
Family-friendly vacation rentals in Santa Fiora
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Top-rated family-friendly rentals in Santa Fiora
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Popular amenities for Santa Fiora family-friendly rentals
Family-friendly home rentals with a hot tub

Villa in Montepulciano with a Pool
We had a wonderful time in Tuscany! We were able to make use of the pool on the first day with our two boys, 7 and 4. We visited Pienza, Montepulciano and Montelccino. We also purchased two of the wines from the estate. Alex made everything very easy and was a great host!

Country house La Meria
We are an American and Italian family traveling through Italy and we highy recommend this special spot in the mountains. The landscape was beautiful and the breakfast was wonderful. We ended up arriving very late in the evening as their was a crash on the autostrada and Luca was very accommodating and communicative. We would stay here again.

Your Private Tuscan Retreat
We had a wonderful stay at Riccardo and Kate’s beautiful hide‑away in Tuscany. The place was spotless, thoughtfully equipped and felt both spacious and cosy at the same time. It’s perfectly located, only a five‑minute drive to the lovely town of Castelle Azzara. Waking up to birdsong, spending slow afternoons in the sauna and spa and falling asleep to absolute silence left us completely relaxed. Riccardo and Kate were the perfect hosts - welcoming, attentive and responsive. They really have thought of everything. If you’re looking for peace, comfort, and a real Tuscan escape, this is the place. We 100% recommend to future guests. Grazie mille!

Charming House in Montepulciano
Our family loved staying in Fernanda’s apartment! My husband and I had visited Montepulciano two years ago, stayed at Fernanda’s place and loved it so much we came back with our three boys. Everything is so lovely and welcoming and Fernanda is the best hostess. She even made local dinner reservations for us. Thank you for everything, Fernanda!!

Casa al Gianni - The Simignano Barn
Cristina’s villa was the perfect Tuscan escape for our family. There is much to love…the sweet pigs, the village dogs, the breathtaking views, the peaceful and quiet evenings and mornings, delicious food and beer produced on the farm, AND the most lovely and kind family/hosts. I could honestly go on and on about how much we loved this villa and location. 5 stars all the way! We had our 6 yr old daughter with us and she says it was her favorite place she has stayed on a holiday because of the pigs, ping pong table, swing, and because she had so much fun with the host family children and other guests whom stayed in the other available villas. Also, the big dinner hosted on the last night of our stay was the highlight of our trip! (Tip: make sure to buy some of their products made on the farm….so delicious!)

La Terrazza su Chiusi - panoramic apartment
Beautiful views and Raffaele was a great host! It was off season so there wasn't much to do in the neighborhood but that was perfectly fine with me and the peacefulness was exactly what I wanted.

Tuscany Seen in a Fabulouse House
Very nice and clean appartment in a very quiet area. Only Met Gaston shortly since we were out all day visiting Tuscany with friends, But he was very Friendly. Will definitely come back

Apartment B&B Casadarte
Where do I start? If you’re thinking of traveling to Orvieto, stay here. This is the most unique and charming Airbnb we’ve ever stayed at. Sylvia and Aldo made us feel like we were old friends coming to visit, welcoming us into their cozy family home and sharing with us their favorite restaurants, coffee shops, and gelaterias. Aldo picked us up and returned us to the train station; the fridge was stocked with yogurt, milk, juice, and butter; they left breakfast sweets for us and a bottle of wine. We loved reading about Sylvia’s father, Valentini, and enjoyed his artwork throughout the house. The beds were comfy, the kitchen is small but has what you need to cook. And Orvieto, ahhh, what a wonderful little town. We visited in August and there were many tourists but it didn’t feel crowded. We loved our stay and want to go back!
Family- and pet-friendly home rentals

Back Home - Apartment in Pienza
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!

Casa Borgianni at Villa Caprera
We had the most amazing time at this beautiful Tuscan house! The location is stunning– nestled in the rolling hills, surrounded by olive groves. Waking up to such breathtaking views every morning was a dream come true. The house itself is full of charm and character, with traditional stone walls, beautiful windows, wooden beams, and cozy, comfortable furnishings. It was immaculately clean and had everything we needed for a relaxing stay. We especially loved the ‘tower bedroom’ with view to Siena ‘skyline’. Only downside is that you can hear the ