Some info has been automatically translated. Show original language

Family-friendly vacation rentals in Province of Grosseto

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Province of Grosseto family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A bright living area features a wooden table with a wine bottle and glass in the foreground. Large glass doors open to a patio, revealing countryside views and two outdoor chairs facing the tranquil landscape.
Apartment in San Giovanni d'Asso
5 out of 5 average rating, 19 reviews

Podere Ferranino #Cimabue Townhouse

CarolynRating, 5 stars12 months ago
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.
Guest favorite
A charming corner of the property is adorned with bright pink flowers and framed by the rustic building. The view extends to rolling hills in the distance under a clear blue sky, with greenery surrounding a stone patio area in the foreground.
Villa in Buonconvento
4.95 out of 5 average rating, 57 reviews

Bellagatta, an Enchanting spot in Val d'Orcia

MartinRating, 5 stars8 months ago
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!
Superhost
A spacious room features a four-poster bed draped with light fabric. An inviting dining area includes a wooden table and chairs. Exposed wooden beams and stone walls create a rustic charm, while large windows offer natural light and views of the outside landscape.
Apartment in Monterotondo Marittimo
4.76 out of 5 average rating, 37 reviews

Studio in Farmhouse, Swimming Pool, Restaurant.

ElenaRating, 5 stars1 month ago
We had a lovely time with delicious food and very friendly hosts. The location was beautiful and the time very relaxing. Thank you :)
Guest favorite
The villa is set against a backdrop of rolling hills and gardens. A large pool is visible in the foreground, featuring a circular shape and steps leading into the water. The stone structure with a tiled roof complements the natural surroundings.
Villa in Montepulciano
4.91 out of 5 average rating, 124 reviews

Villa in Montepulciano with a Pool

JacksonRating, 5 stars2 weeks ago
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
Guest favorite
A ground-level countryside dwelling is presented with natural stone pathways and wooden shutters. Potted plants are positioned near the entrance. The exterior is complemented by expansive windows, providing views of the surrounding landscape under a clear blue sky.
Home in Catabbio
4.89 out of 5 average rating, 159 reviews

Country house La Meria

AlexRating, 5 stars1 month ago
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!
Top guest favorite
An outdoor wood-fired hot tub is surrounded by lush green grass, offering a scenic view over the expansive landscape. A stone pathway leads to the hot tub, while the rustic stone cottage is visible in the background under a partly cloudy sky.
Cottage in Castell'Azzara
4.99 out of 5 average rating, 139 reviews

Your Private Tuscan Retreat

PaulRating, 5 stars4 days ago
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.
Top guest favorite
An ancient stone well is positioned in the foreground, showcasing intricate carvings and a circular top. In the background, an impressive stone building features a tower and windows, accented by flags. The scene captures the historical charm of Montepulciano's central square under a clear blue sky.
Apartment in Montepulciano
4.92 out of 5 average rating, 142 reviews

Charming House in Montepulciano

KirstenRating, 5 stars3 months ago
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!!
Superhost
The stone villa is framed by lush greenery and overlooks a tranquil swimming pool. Large glass doors reflect the natural surroundings, enhancing the connection to the outdoors. The serene atmosphere is complemented by the native plants situated throughout the landscaped grounds.
Vacation home in Saturnia
4.77 out of 5 average rating, 13 reviews

Tuscan country villa with private swimming pool

SeanRating, 5 stars11 months ago
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

Guest favorite
A spacious two-story building is highlighted, featuring a welcoming facade with several windows and a central entrance. Lush green trees and well-maintained grass surround the property, and a gazebo is positioned nearby, complementing the natural setting in the background.
Condo in Grosseto
4.81 out of 5 average rating, 102 reviews

Sea, Relax, Park of the Maremma Alberese, Tuscany

SandraRating, 5 stars1 week ago
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 ;-)
Guest favorite
A hammock hangs gently between trees in a spacious garden, surrounded by large volcanic rocks. Sunlight filters through the lush greenery, creating a serene outdoor space ideal for relaxation. Wooden stools and natural landscaping enhance the tranquil atmosphere.
Home in Vivo d’Orcia
4.96 out of 5 average rating, 136 reviews

At the Sassone Holiday Home, Val d'Orcia, Tuscany

AndrewRating, 5 stars1 month ago
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.
Top guest favorite
A small staircase leads up, surrounded by textured white walls and terracotta tiles. A window with wooden frames allows natural light to enter, offering a view of greenery outside. The décor includes a rustic light fixture and an ornamental mirror, enhancing the inviting atmosphere.
Apartment in Sorano
4.73 out of 5 average rating, 108 reviews

Romantic apartment for two in beautiful Sorano

BethRating, 5 stars1 week ago
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!
Superhost
An outdoor area features a stone patio with a small dining table and chairs shaded by a large umbrella. Potted plants surround the space, while a swimming pool reflects the blue sky, offering scenic views of the hills and greenery in the distance.
Home in Sorano
4.83 out of 5 average rating, 127 reviews

