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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
A bedroom features a decorative iron headboard against a soft green wall. Two well-made beds are adorned with white linens and embroidered pillows. A bedside lamp provides soft lighting, while a wooden cabinet and door add a rustic touch to the space.
Farm stay in Figline e Incisa Valdarno
4.92 out of 5 average rating, 325 reviews

Bioagriturismo colline Firenze 3p

JayRating, 5 stars4 days ago
Our stay was a dream to be in. Francesca and Francesco have created a wonderful place, are likeable people and great hosts. We were warmly welcomed and received all the necessary information. From the first moment, we felt at home and could freely explore the lovingly designed grounds and also enjoy them in privacy. The contact with other guests was also pleasant and respectful. The rooms are rustic and tastefully decorated and exude a special charm. The view will take your breath away. The approach to Poderracio is correspondingly adventurous (hairpin bends and narrow, bumpy road). All products such as the breakfast basket are super delicious and of high quality. In addition, we received freshly harvested vegetables (zucchini, beets, onions and garlic) from Francesca. During the stay, we were invited to bake pizza together in the private rooms and enjoyed a wonderful evening. THANKS!
Guest favorite
An outdoor space features a round hot tub surrounded by a wooden deck. Colorful lounge chairs provide seating, with a vibrant red and orange combination standing out against the green lawn. Olive trees dot the landscape, offering a serene view of the surrounding hills.
Condo in Montevarchi
4.95 out of 5 average rating, 192 reviews

Art-Design Fienile in the heart of Tuscany

AlisterRating, 5 stars2 weeks ago
Incredible trip. Paola and Michele were so friendly and welcoming. Always there to give advice and make sure you had everything you needed. The little converted hay barn was just beautiful and lovely. Location wise it just couldn’t be beaten. The garden was amazing and we ate outside morning and night, easy access to amazing Tuscany countryside and also a short trip on the train to Florence from Montevarchi. Loved every minute we were there and we were sorry to leave. Would highly recommend.
Top guest favorite
The jacuzzi is featured outdoors, illuminated with blue lights, creating a calming atmosphere at night. The surrounding stone walls provide privacy, and a dining table can be seen nearby. Steam rises, indicating the water is warm and inviting.
Cottage in San Casciano In Val di Pesa
4.95 out of 5 average rating, 147 reviews

Il Fienile, Cottage in the country with Jacuzzi

BethanyRating, 5 stars3 weeks ago
If I could move in here permanently, I would. What a gorgeous stay with responsive and respectful hosts. Everything was as described, the hot tub was glorious, and we loved looking through the binder of photos of painstaking restoration over the years.
Top guest favorite
Well-maintained gardens feature a lush lawn surrounded by mature trees, providing shade. An old stone building is visible in the background, characterized by arched windows and a terracotta roof. A shaded outdoor seating area, under a rustic wooden eave, adds to the inviting exterior.
Home in Figline e Incisa Valdarno
4.96 out of 5 average rating, 105 reviews

Torretta Apartment

DebbieRating, 5 stars2 weeks ago
I can not say enough about Alessandra and her amazing land! It was the most magical place we have ever been to. We are taking a 3 month trip, hitting up 21 cities in Europe and this is BY far the best! She was so kind and took us shopping and back to our train! She was always there when we needed her.thank you Alessandra we will see you next year!
Guest favorite
A spacious outdoor area is shown, featuring comfortable lounge chairs and a wooden table set for dining. The setting includes lush greenery and a stone wall, creating a peaceful atmosphere. A shaded patio area enhances the inviting outdoor space, perfect for relaxation.
Loft in Reggello
4.89 out of 5 average rating, 136 reviews

CASA AL BOSCO 1

AndyRating, 5 stars4 days ago
Everything was great! Responsive, helpful pre-travel communication, warm welcome, beautiful and stylish flat, plentiful and free of charge provision of food and drinks, comfortable bed, and much more. Dear Carlotta and Federico: you do an amazing job! Thank you so, so much for everything!
Guest favorite
A sunlit sunroom features large windows adorned with sheer curtains, allowing natural light to fill the space. A cozy white sofa is positioned next to a small wooden table with chairs, while indoor plants add a touch of greenery to the inviting atmosphere.
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

