
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$14,624 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.

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!
FamilyIndoor spacesShared spaces

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!
KitchenFamilyLaundry

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. 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 pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.
FamilyKitchenAir conditioning

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.
KitchenIndoor spacesCheck-in

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.
FamilyKitchenHiking

The first nest
Charming two-room apartment located on the second floor near the Medici walls, the historic center and the train station. Equipped with all comforts, it is ideal as a starting point for excursions to the Maremma coast, Mount Amiata, Saturnia, Siena and Val d'Orcia. Possibility to leave the car in the private condominium parking lot in the basement of the building. A few steps away, there is a supermarket and a small local market where you can buy fruit, vegetables and fish.
Indoor spacesFamilyCheckout

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 spacesFamilyDecor

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.
FamilyKitchenAmenities

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 spacesWalkability

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.
KitchenIndoor spacesCondition

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
Indoor spacesKitchenLayout

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

LECCIONE RESIDENCE
KitchenFamilyPool

Casa Dolce Toscana | Panoramic Suite with a View
FamilyKitchenLocation

Amazing Tuscany Villa, FREE parking
KitchenFamilyHospitality

Palazzo Monaci - Pool in the Crete Senesi
Indoor spacesFamilyLaundry

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
KitchenIndoor spacesBreakfast

Villa di Geggiano - Guesthouse
FamilyKitchenComfort

Casa del Capitano | Monte Grosso, Elba
KitchenIndoor spacesCleanliness

Charming Tuscan Villa with View forFamily&Friends
FamilyKitchenNearby
Family- and pet-friendly home rentals

Tuscan cottage with an heavenly view
Indoor spacesKitchenLaundry

Tuscan farmhouse stay with restaurant and pool
Indoor spacesFamilyHospitality

Terra Delle Sidhe, Seggiano, Tuscany
KitchenFamilyComfort

Pieve di Caminino Historic Farm
Indoor spacesFamilyTV

Panoramic penthouse in the ancient village
Indoor spacesKitchenComfort

Apartment in Tuscan farm house.
KitchenFamilyTV

Borgo Ripostena – n. 8 Casa Vecchia
FamilyIndoor spacesGetting around

Elegant 3-Room Apartment in Maremma
Indoor spacesKitchenAccess
Family-friendly home rentals with a pool

Cercis - La Palmierina
KitchenFamilyLocation

sea view villa with private infinity pool
KitchenFamilyQuiet

Loggiato 3 apartment in Tuscany near Siena
FamilyKitchenOutdoor spaces

Torre dei Belforti
FamilyIndoor spacesAmenities

Frontemare house with exclusive sea access
KitchenFamilyCleanliness

Podere la Pompa
FamilyIndoor spacesNearby

Agriturismo Bandinelli #3 "Palmizia"
Indoor spacesKitchenPets

Agriturismo Marrucheti 82 South Apartment
FamilyIndoor spacesBathroom
When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,443 GYD | G$24,652 GYD | G$23,816 GYD | G$25,696 GYD | G$24,443 GYD | G$27,576 GYD | G$28,621 GYD | G$30,710 GYD | G$24,443 GYD | G$21,727 GYD | G$23,607 GYD | G$23,816 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
- Cascate del Mulino
- Mount Amiata
- CavallinoMatto
- Siena Cathedral
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Valdichiana Outlet Village
- Terme San Filippo
- Saturnia Thermal Park
- Rimigliano Natural Park





