
Kid-friendly vacation rentals in Montalcino
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Top-rated kid-friendly rentals in Montalcino
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Kid-friendly house rentals

Old Farmhouse near Panzano Castle Abbacìo
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

StageROOM03 -Chianti Idillic Country living
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.

La Casetta di Alice - with panoramic terrace -
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.

Casa del Giardino
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.

"La Lambarda" tower Suite
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.

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
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.

Secret Garden Siena
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!

Jenny's Barn
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

"Sunflower" apartment with view of Siena
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!

Beautiful medieval village!!!
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 .

Casa Cecilia Farm
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.

Stunning Tuscan apartment in 14 Century Palazzo
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

Resort Panoramic view - Free parking
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.

Il Segreto di Agnaresi, 30 meters from Caffè Poliziano
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.

Apartment in Chianti at Mulino dell 'Argenna
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!

A view from the top, Montepulciano
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

Chianti Apartment in 12th Century Tuscan farmhouse
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.

Luxury Medieval Tower - Penthouse
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!

Apartamento Chiusdino - Old Town
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.

Old medieval apartment
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.

[9 minutes from Montalcino] Elegant House Mafalda
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

House between Firenze, Arezzo, chianti e Siena
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!

"Dimora Valinda" Montepulciano Piazza Grande +A/C
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!

Milva's Nest with free parking
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
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- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Cavallino Matto
- Cala Di Forno
- Santa Maria della Scala
- Casa Barthel
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- CavallinoMatto
- Pubblico Palace
- Castiglion del Bosco Winery
- Golf Club Toscana
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Podere La Marronaia, Sosta alle Colonne
- Cantina de' Ricci
- Riva del Marchese
- Cantina Contucci
- Madonna del Latte
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