
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.

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!
4.93 out of 5 average rating, 294 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!
4.92 out of 5 average rating, 628 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.
4.93 out of 5 average rating, 145 reviews
Terra Delle Sidhe, Seggiano, Tuscany
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.
4.99 out of 5 average rating, 292 reviews
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.
4.87 out of 5 average rating, 112 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.
4.98 out of 5 average rating, 108 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.
4.98 out of 5 average rating, 160 reviews
Casa Sabina
The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.
4.98 out of 5 average rating, 129 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.
4.89 out of 5 average rating, 167 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.
4.95 out of 5 average rating, 144 reviews
The cave
My accommodation is in the town's historic center It is only 10 km from Terme of Sorano, while 20 km from Bolsena Lake and Saturnia (spa). You'll love my place because it's bright, panoramic, clean, and welcoming. Suitable for couples, sole adventurers, families (with kids) and furry friends (pets). Note: if the reservation is for two people it means only one bed, for an extra bed it is necessary to book at least for 3 people.
4.86 out of 5 average rating, 1013 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.
4.96 out of 5 average rating, 208 reviewsPopular amenities for Grosseto family-friendly rentals
Family-friendly home rentals with a hot tub

EcoLodge – modern design in a peaceful panoramic location
4.94 out of 5 average rating, 111 reviews
Casa Dolce Toscana | Panoramic Suite with a View
4.98 out of 5 average rating, 187 reviewsWp Relais Villa Vignalunga
4.93 out of 5 average rating, 117 reviews
Casa Pancole
4.97 out of 5 average rating, 155 reviews
Villa di Geggiano - Guesthouse
4.99 out of 5 average rating, 155 reviews
Casa del Capitano | Monte Grosso, Elba
5.0 out of 5 average rating, 118 reviews
Charming Tuscan Villa in Val d'Orcia with a view
4.97 out of 5 average rating, 131 reviews
Poggio dell'orso.Traditional Casale. Amazing views
4.96 out of 5 average rating, 170 reviewsFamily- and pet-friendly home rentals

Tuscan cottage with an heavenly view
4.97 out of 5 average rating, 252 reviews
Pieve di Caminino Historic Farm
4.92 out of 5 average rating, 205 reviews
Borgo Ripostena – n. 9 Frantoio
4.94 out of 5 average rating, 118 reviews
Tuscan farmhouse stay with restaurant and pool
4.94 out of 5 average rating, 109 reviews
Spedaletto Castle, Val d'Orcia, Pienza
4.97 out of 5 average rating, 185 reviews
Casa Mirta art & nature in the heart of Maremma
4.96 out of 5 average rating, 114 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
4.92 out of 5 average rating, 359 reviews
Panoramic penthouse in the ancient village
4.94 out of 5 average rating, 465 reviewsFamily-friendly home rentals with a pool

Podere Vergianoni nestled in Chianti with a pool
5.0 out of 5 average rating, 352 reviews
Comfort Apartment in the Chianti Vineyards
4.93 out of 5 average rating, 455 reviews
sea view villa with private infinity pool
4.99 out of 5 average rating, 124 reviews
TUSCANY farm house SWIMMING POOL
4.98 out of 5 average rating, 304 reviews
Cercis - La Palmierina
4.96 out of 5 average rating, 147 reviews
Unique view 3 bdr villa with pool & A/C in Pienza
4.95 out of 5 average rating, 104 reviews
House Rigomagno Siena
4.96 out of 5 average rating, 125 reviews
Frontemare house with exclusive sea access
4.96 out of 5 average rating, 113 reviewsWhen is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,476 GYD | G$24,686 GYD | G$23,849 GYD | G$25,732 GYD | G$24,476 GYD | G$27,614 GYD | G$28,660 GYD | G$30,752 GYD | G$24,476 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 Marina di Campo
- Spiaggia di Capo Bianco
- 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





