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Kid-friendly vacation rentals in Montalcino

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Montalcino kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
A quaint terrace is presented with a small round table and two chairs. Potted flowers add natural color, while a beautiful view of rolling hills and vineyards is visible in the background under a clear blue sky.
Home in Panzano
4.98 out of 5 average rating, 442 reviews

Old Farmhouse near Panzano Castle Abbacìo

JaclynRating, 5 stars1 day ago
Home away from Home ❤️ loved the town that was walkable to everything. After two busy days in Rome, my husband and I enjoy walking to wineries, finding hidden churches and eating at the wonderful local restaurants. This Airbnb is a true gem ! Grazie- The Mixon Family
Guest favorite
A lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home in Castellina in Chianti
4.98 out of 5 average rating, 111 reviews

StageROOM03 -Chianti Idillic Country living

DanielRating, 5 stars2 weeks ago
We loved the villa. It was private and had an incredible setting. Ivan was very responsive and incredibly helpful in suggesting restaurants and other activities. The only issue we had was finding the unit when we arrived. It was a little confusing at first to find our way to the villa.
Top guest favorite
A spacious rooftop terrace is showcased, featuring a black chair and a table positioned near flowering red plants. Sunlight casts shadows on the tiled floor, highlighting the surrounding terracotta rooftops and greenery in the distance, offering a scenic view of the medieval town.
Home in Abbadia San Salvatore
4.98 out of 5 average rating, 149 reviews

La Casetta di Alice - with panoramic terrace -

EmiliaRating, 5 stars1 week ago
We highly recommend staying here. The house is fantastic and the apartment in it allows you to feel the atmosphere of the town. We had a very nice time there. The terrace is definitely an asset of this place. Simona hosted us wonderfully, she was very nice and very helpful. The contact was always very smooth and pleasant, we felt very cared for. Thank you.
Guest favorite
An outdoor area features a quaint seating arrangement with a small table and four chairs, nestled under the shade of a rustic covered porch. Surrounding planters hold vibrant flowers, and a brick well adds charm to the lush green lawn.
Home in Cerreto Guidi
4.95 out of 5 average rating, 474 reviews

Casa del Giardino

LoriRating, 5 stars1 month ago
My husband and I, plus our French Bulldog, had the pleasure of staying here for just over 3 weeks. Immediately felt like home, and host family had everything to do with that! Highly recommend. stunning views, fabulous location and some of the most gracious people I've ever met.
Top guest favorite
The aerial view captures the historic structure nestled among rolling green hills, framed by tall trees. The stone walls reflect medieval architecture, while a terrace offers an inviting space below. The surrounding landscape showcases farms and cypress trees against a clear blue sky.
Home in Monticchiello
4.98 out of 5 average rating, 180 reviews

"La Lambarda" tower Suite

SimonRating, 5 stars1 week ago
A truly wonderful place, no other place like it. Really worth seeing but only if you are able to handle the 54 step very narrow spiral staircase. The house is on 4 levels linked by the stairs, wouldn’t be suitable for young children or the elderly. Deborah was a great host as was Paula.
Top guest favorite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
Home in Prato
4.98 out of 5 average rating, 133 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

MelanieRating, 5 stars1 week ago
Ilonka & Rob were wonderful hosts & the house was stellar. We thoroughly enjoyed our stay - it was incredibly quiet & peaceful - away from the hustle & bustle yet close enough to enjoy several surrounding towns & villages as day trips or for evening dinners. Their home is charming, super clean, & stocked with everything we could possibly need. They even shared fresh fruits & vegetables from their personal garden which we incorporated into our meals when we cooked at home. We enjoyed some nice walks through the mountainside which offer beautiful views & solitude. (Thanks to our hosts for recommending!) We hope to be back when it is cooler - but we did enjoy the pool during the hot afternoons. Until then, we are grateful to have found this gem & for the kindness extended to us by Ilonka & Rob. They answered all our questions, provided helpful recommendations, & were generous with their time - available when needed & happy to socialize but always respecting guest privacy.
Top guest favorite
A shaded outdoor terrace features a wooden pergola draped with green vines. A round table is set with a potted plant at its center, surrounded by several chairs. Stone paths lead to the entrance of the house, framed by blooming flowerbeds.
Home in Siena
4.97 out of 5 average rating, 170 reviews

