
Family-friendly holiday rentals in Grosseto
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Grosseto
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Characteristic old town A. & G.
The independent 3-bed accommodation in the historic center of Grosseto. 100 meters away there is ample free parking outside the Medici walls, (access to unauthorized cars is strictly prohibited inside the walls). Near the accommodation there are a minimarket, pharmacy, 800 meters from the train station, bus to the sea and shuttle to the station. Starting point for: sea 14 km, 60 km Saturnia thermal baths, 14 km from the Maremma Natural Park, 50 km Monte Argentario, and Siena 70 km.

Flat, Agriturismo "Biofattoria l'Upupa"
The flat is on the first floor of a classic Tuscan farmhouse called ‘Biofattoria l'Upupa’. Magnificent hillside location between the Val d'Orcia and the Crete Senesi. Suitable for families with children. Consisting of kitchen, large living room, bathroom with shower, 1 double bedroom and 1 bedroom with bunk beds. There is a double sofa bed in the living room. The flat is equipped with wifi. Free parking on private property. Complete breakfast kit including homemade cakes.

Carla's house
The renovated loft is a 5-minute walk from the historic center and 5 minutes from the station. It has a separate entrance on the ground floor. Free parking is available. It has a double loft bed, double sofa bed (crib on request), linen, equipped kitchen, bathroom with shower and window, independent heating and air conditioning. On the street, there is a bar, take-out pizzeria, coin-operated laundry, hairdresser, rotisserie. Adjacent pharmacy, supermarket.

In Tuscany Rooms
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

Casetta Venere Tuscan relaxation 3 km from the sea
Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.

Ale's little house
The renovated apartment is located in the historic center, has an independent entrance on the street floor inside a historic building. You can park your car in the immediate vicinity in free and/or paid parking. Thanks to its favorable location, you can visit the city without having to use a car. There is also a drinking water purifier inside the apartment. unlimited ultra-fast WiFi

Villa Rosetta, apt 2, Lovely beach historic house
A lovely apartment at the sea front, with direct access to the sea with rock beaches, surrounded by a beautiful mediteranean garden. You can relax on the beach in every moment. You can swim in the sea whenever you want. Welcomes well behaved dogs. There are extra cost in addition to the cost of the stay: cleaning fee, municipality tax, ZTL pass Follow us on @: villarosetta1914

Lollo Two-Room Apartment in the Historic Center
Lollo AB is a small two-room apartment for short rentals that can accommodate one or two people, located on the first floor (no elevator) of a historic building within the Medici walls of the city of Grosseto. Equipped with all the comforts, it is ideal for business trips and vacations. Just a 10-minute drive to the sea, an hour to Monte Amiata and the famous Terme di Saturnia.

Studio 1700 historic center Top for Singles
28 sqm small loft. CHECK-IN FROM 16h00 pm CHECK-OUT MAX 11hoo am SELF CHECK-IN Wood parquet, TV, clima converter. Suitable for experiencing something different than usual. Accommodation is suitable for young people, singles. Few nigts only. 28 steps to the first floor, rather steep but feasible. TIP: light baggage :-)
Popular amenities for Grosseto family-friendly rentals
Family-friendly home rentals with a hot tub

Villa in Montepulciano with a Pool

Your Private Tuscan Retreat

Charming House in Montepulciano

RESIDENCE HILL

Villa unesco heritage, Jacuzzi & garden. BB Daria

LECCIONE RESIDENCE

EcoLodge – modern design in a peaceful panoramic location

La Casetta di Nise, Private Spa in the Hamlet
Family- and pet-friendly home rentals

Mascagni Farmhouse in Val d'Orcia, Pienza

Casa Mirta art & nature in the heart of Maremma

The Bandita dei Bovi

The cave

Holiday in antique farm, Belvedere

La Dolce Vita Romantic Sea-view Cottage. Tuscany

Palazzi del Papa Farmhouse in Val d'Orcia, Pienza
La Piazzetta - Cozy open space in the historic center of Montepulciano
Family-friendly home rentals with a pool

Selvoli Farmhouse - Il Bruco

Panoramic Country Suite Montalcino

Apt 4: Montepulciano 800 yr old Monastery

Cottage "Girasole" in Tuscany

Bel Casale with sea view and the mediaeval village

Podere la Pompa

Elegant farmhouse Siena

TUSCANY farm house SWIMMING POOL
Destinations to explore
- Rentals with outdoor seating Grosseto
- Smoking-friendly rentals Grosseto
- Private suite rentals Grosseto
- Beachfront rentals Grosseto
- Boutique hotels Grosseto
- Apartment rentals Grosseto
- Loft rentals Grosseto
- Serviced apartment rentals Grosseto
- Waterfront rentals Grosseto
- Pet-friendly rentals Grosseto
- Tent rentals Grosseto
- Rentals with lake access Grosseto
- Farm stay rentals Grosseto
- Holiday home rentals Grosseto
- Villa rentals Grosseto
- Fitness-friendly rentals Grosseto
- House rentals Grosseto
- Hotel rooms Grosseto
- Flat rentals Grosseto
- Rentals with breakfast Grosseto
- Rentals with a firepit Grosseto
- Rentals with a sauna Grosseto
- Rentals with a balcony Grosseto
- Rentals with a washing machine and dryer Grosseto
- Cottage rentals Grosseto
- Rentals with an EV charger Grosseto
- Luxury rentals Grosseto
- Rentals with a patio Grosseto
- Rentals with a hot tub Grosseto
- Rentals with an accessible-height bed Grosseto
- Rentals with a fireplace Grosseto
- Townhouse rentals Grosseto
- Bed and breakfasts Grosseto
- Rentals with a kayak Grosseto
- Tiny house rentals Grosseto
- Rentals with pools Grosseto
- Rentals with beach access Grosseto
- Castle rentals Grosseto
- Guest house rentals Grosseto
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Spiaggia Di Sansone
- Gulf of Baratti
- Centro Storico Orvieto
- Spiaggia Di Barbarossa
- Cascate del Mulino
- Spiaggia di Capo Bianco
- Le Cannelle
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Palazzo Pubblico
- Terme San Filippo
- CavallinoMatto
- Vulci
- Mount Amiata
- Val di Chiana
- Valdichiana Outlet Village
- Things to do Grosseto
- Nature and outdoors Grosseto
- Tours Grosseto
- Food and drink Grosseto
- Things to do Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Art and culture Tuscany
- Wellness Tuscany
- Food and drink Tuscany
- Nature and outdoors Tuscany
- Sightseeing Tuscany
- Sports activities Tuscany
- Things to do Italy
- Sports activities Italy
- Nature and outdoors Italy
- Sightseeing Italy
- Wellness Italy
- Food and drink Italy
- Tours Italy
- Entertainment Italy
- Art and culture Italy





