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Kid-friendly holiday rentals in Province of Grosseto

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Province of Grosseto family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Abbadia San Salvatore
4.98 out of 5 average rating, 149 reviews

La Casetta di Alice - with panoramic terrace -

EmiliaRating, 5 stars1 week ago
We highly recommend staying here. The house is fantastic and the apartment in it allows you to feel the atmosphere of the town. We spent very pleasant moments in it. The terrace is definitely an asset of this place. Simona hosted us wonderfully, she was very nice and very helpful. The contact was always very smooth and pleasant, we felt very cared for. Thank you.
Top guest favourite
Home in Monticchiello
4.98 out of 5 average rating, 180 reviews

"La Lambarda" tower Suite

SimonRating, 5 stars1 week ago
A truly wonderful place, no other place like it. Really worth seeing but only if you are able to handle the 54 step very narrow spiral staircase. The house is on 4 levels linked by the stairs, wouldn’t be suitable for young children or the elderly. Deborah was a great host as was Paula.
Top guest favourite
Home in Pereta
5 out of 5 average rating, 56 reviews

Bel Casale with sea view and the mediaeval village

AmarRating, 5 stars2 weeks ago
Staying at Paola and Nino’s place was one of the highlights of our trip. The house is even more beautiful than the photos, with every detail thoughtfully considered and a setting that truly captures the essence of Tuscan magic. It’s incredibly peaceful, with sweeping views and a real sense of privacy, yet close enough to explore charming villages and beaches. The house is well-equipped and very comfortable, with excellent air conditioning in the bedrooms, a real plus during the summer heat. Paola and Nino were the most gracious hosts, warm, welcoming, and always available if we needed anything, yet also giving us plenty of space. Their three sweet labradors were a lovely bonus! We truly didn’t want to leave and would return in a heartbeat.
Superhost
Home in Sorano
4.8 out of 5 average rating, 128 reviews

Lovely home in villa with garden and pool

JoshRating, 5 stars2 weeks ago
A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.
Guest favourite
Home in Poggi del Sasso
4.92 out of 5 average rating, 118 reviews

LECCIONE RESIDENCE

AndrewRating, 5 stars1 week ago
Lovely house in a beautiful area. Pool was used a lot as the weather was hot. Andrea was very responsive and helped out with some great local suggestions. We had a very enjoyable time and had everything we needed. Slept so well, beds were super comfortable!
Top guest favourite
Home in Montalcino
5 out of 5 average rating, 124 reviews

Montalcino Townhouse with Private Panoramic Garden & Spa

LaurieRating, 5 stars1 month ago
We loved staying in Montalcino at Lisa's place. Lisa was a fantastic host and responded quickly. She gave us her picks for restaurants, wine tastings, etc, which were excellent choices. The Airbnb was ideally situated right off the main square. It has a yard, which we enjoyed, and a very functional kitchen with everything we needed. The king-size bed was very comfortable and had high-quality linens. This is a hilltop city, so keep this in mind for anyone unable to walk up steeper inclines throughout the city. We enjoyed the exercise and the stunning views. We stayed for a week and I could have easily stayed longer as we got to know the restaurants, stores and the area. Montalcino is a charming place to spend your time. It was a good location from which to take day trips. There is so much to do in the general area. We highly recommend you stay here; it was the highlight of our trip, and we felt like we were in good hands. Thank you, Lisa!
Guest favourite
Home in Batignano
4.97 out of 5 average rating, 62 reviews

Nice holiday home in Tuscany (2/3 pers)

PascalRating, 5 stars1 month ago
We had a very pleasant stay at Pascale's and Gian Luca's house. The house is beautiful and very well conceived. We enjoyed the terrace. The kitchen is fully equipped. The appartment was very clean. The area is fantastic for many outdoor activities such as bicycling or sightseeing. Pascale and Gian Luca were easily reachable. We would love to come back.
Top guest favourite
Home in Pancole
4.99 out of 5 average rating, 128 reviews

Casa Pancole

AnitaRating, 5 stars1 month ago
Simone was a wonderful host, going out of his way to make us comfortable! The place is beautiful, a step back in time, charming surrounded by nature! We would love to be back! Thank you Simone! 🩷

