
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$14,617 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.

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!
Indoor spacesKitchenQuiet

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.
Indoor spacesKitchenSleep quality

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!
Indoor spacesFamilyCheck-in

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.
Indoor spacesFamilyCondition

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 spacesFamilyHeating

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.
FamilyIndoor spacesDecor

Casa al Gianni - Hut
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!
Indoor spacesFamilyBackyard

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.
KitchenFamilyLaundry

EcoLodge – modern design in a peaceful panoramic location
The EcoLodge, modern, ecological, comfortable, is in the middle of nature in a peaceful, fertile cultural landscape on Monte Amiata in the quiet southern Tuscany. It belongs to an old farmhouse with plenty of space, beautiful views, many old fruit, chestnut, olive trees and our vineyard. It's an ideal location. From here you can explore world-famous sights, do a lot and enjoy the tranquility of Tuscan country life away from the hordes of tourists.
KitchenFamilyBeach

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 spacesGetting around

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.
KitchenFamilyParking

Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.
Indoor spacesKitchenPool
Popular amenities for Grosseto family-friendly rentals
Family-friendly home rentals with a hot tub

"Red Rose" apartment with view of Siena.
Indoor spacesFamilyLocation

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
KitchenIndoor spacesValue

Amazing Tuscany Villa, FREE parking
FamilyKitchenBathroom

Beautiful renovated barn in Tuscany
Indoor spacesFamilyGetting around

Le Rondini - where it all began
KitchenFamilyHeating

Villa di Geggiano – Guesthouse
KitchenIndoor spacesAccuracy

Poggio dell'orso.Traditional Casale. Amazing views
KitchenIndoor spacesComfort

Green Dome @ The Land Before Time Retreats
FamilyIndoor spacesHeating
Family- and pet-friendly home rentals

Beautiful medieval village!!!
Indoor spacesKitchenLocation

Casa Mirta art & nature in the heart of Maremma
FamilyIndoor spacesPool

Authentic Tuscan Country House WITH A/C
Indoor spacesKitchenBackyard

Holiday in antique farm, Belvedere
Indoor spacesFamilyCondition

In Tuscany Rooms
Indoor spacesFamilyPets

Monteriggioni Castello, holiday house in Tuscany
KitchenFamilyBathroom

Panoramic penthouse in the ancient village
FamilyIndoor spacesOutdoor spaces
La Piazzetta - Cozy open space in the historic center of Montepulciano
FamilyKitchenBathroom
Family-friendly home rentals with a pool

Agriturismo Marrucheti 82 South Apartment
Indoor spacesFamilyView

Cercis - La Palmierina
KitchenFamilyLocation

Belforti Tower
FamilyIndoor spacesBreakfast

Podere La Castellina - No. 1 COTTAGE
Indoor spacesKitchenPool

Ancient 17th-century farmhouse in Chianti, Tuscany
Indoor spacesKitchenAmenities

House Rigomagno Siena
Indoor spacesFamilyGrill

TUSCANY farm house SWIMMING POOL
Indoor spacesKitchenCondition

Rural Tuscany | Family farmstay with restaurant
Indoor spacesKitchenOutdoor spaces
When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,432 GYD | G$24,641 GYD | G$23,805 GYD | G$25,685 GYD | G$24,432 GYD | G$27,564 GYD | G$28,608 GYD | G$30,696 GYD | G$24,432 GYD | G$21,717 GYD | G$23,596 GYD | G$23,805 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
- Le Cannelle
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Mount Amiata
- CavallinoMatto
- Vulci
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Necropolis of Tarquinia
- Valdichiana Outlet Village
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Spiaggia di Fetovaia
- Abbey of Sant'Antimo
- Saturnia Thermal Park





