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Family-friendly holiday rentals in Sansepolcro

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Sansepolcro family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Farm stay in Figline e Incisa Valdarno
4.93 out of 5 average rating, 323 reviews

Bioagriturism hills Florence 3p

HimaliRating, 5 stars1 month ago
Everything was great about the stay! We were really starving the day of ur arrival and Francesca was able to bring us some food for her that was all needed to kick start our day!
Guest favourite
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 favourite
Home in Figline e Incisa Valdarno
4.96 out of 5 average rating, 105 reviews

Torretta Apartment

DebbieRating, 5 stars1 week 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 favourite
Loft in Reggello
4.89 out of 5 average rating, 134 reviews

CASA AL BOSCO 1

MartinRating, 5 stars3 weeks ago
We really enjoyed our 4 nights stay. The view's were lovely and there are some really nice walks around which you can coordinate getting the train back as the station is within walking distance. The family are really lovely and generous. the breakfast supplies are great. Highly recommend
Guest favourite
Villa in Montepulciano
4.91 out of 5 average rating, 126 reviews

Villa in Montepulciano with a Pool

SantiagoRating, 5 stars1 week ago
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!
Guest favourite
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.
Superhost
Home in Montebagnolo II
4.92 out of 5 average rating, 107 reviews

B&B "Alle cime"

RaviRating, 5 stars9 months ago
Pictures don’t do the property and spectacular view justice. We had an amazing family holiday, our host couldn’t have been more accommodating, even leaving us kind gifts. Location was perfect (close enough to town and the airport but feeling secluded), having a bathroom each was great, and again that view was stunning. It all made for a perfect family trip :)
Superhost
Home in Rufina
4.86 out of 5 average rating, 104 reviews

Ancient Tuscan Rural Residence

Jóna BergþóraRating, 5 stars5 days ago
Great house with amazing views. We used the pool a lot as it was very hot during our stay. Francesco and Serena were very nice and helpful. They booked a cooking class for us, which I highly recommend. The location is very convenient for visiting Florence, as it only takes about half an hour by train from Rufina.

Family- and pet-friendly home rentals

Guest favourite
Apartment in Assisi
4.98 out of 5 average rating, 191 reviews

Assisi Al Quattro - Historic Centre of Assisi

YvonneRating, 5 stars1 week ago
We thoroughly enjoyed our stay and fell in love with Assisi. Very helpful and responsive host. The home was immaculate and had everything we needed. The illy coffee was a nice touch. Wish we had stayed longer in this charming place. We hope to visit again soon.
Guest favourite
Apartment 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
Villa in Assisi
4.93 out of 5 average rating, 190 reviews

Magical chalet

RoxanaRating, 5 stars1 week ago
We couldn't have asked for a better place. Us and our cat felt at home immediately. The chalet is surrounded by nature (we even saw a little fawn with its mother), it is very quiet and has a spectacular view. On top of that you can reach Assisi very easily by car or even by foot. Also Cri is the nicest person and it was so much fun spending some time together. We will definitely come back ♡
Superhost
Place to stay in Terontola Alta
4.8 out of 5 average rating, 134 reviews

Villa Patrizia: Tuscany farmhouse apt 2

YanaRating, 5 stars1 week ago
This place was truly incredible. The location, the beauty, the pool I enjoyed every moment. I even cried a couple of times from pure happiness. Huge thanks to the hosts for their care and warm hospitality. Everything was spotless, peaceful, and filled with a sense of calm. It truly felt like a little piece of paradise.
Top Guest favourite
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 favourite
Apartment in Montepulciano
4.97 out of 5 average rating, 392 reviews

