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Family-friendly vacation rentals in Radicondoli

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Radicondoli family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite

Loft in Reggello

4.89 out of 5 average rating, 131 reviews

CASA AL BOSCO 1

AlejandraRating, 5 stars3 months ago
We had a very pleasant time here. Carlotta was very friendly from the start, and even recommended local grocery stores. This place is a hidden gem! You are surrounded by beautiful trees & nature, but close enough to the town where you can easily catch the train to Florence. We absolutely loved it!
Superhost

Home in Gaiole In Chianti

4.86 out of 5 average rating, 249 reviews

Charming estate with views

MoritzRating, 5 stars2 months ago
We loved Bernardino's place. It was super cozy, the garden and whirlpool were amazing. The kitchen had everything we needed. And Bernardino was super helpful with tips and answers to all our questions. Highly recommend if you're looking for a remote place to enjoy Tuscany.
Guest favorite

Apartment in Centro Storico

4.93 out of 5 average rating, 285 reviews

M&G Apartment your home away from home

LucyRating, 5 stars5 days ago
This Airbnb was great! Such a nice locations and the apartment itself was so beautiful. It was about a 20 minute walk from everywhere we went, but we loved the nice and peaceful neighborhood it was in. Massimiliano was very responsive and helpful to us throughout our stay, great host!
Guest favorite

Villa in San Casciano in Val di Pesa

4.94 out of 5 average rating, 161 reviews

The Vichiaccio Villa with Jacuzzi in Chianti

RyanRating, 5 stars1 month ago
A lovely home that has clearly been well cared for alongside a beautiful landscape of vineyards and olive groves. Our host was very attentive and available for any questions and we couldn't have had a nicer time.
Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 126 reviews

Villa di Geggiano - Guesthouse

GabrielRating, 5 stars3 weeks ago
Vila Di Geggiano was everything we were expecting it to be and more. We simply loved the place, quiet and very comfortable, set in the middle of a beautiful Toscana. The guest apartment is located by the side of the Main House, a historical summer palace with a deep history behind it. Andrea, our host, gave us a personal tour of the main house, filled with great stories about his ancestors. The house has been in Andrea´s family since the 1500s! If you are looking to spend some quiet days enjoying the great food and wine of Toscana in a relaxed, unique and comfortable space, Vila di Geggiano is a great destination for you.
Guest favorite

Home in Simignano

4.96 out of 5 average rating, 108 reviews

Casa al Gianni - Il Fienile di Simignano

LaraRating, 5 stars4 days ago
We stayed here with a family of 6 with 4 small children and a big dog. The property is as pictured and described if not better. The village is extremely special and quaint .. for me, it is the best place for a true holiday and where the kids are fully entertained. The farm and tour of the village were a bonus and our host Fabio was available for all our needs and extremely polite. I all around could not recommend this place more and they are even renovating and building what should become an exceptional restaurant. We can’t wait to come back, Grazie Milli and ciao !
Guest favorite

Farm stay in Figline Incisa Valdarno

4.94 out of 5 average rating, 347 reviews

Romantic in bioagriturismo Florence

Laura MichelaRating, 5 stars4 weeks ago
we had a great time. Paradise place for those looking for calm and tranquility with their pets.
Guest favorite

Apartment in Firenze

4.89 out of 5 average rating, 325 reviews

Apartment with garden and parking

Iveth EstherRating, 5 stars2 months ago
Giuseppe and his wife are very good, friendly and helpful people. His house was in very good condition and had what we needed for our stay. A very nice garden. They gave us a good reception and we had a parking lot for us in the same place. Very grateful to them and we would certainly repeat.

Family- and pet-friendly home rentals

Guest favorite

Guest suite in Centro Storico

4.95 out of 5 average rating, 165 reviews

A stone's throw from downtown and away from the chaos

KerrieRating, 5 stars2 months ago
Had such a perfect stay here. Slightly out of Florence town but great if you enjoy a small post food walk to work off all the delicious food on offer. Really peaceful. Stefani gave some lovely recommendations. Perfect host, perfect place. Happily stay again.
Superhost

Apartment in Volterra

5 out of 5 average rating, 4 reviews

APARTMENTS 3 people+ 4 people

KasiaRating, 5 stars31 months ago
Claudia is a great host, always very helpful and super nice. We felt very comfortable. The apartments have everything you need, the pool is great - very clean and with a wonderful view. The location is also great - in about 15 minutes you are in the Volterra and it only takes half an hour to get to San Gimignano. We will be happy to come back and thank you for the delicious oil and the beautiful vacation!
Superhost

Home in Gaiole in Chianti

4.8 out of 5 average rating, 100 reviews

loft in the heart of Tuscan Chianti

CharlotteRating, 5 stars3 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, 3 reviews

Casa vacanze Le Fornaci - Apartamento Dondo

ManuelaRating, 5 stars2 months ago
We've been guests to six people. When we arrived in the evening, the apartment was as described, well heated and comfortable The staff is courteous, kind and always available. We had dinner in their restaurant, high quality cuisine at affordable prices. Repeat experience
Guest favorite