Secret Garden Siena

DanielRating, 5 stars4 days ago
The Siena Secret Garden apartment was amazing. We loved the location, and it was quiet and comfortable and stocked with a lot of beautiful art, books, and movies. Would definitely stay here again!
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! 🌟

Kid-friendly apartment rentals

Top guest favorite
A serene sleeping area features a spacious bed adorned with soft linens and decorative pillows. Natural light enters through an open window, showcasing views of the surrounding landscape. Two bedside tables hold lamps, and textured wall decor adds a touch of charm.
Apartment in Monteroni d'Arbia
4.98 out of 5 average rating, 203 reviews

"Sunflower" apartment with view of Siena

MarkRating, 5 stars2 weeks ago
We are so glad for the six days we were able to spend in Tuscany at Marta’s home! The setting is so peaceful – nothing but rolling hills and fields around, with the city of Siena in the distance. Sienna was only 17 minutes away by car, so we went for restaurants, market day, and sightseeing. We were also able to explore multiple other towns in Tuscany. This was a great central location for us. When we wanted to stay at the apartment, we enjoyed nice privacy, our own picnic table and gazebo, and soaked in the hot tub one evening. Marta’s wine (the first bottle is free) was fantastic. If we come to Tuscany again, we will certainly try to stay here!
Top guest favorite
A rolling landscape showcases neat rows of lush green vineyards under a softly lit sky. A charming village, featuring a prominent clock tower, is nestled among the trees and hills in the background. The tranquil atmosphere highlights the area's natural beauty.
Apartment in San Gusmè
4.99 out of 5 average rating, 378 reviews

Beautiful medieval village!!!

AliRating, 5 stars1 week ago
Wow what a fabulous stay ! San Gusme and its surrounding area is beautiful and we felt so lucky to be able to stay in San Gusme itself . Elvira was super helpful and had great local recommendations for wine tasting etc .
Top guest favorite
A wooden dining table is positioned beneath shelves holding decorative items and books. A plant in a vase adds a touch of greenery. A staircase is visible in the background, along with a cabinet displaying more books and decor on nearby shelves.
Apartment in Castel del Piano
4.99 out of 5 average rating, 231 reviews

Casa Cecilia Farm

FrancoisRating, 5 stars1 week ago
A perfect place that has the advantage of staying cool when it's hot outside. With dessert and wine, the welcome was beautiful. We found a starting point for the ideal to discover this exceptional area. Dante could have written his "Paradise" there.
Top guest favorite
The image captures a charming stone exterior framed by blooming flowers and greenery. A doorway with a blue grille leads into a historic building, while the gravel pathway invites exploration. Soft evening light enhances the warm tones of the stone walls.
Apartment in Castiglioncello del Trinoro
5 out of 5 average rating, 315 reviews

Stunning Tuscan apartment in 14 Century Palazzo

SharonRating, 5 stars5 days ago
A truly magical and unique stay in a castle apartment. After 24 days exploring the beauty of Italy, our arrival at Simone's third floor apartment in the village was breathtaking. This truly magnificent setting, nestled within a castle, immediately enveloped us in a serene and peaceful atmosphere. The apartment itself is not only beautifully appointed and meticulously cared for, but also boasts spectacular views across the mountain range that invited us to sit for hours, simply unwinding and soaking in the tranquility. While we ventured down the mountain a few times, we found ourselves drawn to the gentle rhythm of morning and evening walks, always culminating in a visit to the piazza to once again marvel at the stunning views Simone, our host, is simply the most considerate and attentive host I have encountered in 15 years of travel. His dedication ensured our stay was nothing short of exceptional. Grazie mille, Simone, for sharing this incredible piece of paradise with us. We depart
Top guest favorite
A spacious bedroom features a comfortable bed with a soft grey headboard and neutral bedding. A small dining area with a wooden table and two dishes is visible. A large mirror and a flat-screen TV are mounted on the wall, reflecting natural light from a nearby window.
Apartment in Sinalunga
4.99 out of 5 average rating, 275 reviews

