
Family-friendly vacation rentals in Grosseto
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Grosseto

Total vacation rentals
Explore 30 vacation rentals in Grosseto

Nightly prices starting at
Grosseto vacation rentals start at G$14,644 GYD per night before taxes and fees

Verified guest reviews
Over 660 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Grosseto vacation 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.

Ancient 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 possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace, with wonderful views of the castle, hills, and vineyards and breathtaking sunsets.
KitchenFamilyBiking
5.0 out of 5 average rating, 218 reviews
Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth 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 in your soul. We look forward to welcoming you!
KitchenIndoor spacesQuiet
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!
KitchenFamilyOutdoor spaces
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.
KitchenIndoor spacesLaundry
4.93 out of 5 average rating, 143 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.
Indoor spacesKitchenAir conditioning
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.
FamilyIndoor spacesBeach
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.
FamilyIndoor spacesAccuracy
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.
Indoor spacesFamilyCheckout
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.
KitchenIndoor spacesCondition
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.
KitchenFamilyAmenities
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.
KitchenIndoor spacesCleanliness
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.
KitchenFamilyBiking
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 spacesFamilyWalkability
4.92 out of 5 average rating, 331 reviews
Palazzo Monaci - Pool in the Crete Senesi
KitchenIndoor spacesAccuracy
4.96 out of 5 average rating, 138 reviews
Casa Dolce Toscana | Panoramic Suite with a View
FamilyKitchenTV
4.99 out of 5 average rating, 177 reviewsWp Relais Villa Vignalunga
Indoor spacesKitchenDecor
4.93 out of 5 average rating, 116 reviews
Casa Pancole
KitchenIndoor spacesGetting around
4.97 out of 5 average rating, 154 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
KitchenFamilyDecor
4.99 out of 5 average rating, 113 reviews
Charming Tuscan Villa with View forFamily&Friends
KitchenIndoor spacesCheck-in
4.97 out of 5 average rating, 128 reviews
Poggio dell'orso.Traditional Casale. Amazing views
Indoor spacesKitchenWifi
4.96 out of 5 average rating, 167 reviewsFamily- and pet-friendly home rentals

Panoramic penthouse in the ancient village
FamilyKitchenHospitality
4.94 out of 5 average rating, 463 reviews
Terra Delle Sidhe, Seggiano, Tuscany
Indoor spacesFamilySkiing
4.99 out of 5 average rating, 290 reviews
Tuscan cottage with an heavenly view
Indoor spacesKitchenHeating
4.97 out of 5 average rating, 246 reviews
Tuscan farmhouse stay with restaurant and pool
Indoor spacesFamilyLayout
4.94 out of 5 average rating, 107 reviews
The Bandita dei Bovi
FamilyIndoor spacesNearby
4.99 out of 5 average rating, 107 reviews
Apartment in Tuscan farm house.
FamilyKitchenCondition
4.92 out of 5 average rating, 357 reviews
The cave
KitchenFamilyOutdoor spaces
4.86 out of 5 average rating, 1008 reviews
Borgo Ripostena – n. 9 Frantoio
Indoor spacesKitchenShared spaces
4.94 out of 5 average rating, 116 reviewsFamily-friendly home rentals with a pool

Castel Brunello - 2 doublebed rooms + terrace
FamilyKitchenPool
4.99 out of 5 average rating, 117 reviews
Cercis - La Palmierina
KitchenIndoor spacesLocation
4.96 out of 5 average rating, 144 reviews
Agriturismo La Villa - Il Ciliegio, Pool & Garden
FamilyIndoor spacesAmenities
4.95 out of 5 average rating, 145 reviews
Loggiato 3 apartment in Tuscany near Siena
Indoor spacesKitchenLayout
4.93 out of 5 average rating, 201 reviews
sea view villa with private infinity pool
Indoor spacesKitchenAmenities
4.99 out of 5 average rating, 123 reviews
Fonte dei Frati private Villa and pool
Indoor spacesKitchenLong stay
4.98 out of 5 average rating, 56 reviews
Agriturismo Bandinelli #3 "Palmizia"
Indoor spacesKitchenGrill
4.94 out of 5 average rating, 65 reviews
Podere la Pompa
KitchenFamilyGetting 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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,477 GYD | G$24,686 GYD | G$23,849 GYD | G$25,732 GYD | G$24,477 GYD | G$27,615 GYD | G$28,661 GYD | G$30,753 GYD | G$24,477 GYD | G$21,757 GYD | G$23,640 GYD | G$23,849 GYD |
| 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