AndrewRating, 5 stars1 week ago
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.
Guest favorite
A heated jacuzzi is situated under a shaded pergola, surrounded by lush greenery and colorful flowers. The serene outdoor space is complemented by a gravel path leading towards vineyards in the background, inviting relaxation and privacy.
Villa in San Casciano In Val di Pesa
4.94 out of 5 average rating, 171 reviews

Wheelchair accessible Villa with Jacuzzi

KristinRating, 5 stars1 week ago
This was such a beautiful stay in Tuscany. When our family arrived it was magical to them to be in Beatrice’s home and countryside. It’s full of history and breathtaking views.
Top guest favorite
A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.
Apartment in Siena
4.91 out of 5 average rating, 129 reviews

Villa'Colombaiolo di Marciano', 28

HannahRating, 5 stars3 weeks ago
We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.

Family- and pet-friendly home rentals

Guest favorite
A charming stone farmhouse is set within a lush garden, surrounded by vibrant red flowers and greenery. The building features wooden window shutters and a tiled roof, blending harmoniously with the natural landscape under clear blue skies.
Guest suite in Greve in Chianti
4.97 out of 5 average rating, 395 reviews

Selvabella in Chianti B&B Il Riccio

Ann KristinRating, 5 stars1 week ago
We had an amazing stay! Very nice and warm people and cute dogs. Amazing views, green and lush garden. Delicious food and drinks. Fun with pasta course! I recommend this place! Fantastic experience!
Top guest favorite
A tranquil outdoor pool is surrounded by well-maintained gardens and olive trees. Sun loungers are positioned along the poolside, providing space for relaxation. The stone-clad building in the background complements the landscape, contributing to the serene environment.
Apartment in La Presura
4.93 out of 5 average rating, 147 reviews

Country house 9 km to Florence-2+1g,free parking

TimRating, 5 stars1 week ago
Very nice quiet place to stay with Tuscan flair. Great complex also with a pool and a view. Quickly in Florence and on the streets to the excursion destinations. Definitely recommend! We'll be back. :)
Guest favorite
Aerial view of the rustic property surrounded by olive groves and cypress trees, featuring a private pool. The charming building, with a terracotta roof, is set against the backdrop of San Gimignano's towers, visible in the distance under a clear blue sky.
Apartment in San Gimignano
4.89 out of 5 average rating, 126 reviews

Apartment Ortensia

DanielaRating, 5 stars2 months ago
Great place! We loved it!
Top guest favorite
A rustic rural complex is depicted, featuring a stone building with a terracotta roof. Surrounding greenery enhances the setting, and a gravel path leads to the entrance. The scene is accentuated by a large tree and the clear sky above.
Condo in Monteriggioni
4.92 out of 5 average rating, 122 reviews

Il Vecchio Noce

JuliaRating, 5 stars3 weeks ago
A super nice place to stay. The way there is a bit adventurous and not recommended for low-riding vehicles, but otherwise doable if you drive slowly. But it's also totally quiet there. The cottage is nicely furnished. Everything important was available and Alessandro even greeted us with a bottle of wine. The bed and pillows are extremely comfortable. Somewhat disturbing is the squeaky gas heater and the fact that the water temperature in the shower fluctuated quite a bit. Maybe it can still be repaired. But that's whining at a high level. All in all, a great place to stay with a very nice and accommodating host.
Guest favorite
An exterior view of a rustic farmhouse features weathered stone walls and dark wooden shutters. Lavender flowers bloom nearby, adding a touch of color to the scene. Two doors offer access to the home, and a small potted plant is visible in the ground floor window.
Cottage in Sovicille
4.91 out of 5 average rating, 138 reviews

