
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 $119 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.

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!
KitchenFamilyView
4.93 out of 5 average rating, 288 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!
FamilyKitchenNearby
4.92 out of 5 average rating, 620 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.
FamilyKitchenCleanliness
4.93 out of 5 average rating, 144 reviews
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 spacesFamilyBiking
5.0 out of 5 average rating, 350 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.
FamilyIndoor spacesView
4.9 out of 5 average rating, 165 reviews
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.
Indoor spacesKitchenCheckout
4.94 out of 5 average rating, 110 reviews
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.
FamilyKitchenLocation
4.98 out of 5 average rating, 105 reviews
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.
KitchenIndoor spacesParks
4.97 out of 5 average rating, 158 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.
Indoor spacesKitchenBathroom
4.89 out of 5 average rating, 159 reviews
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.
FamilyIndoor spacesLaundry
4.95 out of 5 average rating, 143 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.
Indoor spacesFamilyValue
4.96 out of 5 average rating, 206 reviews
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.
Indoor spacesFamilyBathroom
4.83 out of 5 average rating, 113 reviewsPopular amenities for Grosseto family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing Tuscany Villa, FREE parking
Indoor spacesKitchenComfort
4.92 out of 5 average rating, 331 reviews
Wp Relais Borgo Vignalunga
KitchenIndoor spacesOutdoor spaces
4.94 out of 5 average rating, 145 reviews
Casa Dolce Toscana | Panoramic Suites & Views
KitchenFamilyQuiet
4.99 out of 5 average rating, 178 reviews
Charming Tuscan Villa with View forFamily&Friends
KitchenFamilyQuiet
4.97 out of 5 average rating, 128 reviews
Casa Pancole
FamilyKitchenBreakfast
4.97 out of 5 average rating, 154 reviews
Palazzo Monaci - Pool in the Crete Senesi
Indoor spacesKitchenOutdoor spaces
4.96 out of 5 average rating, 138 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
FamilyIndoor spacesBreakfast
4.99 out of 5 average rating, 113 reviews
Poggio dell'orso.Traditional Casale. Amazing views
FamilyIndoor spacesLaundry
4.96 out of 5 average rating, 167 reviewsFamily- and pet-friendly home rentals

Casa Mirta art & nature in the heart of Maremma
KitchenIndoor spacesAccuracy
4.96 out of 5 average rating, 113 reviews
Terra Delle Sidhe, Seggiano, Tuscany, Italy
KitchenIndoor spacesCondition
4.99 out of 5 average rating, 290 reviews
Tuscan cottage with an heavenly view
Indoor spacesFamilyWalkability
4.97 out of 5 average rating, 246 reviews
The cave
KitchenIndoor spacesAccuracy
4.86 out of 5 average rating, 1009 reviews
The Bandita dei Bovi
KitchenFamilyHeating
4.99 out of 5 average rating, 107 reviews
Pink like the sunset sky
KitchenFamilyBarbecue
4.99 out of 5 average rating, 233 reviews
Borgo Ripostena – No. 9 Oil Mill
Indoor spacesFamilyAmenities
4.94 out of 5 average rating, 116 reviews
La Casetta di Brunello, very panoramic with terrace
KitchenFamilySolo travel
4.9 out of 5 average rating, 324 reviewsFamily-friendly home rentals with a pool

Castel Brunello - 2 doublebed rooms + terrace
Indoor spacesFamilyCondition
4.99 out of 5 average rating, 117 reviews
Agriturismo La Villa - Il Ciliegio, Pool & Garden.
FamilyIndoor spacesValue
4.95 out of 5 average rating, 145 reviews
Cercis - La Palmierina
FamilyKitchenDecor
4.96 out of 5 average rating, 145 reviews
Loggiato 3 apartment in Tuscany near Siena
KitchenIndoor spacesHiking
4.93 out of 5 average rating, 201 reviews
TUSCANY farm house SWIMMING POOL
KitchenFamilyShared spaces
4.98 out of 5 average rating, 302 reviews
Fonte dei Frati - Private Villa and Pool
Indoor spacesKitchenPool
4.98 out of 5 average rating, 56 reviews
Agriturismo Bandinelli #3 "Palmizia"
Indoor spacesKitchenQuiet
4.94 out of 5 average rating, 65 reviews
Podere la Pompa
Indoor spacesKitchenGetting around
5.0 out of 5 average rating, 27 reviewsWhen is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $199 NZD | $200 NZD | $193 NZD | $209 NZD | $199 NZD | $224 NZD | $232 NZD | $249 NZD | $199 NZD | $176 NZD | $192 NZD | $193 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 Capo Bianco
- Spiaggia di Marina di Campo
- Mount Amiata
- Cascate del Mulino
- Siena Cathedral
- CavallinoMatto
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





