
Family-friendly vacation rentals in Chianciano Terme
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Top-rated family-friendly rentals in Chianciano Terme
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Popular amenities for Chianciano Terme family-friendly rentals
Family-friendly home rentals with a hot tub

Tuscan Villa:Pool,Hot Tub,A/C,wi-fi,7bd near Siena
Cannot recommend more highly. A fantastic experience from start to finish. Helpful from the moment we booked to the moment left, including helping us organise lunches and wine tours. The villa itself is spectacular with stunning views of the Tuscan countryside. The villa was clean, spacious and charming with a bathroom for every room, fully equipped kitchen, games room, TV room and laundry. The pool is fantastic, as is the hot tub and the outdoor dining area and BBQ was perfect for everyone to eat, drink and laugh around. A truly memorable holiday at an unforgettable place

Villa a Montepulciano con Piscina
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!

Charming estate with views
Wir hatten einen wunderschönen Aufenthalt bei Bernadino! Das Haus ist sehr gemütlich und toll gelegen mit einmaligem Blick auf die Weinberge. Der Garten ist sehr schön angelegt und der Jacuzzi ein absolutes Highlight! Wir haben von Bernadino gute Tipps für die Umgebung bekommen und an einem Abend leckeres toskanisches Essen bekommen. Das Haus ist gut ausgestattet und typisch toskanisch. Wir wären gerne noch länger geblieben :) Vielen Dank!

Villa di Geggiano - Guesthouse
The property is stunning and a very quiet rural setting. The view is spectacular. At night you can see all the stars. The beds and pillows are comfortable. The house is very clean. Andrea gave us a personal tour of his home and his family history is amazing. We thought it was a very personal touch to greet us at check in. He also called the day of our departure to say goodbye and came to the house for another short conversation. Andrea gave great recommendations for food, groceries, tours, etc. the location of the Airbnb made day trips very convenient. We would definitely come back. We felt refreshed after a few days. We also loved his two dogs!

Your Private Tuscan Retreat
Ricardo ist ein wirklich zuvorkommender, freundlicher und aufgeschlossener Gastgeber, der sich um alles gekümmert hat. Die Gegend ist sehr ruhig und abgeschieden und genau richtig, um aus dem Alltagsstress zu entfliehen. Während unseres Aufenthaltes streiften allerhand Tiere über das Grundstück wie Wildschweine, Fasane, Stachelschweine und Rehe. Die Hütte hatte keine Nachbarn und man ist vollkommen in der Natur der Toskana. Ich kann die Hütte vollkommen empfehlen. Einzige kleine Abstriche sind dass der Pool schon etwas in die Jahre gekommen ist und nicht mehr so frisch wie auf den Fotos aussieht und dass die Sauna etwas verzogen ist, wodurch an vielen Stellen Wind in die Sauna zieht und man relativ lange benötigt an kalten Tagen die Sauna und den Whirlpool anzuheizen.

Casa al Gianni - Il Fienile di Simignano
We made a tour of Toscana in the Easter with a group of friends and an infant and we wanted to stay for a night near Siena. The house is 25 minutes by car from the city, perfect for visiting it and also having a peaceful place to rest. Cristina's house exceeded our expectations. Four big bedrooms with private bathrooms. Perfectly clean and equipped with all amenities. She even had prepared the outdoor jacuzzi for us, which was exactly what we needed after a busy day in the city. Cristina was always available to respond to our messages and make the best recommendations. It felt like having a friend to count on. Certainly one of the best experiences I had with a host in Airbnb. We only felt sorry we didn't stay longer. Worth every euro.

Panorama over the hills, with swimming pool & SPA
Grazie a Pietro e sua moglie che ci hanno accolti in questa splendida casa sulle colline Umbre. La struttura è ben tenuta e curata. La Spa da provare e il paesaggio incredibile. La zona è ottimale perché centrale per raggiungere facilmente diverse città. Grazie ancora

Tuscany Seen in a Fabulouse House
se cercate un posto tranquillo e facile da raggiungere, è il posto ideale. proprietari disponibili ad ogni evenienza, appartamento corrispondente alla descrizione e super pulito. grazie Gaston per la gentilezza e disponibilità dimostrata, super consigliato
Family- and pet-friendly home rentals

Back Home - Apartment in Pienza
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!

Casa Borgianni at Villa Caprera
We had the most amazing time at this beautiful Tuscan house! The location is stunning– nestled in the rolling hills, surrounded by olive groves. Waking up to such breathtaking views every morning was a dream come true. The house itself is full of charm and character, with traditional stone walls, beautiful windows, wooden beams, and cozy, comfortable furnishings. It was immaculately clean and had everything we needed for a relaxing stay. We especially loved the ‘tower bedroom’ with view to Siena ‘skyline’. Only downside is that you can hear the ‘Autostrada’ when the wind is ‘set wrong’.

Vacanza nel Chianti Senese
We were six adults, two children (3-year-olds) and one infant staying at the house for a week. It’s located in a secluded spot with a large garden and beautiful views of the Tuscan landscape. We used all of the five bedrooms upstairs and they were dark and cool. The kitchen and living room downstairs also stayed cool. Right outside the kitchen there’s a really nice spot that’s in the shade for the most part of the day, where we had most of our meals. This is a great place to relax and enjoy a dip in the pool. However, you definitely need a car to get around. The gardener came around several times a day to maintain the pool etc. We appreciated this, but might be good to know if you’re looking for complete privacy. We also had some issues with the bathrooms; one toilet and a shower didn’t work properly but were fixed within a day and this didn’t affect our experience. The washing machine didn’t work despite repeated attempts by the host to fix it. The barbecue is in the trash room.