Family-friendly apartment rentals

Top guest favourite
Flat in Montalcino
4.9 out of 5 average rating, 358 reviews

Panoramic Country Suite Montalcino

AmeliaRating, 5 stars1 month ago
We loved our time here! It was a beautiful property exactly as described. Alessandra has great recommendations and lovely wine. We will be back!
Top guest favourite
Flat in Montepulciano
5 out of 5 average rating, 118 reviews

Stuart White Tea Central Panoramic & Garden

MarkRating, 5 stars1 month ago
My wife, brother-in-law, and I had an incredible time in Montepulciano, and Giacomo’s apartment was the perfect place from where we started out daily adventures, took afternoon naps, and then headed out for fantastic dinners. Giacomo’s apartment was excellent, making it easy to get settled after a long day of travel. Giacomo guided us into the temporary parking spot when we got lost for a few minutes, and was quick to assist with any questions we had during our stay. The restaurant recommendations were all excellent, as well as the other activities he suggested. We will definitely stay here again when we visit Montepulciano!
Top guest favourite
Flat in Montepulciano
4.97 out of 5 average rating, 392 reviews

A view from the top, Montepulciano

AliciaRating, 5 stars4 weeks ago
We had a wonderful stay at Luca’s and the view cannot be beat! Luca went above expectations by meeting us at checkin to show us where to park and taking our luggage to and from the unit. Hope to stay here again one day!
Guest favourite
Flat in Monticchiello
4.97 out of 5 average rating, 153 reviews

Casa Bonari - a paradise for the eyes

KristopherRating, 5 stars3 weeks ago
This is Tuscany at its finest! Our stay at Casa Bonari was perfect. The villa inside was spacious, beautiful, comfortable, and wonderfully Italian. It was equipped with everything we needed. The exterior grounds were gorgeous and the views from the property in every direction were breathtaking. We made dinner and ate on the patio - it looked like a picture from a magazine. The villa is within easy walking distance of the charming Monticchiello which has a few excellent restaurants. We enjoyed strolling the picturesque streets and the incredible views of the countryside from the village. Our hostess, Valentina, was very gracious and helpful. We enjoyed meeting some of the friendly family members. They were so kind and left us with happy memories. We highly recommend Casa Bonari and hope to visit again.
Guest favourite
Flat in Pitigliano
4.94 out of 5 average rating, 418 reviews

Panoramic penthouse in the ancient village

BrittanyRating, 5 stars1 week ago
Loved our stay! Great set up, great location, and really responsive host. Check in was easy, we had everything we needed and the views are INCREDIBLE from the house. There’s also a nice coffee place just downstairs that opens early. Highly recommended!
Guest favourite
Flat in Porto Santo Stefano
4.88 out of 5 average rating, 770 reviews

HOUSE WITH SEA VIEW: KEY DELIVERY OR SELF CHECK IN

JamesRating, 5 stars4 days ago
We booked Sonia's place for one night while driving from up the Coast. We now wish we had time to stay longer! It's a stunning location with incredible views from the AirBnB. The coast is only a short walk away with plenty of restaurants to choose from. Sonia sent us photos and videos before arriving which were helpful and clearly showed where to park, where to find the lockbox and keys, and how to find the apartment making the check in process super easy. A highly recommended stay.
Superhost
Flat in Porto Santo Stefano
4.88 out of 5 average rating, 163 reviews

Far Horizons:Uniquely panoramic peaceful sea views

JacquelineRating, 5 stars1 week ago
We had a fantastic stay at Keith’s beautiful apartment. We were four adults and a baby and had plenty of room. The views are outstanding - even better than the pictures - and the street is quiet and within walking distance to everything you could want to see in Porto Santo Stefano. Keith was responsive, friendly, and flexible with check-in when we ended up arriving quite late. We couldn’t have asked for a better stay!
Guest favourite
Flat in Caminino
4.91 out of 5 average rating, 168 reviews

Pieve di Caminino Historic Farm

ChrisRating, 5 stars1 month ago
Emy was a friendly and accommodating host. The home far exceeded our expectations. Thank you very much Emy!

