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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

Top guest favorite
Cottage in San Casciano In Val di Pesa
4.95 out of 5 average rating, 139 reviews

Il Fienile, Cottage in the country with Jacuzzi

MilesRating, 5 stars2 weeks ago
This was our second time at Il Vichiaccio and I hope it's not the last. In fact, this Airbnb is the entire reason we had Tuscany on our trip itinerary. Beatrice and Massimo are the most wonderful hosts in the world. Besides simply being great people to chat with, they are hospitable in providing some of their homemade wine and eggs. There's nothing more special than relaxing in the hot tub with the vineyard views and walking up the hill to dinner at Il Cavaliere in the castle. Our only complaint is that we did not see the kitty cat this time! She was our favorite host when we visited 3 years ago. Oh well, I guess we'll have to book again soon and try once more :)
Guest favorite
Villa in Montepulciano
4.91 out of 5 average rating, 122 reviews

Villa in Montepulciano with a Pool

LindaRating, 5 stars1 week 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 stars1 week 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!
Guest favorite
Villa in San Casciano In Val di Pesa
4.94 out of 5 average rating, 167 reviews

The Vichiaccio Villa with Jacuzzi in Chianti

AnnabelleRating, 5 stars3 weeks ago
Beatrice was a wonderful host and accommodating of our needs traveling with a two year old. She was very responsive and gave amazing recommendations for places to eat and visit. The location is stunning - even more beautiful than the pictures! Every direction you look has rolling vineyards. We opted to have them cook a special birthday meal one of the nights, and it was delicious. The only small downside is there isn’t a common area to spend time in besides the kitchen (just the layout of the house). We loved it and hope to come back some day!
Superhost
Home in Montebagnolo II
4.92 out of 5 average rating, 107 reviews

B&B "Alle cime"

RaviRating, 5 stars7 months ago
Pictures don’t do the property and spectacular view justice. We had an amazing family holiday, our host couldn’t have been more accommodating, even leaving us kind gifts. Location was perfect (close enough to town and the airport but feeling secluded), having a bathroom each was great, and again that view was stunning. It all made for a perfect family trip :)
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 stars4 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!
Superhost
Villa in Baschi
4.87 out of 5 average rating, 172 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.

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
Condo in Cortona
4.98 out of 5 average rating, 133 reviews

Casa Clara Cortona Cin IT051017c28a6h9glv

MassimoRating, 5 stars1 day ago
Small but very well equipped apartment, centrally located. Great solution for those who want to stay in an extraordinary village like Cortona.
Top guest favorite
Apartment in Montiano
4.98 out of 5 average rating, 44 reviews

Poggio Bestiale Vacation Home

ChiaraRating, 5 stars8 months ago
The accommodation is as described and perfect for a relaxing vacation. Optimal location for reaching Argentario and at the same time enjoying silence and a fantastic view on the way back. The apartment is very well maintained and clean, Denise is a superlative host, we were very, very satisfied.
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.
Top guest favorite
Home in Subbiano
4.99 out of 5 average rating, 78 reviews

Romantic cosy flat - Toscana Italy

DavidRating, 5 stars6 months ago
This was exactly what we were looking for. Very peaceful and private with beautiful views. Lots of wonderful villages to visit and explore within a 30 minute drive. Norma made some great reservations for our anniversary dinner as well as a couple of great wine tours. She also gave us recommendations of which villages were best to visit and what to do there. We highly recommend doing the cooking lessons with her family. They are such a nice family and were very eager to show us how to cook a traditional Tuscan meal. Grandma really is an amazing cook. They even sat with us as a family to share what we had cooked. We have been to many AirBnB’s and Norma has been our best host by far. We would go back the next time we visit Tuscany. Dave and Liz
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:-)
Guest favorite
Farm stay in Sovicille
4.9 out of 5 average rating, 168 reviews

