
Family-friendly vacation rentals in Province of Grosseto
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Top-rated family-friendly rentals in Province of Grosseto
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Family-friendly home rentals with a hot tub

Podere Ferranino #Cimabue Townhouse
Great location for exploring the beautiful countryside of southern Tuscany. Accommodation was great and the pool was lovely. We visited Siena, Montepulciano, Pienza and San Quirico d’Orcia and the warm waters at Terme San Filippo We would definitely recommend the Coop in Torrenieri just 10 mins in the car, a bit tricky to find but has all that you need.

Bellagatta, an Enchanting spot in Val d'Orcia
We had an amazing four weeks staying at Bellagatta, using it as a base to explore Tuscany & surrounds, and it met all our expectations and more. Bellagatta is a positioned on a hilltop with stunning 360 degree panoramic views, more beautiful than the photos. The annexe that we stayed in was exceptionally clean and comfortable and well fitted out. Air con was useful on the first few days of our stay which were very hot. The property is well situated, 10 minute drive into Buonconvento (not quite an easy return walk up the hill!) which was convenient for restaurants & shopping. Gaetano was a most delightful host, very welcoming, & always taking interest in which towns we were travelling to and providing useful tips for our visits. His property manager, Susil, was also readily available and looked after us with anything we needed , even providing fresh eggs, vegetables & olive oil from the property. Highly recommended!

Studio in Farmhouse, Swimming Pool, Restaurant.
We had a lovely time with delicious food and very friendly hosts. The location was beautiful and the time very relaxing. Thank you :)

Villa in Montepulciano with a Pool
Alex was lovely and very responsive. The place is great, would be perfect for a family or a group travelling. Great spot to explore the surrounding area

Country house La Meria
If you stay here, you will find yourself in a painting, so beautiful is this cottage located in the mountains! Lucca is really super nice and funny. He tells a lot. The restaurant they run is fine too, and good food! The breakfast is very good. We definitely recommend this cottage!

Your Private Tuscan Retreat
We had such a great time at this AirBnB. It is a very peaceful and private place, perfectly to disconnect and relax. The hot tub and sauna are a great addition and invite to enjoy the surroundings. Location wise you need a car and prepare to drive a bit more in case you wanna explore Tuscan cities. I would still argue it is worth it as you get a great place to stay.

Charming House in Montepulciano
Our family loved staying in Fernanda’s apartment! My husband and I had visited Montepulciano two years ago, stayed at Fernanda’s place and loved it so much we came back with our three boys. Everything is so lovely and welcoming and Fernanda is the best hostess. She even made local dinner reservations for us. Thank you for everything, Fernanda!!

Tuscan country villa with private swimming pool
Fantastic abode hidden below the village of Saturnia. The property is fantastic, and has sunshine all day beating down on the garden and pool area. The house has everything you'd need, well kitted out kitchen, and all bedrooms are en-suite. AC worked well, so good sleeping wasn't lacking. The outdoor grill area and living room were also great, especially at night while watching the stars and listening to the nature all around. And for our group, which included 5 kids and a couple of digital nomads, the wi-fi kept up to keep everyone satisfied. I'd stay again in a heartbeat and look forward to being back in Saturnia.
Family- and pet-friendly home rentals

Sea, Relax, Park of the Maremma Alberese, Tuscany
The place was impeccable and lovingly maintained. For us, all the necessary things were available (coffee maker, pots, etc.) so that we lacked nothing in this respect. Fabio and his mother were always friendly and accommodating. During our stay, we had at least two furry pets as temporary pets - these made our time a little sweeter. The location was perfect for us to drive to the sea (tip: it is best to rent a bike here and cycle through the beautiful Maremma Park to the sea). We would be happy to come back. P.S.: Be sure to pack mosquito spray ;-)

At the Sassone Holiday Home, Val d'Orcia, Tuscany
Very spacious beautiful place set next to the forest. Short walk to town. Very friendly locals. Bring a car as there is very limited public transport. We had a great hike from the back door through local trails ( 6.5km to a refuge) There we had a wonderful pasta lunch and beer then hiked back, Wonderful spot for privacy and being away from busyness of popular Tuscany places.

