
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$14,670 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!

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!

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.

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!

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.

Casa Dolce Toscana | Panoramic Suite with a View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

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.

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.

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.

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.

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.

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

LECCIONE RESIDENCE

Amazing Tuscany Villa, FREE parking

Villa di Geggiano - Guesthouse

Palazzo Monaci - Pool in the Crete Senesi

Green Dome @ The Land Before Time Retreats

Beautiful renovated barn in Tuscany

Tuscan charm of villa - countryside - Villa Senaia

Poggio dell'orso.Traditional Casale. Amazing views
Family- and pet-friendly home rentals

Pieve di Caminino Historic Farm

Terra Delle Sidhe, Seggiano, Tuscany

Beautiful medieval village!!!

Authentic Tuscan Country House WITH A/C

Theater House

Tuscan farmhouse stay with restaurant and pool

Secret Garden Siena

Holiday in antique farm, Belvedere
Family-friendly home rentals with a pool

Podere Vergianoni nestled in Chianti with a pool

Podere Tignano, 4-bedroom villa in the Chianti!

TUSCANY farm house SWIMMING POOL

sea view villa with private infinity pool

Cercis - La Palmierina

Podere La Castellina - No. 1 COTTAGE

Elegant farmhouse Siena

Ancient Monastery near Rome { I Conversi }
When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,519 GYD | G$24,729 GYD | G$23,891 GYD | G$25,777 GYD | G$24,519 GYD | G$27,663 GYD | G$28,711 GYD | G$30,806 GYD | G$24,519 GYD | G$21,795 GYD | G$23,681 GYD | G$23,891 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
- Feniglia
- Parco Regionale Della Maremma
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Spiaggia Di Barbarossa
- Cascate del Mulino
- Mount Amiata
- CavallinoMatto
- Siena Cathedral
- Palazzo Pubblico
- Vulci
- Necropolis of Tarquinia
- Val di Chiana
- Valdichiana Outlet Village
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore





