
Kid-friendly holiday rentals in Montepulciano
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Top-rated family-friendly rentals in Montepulciano
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Kid-friendly house rentals

Old Farmhouse near Panzano Castle Abbacìo
Before arriving, Stephano informed me in detail if we would get lost, and he also carried a heavy carrier. A welcoming wine gift warmed our heart on the table. He also gave us detailed instructions on how to get on the bus to Florence and the bus stop. He wanted to tell us anything. In the old farmhouse, everything is prepared like a house for family, not travelers. I took pictures of the fantastic sunset and scenery. When I go back to Seoul and get tired of my daily life, I think I will reminisce about this picture. And thank you for the gifts, Nicoletta.

StageROOM03 -Chianti Idillic Country living
Breathtaking location with views that are exactly what you want in the Chianti region. It was a beautiful place and was very nicely setup. Extremely responsive and helpful host. He provided recommendations and was quick to respond to questions. The house is centered nicely within the region and allows access to many different villages, wineries, and restaurants. An amazing experience and I highly recommend!

Montepulciano Historic Center
It was our first time visiting Montepulciano and it was nothing short of coming to a friend’s house. The view from our bedroom was absolutely breathtaking. It had everything we needed, with a thoughtful touch of all the recommendations of places and things to do in town. Andrea’s home was as lovely as the host. He went above and beyond to ensure our comfort, very quick to respond and even had his sweet friend Suzy come over to bring us fresh cranberries straight from her garden! We look forward to going back another time, perhaps another season.

Casa del Passerino
Great flat to explore Cortona! Excellent location and had everything you need

Casa Belmonte
We loved our one night stay here. Riccardo was a great host! A perfect place to stay with everything we needed and the beds were super comfortable and so quiet. A fantastic small town to visit. Would definitely stay here again and recommend.

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
We felt like kings of the castle in Stefano and Sylvias’s place. Top of a hill with expansive views and always such a beautiful breeze. San Quirico was lovely as was Bagno Vignoni at the bottom of our hill. We could see the twinkling lights of Pienza and Montepulciano both of which were an easy drive away. Generosity in the way the villa was presented and our hosts’ welcome, with many wonderful local suggestions. Would highly recommend.

La Perla del Lago Holiday home
We cannot express how much we loved our stay at Saverio’s. It was absolutely PERFECT! From the moment we arrived, we felt completely at home. The home itself was beautiful in construction, clean, stylishly decorated, and thoughtfully stocked with everything we needed, including little extras like fresh coffee, teas, local advertisements for restaurants, and also recommended the local grocery for toiletries or food items. Saverio’s home couldn’t be in a better location, tucked in a charming part of the countryside with views that will take your breath away and make you fall in love with this part of Italy. Even being out-of-town, you are close to everything. The town of Magione has a wonderful and friendly restaurant with fantastic pizza and entrees- I Cento Passi. Saverio, thank you for allowing us to stay in your beautiful home, we are grateful for the experience.

Il Torrino - 220m from San Biagio, Stunning Views
Cannot beat the views and peacefulness from the terrace! Plenty of parking and a short walk to the front door. Able to quickly walk right into the center of town and never father than a 10 min walk from where we needed to go. When stopping at the house middle of the day it was very hot but cooled down after sunset to a very comfortable temperature for sleeping. Claudia was clear and easy to communicate with, would stay here again our next time in Tuscany!
Family-friendly apartment rentals

Panoramic Country Suite Montalcino
We loved our time here! It was a beautiful property exactly as described. Alessandra has great recommendations and lovely wine. We will be back!

Casa Le Contesse
Her accommodation is really clean and well maintained. The view of the courtyard, where the Tuscany region can be seen at a glance, was really great. Thank you so much for taking care of us so that we can stay comfortably. Always be happy. Thank you.

"Red Rose" apartment with view of Siena.
Beautiful place that immediately charmed us, with splendid views of the Tuscan and Siena that makes us dream. The welcome was warm and everything was very beautiful and very clean. We will be back!

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 .

Villa di Geggiano – Alfieri Suite
Everything is perfect! Andrea and Giuseppe are kind and warm. We spent our most time in the house, read books, listened to music. If you are lucky enough, you get to visit their historic mansion next to it. As a dog lover, Filora and Pecorino just melt me down! If we got chance to go back, will definitely want to spend more time there!

Casa Teatro
Our apartment was stunning. From the frescos painted in 1840 on the walls, to the renovated bathrooms, kitchen, etc, it was stunning. I know can see why it was showcased in some architectural magazines. We were sad we could only stay one night. Definitely was of the coolest AirBnBs you will ever find. The medieval town of Orvieto is a gem and we loved all that we were able to see and do in a short stay. Achim was a fantastic host and took care of every detail in our place and even helped with our luggage! We hope to come back someday and will be sending friends his way! Thank you!!

Rosa's cozy little house
This place is an excellent choice for a stay in Montepulciano. It offers a charming and comfortable atmosphere, and great location close to the town center and local attractions. The accommodation typically features modern amenities while maintaining a cozy, authentic Tuscan feel. Whether you want to explore the beautiful countryside, enjoy local wines, or relax, this place provides a perfect base for your Tuscan adventure

Letizia's place - Montepulciano
We have had a fabulous 5 days. Ivana greeted us warmly and by the time we left we felt that we were leaving a friend. It was an easy walk into the town centre and supermarket. Nice coffee and pastries 2 mins walk away at the Esso and pizza a few more mins away. We loved the garden to sit in. Many thanks Ivana for our stay and for the fantastic communication Letizia.
Family-friendly apartment rentals

Luxury Medieval Tower - Penthouse
We stayed for 5 night and enjoyed this large, well appointed two story apartment. The place was warm and inviting and was an authentic home to be a unique setting. My family enjoyed the surroundings and there was plenty of restaurants to close from. Be prepared to tackle the 52 steps to the apartment door which my 90 year old mother managed twice a day. Keeps you healthy.

MONTEPULCIANO: Living the History!
Center of the beautiful Montepulciano, comfortable and welcoming

Old medieval apartment
Leonardo was incredible helpful and an absolute delight. You can tell he is house proud, the place was peaceful and beautiful. I would go back.

[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 were immediately enchanted by this property. Everything here makes up the image that one can have 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 right away, the energy is beneficial, nature, animals, everything is in harmony! The welcome, Oscar's cooking, the superb 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.

La Casetta di Brunello, very panoramic with terrace
Francesco was the perfect host very communicative and responsive when needed - the unit was spotless and nice decor - loved being in the little town walking to the 3 lively restaurants, grocery and coffee shop not to mention the fabulous vineyards that surrounded the flat - we did some wonderful walks and did side trips to cute little towns - Would recommend highly
Quick stats about holiday rentals that are kid-friendly in Montepulciano
Total rentals
20 properties
Nightly prices starting at
₹5,206 before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Lake Trasimeno
- Lake Bolsena
- Marina di Grosseto beach
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Santa Maria della Scala
- Terme Dei Papi
- Basilica of St Francis
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- Pubblico Palace
- Castiglion del Bosco Winery
- Mount Subasio
- Cantina Colle Ciocco
- Golf Club Toscana
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina de' Ricci
- Podere La Marronaia, Sosta alle Colonne
- Madonna del Latte
- Cantina Contucci
- Abbey of Monte Oliveto Maggiore
- Poggio Talamonaccio
- Cantina Stefanoni