Apartment for 2 with super views+pool near Siena

AnthonyRating, 5 stars6 days ago
Our stay at Mario's place fully met our expectations. We were superbly received with our faithful four-legged companion. Mario, Anna and all their families are very welcoming and happy to welcome us in this charming, very quiet and relaxing building, we enjoyed the green area and the proximity of the activities detailed by our host (a great thing, the ballet of fireflies in the evening). To conclude, thank you Mario & Co for the discovery of your superb region. Pascaline, Anthony & Vickie
Guest favorite
An elegant medieval castle is surrounded by lush olive trees, showcasing its stone façade and characteristic towers. Soft lighting emanates from the windows, creating a warm ambiance as dusk approaches. The castle is set against a backdrop of gently rolling hills, enhancing its historic charm.
Castle in Barberino Tavarnelle
4.87 out of 5 average rating, 111 reviews

Suite in Castle of Valle

KapoRating, 5 stars3 weeks ago
We come from Hong Kong, and a building like this is not often seen there. We are very happy to have had the chance to stay at the house. Some of the details in the house really impressed us, especially the antique furniture! Pietro is a great host—very friendly and responsive. I had some pleasant conversations with him. Thanks again!
Guest favorite
The exterior view of a rustic stone building is showcased, featuring large windows and a welcoming entrance. A gravel pathway leads to the door, with terracotta pots and greenery strategically placed around the entryway, providing an inviting atmosphere in a serene environment.
Farm stay in San Casciano In Val di Pesa
4.94 out of 5 average rating, 103 reviews

Paradise in Chianti

JillRating, 5 stars3 days ago
What a magnificent place to stay. Very peaceful and in wonderful surroundings. The dinner that Anna put on was amazing and we met some lovely fellow travellers. As the temperature was hot while we were there the pool was an added bonus. I would highly recommend this place. Anna is such a delight to deal with.
Superhost
A spacious property is surrounded by lush gardens, featuring carefully arranged shrubs and trees. Stone pathways lead to the entrance, with a view of rolling hills in the background. The outdoor area includes a shaded seating area, enhancing enjoyment of the serene landscape.
Home in Monteroni d'Arbia
4.88 out of 5 average rating, 192 reviews

The Tower of Corsanello

RobRating, 5 stars2 weeks ago
We loved our stay here. It is a beautiful home and a beautiful space. The only thing I would note for future travelers is the host speaks Italian and not much English. Communication prior to check-in was a little slow but ultimately very smooth. The host met us when we arrived and was very nice. Would 100% stay here again.

Family-friendly home rentals with a pool

Top guest favorite
A natural pool is set amidst a garden-park featuring various trees, including ancient cypress. The pool reflects the clear blue sky, while gravel pathways surround it, creating a serene outdoor space. Verdant greenery provides a backdrop to this tranquil setting.
Apartment in Montalcino
4.9 out of 5 average rating, 359 reviews

Panoramic Country Suite Montalcino

BernhardRating, 5 stars3 days ago
We stayed at Aleksandra's in Montalcino in the heart of Brunello, a breathtakingly beautiful area, for a week. The large property is fantastic and with the tranquility and the view just the right thing to relax and unwind. An unforgettable experience for the whole family. This is how you imagine a Tuscan holiday. We highly recommend the place.
Top guest favorite
A heated pool is positioned in a landscaped area, surrounded by greenery. The tranquil setting offers panoramic views of rolling hills and vineyards in the distance, enhancing the peaceful atmosphere.
Apartment in Castellina in Chianti
4.97 out of 5 average rating, 113 reviews

Visit Chianti, Siena, S.Gimignano, Florence

CarlyRating, 5 stars1 month ago
The perfect place to explore Chianti each day. We stayed 5 nights and it was just perfect. Great amenities, beautiful pool, bbqs and lovely areas to sit and enjoy the views and the sunset. Always fabulous to come home to. Our upstairs apartment was spacious, comfortable and all we required with a lovely view. We had great recommendations from Silvia which we followed up on. Great to have restaurants nearby. Reasonable- highly recommend.
Guest favorite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage in Barberino Tavarnelle
4.97 out of 5 average rating, 193 reviews

