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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

Guest favourite
Home in Bagnore
4.93 out of 5 average rating, 176 reviews

La Casa del Valle

LenaRating, 5 stars5 days ago
I immediately fell under the spell of the charming flowery facade decorated with a whole bunch of little curiosities☺️. I also loved the romantic room with the wrought iron bed and the classic-style wardrobe. Lovely! And Déborah is very available. Thanks to her.
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 San Quirico d'Orcia
4.99 out of 5 average rating, 208 reviews

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni

RobynRating, 5 starstoday
We felt like kings of the castle in Stefano and Sylvias’s place. Top of a hill with expansive views and always such a beautiful breeze. San Quirico was lovely as was Bagno Vignoni at the bottom of our hill. We could see the twinkling lights of Pienza and Montepulciano both of which were an easy drive away. Generosity in the way the villa was presented and our hosts’ welcome, with many wonderful local suggestions. Would highly recommend.
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 Montalcino
4.97 out of 5 average rating, 240 reviews

Montalcino - Casa Gelsomino - garden and relaxation

PaulRating, 5 stars1 week ago
Massi is a lovely guy. Really responsive and helpful. His place has a great location being in the middle of town. One minute from the town square. The house is well appointed. And comfortably housed two couples.
Guest favourite
Home in Catabbio
4.89 out of 5 average rating, 159 reviews

Country house La Meria

AlexRating, 5 stars1 month ago
If you stay here, you will find yourself in a painting, so beautiful is this cottage located in the mountains! Lucca is really super nice and funny. He tells a lot. The restaurant they run is fine too, and good food! The breakfast is very good. We definitely recommend this cottage!
Guest favourite
Home in Vivo d’Orcia
4.95 out of 5 average rating, 139 reviews

At the Sassone Holiday Home, Val d'Orcia, Tuscany

DianeRating, 5 stars3 weeks ago
We loved our time at Luca's place. We visited Tuscany with our college aged kids. Luca's house was comfortable and welcoming. We went out for a few meals, but also enjoyed preparing foods in the wonderful kitchen. We ate dinners together and played board games on the spacious kitchen table. It was homey. We called it "cucina magica" because all of the foods we cooked came out so perfectly. This is a wonderful home in a lovely setting with hiking trails from the backyard. We spent several mornings at the nearby hot springs. What a treat! Luca was communicative and helpful with all of our questions.
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.

Family-friendly apartment rentals

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!
Guest favourite
Flat in Montepulciano
4.94 out of 5 average rating, 191 reviews

I Tramonti di Eramo, Montepulciano city center.

TanyaRating, 5 stars1 week ago
Spectacular view. Relaxing after a long trip thru wineries. Town was very cute and comfortable
Top guest favourite
Flat in Montepulciano
4.97 out of 5 average rating, 392 reviews

A view from the top, Montepulciano

AliciaRating, 5 stars3 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, 152 reviews

Casa Bonari - a paradise for the eyes

KristopherRating, 5 stars2 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 stars1 day 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, 162 reviews

Far Horizons:Uniquely panoramic peaceful sea views

MartijnRating, 5 stars2 weeks ago
Excellent host! And what a view!
Top guest favourite
Flat in Monticchiello
4.98 out of 5 average rating, 374 reviews

Romantic Tower's dating 1200

BriannaRating, 5 stars4 days ago
What an incredible location!!! Monticchiello is the most quaint and picturesque town nestled in the heart of Tuscany. Walking up to the accommodations feels like a fairy tale - the view of the Val D’Orcia and the medieval tower you walk into, but you are then transported into the most relaxing little apartment. The amenities are wonderful - the attention to detail was not lost on us. We stayed here right after our wedding and it was exactly what we needed. Also, Deb’s Lounge was such a nice place to get breakfast (included!) and we enjoyed some fresh pici pasta for dinner our first night. Would 100% come back!!

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 stars2 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, 103 reviews

Sea, Relax, Park of the Maremma Alberese, Tuscany

SandraRating, 5 stars2 weeks ago
The accommodation was impeccable and lovingly maintained. For us, all the necessary things were available (coffee maker, pots, etc.) so that we lacked nothing in this respect. Fabio and his mother were always friendly and accommodating. During our stay, we had at least two furry pets for a while - they made our time a little sweeter. The location was perfect for us to go to the sea (tip: it is best to rent a bike here and cycle through the beautiful Maremma Park to the sea). We would be happy to come back. P.S.: be sure to pack mosquito spray ;-)
Guest favourite
Apartment in Chiusdino
4.87 out of 5 average rating, 103 reviews

Apartamento Chiusdino - Old Town

NicholasRating, 5 stars4 weeks 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, 110 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

RosmeryRating, 5 stars2 weeks ago
The place was beautiful and so peaceful. Bianca is a great host. She was very friendly and communicated well and gave us a lot of recommendations. 5 ⭐️
Top guest favourite
Apartment in Torrenieri
4.97 out of 5 average rating, 240 reviews

[9 minutes from Montalcino] Elegant House Mafalda

AnthonyRating, 5 stars1 week 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, 113 reviews

"Landscape Notes" Suite

CaliRating, 5 stars2 weeks ago
This was by far the most beautiful view we have ever had at an Airbnb or hotel room. The house was beautiful, but the sunrise from the balcony is something I will remember forever. Vittorio also offered recommendations, and Fulvia was flexible with our check in. The apartment is in the perfect spot to become familiar with town. We want to come back to stay here again. Thank you!
Guest favourite
Apartment in Porto Santo Stefano
4.88 out of 5 average rating, 147 reviews

Penthouse in Porto Santo Stefano

HenryRating, 5 stars3 weeks ago
We loved the place! Porto Santo Stefano is peaceful and charming. We took the ferry over to Giglio Island one day and rented a scooter. Really a wonderful little getaway. Thanks Antonio!
Guest favourite
Apartment in Montepulciano
4.92 out of 5 average rating, 126 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

BelindaRating, 5 stars5 days ago
Amazing stay! Location was sensational. Everything you could ask for and more!

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