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Kid-friendly holiday rentals in Trequanda

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Trequanda family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Castellina in Chianti
4.98 out of 5 average rating, 110 reviews

StageROOM03 -Chianti Idillic Country living

ElizaRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Orvieto
4.99 out of 5 average rating, 211 reviews

Vineyards Paradise

KristineRating, 5 stars2 weeks ago
Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!
Superhost
Home in Asciano
4.88 out of 5 average rating, 144 reviews

A Charming House in Asciano - Siena

CristinaRating, 5 stars8 months ago
Very nice place with a great view, very quiet and relaxing. The apartment was clean and cozy. The only inconvenience were the squeaky doors.
Top guest favourite
Home in San Quirico d'Orcia
4.99 out of 5 average rating, 208 reviews

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

HildeRating, 5 stars2 weeks ago
If you are looking for a little piece of heaven look no further. Vignoni Alto is peaceful and incredibly beautiful. Stefano met us and showed us everything about the apartment and the historic hamlet. His instructions and recommendations were very helpful. The apartment is not far from the restaurants in Bagno Vignoni. Stefano really is a perfect host—responsive, friendly and proactive. Our only regret was that after a week we had to leave.
Top guest favourite
Home in Monticchiello
4.98 out of 5 average rating, 180 reviews

"La Lambarda" tower Suite

SimonRating, 5 stars4 days 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 favourite
Home in Montalcino
4.97 out of 5 average rating, 238 reviews

Montalcino - Casa Gelsomino - giardino e relax

PaulRating, 5 stars5 days ago
Massi is a lovely guy. Really responsive and helpful. His place has a great location being in the middle of town. One minute from the town square. The house is well appointed. And comfortably housed two couples.
Top guest favourite
Home in Simignano
4.97 out of 5 average rating, 128 reviews

Casa al Gianni - Il Fienile di Simignano

KatieRating, 5 stars1 week ago
Staying with Carmelo and Christina was an absolute dream. From the moment we arrived, they made us feel like family — warm, welcoming, and genuinely invested in making our stay unforgettable. Their hospitality goes above and beyond anything we’ve experienced before. The cooking class was a true highlight — intimate, hands-on, and filled with laughter and stories. Carmelo and Carlo brought so much heart and tradition to the experience, and the food we made together was better than anything we’ve had in restaurants. The tour they led was equally exceptional — personal, immersive, and filled with local charm. You could feel how much they love sharing their culture and community. After this trip, I honestly can’t imagine staying anywhere else in Italy. Carmelo and Christina set a new standard. This wasn’t just a stay — it was an experience I’ll never forget. I’m already dreaming about my next visit.
Top guest favourite
Home in Siena
4.97 out of 5 average rating, 168 reviews

Secret Garden Siena

DanRating, 5 stars3 weeks ago
absolutely one of the best AirBNB experiences we have ever had! There is no better location if you are visiting Siena, especially if you would rather take the escalator up the mountain. The entrance is right across the street. Our host had thought of everything. From washing detergent to a bottle of wine. Take not though, in Siena it is sometimes difficult to get a taxi early in the morning unless you book it well in advance. Our host went out of his way to make sure we arrived at the train station on time! But just remember, book your departure taxi early! And oh yeah, the secret garden was awesome. A great place to kick back and enjoy the mountain air with a cool beverage;) 5 star plus plus!!

