Some info has been automatically translated. Show original language

Family-friendly vacation rentals in Radicondoli

Find and book unique family-friendly homes on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
0 of 0 items showing
1 of 3 pages

Popular amenities for Radicondoli family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Montespertoli
4.83 out of 5 average rating, 114 reviews

I Limoni Apartment in Tuscany

BeatriceRating, 5 stars2 months ago
My friends and I celebrated New Year's Eve in this farmhouse surrounded by Tuscan nature. The house and garden are beautiful! The hosts were impeccable and responsive to our every request. I would recommend it for a quiet stay with friends. We found some bugs but the hosts were very kind and made us have an insecticide spray.
Guest favorite
Home in Montecastelli Pisano
4.92 out of 5 average rating, 38 reviews

Deal 2019 Tuscany Villa le Capanne with pool

PeterRating, 5 stars4 months ago
Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.
Guest favorite
Vacation home in CRESPINA
4.9 out of 5 average rating, 10 reviews

Poggio al Casone - Barrique basic apartment

MosheRating, 5 stars19 months ago
The property and surrounding area is beautiful, We loved the estate and especially the pool area. Had a great experience there and would highly recommend if you’re looking for a quiet getaway. Exploring the area was fun, especially Pisa and Lucca. Our only issue was finding good food, I guess we had high expectations after visiting Florence. Overall it was a nice stay and the staff was very nice and accommodating.
Guest favorite
Loft in Reggello
4.89 out of 5 average rating, 131 reviews

CASA AL BOSCO 1

AlejandraRating, 5 stars5 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, 250 reviews

Charming estate with views

MoritzRating, 5 stars3 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
Villa in San Casciano in Val di Pesa
4.94 out of 5 average rating, 162 reviews

The Vichiaccio Villa with Jacuzzi in Chianti

AmandaRating, 5 stars4 weeks ago
Incredible stay at Beatrice’s place. From booking to exit she had helped my group and I plan our stay in Tuscany finding wineries and vineyards to explore. She was so kind and pleasant to work with I would suggest her place to anyone! The kitchen was cozy and perfect for our group to spend time in while at the bnb. Every room was exactly as described. Perfect stay!
Guest favorite
Cottage in Geggiano
4.99 out of 5 average rating, 126 reviews

Villa di Geggiano - Guesthouse

GabrielRating, 5 stars1 month 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, 109 reviews

Casa al Gianni - Il Fienile di Simignano

LaraRating, 5 stars1 month 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 !

Family- and pet-friendly home rentals

Superhost
Apartment in Sasso Pisano
4.78 out of 5 average rating, 187 reviews

La Maison di Monica & Simona

MaximeRating, 5 stars2 months ago
Monica is very welcoming. The value for money is very good. Be careful if you have small children because there are slightly steep stairs to access the accommodation.
Guest favorite
Farm stay in Bucine
4.98 out of 5 average rating, 43 reviews

Boggina. Private villa with pool, walk to village

AnnaRating, 5 stars6 months ago
Boggina was such a beautiful setting for our two families. There is no air conditioning, but the house kept beautifully cool by using the shutters in the day and using fans at night. The bedrooms were dreamy, full of trinkets from families past. The pool was fantastic and we enjoyed a lovely wine tasting tour! We basically didn’t want to leave! Many thanks team Marco 😊
Superhost
Home in Staggia
4.87 out of 5 average rating, 39 reviews

Holiday in the Chianti Senese

JosefinRating, 5 stars7 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.
Guest favorite
Home in Localita' Pievescola
4.93 out of 5 average rating, 124 reviews

Antico Borgo Ripostena – no. 5 Rimessa

KeriRating, 5 stars4 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.
Superhost
Condo in Ponteginori
4.87 out of 5 average rating, 15 reviews

Romantic and cozy two-room apartment

GabriellaRating, 5 stars6 months ago
Beautiful place between Cecina and Volterra to stay in complete tranquility and relaxation in the Tuscan hills, panora and fantastic sunset. Convenient to visit medieval villages and not far from the famous Etruscan coast and for those who love cities you can reach Pisa and Siena. Fausto is a fantastic host, accurate and very helpful, but not intrusive, he gave us directions to places to visit, typical beaches and also very nice restaurants nearby. Our stay was pleasant and relaxing what we wanted was to stay away from the confusion and daily stress, if this is what you are looking for here you can find it... you will only hear the "noise" of cicadas.
Superhost
Home in Gaiole in Chianti
4.8 out of 5 average rating, 100 reviews

loft in the heart of Tuscan Chianti

CharlotteRating, 5 stars4 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
Apartment in San Quirico d'Orcia
4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

JackyRating, 5 stars4 months ago
Great family run place! Welcomed and greeted by Robert’s mother with a glass of wine that Robert made himself. Robert’s mom doesn’t speak any English but she was just so sweet and welcoming. The view is gorgeous and this place is a true agritiursimo with active vineyard and olive farms. Highly recommend.
Guest favorite
Villa in San Leolino
5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool,hilltop,Chianti

VeraRating, 5 stars4 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!

Family-friendly home rentals with a pool

Superhost
Farm stay in Montaione
4.86 out of 5 average rating, 7 reviews

Margherita

SusanneRating, 5 stars6 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 stars5 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 stars6 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!
Guest favorite
Farm stay in Castelfiorentino
4.93 out of 5 average rating, 144 reviews

Amazing view, pool and relax, 5 adults

ColinRating, 5 stars1 month ago
Andrea's accommodation was everything that we anticipated, from arrival to departure. We were welcomed by two amazing ladies who explained all that we needed to know about the house. We were a family of five, and the open plan layout with the kitchen area (fully equipped), dining area and lounge suited our Christmas celebrations. Andrea provided a Christmas tree which added to the festive atmosphere. The large fireplace in the lounge was great. It really did feel like home from home. Simona provided a pasta making session for my family that made for a delicious dinner. Planning to return soon.
Guest favorite
Villa in Sovicille
5 out of 5 average rating, 13 reviews

TRUE TuscanProperty Exclusive useSiena20P A/C Pool

OscarRating, 5 stars2 months ago
Spacious and secluded house, perhaps to make the most of the experience, it's best to take advantage of this place during the summer. Ideal for groups of up to 16 people (to reach 20 places you have to take advantage of two sofa beds). Very friendly and helpful host. In general I am very satisfied with my stay, the only negative note is the additional €100/night for the heating costs, I would have preferred to pay based on what was actually consumed.
Guest favorite
Apartment in La Felce
4.98 out of 5 average rating, 107 reviews

La Felce Country House

GarrettRating, 5 stars5 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 Montespertoli
4.89 out of 5 average rating, 19 reviews

Cozy Apart. in Cottage,4/5people,SWPOOL,AIRCO,WIFI

CristinaRating, 5 stars6 months ago
Wonderful place and Nicola was a fantastic host. The pictures were spot on. Nicola went above and beyond for us. Great recommendations and suggestions on where to go/ restaurants to try out. He was super helpful when a family member needed medicine and he was very responsive with finding an open pharmacy. I would absolutely recommend this place to anyone wanting peace and quiet with beautiful views of the vineyards. I will be back.
Guest favorite
Villa in Certaldo (FI)
4.89 out of 5 average rating, 143 reviews

Tuscan farmhouse with private pool and views

DorothyRating, 5 stars4 months ago
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.

Destinations to explore