House at Gianni - Leccio

Dav Et LaetRating, 5 stars5 days ago
Our stay on the farm enchanted us! The environment is amazing. The apartment was clean and bigger than the pictures. We were able to have farm products (meat, pasta, eggs, beers) and enjoy the facilities (ping pong, freesbee, badminton) The kids loved being able to see the pigs and donkeys up close. A fireplace to top it all off, a stay in the heart of nature that is truly exotic and relaxing. Super responsive, friendly and attentive host. 👍👍
Top guest favorite
Condo in Asciano
4.99 out of 5 average rating, 176 reviews

Pink like the sunset sky

JingmingRating, 5 stars1 week ago
Very lovely place, clean and beautiful. Lucia is very friendly and responsive for everything. Thank you

Family-friendly home rentals with a pool

Superhost
Apartment in Cortona
4.6 out of 5 average rating, 5 reviews

Medieval Cottage near Cortona

AnneRating, 5 stars44 months ago
Words can’t describe how beautiful this little restored village is - if you are seeking for a tasteful arranged place where you are all by yourself, surrounded by pure nature and a few other guests (that respect your privacy) this is where you should go. Highly recommended!!
Top guest favorite
Villa in Siena
4.85 out of 5 average rating, 86 reviews

Enchanting Rose Garden Pool Villa

MarkRating, 5 stars6 months ago
We booked Villa Montechiarone as part of our wedding at Montechiaro Organic Winery to house a group of 7 guests. The property sits around 500m from the winery itself, with views out over the Tuscan countryside, it's a breathtaking location and the villa itself is an incredible space. There are 2 huge indoor living areas, a well equipped kitchen, 4 spacious bedrooms and an outdoor covered terrace, as well as the garden and pool area. There is real character in the property in the way it is decorated as well as the imposing facade of the building itself. The pool area is spacious and well placed to take in the most of the view, and there is a car port with parking for at least 4 cars covered, with plenty more room if required beyond. Overall perfect for housing our guests who had a great experience and were very thankful for the help whilst checking out also!
Top guest favorite
Villa in Ortignano Raggiolo
4.94 out of 5 average rating, 69 reviews

Private Villa with swimming pool in Tuscany

TomášRating, 5 stars6 months ago
We had a wonderful stay at the villa in Tuscany and felt at home right away. The hosts, Silvana, Iacoppo, and Bruno, took excellent care of us and were always attentive to our needs. The villa itself is spacious and well-equipped with everything one could ask for. The beautiful pool with its stunning views and the cozy fireplace area were definite highlights. It was the perfect place to unwind and enjoy the Tuscan countryside. Thank you again for an unforgettable stay!
Guest favorite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 135 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars6 months ago
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!
Guest favorite
Farm stay in Pienza
4.94 out of 5 average rating, 171 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

BradRating, 5 stars2 weeks ago
Sabrina and her family were very accommodating and amazing host! The whole stay was superb In every way and my whole family as well as myself noted it couldn’t have been a better experience. From the amazing home cooked breakfast, to the cleanliness of the house, and the well thought out and led cooking class/dinner we enjoyed every aspect. Sabrina was very welcoming and made you feel like family :) I would highly recommend to anyone looking for a peaceful farm style stay that wants to experience Tuscany.
Superhost
Home in Cortona
4.92 out of 5 average rating, 26 reviews

Beautifully restored villa with private pool

RoxarnaRating, 5 stars7 months ago
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
Guest favorite
Farm stay in Gaiole in Chianti
4.97 out of 5 average rating, 100 reviews

Villa Le Miccine w/ Pool - Bello Fresco Unit for 2

KimberleyRating, 5 stars6 months ago
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!!
Guest favorite
Townhouse in Barberino Tavarnelle
4.96 out of 5 average rating, 56 reviews

Restored Ancient Farmhouse

GiorgioRating, 5 stars6 months ago
The house was large and roomy and each room had a private bath with a good shower. The kitchen was well equipped. The hostess was extraordinarily generous with the little things she made available to us. We might have wanted to grill for a dinner but the outdoor grill was rather greasy and not appealing to use. The one drawback ( that was not her fault) was the horrible condition of the road leading to the house. All in all, a great stay.

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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