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Family-friendly holiday rentals in Tuscany

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Tuscany family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
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

SandraRating, 5 stars1 week ago
Massimo beschreibt den Weg zur Unterkunft sehr gut, das Häuschen liegt etwa 20 min südlich von Florenz mitten in den Weinbergen, sehr ruhig und malerisch in den toskanischen Hügeln. Wir waren zu dritt bei Massimo und uns hat es an nichts gefehlt! Ob Stadtbesichtigung von Siena& Florenz, Weinverkostung oder einfach die Ruhe am Haus genießen: für alles das perfekt geeignet! Das Haus ist typisch toskanisch, Massimo und Beatrice haben viel Arbeit reingesteckt um ihren Gästen einen authentischen Aufenthalt zu bieten: trotzdem aber modern mit Klimaanlage- im Sommer geht’s auch kaum ohne! Vielen Dank für die tolle Zeit!
Guest favourite
Villa in Monteroni d'Arbia
4.98 out of 5 average rating, 102 reviews

San Giovanni in Poggio, villa Meriggio 95mq

CraigRating, 5 stars2 weeks ago
Authentic Tuscan countryside experience, with amazing views and excellent facilities. Well located if you want to explore all that Tuscany has to offer.
Guest favourite
Cottage in Radicondoli
4.93 out of 5 average rating, 137 reviews

Splendido fienile ristrutturato in Toscana

PhilippRating, 5 stars4 weeks ago
Wir hatten eine wunderschöne Woche in Glorias Haus. Unser vierbeiniger Freund hat sich in der Natur auch total wohl gefühlt. Das Haus ist klein aber fein und hat alles was man braucht. Das Grundstück hat eine schöne Größe und eignet sich perfekt um draußen zu Essen, im Whirlpool zu entspannen oder einfach in der Sonne zu liegen. Der Weg zum Haus ist ein wenig anspruchsvoll, aber mit einem normalen Auto und ein bisschen Fahrpraxis durchaus zu meistern. Gloria war für uns immer erreichbar und hat uns bereits im Vorfeld gute Ausflugstipps für die Gegend gegeben. Auch bei eventuellen Nachfragen hat sie immer sehr schnell reagiert und uns geholfen. Um einfach mal raus zu kommen und die Natur und die Ruhe der Toskana zu genießen, ist es perfekt. Wir kommen gerne wieder!
Guest favourite
Apartment in Casole d'Elsa
4.93 out of 5 average rating, 157 reviews

La Casetta

RalfRating, 5 stars3 weeks ago
Können wir absolut empfehlen ! Ist alles so wie im Text beschrieben und auf den Foto´s zu sehen. Liegt ca 2 km außerhalb vom total schnuckeligen Örtchen Casole de Elsa. Von Andrea + Barbara gab´s alle nötigen Infos zur Anreise und viele tolle Tipps vor Ort, immer mit den dazugehörigen Links. Zum Beispiel verzögerte sich unsere Anreise verkehrsbedingt auf ca. 22:15 Uhr. War kein Problem, wir standen in Kontakt und als wir ankamen, hat uns Andrea persönlich in Empfang genommen. Und wenn wir während unseres Aufenthaltes eine Frage hatten, kam immer sehr zügig eine Antwort. (Wo man in Siena am Besten parken kann, wie gelangt man am Besten nach Florenz, ...)
Top guest favourite
Farm stay in Sillico
4.97 out of 5 average rating, 158 reviews

Romantic stay where Tuscany meets the sky!

