
Kid-friendly vacation rentals in Province of Grosseto
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Top-rated kid-friendly rentals in Province of Grosseto
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La Casa del Valle
small town, very pleasant for those that likes tranquility. good location, with market and bakeries very close by. would be other times

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
If you are looking for a little piece of heaven look no further. Vignoni Alto is peaceful and incredibly beautiful. Stefano met us and showed us everything about the apartment and the historic hamlet. His instructions and recommendations were very helpful. The apartment is not far from the restaurants in Bagno Vignoni. Stefano really is a perfect host—responsive, friendly and proactive. Our only regret was that after a week we had to leave.

"La Lambarda" tower Suite
Staying at Torre “La Lambarda” Suite was an absolute dream come true. Nestled atop the enchanting village of Monticchiello, this historic tower offers breathtaking panoramic views of the Val d'Orcia that are simply unforgettable. The suite itself is a perfect blend of medieval charm and modern comfort, with every detail thoughtfully curated to enhance the guest experience. Although I didn’t meet Deb personally, her team provided outstanding hospitality throughout our stay. Every member of the staff—both at the property and at the wonderful restaurant—was warm, attentive, and genuinely kind. Their care and professionalism made us feel incredibly welcome and well looked after. Dining at Deb's Lounge was a true highlight. The food was exceptional, the ambiance cozy and intimate, and the staff went above and beyond to make every meal special. This stay was more than just a vacation; it was a magical journey into the heart of Tuscany. I wholeheartedly recommend a stay in the Tower.

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
I’ve been to many places but this is the first time I can say I was truly in love with a home. The pictures you see in the description are just a fraction of the beauty. The hosts are absolutely wonderful, the property is stunning, and it puts you in the heart of Tuscany. We will be back time and time again.

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.

Lovely home in villa with garden and pool
A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.
Kid-friendly apartment rentals

Panoramic Country Suite Montalcino
Paradise on earth - for both nature lovers and wine lovers alike! The natural beauty of Alexandra's airbnb cannot be described by words... from the views and organic landscaping, to the sunrise, sunset, and peaceful atmosphere, this place will take your breath away. The proximity to Montalcino and the surrounding wineries is fantastic! We were able to walk to town and were only a short drive away from multiple wineries. We chose to take advantage of the outdoor grille and kitchen to cook most of our meals from home. Thank you Alex for the recommendation to head to Buonconvento (the town near montalcino - a 10minute drive) for the large grocery store we utilized to stock the kitchen! Both Alex and Michelangelo were helpful hosts when needed, but gracious enough to allow full privacy - even though they live in the attached larger home, you would never know. The 4 days we stayed here were 100% the highlight of our trip! I am grateful they share this space with the world!! ⭐️⭐️⭐️⭐️

Stunning Tuscan apartment in 14 Century Palazzo
Wow!!! What can I say about this most magical place that hasn’t already been said? 10/10 recommend Simone’s place. We will be talking about this stay for years to come. The property, the communication, the hotel amenities (restaurant Zita was wonderful but the spa massage experience was out of this world), the scenery. Just wow! Book this place while you can. We feel so lucky to have been able to stay here on our 2 week Tuscany adventure. Grazie!

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

A view from the top, Montepulciano
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!

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
I would stay here over and over again! It was the PERFECT spot to stay for multiple reasons. It had the most gorgeous view, easy access to restaurants and the beach and was overall very clean. Thank you for a great stay!

Far Horizons:Uniquely panoramic peaceful sea views
Excellent host! And what a view!
Kid-friendly condo rentals

Le Antiche Viste - The Zen Terrace
it was definitely one of our favorite Airbnb destinations. Beatrice was very responsive and had tons of useful information about all kinds of things to see in the area. She also showed us the amazing ancient tunnels beneath her home

Sea, Relax, Park of the Maremma Alberese, Tuscany
The place 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 as temporary pets - these made our time a little sweeter. The location was perfect for us to drive 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 ;-)

Mascagni Farmhouse in Val d'Orcia, Pienza
This was truly one of the most unique and inspiring stays we’ve experienced. Bianca’s warm hospitality and thoughtful communication made us feel right at home. The farmhouse itself was incredibly comfortable—cozy, well-appointed, and full of charm. And the scenery? Absolutely breathtaking. Every view felt like a painting.

[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
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!

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
We had the best time!! The cutest little apartment with a nice little balcony. Loved the exposed beams and the kitchen. It was very walkable to great restaurants and scenic views, also far enough away were you are not worried about noise at night. Host was super responsive and had excellent recommendations on where to eat and what to do!

Casa Agave: Relax, e-bike, spa, nature in Maremma!
We had a wonderful stay, we even decided to extend! Francesca was lovely and super helpful, she gave us lots of recommendations for the area as well as the rest of our trip. She even helped us book a place at restaurants in the area. The kitchen was great for making breakfast in the morning. We felt right at home and had a great stay!
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Avignonesi Winery Fattoria Le Capezzine
- Spiaggia Marina di Cecina
- Cala Di Forno
- Santa Maria della Scala
- Spiaggia Di Barbarossa
- CavallinoMatto
- Spiaggia Zuccale
- Spiaggia di Seccione - Portoferraio (li)
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- Pubblico Palace
- Spiaggia Di Sottobomba
- Spiaggia di Ortano
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