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Family-friendly holiday rentals in San Gimignano

Find and book unique family-friendly homes on Airbnb

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Popular amenities for San Gimignano family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Cottage
4.95 out of 5 average rating, 142 reviews

Il Fienile, Cottage in the country with Jacuzzi

NinaRating, 5 stars3 days ago
Alles super. Wir haben uns sehr wohl gefühlt und hatten tolle Tage in der Toskana. Danke :)
Guest favourite
Home
4.92 out of 5 average rating, 38 reviews

Deal 2019 Tuscany Villa le Capanne with pool

PeterRating, 5 stars6 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 favourite
Home
4.97 out of 5 average rating, 108 reviews

Holiday House "Le Stagioni di Bacco"

LucasRating, 5 stars2 weeks ago
Wir hatten wundere 12 Tage in Monsummano. Das Haus liegt optimal um die Toscana zu erkunden. Die Lage ist eifach top! Zu Fuss erreicht man gute Restaurants, Eisdielen und Cafés. Wir können die Unterkunft wärmstens weiter empfehlen und Kommunikation mit Daniele war spitzenmässig!! Vielen Dank für den tollen Aufenthalt! 👌😀👍
Guest favourite
Villa
4.91 out of 5 average rating, 122 reviews

Villa a Montepulciano con Piscina

LindaRating, 5 stars3 weeks 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
4.86 out of 5 average rating, 257 reviews

Charming estate with views

LucRating, 5 stars3 days ago
Bernardino und seine Frau Luciana haben sich bestens um uns gekümmert. Eine grosse Unterkunft, top Service, feines Essen und sehr freundlich. Absolut zu empfehlen! 10/10
Guest favourite
Villa
4.94 out of 5 average rating, 168 reviews

Il Vichiaccio Villa con jacuzzi nel Chianti

LiatRating, 5 stars2 weeks ago
We spent a week at Il Vichiaccio and I already miss the house. The house was perfect for a family of 5 adults. We felt immediately at home, had all what we needed. The location and views are awsom, even more beautiful than in the pictures. Plenty of great wineries and restaurants in the ares. Beatrice is a great host, answered every question we had, gave us recommendations and even helped us when our daughter didn't feel well. We strongly recommend!
Top guest favourite
Home
4.99 out of 5 average rating, 77 reviews

Casa del Sole

ChristianRating, 5 stars7 months ago
Nous avons passé un superbe séjour chez Carlo et Elena. Le jardin clôturé et la piscine étaient de vrais plus. Sans compter toutes les petites attentions que Carlo a pu avoir pour nous, et même un cadeau pour notre petit chiot. Le logement est paisible entouré de montagnes avec une belle vue. Nous recommandons cette maison et son hôte car tout était parfait!
Top guest favourite
Cottage
4.99 out of 5 average rating, 130 reviews

Villa di Geggiano - Guesthouse

LauraRating, 5 stars1 month 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!

Family- and pet-friendly home rentals

Superhost
Flat
4.78 out of 5 average rating, 189 reviews

La Maison di Monica & Simona

JurgitaRating, 5 stars3 weeks ago
Viešnagė labai patiko: būstas erdvus ir jaukus (dar gražesnis, nei nuotraukose :)), buvo viskas, ko reikia: patalynė, rankšluosčiai, viskuo aprūpinta virtuvė. Šeimininkai draugiški ir, nors nedaug kalba angliškai, bet viską paaiškina :)... Miestelis irgi žavus - kupinas istorinio dvelksmo. Visai netoli (nuo būsto gal 5 min. pėsčiomis) yra nedidelė terminė versmė - gana karšta, tad tik vienas iš mūsų maudėsi, bet kojas pamirkėme visi ;)... Miestelio bare vaišinomės vynu - buvo labai malonu pabendrauti su vietiniais gyventojais. Žodžiu, šilčiausi atsiliepimai - ačiū už viską!
Top guest favourite
Flat
4.9 out of 5 average rating, 164 reviews

Back Home - Apartment in Pienza

DanieleRating, 5 stars3 days ago
Valeria sempre gentile e disponibile. Arrivando con le biciclette è stata super flessibile nell'orario del check in e senza nessun problema ci ha fatto sistemare le bici in casa. Appartamento pulito e confortevole e appena fuori le mura di Pienza quindi estraneo al trambusto turistico. Lo consiglio
Guest favourite
Guest suite
4.95 out of 5 average rating, 171 reviews

A due passi dal centro e lontano dal caos

BettinaRating, 5 stars1 week ago
Le logement de Stefania est idéal pour passer quelques jours sur Florence. Il y a tout le nécessaire et le centre reste accessible à pied ou en bus. Le frigo est un peu bruyant la nuit et cela a pu nous gêner de temps en temps.
Superhost
Flat
5 out of 5 average rating, 4 reviews

APPARTAMENTI 3 persone+ 4 persone

KasiaRating, 5 stars34 months ago
Claudia ist eine tolle Gastgeberin, immer sehr hilfsbereit und super nett. Wir haben uns sehr wohl gefühlt. Die Appartements haben alles was man braucht, das Pool ist super - sehr sauber und mit einem wunderbaren Blick. Die lage ist auch top - in etwa 15 Minuten ist man in der Volterra und bis zu San Gimignano braucht man nur eine halbe Stunde. Wir kommen sehr gerne wieder und bedanken uns für das leckere Öl und den schönen Urlaub!
Guest favourite
Home
4.8 out of 5 average rating, 100 reviews

loft nel cuore del chianti toscano

CharlotteRating, 5 stars7 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.
Guest favourite
Home
4.96 out of 5 average rating, 146 reviews