TimRating, 5 stars3 weeks ago
Simply unbelievable – a secluded haven with everything you'd want from a holiday home in the Italian countryside. We spent 6 days with our two young kids at Monica's place, and had one of the best holidays ever. The house is beautiful, well-equipped and charming, and the views are out of this world. Sunset out of the bedroom window will stay with me forever! Then there's the gardens - lots of room for kids to run around in complete safety, with a large infinity pool (cold in May, but still enjoyed every day by us and the kids… the view was so beautiful I proposed to my fiancee there 🥳), and also a playground and outdoor bowls lane. There's an excellent restaurant within 5 minutes walk, but Sillico is a quiet, beautiful medieval hamlet and not much more – be aware that to get anywhere you'll need to drive 12 minutes down quite a narrow twisty road. It didn't bother me, but just something to be aware of for less confident drivers. Overall: one of the best places I've ever stayed!
Guest favourite
Villa in Chianciano Terme
4.92 out of 5 average rating, 107 reviews

Cottage in Val d'Orcia, Jacuzzi & HotTub with view

MadisonRating, 5 stars1 week ago
Fulvia’s apartment is a true Tuscan gem—beautifully decorated with charm and character, and equipped with everything you need. The property offers stunning views and a peaceful sense of seclusion, and it’s even more beautiful than in the photos. Fulvia is right nearby and always available if you need anything. She and her husband are both warm, thoughtful, and made us feel genuinely welcome. Fulvia even arranged dinner at a local restaurant, which turned out to be one of the best meals of our trip. This is a special place and our only regret is not staying longer.
Guest favourite
Apartment in Morrona
4.96 out of 5 average rating, 132 reviews

Casa Luna-Splendida vista piscina e natura toscana

IsabelRating, 5 stars3 weeks ago
A little paradise in Tuscany with the most breathtaking view. We spend alot of the days at the house, swimming in the pool, cooking and generally feeling at home! They surprised us with fresh cherries 🍒 a few times and were happy to explain the beautiful routes you can walk around. We will def be back! ❤️
Guest favourite
Flat in Sassetta
4.94 out of 5 average rating, 163 reviews

Apartment Veronica - Tuscany Charme

AnnRating, 5 stars1 week ago
Staying at Salvatore’s place was peaceful, stunningly beautiful, and such a natural escape ! We loved the hikes, outdoor spaces, vineyard and wildlife. The air smelled of flowers… just so lovely ! You will need a car to visit nearby villages and the property is rural. Such a special place and the best part was Salvatore’s stories and hospitality ! Highly recommend for a natural escape.

Family- and pet-friendly home rentals

Guest favourite
Flat in Castiglione del Lago
4.91 out of 5 average rating, 143 reviews

Ulivo - Charming apartment in the countryside

CharlotteRating, 5 stars1 week ago
Wow, what a beautiful apartment this was. Nestled in the countryside by the Tuscany/Umbria border is this gorgeous farmhouse owned by Simona and Yens and what a find it was! The rolling hills are captivating and if you want to switch off, enjoy visiting beautiful villages, eat lovely food and really rest, this is the place to do it. We were welcomed by their two friendly dogs and received lots of tips about the local area from Yens on arrival. The apartment is spacious and serene. From spending evenings on the patio eating al fresco, watching the stars or having morning swims, we had a wonderful time and would wholeheartedly recommend this to anyone and everyone seeking some peace and quiet. The farmhouse is remote but it's very easy to get anywhere by car and the drives are never dull with the countryside views. It's hard to put into words how relaxing this place is and so I suggest you book and find out, you won't regret it! Thank you so much Simona and Yens!
Top guest favourite
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 296 reviews

Casa Al Poggio & Chianti view

KathyRating, 5 stars2 weeks ago
Hands down our favorite part of our two weeks in Italy! Casa Al Poggio was our Tuscan home away from home. We went and did all the things… Florence, Cinque Terre, San Gimignano, Montepulciano, etc. But coming “home” to this place was the best. So peaceful and picturesque looking across the valley at the Badia Di Passignano. We cooked many meals in the well stocked kitchen and my husband loved the rustic BBQ. Fresh herbs in the garden and the smell of jasmine blooming on the patio. Book yourself extra time here…you won’t want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We can’t wait to go back.
Top guest favourite
Flat in Montepulciano
5 out of 5 average rating, 118 reviews

