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Family-friendly holiday rentals in Grosseto

Find and book unique family-friendly homes on Airbnb

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 $118 NZD per night before taxes and fees

  • Verified guest reviews

    Over 660 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Grosseto holiday rentals include Wi-Fi 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!

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 building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano

Casa al Gianni - Hut

Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

KitchenIndoor spacesQuiet

4.93 out of 5 average rating, 288 reviews
Top Guest favourite
An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.
Condo in Noce

Historic 17th-century farmhouse in Chianti, Tuscany

Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing exclusive services and experiences tailored to you. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace with a wonderful view of the castle, hills, and vineyards with breathtaking sunsets.

KitchenIndoor spacesNearby

5.0 out of 5 average rating, 218 reviews
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

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!

KitchenIndoor spacesBarbecue

4.92 out of 5 average rating, 620 reviews
Top 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

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.

FamilyIndoor spacesBackyard

4.93 out of 5 average rating, 143 reviews
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.
Condo in Grosseto

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.

FamilyKitchenDecor

4.9 out of 5 average rating, 165 reviews
Guest favourite
A modern stone house is surrounded by lush greenery, nestled against a hillside. Large glass windows provide ample natural light, showcasing the inviting interior. The roof has a gentle slope, reflecting a blend of traditional and contemporary architecture.
Cottage in Seggiano

EcoLodge – modern design in a peaceful panoramic location

The modern, ecological and comfortable EcoLodge is quiet and secluded, surrounded by olive groves, chestnut and fruit trees, vines and meadows. In front of you are the hills of the Val d'Orcia; behind you is Monte Amiata. Three worlds meet here: Val d'Orcia, Monte Amiata, and Maremma. The Vielfältigkeit is an ideal base for culture, wine, hiking, mountain biking, hot springs and the sea – and at the same time a place to enjoy Tuscan country life away from the crowds of tourists.

KitchenFamilyAmenities

4.94 out of 5 average rating, 110 reviews
Top Guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Indoor spacesKitchenBarbecue

4.98 out of 5 average rating, 105 reviews
Top Guest favourite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano

Stone farmhouse in Val D'Orcia

19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

FamilyIndoor spacesAmenities

4.97 out of 5 average rating, 158 reviews
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.
Apartment in Grosseto

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.

FamilyKitchenSleep quality

4.89 out of 5 average rating, 159 reviews
Guest favourite
A charming stone cottage is depicted, featuring a dark roof and a welcoming entrance. Vibrant purple flowers in the foreground provide a splash of color against the gravel pathway, while warm sunlight casts a gentle glow, highlighting the serene surroundings.
Apartment in Castiglione della Pescaia

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.

Indoor spacesKitchenHospitality

4.95 out of 5 average rating, 143 reviews
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.
Apartment in Grosseto

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.

Indoor spacesKitchenNearby

4.96 out of 5 average rating, 206 reviews
Guest favourite
A view from the entrance, featuring a gate leading to a sandy beach. Flanking the pathway are greenery and trees, while the ocean can be seen in the distance under a clear blue sky. The scene captures a peaceful coastal atmosphere.
Condo in Castiglione della Pescaia

Beach apartment with private parking space

From the living room to the beach in a leap. From the window overlooking the pedestrian promenade, you can immerse yourself in the sound of the waves while watching the sunset over the Tyrrhenian Sea. In the private back garden, you can spend unforgettable evenings away from prying eyes, perhaps with a nice candlelit dinner, enjoying the scents of wild Maremma nature.

KitchenFamilyCondition

4.83 out of 5 average rating, 113 reviews

Popular amenities for Grosseto family-friendly rentals

Family-friendly home rentals with a hot tub

Family-friendly home rentals with a pool

When is the best time to visit Grosseto?

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Avg. price$198 NZD$199 NZD$193 NZD$208 NZD$198 NZD$223 NZD$231 NZD$248 NZD$198 NZD$176 NZD$191 NZD$193 NZD
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