views of the surrounding landscape under a clear blue sky.
Home in Catabbio
4.89 out of 5 average rating, 158 reviews

Country house La Meria

DamonRating, 5 stars6 months ago
We are an American and Italian family traveling through Italy and we highy recommend this special spot in the mountains. The landscape was beautiful and the breakfast was wonderful. We ended up arriving very late in the evening as their was a crash on the autostrada and Luca was very accommodating and communicative. We would stay here again.
Guest favorite
An outdoor wood-fired hot tub is surrounded by lush green grass, offering a scenic view over the expansive landscape. A stone pathway leads to the hot tub, while the rustic stone cottage is visible in the background under a partly cloudy sky.
Cottage in Castell'Azzara
4.99 out of 5 average rating, 134 reviews

Your Private Tuscan Retreat

EliyahRating, 5 stars5 days ago
We had a wonderful stay at Riccardo and Kate’s beautiful hide‑away in Tuscany. The place was spotless, thoughtfully equipped and felt both spacious and cosy at the same time. It’s perfectly located, only a five‑minute drive to the lovely town of Castell​e Azzara. Waking up to birdsong, spending slow afternoons in the sauna and spa and falling asleep to absolute silence left us completely relaxed. Riccardo and Kate were the perfect hosts - welcoming, attentive and responsive. They really have thought of everything. If you’re looking for peace, comfort, and a real Tuscan escape, this is the place. We 100% recommend to future guests. Grazie mille!
Guest favorite
A modern living area features two comfortable sofas and a wooden coffee table. Soft lighting enhances the space, complemented by decorative wall art. A television is positioned against a minimalist entertainment unit, with natural light filtering through sheer curtains.
Condo in San Quirico d'Orcia
4.9 out of 5 average rating, 80 reviews

RESIDENCE HILL

ReginaRating, 5 stars1 month ago
Spacious house, clean, provide us some snacks, nice host
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 stars1 month 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
4.75 out of 5 average rating, 12 reviews

Tuscan country villa with swimming pool

SeanRating, 5 stars10 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.

Family- and pet-friendly home rentals

Top guest favorite
An open living space features a colorful polka-dotted sofa and a small dining table surrounded by vibrant chairs. The kitchen area is organized with shelves displaying kitchenware and appliances, with a warm wooden ceiling enhancing the cozy atmosphere.
Apartment in Pienza
4.9 out of 5 average rating, 163 reviews

Back Home - Apartment in Pienza

MorganRating, 5 stars1 month ago
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!
Superhost
Vacation home in Porto Santo Stefano
4.83 out of 5 average rating, 35 reviews

Sunny Seaside Cottage

BrigitteRating, 5 stars9 months ago
We had a wonderful week at Ale's cottage, with direct sea views and 2 islands. Ale sent a very accurate description of how to find her, incl. Photos of the main branches. It was easy for us to find. We were there with an SUV and 2 e-bikes, so we could easily reach the parking lot to our chalet, also down the slightly steeper road to the chalet. For all vehicles that do not have a higher wheelbase, there is a parking space above Ales house, you are downstairs in 3 -4 minutes walk. Ale gave us a warm welcome, and provided us with tips for restaurants and beaches in the vicinity. Our chalet had everything, there were two of us. 2 terraces, one with outdoor kitchen, in the bedroom there is air conditioning, which we used to fall asleep. We enjoyed the view over the sea to the islands from morning to evening, there was always something to see. We had a great time, thanks Ale!
Guest favorite
The exterior of the apartment is seen from a pathway lined with greenery, showcasing a balcony that offers a view of the sea. Surrounding vegetation includes flowering plants and palm trees. The structure features a rustic charm with a light-colored façade and a tiled roof.
Condo in Porto Santo Stefano
4.89 out of 5 average rating, 159 reviews

Villa Rosetta, apt 1, Lovely beach historic house

GiorgiaRating, 5 stars2 weeks ago
...the place leaves you speechless... wonderful view... which leaves you with a feeling of peace and tranquility...
Guest favorite
The exterior of the villa is surrounded by lush greenery, with a wooden pathway leading up to the entrance. A spacious covered terrace is visible, featuring wooden railings. A pink façade and multiple trees can be seen framing the property, creating a serene outdoor environment.
Villa in Vetralla
4.93 out of 5 average rating, 114 reviews