Stuart White Tea Central Panoramic & Garden

MarkRating, 5 stars1 month ago
My wife, brother-in-law, and I had an incredible time in Montepulciano, and Giacomo’s apartment was the perfect place from where we started out daily adventures, took afternoon naps, and then headed out for fantastic dinners. Giacomo’s apartment was excellent, making it easy to get settled after a long day of travel. Giacomo guided us into the temporary parking spot when we got lost for a few minutes, and was quick to assist with any questions we had during our stay. The restaurant recommendations were all excellent, as well as the other activities he suggested. We will definitely stay here again when we visit Montepulciano!
Top guest favourite
Cottage in Lerici
4.97 out of 5 average rating, 120 reviews

Concara [PiandellaChiesa]

FrankaRating, 5 stars1 week ago
Wir hatten einen zauberhaften Aufenthalt auf dem Anwesen von Ottavio. Nach einem herzlichen Empfang und sehr umfangreichen, hilfreichen Tipps für die Gegend blieb für uns nur noch eins zu tun: Entschleunigen. Die ruhige Lage mitten in der Natur sind ideal, um absolut abzuschalten. Es fehlt einem an nichts! Das Häuschen war gemütlich eingerichtet, das Bett sehr bequem & entgegen unseren Vorstellungen gab es wenig Insekten. Das Schlafzimmer ist sehr kühl und dunkel - perfekt für erholsame Nächte. Besonders gut hat uns gefallen, dass unser Hund seine Freiheit ausleben konnte, unser und Ottavio‘s Hund waren wirklich Freunde und haben täglich gespielt. 😊 Unseren ganz lieben Dank für die wunderbare Zeit! Gerne wieder! ✨
Superhost
Apartment in Porto Santo Stefano
4.83 out of 5 average rating, 202 reviews

Villa Rosetta, apt 2, Lovely beach historic house

JoshuaRating, 5 stars3 weeks ago
one negative thing to get out of the way: the wifi didn't work, spotty at best....HOWEVER, a place this beautiful, who cares about wifi!! absolutely stunning, good swimming- we saws many fish right off-the-record shore! bring water shoes and keep an eye out for sea urchins, but we had no issues. very short walk to town/ restaurants, but your best meal may just be on your terrace with a glass of wine watching the sea! this place is dope.
Top guest favourite
Home in Torreone
4.97 out of 5 average rating, 102 reviews

Tuscany House | View Breathtaking

AudreyRating, 5 stars2 months ago
We loved our stay. The host was amazing, and the house had everything we needed. The internet was very fast and supported my work requirements back in the USA. The views are spectacular, and the property is very private. Thank you, Irene, and family. I especially appreciated your help in getting me my new computer charger after mine broke. Have a great spring!
Guest favourite
Farm stay in San Casciano In Val di Pesa
4.94 out of 5 average rating, 102 reviews

Paradiso nel Chianti

JulieRating, 5 stars3 weeks ago
This has been the standout accommodation of our Italian tour so far. The photos do not show how amazing this place is. It’s on a vineyard and olive farm with the option for breakfasts (which were fabulous) and we also had a shred meal with others at the accommodation on one night. The food was wonderful and the atmosphere set to be relaxed with several courses taken over a few hours and flowing local wines. The apartment was beautiful and spacious with a very comfortable bed room. We ate in on a few nights and the kitchen was well equipped for making food. Anna was exceptional as a host always very helpful and with such a cheerful positivity. We chose to be away from the main towns to have a peaceful recharge and this accommodation gave us exactly that. Take a walk through the vineyards and capture a sunset that will be etched into your memories. Thanks again Anna for a wonderful stay ❤️
Guest favourite
Flat in Caminino
4.91 out of 5 average rating, 168 reviews