Villa in San Leolino

5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool,hilltop,Chianti

VeraRating, 5 stars3 months ago
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!
Guest favorite

Condo in Asciano

5 out of 5 average rating, 162 reviews

Pink as the sunset sky

하늘Rating, 5 stars2 months ago
Famous small towns around Tuscany are expensive, but this is a place where you can fully enjoy the natural scenery of Tuscany at a reasonable price. The host was very friendly and the house was a very nice place to get a hands on experience of the farmhouse. It's an old brick house, but the antique interior and natural scenery were great.
Guest favorite

Apartment in Caminino

4.91 out of 5 average rating, 160 reviews

Pieve di Caminino Historic Farm

PearlsRating, 5 stars2 months ago
I have been traveling around Italy for all summer and autumn, I must say that Emiliano's place was the best stay by far I have visited. I felt like home through my entire stay. Emiliano and his family made me feel very welcomed and invited me to join them at the dinner table, what an absolute ultimate Tuscany experience that was! I couldnt have wished for a better way to wrap up my stay in Italy. Emiliano knows very well the area and can recommend lots of wineries to visit and restaurants to dine at. But the olive farm is so breathtaking and peaceful that you may not feel like going away, the place has everything you need if you are looking to escape from a busy city life style. Accomodation is very charming and one weekend was not enough, Wish I could stay longer.
Superhost

Home in Casamona

4.87 out of 5 average rating, 140 reviews

Stone Cottage in Tuscan Countryside

Jonas LotharRating, 5 stars3 months ago
The cottage in Tuscany offered exactly what I had imagined: a quiet, secluded location and lots of comfort. The house was clean and well maintained, perfect for a relaxing break. The only downside was the neighbor's loud dog, which sometimes disturbed the idyll. Other than that, it was a very enjoyable stay that I can recommend at any time.

Family-friendly home rentals with a pool

Superhost

Farm stay in Montaione

4.86 out of 5 average rating, 7 reviews

Margherita

SusanneRating, 5 stars5 months ago
We had a lovely time with Cristiana and Sergio. The apartment "La Margherita" was very clean and spacious. The children enjoyed the pool and there was plenty of room for everyone. We received helpful tips and Cristiana was always open to questions and responded very quickly. For chess lovers, there is a beautiful board in a great location. Highly recommended!
Guest favorite

Villa in Siena

4.85 out of 5 average rating, 86 reviews

Enchanting Rose Garden Pool Villa

MarkRating, 5 stars4 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!
Guest favorite

Apartment in Gaiole In Chianti

4.76 out of 5 average rating, 21 reviews

Idyllic with shared pool in the heart of Chianti

GuidoRating, 5 stars5 months ago
Heidi's apartment is situated in a larger complex on the outskirts of the village, just a short walk from the town center where you can find a church, a mini supermarket, bars, and a popular restaurant that is always fully booked. The village is ideally located in the heart of Chianti, making it a perfect starting point for exploring the region. You can drive along one of the scenic, winding roads to a wine tasting event, enjoy a bike ride through the picturesque countryside, or visit nearby cities like Siena or Florence (Firenze). One of the highlights of the apartment is the spacious swimming pool (1.35 m deep), which is perfect for cooling off during the hot summer days, especially if you have kids. The apartment itself is well-equipped, ensuring a comfortable stay. Communication with Heidi is easy and friendly. She provides detailed information on the check-in and check-out procedures, as well as instructions for using various amenities in the complex. We enjoyed our stay!
Superhost

Apartment in Montespertoli

4.89 out of 5 average rating, 9 reviews

12/14 pers,WiFi,Sw-pool,catering

MartinaRating, 5 stars22 months ago
The place is magnificent and very well kept, clean and super cozy. It's a little out of the way but we chose it just for the secluded location and surrounded by nature; in any case with a halfhour by car you can get to several wonderful places. Nicola was very kind and helpful. I highly recommend a stay here, it's refreshing!!
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 stars3 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

Apartment in La Felce

4.98 out of 5 average rating, 107 reviews

La Felce Country House

GarrettRating, 5 stars4 months ago
Cristina is the ultimate host! Everything was immaculate and set up for us. We traveled with two young kids, and she was proactively prepared with a crib & high chair. She also had amazing recommendations and answered any questions for us. Led us to a spectacular sunset winery in the hills. The premise has stunning views and hanging poolside in the mountains, was just what the doctor ordered. Highly recommended and makes you feel like family!
Guest favorite

Apartment in Capannori

4.91 out of 5 average rating, 34 reviews

Casa Colle

SallyRating, 5 stars4 months ago
We had a very relaxing few days staying with Lucy and her family, and their dog Amber. They were really friendly and welcoming, and always ready to answer any queries we had. The pool area was lovely, and extremely peaceful. The accommodation was spacious, very clean and comfortable. The village is small with a butchers and bakers, a couple of restaurants and a bar. We did a lovely circular walk from the property through the woods to the nearby hill top village, Castel Vecchio. There’s nothing in the village but it’s very pretty and the views are great. You need a car to get to the supermarket and Lucca is a very easy 20 minute drive away. We had a super time and thank you Lucy for your generous hospitality.
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 stars4 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!!

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