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Family-friendly vacation rentals in Chianciano Terme

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Chianciano Terme family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Villa in Montepulciano
4.91 out of 5 average rating, 122 reviews

Villa in Montepulciano with a Pool

LindaRating, 5 stars2 weeks ago
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!
Superhost
Home in Gaiole in Chianti
4.86 out of 5 average rating, 255 reviews

Charming estate with views

BriRating, 5 stars2 weeks ago
We had such a lovely stay at Bernardino’s villa! He greeted us when we arrived and made sure we had everything we needed. The home is very charming and peaceful, and centrally located to explore Tuscany. Would definitely recommend!
Top guest favorite
Cottage in Geggiano
4.99 out of 5 average rating, 129 reviews

Villa di Geggiano – Guesthouse

LauraRating, 5 stars3 weeks ago
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!
Guest favorite
Cottage in Castell'Azzara
4.99 out of 5 average rating, 134 reviews

Your Private Tuscan Retreat

EliyahRating, 5 stars6 days ago
We had a wonderful stay at Riccardo and Kate’s beautiful hide‑away in Tuscany. The place was spotless, thoughtfully equipped and felt both spacious and cosy at the same time. It’s perfectly located, only a five‑minute drive to the lovely town of Castell​e Azzara. Waking up to birdsong, spending slow afternoons in the sauna and spa and falling asleep to absolute silence left us completely relaxed. Riccardo and Kate were the perfect hosts - welcoming, attentive and responsive. They really have thought of everything. If you’re looking for peace, comfort, and a real Tuscan escape, this is the place. We 100% recommend to future guests. Grazie mille!
Top guest favorite
Home in Simignano
4.97 out of 5 average rating, 118 reviews

Casa al Gianni - The Simignano Barn

ΠαναγιώτηςRating, 5 stars1 week ago
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.
Superhost
Villa in Baschi
4.87 out of 5 average rating, 173 reviews

VILLALADOLCEVITA

BlakeRating, 5 stars3 weeks ago
Claudia's place is a real gem. We were a family of 8 staying at the villa and we had a great time. The scenery is breathtaking and the space is perfect for a larger family. The grounds of the villa are very well kept and the spa area was amazing. We are already talking about our next trip! Thank you again for a unforgettable stay.
Top guest favorite
Condo in Chiusi
4.95 out of 5 average rating, 147 reviews

La Terrazza su Chiusi - panoramic apartment

AshleyRating, 5 stars2 months ago
Beautiful views and Raffaele was a great host! It was off season so there wasn't much to do in the neighborhood but that was perfectly fine with me and the peacefulness was exactly what I wanted.
Guest favorite
Condo in Cortona
4.82 out of 5 average rating, 55 reviews

Tuscany Seen in a Fabulouse House

PeterRating, 5 stars4 months ago
Very nice and clean appartment in a very quiet area. Only Met Gaston shortly since we were out all day visiting Tuscany with friends, But he was very Friendly. Will definitely come back

Family- and pet-friendly home rentals

Top guest favorite
Apartment in Pienza
4.9 out of 5 average rating, 163 reviews

Back Home - Apartment in Pienza

MorganRating, 5 stars1 month ago
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!
Top guest favorite
Apartment in Siena
4.93 out of 5 average rating, 108 reviews

Casa Borgianni at Villa Caprera

TroelsRating, 5 stars6 months ago
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’.
Superhost
Home in Staggia
4.87 out of 5 average rating, 39 reviews

Holiday in the Chianti Senese

JosefinRating, 5 stars9 months ago
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.
Top guest favorite
Home in Località LeCoste
4.95 out of 5 average rating, 203 reviews

Borgo Petroio

SiriRating, 5 stars6 months ago
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.
Guest favorite
Home in Pievescola
4.93 out of 5 average rating, 124 reviews

Antico Borgo Ripostena – n. 5 Garage

KeriRating, 5 stars6 months ago
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.
Guest favorite
Home in Gaiole in Chianti
4.8 out of 5 average rating, 100 reviews

loft in the heart of Tuscan Chianti

CharlotteRating, 5 stars6 months ago
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.
Superhost
Condo in Laterina
5 out of 5 average rating, 4 reviews