Stone House with Exclusive Pool Codilungo in Chianti

SarahRating, 5 stars2 weeks ago
We can't imagine a more beautiful place to stay while we visited Chianti! The location is absolutely heavenly, and Emanuela's home is stunning. Everything was so comfortable, and our family particularly loved spending time outside and enjoying the pool. It's conveniently located for several Tuscan day trips, and there are many amazing wineries nearby. And the icing on the cake were Emanuela and Giovanni, who went above and beyond in helping us throughout our trip - from recommendations and help with reservations to having a few food items and coffee stocked for our first day's breakfast. Easily the best hosts we've ever enjoyed in our years staying in Airbnbs!
Top guest favorite
An inviting outdoor infinity pool reflects the surrounding hills and sky, framed by lush greenery. The calm waters exhibit a vibrant blue hue, blending seamlessly with the scenic landscape of rolling hills and distant mountains under a cloudy sky.
Farm stay in Radicondoli
5 out of 5 average rating, 12 reviews

The pomegranate, Podere il Giglio

PetraRating, 5 stars1 week ago
What a wonderfully relaxing week we were able to spend in Luca's great accommodation. It's even nicer than the photos show up. Luca is a great host and his homemade olive oil is fantastic. Here you can perfectly disconnect from everyday life and enjoy the great landscape. Radicondoli is a tranquil and very nice place with very good tourist information. Those who are ready to discover the small and large destinations in the area by car will find the perfect place here.
Guest favorite
A shared swimming pool is surrounded by stone paving and offers a clear view of the hills in the background. Sun loungers are positioned on the poolside, inviting relaxation amid natural scenery under a bright blue sky.
Farm stay in San Gimignano
4.89 out of 5 average rating, 209 reviews

Oleandro double room with pool in San Gimignano

EricaRating, 5 stars2 weeks ago
While Paolo was away, our check-in and communication with Bruno went very smoothly. The property is absolutely stunning. The view of Sam Gimignano as you swim in the pool was something out of a movie scene. The property has surrounding olive trees and vineyards seen right from the window of the airbnb. This particular room is in a tucked away corner of the property and feels very private. Bed was comfy. Washing machine and drying racks, as well as a grill were plusses. Many agriturismos offer a dinner for an added fee, and we were a little disappointed that the dinner (in the past offered by Paolo’s neighbors) was closed during our stay. However, in fending for ourselves, we did appreciate the mini fridge and microwave, and loved eating our dinner right on the private table outside the room door. Also, you do have to clean out your trash at the end of the stay. Price felt right. Overall, would happily stay again and will be forever dreaming of the view.
Top guest favorite
A panoramic view of a bright swimming pool surrounded by a lush garden. Comfortable lounge chairs are arranged on the stone patio. Olive trees and shrubs create a natural backdrop, emphasizing the serene outdoor setting under a clear blue sky.
Farm stay in Loro Ciuffenna
4.99 out of 5 average rating, 106 reviews

Il Roseto: your Villa in Tuscan Countryside

ToniRating, 5 stars3 weeks ago
Odina was the perfect spot to relax. Beautiful and comfortable accommodation, wonderful dinners and great communication. Would definitely recommend Odina to people wanting to get away from the city and relax in the countryside.
Top guest favorite
A serene outdoor pool is surrounded by well-maintained greenery and blooming lavender. Comfortable lounge chairs are placed under shaded umbrellas, offering a peaceful spot to relax while enjoying views of the expansive Tuscan landscape and distant hills.
Farm stay in Pian di Scò
4.95 out of 5 average rating, 132 reviews

Agriturismo I Gelsi

GabriellaRating, 5 stars1 week ago
Eva's place is absolute heaven. We stayed for 10 days with our two small children (1 and 4) and had the most wonderful time. The apartment is perfect – beautifully decorated with everything catered for. The outside garden and terrace is great for eating with amazing views. And the pool is also wonderful – we had it to ourselves the whole time we were there. We couldn't recommend this place more! Thank you, Eva and family!
Guest favorite
Apartment in Carpineto
4.95 out of 5 average rating, 171 reviews

Tuscan countryside, peace and relaxation 10 minutes from Siena

NoahRating, 5 stars2 weeks ago
Beautiful place near Siena. The hosts are very friendly and kind. We really enjoyed our stay in here!

Destinations to explore