Resort Panoramic view - Free parking

EnricoRating, 5 stars2 days ago
Charming living room, bedroom and patio with a view that is unparalleled in beauty and tranquility. Beautiful room, well-stocked, everything extremely well cared for in detail by a person - Elena, although we did not have the opportunity to meet - who puts love into providing an experience that is absolutely worth repeating. The common areas are also extremely well-kept and comfortable.
Guest favorite
The bedroom features a spacious bed adorned with neutral-toned bedding and soft pillows. Natural light filters through an open window with wooden shutters, illuminating the rustic brick walls and ceiling beams. A piece of artwork hangs above the bed, adding a touch of charm.
Apartment in Montepulciano
4.82 out of 5 average rating, 104 reviews

Il Segreto di Agnaresi, 30 meters from Caffè Poliziano

TiffanyRating, 5 stars2 days ago
Lovely place in the center of Montepulciano in a classic Tuscan house. Made use of the kitchen and made breakfast and simple dinners and had a lovely stay.
Top guest favorite
A restored stone mill stands surrounded by trees in a tranquil setting. The building features multi-level architecture with red window accents. A gravel pathway leads to the structure, while a vibrant green lawn and rustic stone borders enhance the natural landscape.
Apartment in Barberino Val d'Elsa
4.99 out of 5 average rating, 122 reviews

Apartment in Chianti at Mulino dell 'Argenna

MarkusRating, 5 stars1 week ago
We have now stayed in Elisa and Alessandro's accommodation for the second time – and it was simply beautiful and absolutely relaxing again! The place is a real oasis where you can unwind perfectly. Elisa and Alessandro are extremely helpful and warm. They provided us with great tips for activities and restaurants, so we could enjoy our stay all around. We'd love to come back and highly recommend this place!
Top guest favorite
A spacious living area is showcased with large windows offering panoramic views of the surrounding hills. A dining table sits in the center, accompanied by chairs, while a comfortable seating arrangement is positioned nearby. Natural light fills the space, highlighting the earthy tones and wood accents.
Apartment in Montepulciano
4.97 out of 5 average rating, 392 reviews

A view from the top, Montepulciano

AliciaRating, 5 stars1 month ago
We had a wonderful stay at Luca’s and the view cannot be beat! Luca went above expectations by meeting us at checkin to show us where to park and taking our luggage to and from the unit. Hope to stay here again one day!

Kid-friendly condo rentals

Top guest favorite
A lush garden surrounds the farmhouse, featuring a winding brick pathway lined with vibrant greenery and colorful flowers. Mature trees provide shade, and a variety of plants contribute to a serene atmosphere, enhancing the natural beauty of the outdoors.
Condo in Strada In Chianti
4.95 out of 5 average rating, 373 reviews

Chianti Apartment in 12th Century Tuscan farmhouse

JenniferRating, 5 stars1 day ago
We loved staying at Bryan and Marina’s beautiful place. It was in an idyllic place, overlooking the valley, with lush garden surrounds. The atmosphere was rustic snd peaceful but we had everything we needed. With a car, we were able to explore the area (Siena, Lucca, Florence), with some great local dining options. Bryan and Marina were helpful and friendly, but Aldo left us to do our own thing. What a beautiful place they have created together.
Guest favorite
A spacious living area features a large window with elegant curtains, allowing natural light to illuminate the room. A comfortable sofa adorned with a cozy blanket is positioned facing a wooden coffee table, while a television and decorative elements add to the ambiance.
Condo in San Gimignano
4.93 out of 5 average rating, 119 reviews

Luxury Medieval Tower - Penthouse

MichaelRating, 5 stars2 weeks ago
Alessio and Beatrice were perfect hosts. The place couldn’t be in a better location, right on the north end of the Main road through San Gimignano. Having the top floor really made it peaceful despite the sometimes bustle of the town. The apartment was beautiful and comfortable; a great base for exploring San Gimignano and the surrounding Tuscan countryside!
Guest favorite
An open living space features a wooden shelf with decorative plants, providing a natural touch. A cozy sleeping area is visible through the partition, complemented by a colorful bedspread. A dining table with floral design adds a welcoming element, while modern lights enhance the overall ambiance.
Condo in Chiusdino
4.87 out of 5 average rating, 103 reviews