Family-friendly apartment rentals

Top guest favourite
Apartment in Pitigliano
4.99 out of 5 average rating, 122 reviews

Le Antiche Viste - The Zen Terrace

LisaRating, 5 stars3 weeks ago
A wonderful retreat in the heart of Pitigliano. The apartment is so beautiful and cozy and very special - you look forward to coming home every time and don't want to leave. Beatrice and her husband are super professional and at the same time very warm hosts. Really a recommendation!
Guest favourite
Apartment in Grosseto
4.82 out of 5 average rating, 104 reviews

Sea, Relax, Park of the Maremma Alberese, Tuscany

BiancaRating, 5 stars3 days ago
Delightful and relaxing stay. I was looking for a place in the Tuscan countryside in contact with nature: I found exactly what I wanted. Convenient both for going to the sea and for walking in the Maremma park. I had such a great time that I want to go back as soon as possible. It was also very nice to have been welcomed by Mrs. Maria, it was like immersing yourself a little in her daily life, working in the fields, managing the animals, the house... I thank the host Fabio for his availability! A stay that was also much appreciated by our little dog! If I had to use one word to describe my stay: nourished, in every way!
Guest favourite
Apartment in Chiusdino
4.87 out of 5 average rating, 103 reviews

Apartamento Chiusdino - Old Town

NicholasRating, 5 stars1 month ago
Excellent accommodation, house as per photos and description, located in a very nice little village. Clean and tidy structure, Host always available for any information and kind.
Top guest favourite
Apartment in Pienza
5 out of 5 average rating, 111 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

SachinRating, 5 stars2 weeks ago
A beautiful Agro tourismo right in the lap of nature…very close to the picturesque Pienza town and with gorgeous views of Tuscany rolling hills all around the house.. Bianca’s father met us upon arrival and explained us all the details about the house, his farm, olive oil making and the background of the place.. They stay on the first floor of the house and Airbnb is on ground floor… The house was built in 1576 and it was one of its kind of experience to be staying in it… The house is quite spacious and very well decorated. We stayed here for 3 nights and did 2 day trips - 1 to Florence and other to Siena ( a must visit place with marvellous cathedral and piazza del campo ) and picture perfect Chianti region.. Having a car is absolutely necessary as the place is 8-10 km from Pienza and public transport is minimal… Regards, Sachin
Top guest favourite
Apartment in Torrenieri
4.97 out of 5 average rating, 241 reviews

[9 minutes from Montalcino] Elegant House Mafalda

AnthonyRating, 5 stars2 weeks ago
Marco’s place is away from the hustle and bustle of Siena very quietly comfortable and super clean. The view from the balcony alone is worth the night rate. Close to all the lovely sights in Val D’Orcia. In a very quaint town with locals who actually live here. Marco is very responsive and clearly explained everything to us. Must try the pizza at Pizza I’ll Vecchio…a hidden gem in Tuscany
Top guest favourite
Apartment in Montalcino
4.99 out of 5 average rating, 114 reviews

"Landscape Notes" Suite

LaurenRating, 5 stars1 week ago
Everything was wonderful! Beautiful view from terrace! Fulvia was very helpful as well!
Guest favourite
Apartment in Porto Santo Stefano
4.89 out of 5 average rating, 148 reviews

Penthouse in Porto Santo Stefano

LizzieRating, 5 stars2 weeks ago
We had the most fantastic stay at Antonio’s as a couple with a young baby. Everything in the apartment is as it appears in pictures. If is so practical and perfect. Also, Antonio has really great furniture, no IKEA here. He set up a pack n play for the baby. The patio was the crown jewel and the view was stunning. In June the sun was high quickly and the patio received shade early on in the day. Bed was firm. kitchen small but efficient. Outdoor cooking was lovely. The apartment was stocked for cooking and even toiletries. AC in the bedroom but doors open provided plenty of fresh air to keep the apartment cool during the day. Walking into town with was easy, driving is too on weekdays. The apartment has an elevator to reach the top floor, but you do need to bring the bags up two flights outside from the street unless you have a small car that can reach the driveway. We would not hesitate to stay at Antonio’s again!
Superhost
Apartment in Monte Argentario
4.81 out of 5 average rating, 160 reviews

Apartment with Terrace Porto S. Stefano

NadiaRating, 5 stars1 month ago
Large apartment, well-furnished, clean.

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