
Family-friendly holiday rentals in Roccalbegna
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Roccalbegna
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Roccalbegna family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful renovated barn in Tuscany
We had a wonderful week in Gloria's house. Our four-legged friend also felt totally comfortable in nature. The house is small but nice and has everything you need. The property is a nice size and is perfect for eating outside, relaxing in the hot tub or just lying in the sun. The way to the house is a little challenging, but with a normal car and a little driving experience it can be mastered. Gloria was always available to us and gave us good excursion tips for the area in advance. Even with any inquiries, she always reacted very quickly and helped us. It's perfect for simply getting out and enjoying the nature and tranquility of Tuscany. We will be happy to come back!

Villa in Montepulciano with a Pool
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!

A Cosy flat
Had a super 8 night stay here. Paola, the host, is everything you can hope for from an Airbnb host. Super communicative, welcoming and helpful. Her and her husband helped me with a medical issue, which was so kind and appreciated. Wow! Just wow! The apartment is quiet and I slept good at night. It has every amenity that I needed. It is clean and in a safe location. They really put love and attention into this place and it shows. Highly recommended.

B&B "Alle cime"
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 :)

VILLALADOLCEVITA
Very nice stay for a few days relaxing in summer. Beautiful olive gardens around the house, nice collection of wine. Everything clear, super big house, will come back next year!

La Terrazza su Chiusi - panoramic apartment
Chiusi may not be a major hilltop town but it is very special because it lacks the tourists. We had plenty of restaurants to visit in the week we stayed, and lots of historic sights to see. You do need a car to visit surrounding towns but the peacefulness of Chiusi makes it delightful. Rafaels place is perfect with the balcony and sublime views. He was an exceptional host who did not impose on our privacy but always friendly and helpful. I would highly recommend this place and town.

Villa'Colombaiolo di Marciano', 28
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.

La Casetta
We can absolutely recommend it! Everything is as described in the text and can be seen in the photos. Located about 2 km outside the totally cute village of Casole de Elsa. Andrea + Barbara provided all the necessary information for the journey and many great tips on site, always with the corresponding links. For example, our arrival was delayed due to traffic to around 10:15 pm. Was no problem, we were in contact and when we arrived, Andrea personally welcomed us. And if we had a question during our stay, an answer always came very quickly. (Where is the best place to park in Siena, how do you get to Florence, ...)
Family- and pet-friendly home rentals

Ulivo - Charming apartment in the countryside
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!

Vineyards Paradise
Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!

Casa del Passerino
Great flat to explore Cortona! Excellent location and had everything you need

Stone farmhouse in Val D'Orcia
Stefania was super nice to wait for us despite we were later for 3 hours. Her house was very beautiful and lots of space for 10 of us. Everyone can have their own space on the balcony or terrace. Can have BBQ too. House was very well equipped with everything that we expected. Had a wonderful time. Thank you.

Romantic apartment for two in beautiful Sorano
This place was magical. I fell asleep every night listening to the waterfall in the ravine. Town was a fairytale spot. I never got tired of exploring the beautiful, twisting old streets. Property was just as promised. Rikke went so far above and beyond to make me feel welcome, even arranging a money saving ride to the train station for me. Great experience!

At the Sassone Holiday Home, Val d'Orcia, Tuscany
We loved our time at Luca's place. We visited Tuscany with our college aged kids. Luca's house was comfortable and welcoming. We went out for a few meals, but also enjoyed preparing foods in the wonderful kitchen. We ate dinners together and played board games on the spacious kitchen table. It was homey. We called it "cucina magica" because all of the foods we cooked came out so perfectly. This is a wonderful home in a lovely setting with hiking trails from the backyard. We spent several mornings at the nearby hot springs. What a treat! Luca was communicative and helpful with all of our questions.

Typical Tuscan Country House WITH A/C
This is a dream location. In the countryside, peaceful and calm with beautiful views - but you can be parked and in the centre of Siena in 15 minutes. Beautiful Tuscan architecture and stunning views. Everything was super clean with every detail thought of to make a comfortable stay. We stayed for two weeks and didn’t want to leave. We had a car so access was easy but if you want a short stay I would recommend getting a taxi to drop you off and enjoy the peace and views.

