
Kid-friendly holiday rentals in Province of Grosseto
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Top-rated family-friendly rentals in Province of Grosseto
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Kid-friendly house rentals

La Casa del Valle
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.

La Casetta di Alice - with panoramic terrace -
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.

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
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.

"La Lambarda" tower Suite
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.

Montalcino - Casa Gelsomino - garden and relaxation
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.

Bel Casale with sea view and the mediaeval village
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.

Country house La Meria
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!

At the Sassone Holiday Home, Val d'Orcia, Tuscany
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.
Family-friendly apartment rentals

Stuart White Tea Central Panoramic & Garden
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!

I Tramonti di Eramo, Montepulciano city center.
Spectacular view. Relaxing after a long trip thru wineries. Town was very cute and comfortable

Casa Bonari - a paradise for the eyes
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.

Panoramic penthouse in the ancient village
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!

HOUSE WITH SEA VIEW: KEY DELIVERY OR SELF CHECK IN
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.

Far Horizons:Uniquely panoramic peaceful sea views
Excellent host! And what a view!

Romantic Tower's dating 1200
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!!

Pieve di Caminino Historic Farm
Emy was a friendly and accommodating host. The home far exceeded our expectations. Thank you very much Emy!
Family-friendly apartment rentals

Sea, Relax, Park of the Maremma Alberese, Tuscany
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!

Apartamento Chiusdino - Old Town
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.

Mascagni Farmhouse in Val d'Orcia, Pienza
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 ⭐️

[9 minutes from Montalcino] Elegant House Mafalda
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

"Landscape Notes" Suite
Everything was wonderful! Beautiful view from terrace! Fulvia was very helpful as well!

Penthouse in Porto Santo Stefano
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!

"Dimora Valinda" Montepulciano Piazza Grande +A/C
Maria’s place was beautiful and exactly as described! It was bigger than expected and had a cute balcony we really enjoyed spending late afternoons relaxing! We had a great time in Montepulciano, it was relaxing and slow paced after a busy few weeks before ☺️ Maria provided local recommendations and was always responsive. If you’re thinking of booking here I highly recommend!

The Maremma on a Terrace-House with a viewpoint and fireplace
It is a great place to stay and feel the quiet and peace of Tuscany! My family and I really enjoyed it. The apartment is really nice, with a unique style inside an ancient house. And without a doubt, it has one of the best views from the kitchen and terrace that I have ever seen!
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Avignonesi Winery Fattoria Le Capezzine
- Cavallino Matto
- Cala Di Forno
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Di Barbarossa
- Spiaggia Zuccale
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- CavallinoMatto
- Spiaggia della Padulella
- Spiaggia di Cavo
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