Borgo Petroio
Alex is an amazing host. She made us feel so welcome. The apartment was very Tuscan quaint and the location was wonderful for driving around Tuscany.

Antico Borgo Ripostena – n. 5 Rimessa
Marina's place is one of the most beautiful places I've ever seen. The attention to details, the amenities and her communication made our stay very relaxing and enjoyable. Thanks Martina for a great stay in Tuscany.

loft nel cuore del chianti toscano
We loved our stay at Giulia’s - it was like home from home and had everything we needed. It has beautiful surroundings and is great for cycling! Giulia was very helpful with recommendations and friendly too.

Casa vacanze Le Fornaci - Appartamento Dondo
Molto bella la location , essenziale ma funzionale. Gran comodità avere la possibilità di utilizzare il ristorante (previa prenotazione). Spunti di miglioramento, maggior attrezzatura in cucina(mancavano posate , apribottiglie, nulla di non recuperabile dopo segnalazione), i cuscini del letto abbastanza scomodi. Torneremo volentieri

Poggio del Fattore-Villa with pool,hilltop,Chianti
A truly stunning place with incredibly welcoming hosts. The villa exceeded our expectations in every way. The interior is filled with beautiful historic furniture, details, paintings, and books. The cozy fireplace in the living room added a special charm. We loved making pizza in our very own wood-fired oven, using the outdoor BBQ, and dining al fresco surrounded by breathtaking views. Every moment at Poggio del Fattore felt special, offering the perfect blend of comfort and authenticity. Highly recommended for anyone looking to experience the beauty of the Tuscan countryside in style!
Family-friendly home rentals with a pool

Medieval Cottage near Cortona
Un borgo meraviglioso immerso nel verde ma con tutte le comodità per trascorrere giornate all'insegna del relax e della tranquillità. Il borgo è stato ristrutturato in modo perfetto, lasciando intatto lo stile delle strutture. Gli appartamenti sono attrezzati con tutto il necessario e appena si mette piede fuori da casa si gode dei colori e dei suoni della natura, con la possibilità di fare anche un bel tuffo in piscina. Molto buono anche il ristorante e piacevolissima la compagnia dei cinghiali che si affacciano di tanto in tanto per un saluto. Davvero una bella scoperta!

Luxury Villa on Chianti Wine Estate
A superb base for group taking part in UTMB Chianti race weekend (around 20 mins drive). The estate’s red wine was particularly tasty way of celebrating. Love to return when warmer to relax by the pool, and enjoy the stunning views.

Private villa with pool and breathtaking views
Anna’s house is stunning and tucked away in such a beautiful quiet location. The people who take care of the house were kind and our two year old loved him. Would highly recommend anyone who wants a quiet get away from the hustle and bustle of life to stay here.

Exclusive Villa with Private Pool and Air Cond.
Our stay at Villa Chiara was nothing short of delightful. Nestled in the hills it offered a picturesque view of the Tuscan countryside. The villa itself was spacious and well maintained. It felt like home away from home. The pool and back patio are surrounded by lovely flowers, herbs and olive trees. Offering a spectacular view of the evening sunsets. The location was perfect to take short day trips to Siena, Florence and Montepulciano. Highly recommend for a serene, peaceful and relaxing getaway.

Beautifully restored villa with private pool
Thank you for allowing us to stay at your wonderful accommodation. This was the best place to celebrate my 50th birthday. What wonderful accommodation, facilities and the surrounds of Tuscany. Thank you for your lovely hospitality and making us feel so welcome. Roxy

Tuscan farmhouse with private pool and views
Fantastic accommodation with lovely views of the countryside. Especially loved the fire place and large spacious kitchen. Charley and Ann were very gracious hosts and I would have no problem recommending this accommodation to anyone who wants to visit Tuscany. The accommodation was within 30 mins of most tourist towns and trains which made it excellent for day trips.

A charming Tuscan retreat
Gorgeous stay! Views were stunning and the villa exceeded expectations. This was a perfect place to unwind and relax. Highly recommend.

Villa Le Miccine w/ Pool - Bello Fresco Unit for 2
Paula has not only created a beautiful sanctuary that perfectly reflects Tuscan culture, but offers wine tasting and a vineyard tour on her property. The location of this gem of a place is centrally located in the Chianti region , making it a perfect home base for day trips to Assisi, Firenze and nearby small villages that offer great restaurants and quaint shops. The region is cycling friendly, as well as offering places for day hikes. Staying here for five days was one of highlights of our Italian adventure.....and we highly recommend experiencing the perfect place to stay in Tuscany and the warmth and friendliness that Paula, Ferderico and her staff offer!!
Quick stats about vacation rentals that are family-friendly in Chianciano Terme
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
560 reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Marina di Grosseto beach
- Kite Beach Fiumara
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Terme Dei Papi
- Cala Di Forno
- Mount Subasio
- Podere La Marronaia, Sosta alle Colonne
- Tenuta Le Velette
- Basilica of St Francis
- Cantina Colle Ciocco
- Cantina de' Ricci
- Cantina Stefanoni
- Villa Lante
- Madonna del Latte
- Cantina Contucci
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Castiglion del Bosco Winery
- Pubblico Palace
- Podere Il Cocco
- Golf Club Toscana
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria