
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 $121 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, Wi-Fi 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.

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!
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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!
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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.
KitchenIndoor spacesSleep quality

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. 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 overlooking the castle and vineyards with unique sunsets.
Indoor spacesKitchenParking

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.
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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.
KitchenFamilyPets

Terra Delle Sidhe, Seggiano, Tuscany, Italy
Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.
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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.
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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 spacesFamilyAccuracy

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
KitchenFamilyWi-Fi

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.
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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.
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Popular amenities for Grosseto family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing Tuscany Villa, FREE parking
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Casa Dolce Toscana | Panoramic Suites & Views
FamilyKitchenLocation

Charming Villa in Montepulciano for Fam & Friends
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Casa Pancole
FamilyIndoor spacesBeach

Captain's House | Monte Grosso, Elba
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LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
KitchenIndoor spacesCleanliness

Palazzo Monaci - Pool in the Crete Senesi
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Poggio dell'orso.Traditional Casale. Amazing views
FamilyIndoor spacesNearby
Family- and pet-friendly home rentals

Stone farmhouse in Val D'Orcia
FamilyIndoor spacesCheckout

Tuscan farmhouse stay with restaurant and pool
Indoor spacesKitchenQuiet

The Bandita dei Bovi
Indoor spacesKitchenHiking

Panoramic penthouse in the ancient village
FamilyKitchenPool

Borgo Ripostena – No. 9 Oil Mill
FamilyIndoor spacesAccuracy

Tuscan cottage with an heavenly view
FamilyKitchenQuiet

Villa Rosetta, apt 2, Lovely beach historic house
KitchenIndoor spacesHeating

The cave
KitchenFamilyLong stay
Family-friendly home rentals with a pool

Castel Brunello - 2 doublebed rooms + terrace
Indoor spacesKitchenBreakfast

Cercis - La Palmierina
KitchenFamilyAccuracy

sea view villa with private infinity pool
FamilyIndoor spacesBathroom

Belforti Tower
FamilyKitchenParking

Podere La Castellina - No. 1 COTTAGE
KitchenFamilyWalkability

Frontemare house with exclusive sea access
FamilyKitchenDecor

Unique view 3 bdr villa with pool & A/C in Pienza
Indoor spacesFamilyAccuracy

Casa Olivia: Comfort, Nature and Landscapes of Maremma
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When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 NZD | $204 NZD | $197 NZD | $213 NZD | $202 NZD | $228 NZD | $237 NZD | $254 NZD | $202 NZD | $180 NZD | $196 NZD | $197 NZD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Destinations to explore
- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- Siena Cathedral
- CavallinoMatto
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Valdichiana Outlet Village
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