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!

Lovely home in villa with garden and pool
A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.

Agriturismo Palazzi del Papa Val d 'Orcia Pienza
We had an amazing week long stay!! Sabrina is a fantastic host! The apartment was SO clean and comfortable and had everything we needed. Breakfast each morning was very yummy and fresh! We did the dinner one night and it was so amazing! Location is great too. Easy drive to many close by towns, grocery stores, and restaurants. The property is beautiful with lots of flowers. A little too cold for the pool during our stay but our kids loved the swing set and teeter totter. Absolutely recommend staying here!

Amazing view of Val d'Orcia Pienza
Very comfortable accommodations and gorgeous property and views

Terme di Saturnia, nature & design
Listing was as described, clean, comfortable and very conveniently located. Host was responsive and welcoming. I recommend it without hesitating!

Montemassi, the Maremma that enchants - House of the Arts
Wonderful apartment in a Tuscan village with idyllic charm! The apartment is perfectly equipped and it feels like home. The region is beautiful and well located for visiting Tuscany! In the village, a butcher/grocery store is accessible. There are also two restaurants. We went to "Al Castello" which we recommend for traditional dishes! Simona always responded quickly to us when we had any questions and check-in/checkout were very simple! Thank you, we'll be back!
Family-friendly home rentals with a pool

Small cottage, swimming pool entirely private use
The short vacation at Olga's was one of the most beautiful for us. If you just want to relax and enjoy pure nature, this is the place to be. Absolute tranquility, great views and away from everyday life. The accommodation offers everything you need, the pool is perfect for cooling off and the surroundings invite you to dream. As a tip: Our navigation system (VW) was better able to navigate with the specified coordinates than with the address. The reception, with the most important things (milk/eggs/bread) is also absolutely worth mentioning. We will be happy to come back and say THANK YOU!

CasaVIOLA Brunello vineyards
Absolutely amazing location in the countryside! Communication was excellent. We arrived at night to find our location with specific instructions. We stayed in Casa Azurre, a 2-bedroom residence on the property. Thank you Marta for an amazing experience! We woke up in the morning to the most incredible views! We had a long itinerary to drive around Val D’Orcia, but could easily just stay here and enjoy our stay! We seriously loved it here!

agriturismo Torribasse
The property is very nicely located in the middle of the countryside, the sea can be reached in about 20 minutes by car. Enrico gives many tips for excursions and activities nearby upon arrival. The place itself was clean and well equipped, you have everything you need.

La Tana del Bianconiglio - Girasole Apartment
Ludovica's place was really like a fairy tale. Thanks to the kind Ludovica, I was able to heal from my tiring journey, and the accommodation was filled with kindness for the guests. It was easy to cook in the kitchen, and there was an animal shelter next to it, but it didn't smell and it was so peaceful. I stayed on a rainy day, but I want to stay again on a nice day! It was the best place to stay during my trip to Italy:)

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.

Mimosa Apartment - Poggio al Vento
We had an absolutely wonderful stay at this Airbnb! The space was exactly as described—clean, cozy, and thoughtfully decorated, with all the amenities we needed for a comfortable visit. The bed was super comfortable, and I really appreciated touches like fresh towels and the equipped kitchen. Our host Roberto was exceptional—friendly, responsive, and genuinely welcoming. He made check-in seamless. The location was perfect—quiet and peaceful, yet close enough to everything we wanted to see and do. I would definitely stay here again and highly recommend it to anyone visiting the area. Thanks again for such a lovely stay that we will never forget, Roberto! Wish you all the best.

La Casa del Frantoiano - Pari -
Beautiful location! Wonderful stay.

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!
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Avignonesi Winery Fattoria Le Capezzine
- Spiaggia Marina di Cecina
- Cala Di Forno
- Santa Maria della Scala
- Spiaggia Di Barbarossa
- CavallinoMatto
- Spiaggia Zuccale
- Spiaggia di Seccione - Portoferraio (li)
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- Pubblico Palace
- Spiaggia Di Sottobomba
- Spiaggia della Padulella
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