Rent a 250 sqm villa

SamueleRating, 5 stars4 months ago
Renato was very helpful, his very spacious accommodation is well located and in a very quiet area. Great for groups or even large families!
Superhost
The exterior of a rustic stone building features a welcoming facade adorned with red shutters and vibrant flower boxes. A gravel path leads to the entrance, bordered by pots of blooming flowers. The surrounding greenery enhances the tranquil atmosphere of the property.
Apartment in San Quirico d'Orcia
4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

JackyRating, 5 stars6 months ago
Great family run place! Welcomed and greeted by Robert’s mother with a glass of wine that Robert made himself. Robert’s mom doesn’t speak any English but she was just so sweet and welcoming. The view is gorgeous and this place is a true agritiursimo with active vineyard and olive farms. Highly recommend.
Superhost
A spacious farmhouse with a rustic tiled roof is surrounded by lush green landscapes and rolling hills. The scenic view includes distant mountains and a clear blue sky, creating a tranquil atmosphere in the natural setting.
Farm stay in Castiglione d'Orcia
4.89 out of 5 average rating, 224 reviews

il poderuccio farmhouse studio apartment

MaudeRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay at this small apartment in Tuscany! I especially remember the beauty of the location, the breathtaking view of the olive groves and the kindness of the hosts.
Superhost
Two horses are seen grazing in a green field. One horse is black, while the other features a brown coat with a distinct white face marking. Both horses wear red halters, indicating they are well cared for in this tranquil rural setting.
Apartment in Magliano in Toscana
5 out of 5 average rating, 11 reviews

Tuscany: horses, green hills, sea and thermal baths

JoshuaRating, 5 stars7 months ago
a really beautiful and peaceful place! ☀️
Top guest favorite
A charming stone house is surrounded by lush greenery and colorful flowers. The exterior features a thatched roof and several wooden windows, with a seating area adorned with potted plants. Mature trees provide shade, creating a peaceful outdoor atmosphere.
Home in Pancole
4.99 out of 5 average rating, 124 reviews

Casa Pancole

AndreaRating, 5 stars1 week ago
Simone was a fantastic person, she welcomed us with a fantastic welcome bottle to say the least, with cookies, fruit juices and brioche for breakfast, fragrant and very clean sheets. His house is a wonder, with attention to detail, very clean and available with everything you need to spend long periods. It has a wonderful garden where those of us who travel with our four-legged friends have a wonderful time. We'll definitely be back to visit you soon, thanks again for making us feel at home.

Family-friendly home rentals with a pool

Guest favorite
Home in Orvieto
4.99 out of 5 average rating, 209 reviews

Vineyards Paradise

KevinRating, 5 stars1 week ago
Absolutely beautiful and peaceful home 10 minutes from Orvieto. Even better views than the pictures online. Nothing says Italy more than looking outside and seeing grape vineyards all around. The host, Piero, was very kind and the wine from his estate (available for purchase at the house) was terrific.
Superhost
The living area showcases a spacious, bright seating arrangement with a white sofa and patterned chairs. A modern glass dining table is set with tableware. Large windows framed by striped curtains allow light to fill the room, complemented by colorful decorative accents.
Condo in Montalto di Castro
4.88 out of 5 average rating, 8 reviews

Stylish Italian Apartment w/ Pool, Near Beach!

BertramRating, 5 stars6 months ago
We had a wonderful time in the apartment Mirto. Everything was thought of, we were warmly welcomed, there was a huge fruit bowl and wine. The amenities were especially great for families. Even a laundry basket was there. The outdoor area was indescribably beautiful. So much space. So much nature. This tranquility. Heavenly. We slept wonderfully. Beds are very comfortable. There are plenty of cabinets. The furnishings of all rooms are incredibly tasteful. We felt incredibly comfortable. Thank you for the wonderful time ♥️ We recommend a trip to the magical mountain village of Pitigliano, about 1 hour away.
Superhost
The rustic stone farmhouse is set against a vibrant sky, surrounded by lush greenery and offering an inviting entrance. The property features a well-maintained garden that enhances the tranquil nature of the location.
Home in Scansano
4.77 out of 5 average rating, 47 reviews