Casa in Toscana con piscina

PeggyRating, 5 stars6 months ago
Wir haben eine wunderbare Woche in Cristinas Haus in Fabbiano verbracht und dort unsere Auszeit vom Alltag sehr genossen. Das Haus ist wunderschön in den kleinen, ruhigen, sehr romantischen Ort eingebunden. Man geniest vom Garten aus einen wunderbaren Blick in das Tal und die Berge und kann vom Haus aus auch gleich eine schöne Wanderung aus unternehmen. Cristinas Empfang war sehr herzlich und gab uns das Gefühl, uns in ihrem Haus wirklich willkommen zu fühlen. Wir konnten sie jederzeit fragen, wenn wir Rat benötigten. Der Garten ist traumhaft. Leider war es für den Pool schon zu kalt. Dafür haben wir den Kamin sehr genossen. Trotz des durchwachsenen Wetters haben wir viel unternommen denn das Haus liegt zentral zwischen Meer, den Bergen und einiger sehr schöner Städte (z.B. Viareggio, Lucca, Pisa, Bargo). Da der Garten komplett eingezäunt ist, konnte sich auch unser Hund die ganze Zeit frei bewegen. Für kleine Familien, die Ruhe und Abgeschiedenheit lieben, ist das Haus ideal
Top guest favourite
Home
4.99 out of 5 average rating, 78 reviews

Romantic cosy flat - Toscana Italy

DavidRating, 5 stars7 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
4.81 out of 5 average rating, 116 reviews

La Manonera Farmhouse "La Casa Rosa for families"

SylvanaRating, 5 stars7 months ago
Le seul chose que je pourrais dire de négatif c’est le manque d’éclairage pour la cuisine et salle à manger . Pour le reste tout est parfait si on aime le décor de la campagne:-)

Family-friendly home rentals with a pool

Superhost
Home
4.88 out of 5 average rating, 50 reviews

Tuscan Villa with Privacy,Pool,near towncentre

GaiaRating, 5 stars2 weeks ago
Ambiente paradisiaco, in uno scenario spettacolare, vicinissimo al centro. Casa piena di tutti i comfort, elegante, perfetta per un totale soggiorno di relax. Antonio sempre pronto a soddisfare ogni tua richiesta, gentile, cordiale ed ospitale. Da ritornare sicuramente!!
Guest favourite
Villa
4.86 out of 5 average rating, 83 reviews

Tuscan Villa

DeeRating, 5 stars7 months ago
Five friends made to feel very welcome to this beautiful spacious villa with a lovely pool set amongst olive groves. The scenery that surrounded us was beautiful. Invited to Mark's villa who shared his knowledge and history of the olive groves which was very interesting and the hospitality received was first class (vino and yummy bruschetta's). This was the perfect place to stay and would highly recommend.
Top guest favourite
Villa
4.94 out of 5 average rating, 69 reviews

Private Villa with swimming pool in Tuscany

TomášRating, 5 stars7 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!
Superhost
Flat
4.9 out of 5 average rating, 10 reviews

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

AndreaRating, 5 stars1 month ago
Bellissimo agriturismo e host molto competente e disponibile. Decisamente consigliato
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 136 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!
Top guest favourite
Flat
4.98 out of 5 average rating, 107 reviews

La Felce Country House

GarrettRating, 5 stars7 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 favourite
Farm stay
4.94 out of 5 average rating, 171 reviews

Agriturismo Palazzi del Papa Val d'Orcia Pienza

AntiamRating, 5 stars2 weeks ago
Wir hatten eine fantastische Zeit in Sabrinas Unterkunft in der Nähe von Pienza. Sabrina war stets erreichbar und extrem freundlich & proaktiv. Die Räumlichkeiten waren tiptop sauber. Das Frühstück wurde stets frisch zubereitet. Der Garten und die Aussicht waren atemberaubend. Alles in allem haben wir die Zeit extrem genossen. Zwei kleinere Bemerkungen: - Die Preise für den Kochkurs empfanden wir doch noch ein bisschen mit 100 Euro p.P. im teuren Segment (100 Euro p.P.) - das war uns leider nicht im Vorhinein bewusst, evtl. wäre es gut ein bisschen mehr Transparenz zu gewährleisten. - Es gab an zwei Tagen komplette Wasserausfälle für viele Stunden - an sich nicht schlimm, aber sollte hoffentlich nicht die Norm sein.
Guest favourite
Flat
4.91 out of 5 average rating, 34 reviews

Casa Colle

SallyRating, 5 stars7 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.

Quick stats about holiday rentals that are family-friendly in San Gimignano

  • Total rentals

    490 properties

  • Nightly prices starting at

    £8 before taxes and fees

  • Total number of reviews

    12K reviews

  • Pet-friendly rentals

    200 properties allow pets

  • Rentals with a pool

    320 properties have a pool

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

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