Le Fornaci Holiday Home - Dondo Apartment

AndreaRating, 5 stars1 week ago
Very nice location, essential but functional. Great convenience to have the option to use the restaurant (with prior reservation). Suggestions for improvement, more equipment in the kitchen (cutlery, bottle opener were missing, nothing that couldn't be found after reporting), the bed pillows were quite uncomfortable. We'll be happy to come back
Superhost
Farm stay in Montepulciano
4.82 out of 5 average rating, 115 reviews

La Manonera Farmhouse "La Casa Rosa for families"

SylvanaRating, 5 stars7 months ago
The only thing I could say negative is the lack of lighting for the kitchen and dining room. For the rest everything is perfect if you like the countryside decor:-)

Family-friendly home rentals with a pool

Superhost
Home in Todi
4.94 out of 5 average rating, 32 reviews

Villa in Umbria with pool

MichaelRating, 5 stars8 months ago
Antonio is a very nice host who always takes care of the house and his guests. The 4 apartments were very good and also convenient for our group vacation. Parking is more than enough on the property as cars are also mandatory to get to the house. Furthermore, the pool is very good and also very large. Enough space to have fun. Antonio came several times to clean the pool, which was very good. Other shade options such as umbrellas or another pavilion would be good, otherwise you have to take them with you beforehand.
Guest favorite
Villa in Panzano
4.93 out of 5 average rating, 73 reviews

Luxury Villa on Chianti Wine Estate

DouglasRating, 5 stars1 month ago
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.
Guest favorite
Farm stay in Sovicille
5 out of 5 average rating, 23 reviews

Tuscan Villa:Pool,Hot Tub,A/C,wi-fi,7bd near Siena

TimRating, 5 stars9 months ago
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
Guest favorite
Villa in Pergine Valdarno
4.82 out of 5 average rating, 17 reviews

Exclusive Villa with Private Pool and Air Cond.

KaraRating, 5 stars10 months ago
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.
Guest favorite
Home in Asciano
4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

RobRating, 5 stars7 months ago
We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!
Superhost
Apartment in Siena
4.71 out of 5 average rating, 7 reviews

Splendid house with garden, pool, 5km from Siena

AlbertoRating, 5 stars3 weeks ago
Ideal for a family vacation in Tuscany. Idyllic setting surrounded by hills and vineyards. The house was spotless and Lavinia's service was excellent!
Superhost
Home in Cortona
4.93 out of 5 average rating, 27 reviews

Beautifully restored villa with private pool

MartinRating, 5 stars1 day ago
We absolutely loved our two-week stay at Lucy and Tommy’s house. The house itself is beautiful, and the garden is truly a haven of peace - we spent so much time there, fully unwinding and recharging. From the moment we arrived, Lucy and Tommy were wonderful hosts, always available and incredibly helpful. They provided great local recommendations, and we were also lucky enough to try their delicious homemade olive oil. The house is located in an extremely peaceful area, surrounded by trees and nature, which made our stay even more relaxing. We can only highly recommend this accommodation and we truly hope to visit again in the future.
Guest favorite
Home in Orvieto
4.82 out of 5 average rating, 22 reviews

House with private pool, air conditioning

FionaRating, 5 stars9 months ago
We were a family of 5 with two 20 year old boys and an eleven year old girl. We loved the homely feel of the farmhouse. It had everything we needed for our 10 day break. The gardens and pool were amazing and we loved the two different sitting areas. If you are looking for somewhere to get away from it all then this is a great option. There are a few nice restaurants within a ten minute drive and the towns of Orvieto and Bolcina were great to visit. We also used the train service to go to Rome which was very easy. You definitely need a car when staying here. Andrea was friendly, very helpful and on hand if you needed anything. Would definitely recommend this fantastic holiday home.

Quick stats about vacation rentals that are family-friendly in Chianciano Terme

  • Total rentals

    30 properties

  • Nightly prices starting at

    $40 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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