The Farmhouse in the heart of Maremma

GuusRating, 5 stars8 months ago
Ginevra was very friendly and forthcoming. Communication was smooth and prompt. Nice place, surely recommended!
Superhost
A serene view showcasing a swimming pool surrounded by lush greenery, with sun loungers and umbrellas dotting the landscape. Rolling hills stretch in the distance under a clear blue sky, creating a tranquil outdoor setting for relaxation and enjoyment.
Apartment in Montepulciano
4.9 out of 5 average rating, 50 reviews

Agriturismo Fontecastello - Apartment for 2 people

MillaRating, 5 stars4 days ago
Lovely place! So beautiful and a short walk to town. Friendly welcome.
Guest favorite
Villa in San Casciano dei Bagni
4.98 out of 5 average rating, 61 reviews

Luxury Tuscan countryside villa with pool/WiFi/AC

DashiellRating, 5 stars4 months ago
We’ve stayed at a lot of Airbnbs over the years, but this is probably the best experience we have ever had. Absolutely gorgeous historic property nestled in the Tuscan hillside. Incredible host with lots of support and helpful suggestions. An extremely comfortable and relaxed stay. Highlights included wine tasting and a trip to the nearby spa. Do not miss Eleanora’s incredible home-cooked meals. She caters everything at the residence for a very reasonable cost. You don’t have to lift a finger — it’s bliss. Martino was among the most responsive and proactive hosts I’ve ever encountered. Especially when we had a small health scare with our infant, he was immediately available with perfect advice about nearby healthcare options. I am a tiny bit hesitant to give such a glowing review only because we definitely want to visit again someday and don’t want whoever is reading this review to book the same dates! Really, if you’re considering this property, don’t think — just book.
Superhost
A large swimming pool is surrounded by a sun terrace featuring lounge chairs. A rustic stone building is visible in the background, complemented by a shaded seating area made of wood. Lush greenery adds to the serene outdoor space.
Vacation home in Radicofani
4.8 out of 5 average rating, 49 reviews

17th century farmhouse Val d'Orcia private pool

ZairaRating, 5 stars1 day ago
Agostina was right away, and I mean January when we booked, available and kind to any of our questions and requests. the farmhouse was super clean, bathrooms, kitchens, rooms, sheets, towels and dishes. Everything was in great condition. Agostina responded and welcomed us on the phone and her door even late in the evening. Check-in and check-out instructions are always very clear from the beginning. The house is complete with everything, for example, there was salt, sugar, oil, vinegar to buffer the arrival, in the pantry there was even a mini primer, a blender, a spinner and plates, glasses, pots and saladers at will. Until now I never saw such a thing. 100% recommended. There were 11 of us and we occupied the entire farmhouse with the possibility of another 3 places. Truly satisfied. Kindness, reliability and expertise, three rare qualities to find all together. Thank you Agostina
Superhost
Cottage in Paciano
4.71 out of 5 average rating, 21 reviews

Casetta Di Pietra 2-bed cottage with private pool.

DawidRating, 5 stars5 months ago
Fiona is a great host. She was really friendly and always eager to help. The house is super cosy and well equipped. The kitchen is great, there was everything we needed to cook delicious Italian dishes. We loved the fire burner. I can highly recommend this quiet place to anyone willing to rest from the bustling city life. The internet connection could be better but this is a very remote location so there’s probably nothing the host can do to improve it. The pool closes in October. It was too cold there to use it but it could have been mentioned in the offer. The quite high (300 eur) deposit for electricity was required and this should have been mentioned as well. It hasn’t been returned to us yet so I can’t say how high the bill for electricity could be. Anyway, this is a really nice place and we had a great time there.
Superhost
An outdoor dining area features a tent for shade, with a table and six chairs arranged on a paved terrace. The cottage's warm-toned exterior is visible in the background, complemented by lush green grass and surrounding trees.
Villa in Montepulciano
4.8 out of 5 average rating, 5 reviews

Casa Cervognano

WillieRating, 5 stars32 months ago
Wonderful location so peaceful. loved the pool and hot tub.

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