Apartamento Chiusdino - Old Town

NicholasRating, 5 stars1 month ago
Excellent accommodation, house as shown in the photos and description, located in a very nice little village. Clean and tidy property, Host always available for any information and kind.
Top guest favorite
An aerial view reveals the historic village of San Donato in Poggio, showcasing charming medieval architecture and surrounding hills. The apartment is distinguished by its stone façade, nestled among lush greenery and olive trees, with terracotta rooftops complementing the landscape.
Condo in Barberino Tavarnelle
5 out of 5 average rating, 253 reviews

Old medieval apartment

AndyRating, 5 stars1 day ago
A lovely apartment with everything you need in a peaceful quaint village. Leonardo was an exceptional host, great communication before arrival and helpful recommendations upon check in. Love the double shower. Thank you for a pleasant stay.
Top guest favorite
A spacious bedroom features warm brick walls and a wooden beamed ceiling. A large bed with a striped blanket is positioned next to a cozy seating area. A desk and chair setup is visible, along with a Smart TV mounted above, completing the functional space.
Condo in Torrenieri
4.97 out of 5 average rating, 241 reviews

[9 minutes from Montalcino] Elegant House Mafalda

AnthonyRating, 5 stars2 weeks ago
Marco’s place is away from the hustle and bustle of Siena very quietly comfortable and super clean. The view from the balcony alone is worth the night rate. Close to all the lovely sights in Val D’Orcia. In a very quaint town with locals who actually live here. Marco is very responsive and clearly explained everything to us. Must try the pizza at Pizza I’ll Vecchio…a hidden gem in Tuscany
Superhost
A serene outdoor area features a swimming pool with clear blue water, bordered by wooden decking. Four lounge chairs face a vibrant garden of yellow flowers, offering expansive views of the surrounding hills and sky filled with fluffy clouds.
Condo in Castelfranco di Sopra
4.83 out of 5 average rating, 252 reviews

House between Firenze, Arezzo, chianti e Siena

Sylvie & AlainRating, 5 stars1 week ago
We immediately fell in love with this property. Everything here makes up the image that can be made of the beautiful Tuscan countryside. At the top of the hill overlooking the valley, the view is splendid and romantic. The property has been renovated with today's comforts while retaining its soul of yesteryear. You feel good there, the energy is beneficial, nature, animals, everything is in harmony! The welcome, Oscar's cooking, the superb swimming pool, the shaded terrace, the hearty homemade breakfasts! It's more than a favorite, this place is a gem! We'll be back!
Guest favorite
A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.
Condo in Montepulciano
4.92 out of 5 average rating, 127 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

CassiRating, 5 stars4 days ago
Maria’s place was beautiful and exactly as described! It was bigger than expected and had a cute balcony we really enjoyed spending late afternoons relaxing! We had a great time in Montepulciano, it was relaxing and slow paced after a busy few weeks before ☺️ Maria provided local recommendations and was always responsive. If you’re thinking of booking here I highly recommend!
Top guest favorite
The exterior of a stone building features warm earthy tones, accented by window boxes with vibrant flowers. A small balcony is visible above the door, and traditional window shutters add character. Lush greenery is seen at the base of the building, enhancing its charm.
Condo in Orvieto
5 out of 5 average rating, 155 reviews

Milva's Nest with free parking

JulianneRating, 5 stars1 week ago
Simona was lovely. Always responsive and helpful! The place was beautiful and clean either everything you need for a wonderful stay in Orvieto.

Quick stats about vacation rentals that are kid-friendly in Montalcino

  • Total rentals

    130 properties

  • Nightly prices starting at

    G$8,368 GYD before taxes and fees

  • Total number of reviews

    5.3K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    60 properties have a pool

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Montalcino
  6. Kid-friendly rentals