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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.

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Top guest favourite
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay in Campiglia D'orcia
4.91 out of 5 average rating, 553 reviews

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!

Guest favourite
A rustic stone house is set on a green hillside, surrounded by trees. A large pool reflects its surroundings, with steps leading into the water. The garden features well-maintained lawns and a wooden deck nearby, inviting outdoor relaxation.
Home in Poggi del Sasso
4.93 out of 5 average rating, 134 reviews

LECCIONE RESIDENCE

Characteristic country house with exposed wooden beams, 2 double bedrooms, 1 bedroom with bunk bed and a double sofa bed in the living room. The 2 bathrooms with shower. Large and well-equipped kitchen. Dishwasher, wood-burning and electric oven, espresso machine. Large garden with barbecue, swimming pool and a hot tub. Expenses to be paid on-site based on consumption: wood €8 per box, LPG €6 per cubic meter, electricity €0.36 per kW. Wood will be provided for a barbecue and a hot bath in the hot tub for free.

Top guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 472 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Top guest favourite
Flat in Caminino
4.91 out of 5 average rating, 185 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Top guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 145 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guest house in Macciano
4.97 out of 5 average rating, 207 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Guest favourite
An aerial view captures the serene layout of the estate, surrounded by lush greenery and rolling hills. The inviting pool is situated centrally, accompanied by sun loungers. Stone buildings harmonize with the natural landscape, reflecting the tranquil beauty of the Montagnola Senese.
Holiday home in Sovicille
4.97 out of 5 average rating, 150 reviews

Podere La Castellina - No. 1 COTTAGE

Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

Top guest favourite
A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona
4.99 out of 5 average rating, 135 reviews

Casa Dolce Toscana | Panoramic Suites & Views

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

Top guest favourite
The image depicts a historic building with a prominent bell tower, characterized by its tall spire and intricate brickwork. A sky filled with clouds in various shades of blue and purple provides a serene backdrop, complementing the architectural details of the structure.
Apartment in Grosseto
4.89 out of 5 average rating, 145 reviews

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.

Guest favourite
A panoramic view of colorful rooftops leads to the sparkling blue sea, with hills in the background and a distinctive tower rising above the buildings. The landscape captures the charming coastal town and its vibrant architecture, set under a clear sky.
Flat in Porto Santo Stefano
4.89 out of 5 average rating, 183 reviews

Far Horizons:Uniquely panoramic peaceful sea views

With one of the most extraordinary views in Tuscany, enjoyed even from your bedroom - you will not want to leave! Peacefully located in the most photographed street in the town, yet only 3 minutes walk from restaurants in the beautiful harbour, and 10 minutes to bathing spots, Far Horizons apartment is an recently renovated, colourful and comfortable apartment, with stunning sea views from every window and over the old port, orange gardens and the 15th Century Spanish Fort.

Guest favourite
The kitchen features a modern design with a combination of light and dark cabinetry. An equipped countertop includes a sink, stove, and microwave, while patterned tiles add texture. A rug in warm colors lies underfoot, complementing the wood-paneled ceiling that enhances the cozy atmosphere.
Flat in Grosseto
4.91 out of 5 average rating, 123 reviews

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.

Top guest favourite
A cozy living area is showcased, featuring a patterned sofa and a wooden dining table set for two. Natural light enters through a sheer curtain, highlighting the light hardwood floor. Kitchen appliances and storage cabinets are neatly arranged along one wall.
Flat in Grosseto
4.95 out of 5 average rating, 186 reviews

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.

Popular amenities for Grosseto family-friendly rentals

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Avg. price$117 SGD$121 SGD$121 SGD$158 SGD$136 SGD$140 SGD$176 SGD$188 SGD$150 SGD$133 SGD$145 SGD$146 SGD
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Quick stats about holiday rentals that are family-friendly in Grosseto

  • Total holiday rentals

    Explore 30 holiday rentals in Grosseto

  • Nightly prices starting at

    Grosseto holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 650 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Grosseto holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Grosseto rentals

  • 4.8 Average rating

    Grosseto stays are highly rated by guests – averaging 4.8 out of 5!

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