Family-friendly apartment rentals

Guest favourite
Flat in Cortona
4.95 out of 5 average rating, 154 reviews

Casa Le Contesse

NikkiRating, 5 stars2 weeks ago
Most GORGEOUS location, the view is exactly what it is and the cottage area is so cute. We were here for a wedding in a Cortona and it was the perfect setting. Definitely need a car for this area as well. Alessandra is very sweet and made sure we had everything we needed. Highly recommend having breakfast or a meal outside to admire the view. There are bugs around but as goes for most of this region during the summer so highly recommend bug spray if you walk around outside. Our only note is the musty sheets but perhaps it was a quick change after the last guests.
Top guest favourite
Flat in Montalcino
4.9 out of 5 average rating, 357 reviews

Panoramic Country Suite Montalcino

HeatherRating, 5 stars4 weeks ago
Paradise on earth - for both nature lovers and wine lovers alike! The natural beauty of Alexandra's airbnb cannot be described by words... from the views and organic landscaping, to the sunrise, sunset, and peaceful atmosphere, this place will take your breath away. The proximity to Montalcino and the surrounding wineries is fantastic! We were able to walk to town and were only a short drive away from multiple wineries. We chose to take advantage of the outdoor grille and kitchen to cook most of our meals from home. Thank you Alex for the recommendation to head to Buonconvento (the town near montalcino - a 10minute drive) for the large grocery store we utilized to stock the kitchen! Both Alex and Michelangelo were helpful hosts when needed, but gracious enough to allow full privacy - even though they live in the attached larger home, you would never know. The 4 days we stayed here were 100% the highlight of our trip! I am grateful they share this space with the world!! ⭐️⭐️⭐️⭐️
Top guest favourite
Flat in Pienza
4.91 out of 5 average rating, 123 reviews

Appartamento con vista Val d'Orcia "L'Ovile"

Hee WonRating, 5 stars1 month ago
영어 소통이 좀 어려웠지만 너무나 친절한 주인 할아버지 덕분에 좋았습니다. 다른 투숙객 없이 둘만 지내서 처음엔 조금 무서웠지만 그 덕분에 한적하고 여유로운 시간을 보낼수 있었네요~ 비싼 아그리스투리스모 보다 여유를 즐기기엔 더없이 좋은것같아요~강력 추천합니다 👍
Top guest favourite
Flat in Asciano
4.97 out of 5 average rating, 150 reviews

Loggiato 1 in agriturismo con piscina condivisa

NevilleRating, 5 stars2 weeks ago
This really was a perfect holiday, such a lovely place with great facilities. Thank you.
Top guest favourite
Flat in Monteroni d'Arbia
4.98 out of 5 average rating, 203 reviews

Appartamento "Sunflower" con vista su Siena

M.A.Rating, 5 stars1 week ago
Sunflower è bellissima!! Un oasis de paix! La vue y est si magnifique que nous avons opté de toujours souper à la maison afin d’assister au majestueux spectacle que la nature nous offre: le coucher de soleil!! Il y a quelques appartements dans le complexe, mais on se sentait seuls puisque les espaces jardins sont biens divisés. Le secteur est paisible, mais en même temps près de Sienne et de plusieurs merveilleuses régions de la Toscane facilement accessibles en voiture. Le livre d’instructions, disponible à l’appartement est complet. Il comprend aussi des suggestions de parcours très agréables. Nous avons eu un accueil très chaleureux de Lorenzo, papa de Marta, qui nous a très bien expliqué les fonctionnalités de l’appartement. Merci pour la bouteille de vin, très apprécié! Nous recommandons vivement cet appartement! Nous y avons pris de nombreuses photos, mais aucune ne reflète entièrement l’extrême beauté du paysage. Grazzie mille Marta & tutta la famiglia!
Guest favourite
Flat in Torrenieri
4.86 out of 5 average rating, 108 reviews

Appartamento Lavanda

NinaRating, 5 stars2 weeks ago
The house is very brautiful, the gardens are amazing. We only stayed for two nights, but we had such a beautiful time there. There are a few garden spots to seat, realax, drink coffee or have breakfast. So beautiful. We had a realy nice stay. The owner was very kind, even offered us a coffe and let us stay an hour longer so we didn't need to hurry to check out in the morning. There are a lot of very beautiful spots near Torrinieri, so this was a perfect location for exploring Tuscany by car.
Guest favourite
Flat in Castelnuovo Berardenga
4.93 out of 5 average rating, 161 reviews

Villa di Geggiano - Perellino Suite

RachelRating, 5 stars5 days ago
This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.
Guest favourite
Flat in Montepulciano
4.93 out of 5 average rating, 175 reviews

Stuart Jasmine central, panoramic top location

AnitaRating, 5 stars1 month ago
This apartment has a view from every window - even the bathroom! It is on the quiet side of town, and was extremely quiet at night, but only a short walk to good restaurants and cellers. I stayed 2 weeks while studying at the language school on the far side of town, and I could not have made a better.l choice. Very comfortable bed and seating in the kitchen, and Giacomo was a friendly and responsive host.