Lovely home in villa with garden and pool

JoshRating, 5 stars6 days ago
A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.
Guest favorite
An aerial view captures the agriturismo's spacious grounds, featuring a inviting swimming pool surrounded by sun loungers. Lush green lawns and well-maintained gardens frame the rustic stone buildings, which offer a peaceful retreat amidst scenic farmland.
Farm stay in Pienza
4.94 out of 5 average rating, 172 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

EleanorRating, 5 stars3 weeks ago
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!
Guest favorite
The spacious kitchen and living area features a central island counter with a wine bottle and glasses. Natural light floods the space through multiple windows, illuminating the dining table and a cozy seating area with a sofa. A rustic ceiling enhances the homey ambiance.
Condo in Pienza
4.91 out of 5 average rating, 99 reviews

Amazing view of Val d'Orcia Pienza

AnneRating, 5 stars3 weeks ago
Very comfortable accommodations and gorgeous property and views
Guest favorite
An inviting garden area features a stone pathway leading to the entrance of the apartment, surrounded by lush greenery and colorful flowering plants. A wisteria vine drapes gracefully over the entrance, enhancing the outdoor space's appeal.
Apartment in Saturnia
4.72 out of 5 average rating, 160 reviews

Terme di Saturnia, nature & design

GeorgesRating, 5 stars1 month ago
Listing was as described, clean, comfortable and very conveniently located. Host was responsive and welcoming. I recommend it without hesitating!
Top guest favorite
An outdoor terrace area is presented, featuring a green wooden table surrounded by two white chairs. A large white umbrella provides shade, while various potted plants add greenery. The stone wall of the building and steps in the background contribute to the rustic ambiance.
Apartment in Montemassi
4.92 out of 5 average rating, 106 reviews

Montemassi, the Maremma that enchants - House of the Arts

AuxaneRating, 5 stars8 months ago
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

Superhost
A rustic stone house is set against a backdrop of lush trees, featuring a terrace with sun loungers arranged around a central swimming pool. The building's earthy tones complement the natural surroundings, while a chimney adds a touch of charm to the exterior.
Cottage in Roccalbegna
4.91 out of 5 average rating, 75 reviews

Small cottage, swimming pool entirely private use

JuliaRating, 5 stars1 day ago
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!
Superhost
A serene hillside retreat is set amidst lush vineyards, showcasing a rustic building adjacent to a sparkling pool. The landscape features rolling hills and a vibrant sky at dusk, providing a tranquil backdrop that emphasizes the peaceful surroundings.
Farm stay in Castelnuovo dell’Abate
4.88 out of 5 average rating, 65 reviews

CasaVIOLA Brunello vineyards

JeremiahRating, 5 stars8 months ago
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!
Top guest favorite
A hammock is gently suspended between wooden posts, surrounded by a lush green lawn and trees. Colorful flower pots are positioned nearby, and charming rustic buildings are visible in the background under a clear blue sky.
Farm stay in Magliano in Toscana
5 out of 5 average rating, 31 reviews

agriturismo Torribasse

SophieRating, 5 stars9 months ago
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.
Top guest favorite
A stone farmhouse surrounded by lush greenery is visible, with a private pool in the foreground. Tall cypress trees line the property, enhancing the natural setting. The open landscape features well-maintained grass and shrubs, contributing to a peaceful outdoor space.
Apartment in Castiglione d'Orcia
4.96 out of 5 average rating, 46 reviews

La Tana del Bianconiglio - Girasole Apartment

KyungeunRating, 5 stars7 months ago
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:)
Superhost
A large swimming pool is surrounded by sun loungers and umbrellas, set against a backdrop of lush hills and rustic buildings. The clear blue water reflects the sky, while the terracotta-colored structure in the distance retains its traditional charm.
Farm stay in Provincia di Siena
4.87 out of 5 average rating, 115 reviews

Spigo - Indipendent Cottage Zampugna

BrittanyRating, 5 stars3 weeks 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 favorite
An outdoor swimming pool is centered in the image, surrounded by a spacious terrace. Umbrellas stand nearby, and a view of rolling hills and distant mountains can be seen in the background under a clear blue sky.
Apartment in Castiglione d'Orcia
4.99 out of 5 average rating, 68 reviews

Mimosa Apartment - Poggio al Vento

PaolaRating, 5 stars2 weeks ago
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.
Superhost
A cozy bedroom features a large bed framed by elegant wrought-iron headboards. Textured stone walls complement the cream-colored backdrop. A small table displays travel brochures and decorative elements, providing a homely touch.
Cottage in Pari
4.95 out of 5 average rating, 152 reviews

La Casa del Frantoiano - Pari -

MauraRating, 5 stars3 months ago
Beautiful location! Wonderful stay.
Guest favorite
A private pool is set within a verdant lawn, surrounded by tall cypress trees and leafy shrubs. Sun loungers are arranged for relaxation next to the pool, while a stone house with a terracotta roof stands in the background under a clear blue sky.
Farm stay in Camigliano
4.96 out of 5 average rating, 84 reviews

Tenuta La Fuga – Cottage with private pool

KellyRating, 5 stars1 week ago
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!

Destinations to explore