A view from the top, Montepulciano
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!
Family-friendly home rentals with a pool

Scacciapensieri. Tuscan Country cottages
Great holiday home with beautiful views over the Tuscan hills. No less than 3 spacious bedrooms with great beds. A nice covered terrace with the same beautiful view where you can have delicious breakfast or dinner. The private swimming pool is of course also fantastic, our children enjoyed this. Gabriele is a very friendly proactive host who sent all nice tips and useful info in advance and awakened our self upon arrival. Despite the slightly inclement weather during the week we were there, there is plenty to do and visit in the area, when the weather is nice you can also go to the coast. I would highly recommend this stay and hope to come back someday!

Small cottage, swimming pool entirely private use
What a fabulous place - if you want to escape from it all, this is the place to come! Love the private pool too! Air conditioning in the bedroom was very good and appreciated. Olga and Max were very accommodating and answered questions very quickly. Maybe consider installing a BBQ outside the house otherwise could not fault it and we cannot wait to return!

CasaVIOLA Brunello vineyards
This is an incredible villa in Tuscany, my girlfriend and I are excited about our vacation here! It’s a pity that we booked for only two days, next time we will book for a longer period. Definitely recommend!

Il Seccatoio – stone house with panoramic view
My husband and I stayed two nights in the Chestnut Dryer of the Podere di Maggio. What can I say? A real paradise: nestled in a wonderful valley with Mount Amiata in front of it and the beautiful medieval village of Santa Fiora. We could not ask for more: wonderful structure, well cared for, in detail, priceless peace. The hosts were great, hospitable, and really made us feel at home. In short, everything is perfect, nothing is missing, of course you have to love bucolic life like us ! The only downside? Two nights were too short and we'll definitely be back . Thanks Peter , Rita and sweet Noemi. See you soon

Podere La Castellina - No. 2 LECCETO
We had a great stay! Simona welcomed us directly and showed us everything in peace. The Airbnb is beautifully located in the middle of nature – perfect for switching off and relaxing. The place was very clean, lovingly and cozily. We felt completely comfortable and would come back anytime. Thank you for the wonderful time!

Spigo - Indipendent Cottage Zampugna
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.

EcoLodge – modern design in quiet panoramic location
Third time at this beautiful place! As always a nice surprise

Tenuta La Fuga – Cottage with private pool
From check in to check out, everything was amazing! The home was so comfortable and the rooms were large and nicely furnished. The grounds were well maintained with planters lining the terrace. The terrace overlooks the vineyards. The views were spectacular! We were provided a selection of wines that we could enjoy and purchase at the end of our stay. In addition, we were able to take advantage of enjoying a meal prepared by Chef Francesco at the property. It was perfect! We highly recommend Giovanni’s listing!
Quick stats about holiday rentals that are family-friendly in Roccalbegna
Total rentals
80 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
620 reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- House rentals Roccalbegna
- Kid-friendly rentals Roccalbegna
- Rentals with a patio Roccalbegna
- Smoking-friendly rentals Roccalbegna
- Rentals with a fireplace Roccalbegna
- Rentals with a fire pit Roccalbegna
- Pet-friendly rentals Roccalbegna
- Apartment rentals Roccalbegna
- Beachfront rentals Roccalbegna
- Rentals with breakfast Roccalbegna
- Farmstay rentals Roccalbegna
- Rentals with a washing machine and dryer Roccalbegna
- Rentals with outdoor seating Roccalbegna
- Rentals with pools Roccalbegna
- Family-friendly rentals Province of Grosseto
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Cala Violina
- Lake Vico
- Marina di Grosseto beach
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Santa Maria della Scala
- Terme Dei Papi
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- Pubblico Palace
- Castiglion del Bosco Winery
- Villa Lante
- Golf Club Toscana
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina de' Ricci
- Riva del Marchese
- Boca Do Mar
- Cantina Contucci