Family-friendly apartment rentals

Guest favourite
Apartment in San Gimignano
4.93 out of 5 average rating, 118 reviews

Luxury Medieval Tower - Penthouse

RussRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Chiusdino
4.87 out of 5 average rating, 102 reviews

Appartamento Chiusdino - Centro storico

MonicaRating, 5 stars3 weeks ago
Soggiorno molto piacevole nel centro storico di Chiusdino un paese ottimo punto per visitare la bellissima zona. Appartamento pulito e provvisto di tutto il necessario. Franca molto disponibile e proattiva. Consigliato.
Top guest favourite
Apartment in Torrenieri
4.97 out of 5 average rating, 240 reviews

[9 minutes from Montalcino] Elegant House Mafalda

AnthonyRating, 5 stars1 week 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
Apartment in Castelfranco di Sopra
4.83 out of 5 average rating, 250 reviews

House between Firenze, Arezzo, chianti e Siena

Sylvie & AlainRating, 5 stars1 day ago
Nous avons été de suite sous le charme de cette propriété. Tout ici compose l'image qu'on peut se faire de la belle campagne Toscane. Tout en haut de la colline surplombant la vallée, la vue y est splendide et romantique. La propriété a été renovée avec le confort d'aujourd'hui tout en conservant son âme d'autrefois. On s'y sent de suite bien, l'energie est bienfaisante, la nature, les animaux, tout est en harmonie! L'accueil, la cuisine d'Oscar, la superbe piscine, la terrasse ombragée, les petits-dejeuners copieux fait maison! C'est plus qu'un coup de coeur, cet endroit est une pépite! Nous reviendrons!
Top guest favourite
Apartment in Orvieto
5 out of 5 average rating, 153 reviews

Milva's Nest with free parking

FranciscoRating, 5 stars5 days ago
It’s easy to understand why this apartment is so well rated! From the location, the views, the well appointed kitchen, the mini split, the fun decor and engaging book collection, the cleanliness, etc. Simona was an ideal host: communicative and helpful. Visiting charming Ovieto was made even more so with our stay in Milva’s Nest. Grazie mille, Simona!
Guest favourite
Apartment in Castelnuovo dell’Abate
4.91 out of 5 average rating, 288 reviews

La Casetta di Brunello,very panoramic with terrace

JannineRating, 5 stars1 week ago
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
Guest favourite
Apartment in Pienza
4.91 out of 5 average rating, 99 reviews

Amazing view of Val d'Orcia Pienza

JulianeRating, 5 stars3 weeks ago
Wir hatten einen tollen Aufenthalt in dieser Unterkunft. Ruhig gelegen mit allem Komfort für eine entspannte Urlaubswoche in Val D’Orcia. Der Ausblick vom Garten des Grundstücks ist einfach nur wunderschön!
Top guest favourite
Apartment in Montepulciano
4.98 out of 5 average rating, 318 reviews

Residenza In cerca d'Autore

StacyRating, 5 stars1 month ago
I can’t say grazie enough to Gessica and Bernardino! Such nice people. The apartment is one of the best Airbnb’s I’ve stayed in. Pictures don’t do it justice. It has everything you could ever need. The view from the balcony made it hard to leave. Hopefully we will be back! Grazie Mille!!

Quick stats about holiday rentals that are kid-friendly in Trequanda

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹5,165 before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore

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