Pieve di Caminino Historic Farm

YaniRating, 5 stars1 week ago
Wat een prachtige plek, midden in de natuur, met een zalig zwembad om tot rust te komen. Emiliano is erg gastvrij en heeft een groot hart voor dieren, zelf heeft hij ook honden. Hij hield steeds rekening met onze hond en stemde goed met ons af. Onze hond mocht overal loslopen en werd met veel liefde ontvangen — voor honden echt een vijfsterrenverblijf! 🫶 Je hebt wel een auto nodig om dingen te ondernemen, maar de locatie is ideaal als uitvalsbasis om Toscane te verkennen. Het eerste (honden)vriendelijke strand met parasols, bar en eetgelegenheid ligt op 30 minuten rijden. Andere stranden, mooie stadjes en zelfs een natuurlijke warmwaterbron bereik je binnen 40 tot 90 minuten. Een echte aanrader voor wie houdt van rust, natuur én een hondvriendelijke sfeer!

Family-friendly home rentals with a pool

Guest favourite
Home in Montaione
4.94 out of 5 average rating, 104 reviews

Cercis - La Palmierina

JenniferRating, 5 stars1 week ago
We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!
Top guest favourite
Flat 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 favourite
Farm stay in Cavriglia
4.92 out of 5 average rating, 336 reviews

Chianti La Pruneta, Raffaello Apartment

KathleenRating, 5 stars1 week ago
Very friendly and helpful host, Massimo made us feel at home. A beautiful apartment overlooking some incredible views. Lovely clean pool. Just a perfect holiday all round!
Top guest favourite
Farm stay in Lastra a Signa
4.99 out of 5 average rating, 145 reviews

Flat for 4 with garden & pool in agriturismo

MollyRating, 5 stars1 week ago
What a magical stay! Christine is a true host and not only has curated a beautiful space but she also was perfectly attentive to us during our stay. The apartment was as comfortable as it is beautiful. We took advantage of the outdoor grill and swimming pool and although we explored the area we would have been just as happy to stay “home” all day. The recommendations for the area were true gems. We had breakfast our last morning and it was the perfect ending to our stay! I don’t think you can find a more perfect place.
Guest favourite
Holiday home in Sovicille
4.93 out of 5 average rating, 107 reviews

Podere La Castellina - N°2 LECCETO

SophieRating, 5 stars2 weeks ago
Wir hatten einen tollen Aufenthalt! Simona hat uns direkt herzlich empfangen und uns alles in Ruhe gezeigt. Das Airbnb liegt wunderschön inmitten der Natur – perfekt, um abzuschalten und zur Ruhe zu kommen. Die Unterkunft war sehr sauber, liebevoll und gemütlich eingerichtet. Wir haben uns rundum wohlgefühlt und würden jederzeit wiederkommen. Vielen Dank für die schöne Zeit!
Top guest favourite
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!
Top guest favourite
Farm stay in Reggello
4.96 out of 5 average rating, 163 reviews

Colonica in pietra, piscina privata in esclusiva

MeganRating, 5 stars2 weeks ago
We absolutely loved our stay at this property in Reggello! The hosts were so warm and communicative—they greeted us upon arrival and gave us a full walkthrough of the home! The view was stunning, and the pool was beautiful and very clean. Aldo even came by each morning to clean it before we used it, which was such a thoughtful touch. Everything in the house worked perfectly—the Wi-Fi was fast, all the appliances and lighting functioned well, and we had no issues during our stay. The drive from Florence was easy (we had a rental car), and it made exploring nearby wineries and towns super convenient. We also LOVED their on-site farmers market. It was their own personal setup with wines, olive oil, jams, and other homemade goods -- plus fresh produce like eggs, garlic, artichoke, & shallots, which they generously offered free of charge. We’d definitely stay here again and highly recommend this property to anyone looking for a peaceful and scenic escape in the Tuscan countryside!
Guest favourite
Home in Certaldo
4.91 out of 5 average rating, 130 reviews

Paluffo Stillo House

LeahRating, 5 stars2 weeks ago
Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!

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