A view from the top, Montepulciano

AliciaRating, 5 stars4 weeks ago
We had a wonderful stay at Luca’s and the view cannot be beat! Luca went above expectations by meeting us at checkin to show us where to park and taking our luggage to and from the unit. Hope to stay here again one day!
Superhost
Farm stay in Castiglione d'Orcia
4.89 out of 5 average rating, 229 reviews

il poderuccio farmhouse studio apartment

RachelRating, 5 stars2 weeks ago
Great stay! Initially the place was a bit further out of town than we had anticipated but we still found it very accessible to lots of the things we hoped to do! The view was amazing! So peaceful to sit on the terrace!
Guest favourite
Home in Scrofiano
4.97 out of 5 average rating, 150 reviews

Jenny's Barn

ChaiRating, 5 stars6 days ago
I truly enjoyed my stay here! The place was clean, cozy, and exactly as shown in the photos. The best part was the host – so kind, warm, and welcoming! They made sure I had everything I needed and were always just a message away. 😊 Just something to note for future guests: the house is quite remote and up a hill, with no nearby neighbors. It can feel a little quiet. if you're not used to that kind of setting. But if you're looking for peace, privacy, and a break from the busy world, this is the perfect escape. Overall, a lovely stay with a wonderful host. Thank you so much for everything! 🌟

Family-friendly home rentals with a pool

Top Guest favourite
Apartment in Montalcino
4.9 out of 5 average rating, 358 reviews

Panoramic Country Suite Montalcino

AmeliaRating, 5 stars1 month ago
We loved our time here! It was a beautiful property exactly as described. Alessandra has great recommendations and lovely wine. We will be back!
Guest favourite
Farm stay in Cavriglia
4.92 out of 5 average rating, 336 reviews

Chianti La Pruneta, Raphael 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!
Guest favourite
Condo in Figline Valdarno
4.87 out of 5 average rating, 54 reviews

Agriturismo Casavecchia, l'Olivo

AnthonyRating, 5 stars3 weeks ago
We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. It’s a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 108 reviews

The Owl: view, pool and garden

JasonRating, 5 stars3 weeks ago
What a great place to stay while visiting Tuscany. The home is a renovated medieval watchtower located up a dirt road, tucked on a hilltop overlooking the valley. Jacopo, the host, was so kind, hospitable and responsive during our 5-day visit. Would definitely recommend this place to explore Tuscana.
Superhost
Farm stay in Provincia di Siena
4.87 out of 5 average rating, 115 reviews

Spigo - Independent Cottage Zampugna

BrittanyRating, 5 stars1 month ago
Riccardo is a lovely host with a wonderful location. It was everything we could have hoped for. We could not have asked for a better stay.
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
Villa in San Leolino
4.99 out of 5 average rating, 109 reviews

Poggio del Fattore-Villa with pool, hilltop, Chianti

ElkeRating, 5 stars2 weeks ago
Our stay with Marta and her family could not have been nicer. We felt absolutely comfortable from the first moment. The property is absolutely spacious, lovingly furnished, incredibly well maintained and run with love. Marta and her family are absolutely lovely and take care of their guests very nicely. All wishes are fulfilled. The pizza evening was wonderful and a successful conclusion to our stay. If you are looking for a dreamy, secluded Tuscan ambience and loving hosts, "Poggio del Fattore" is the right place for you.
Guest favourite
Cottage in Montagnano
4.93 out of 5 average rating, 127 reviews

Charming cottage in Tuscany

PetraRating, 5 stars2 weeks ago
Giorgia has really created a paradise there and we are very happy that she shares this beautiful place with guests. Unfortunately, we could only enjoy the cottage for 3 days and would definitely like to come back. The house is small but very well furnished, the mattresses are very comfortable and the shower has water with a lot of pressure - which is not always the case. The house is a bit off the beaten path, but thanks to Giorgia's really great videos, it's very easy to find. The garden (or rather small park) around the house is very well maintained and we were able to pick cherries and mulberries. Much has already been written about the pool - it is really THE highlight. An absolute recommendation - thank you Giorgia!

Quick stats about holiday rentals that are family-friendly in Sansepolcro

  • Total rentals

    10 properties

  • Nightly prices starting at

    $67 NZD before taxes and fees

  • Total number of reviews

    180 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

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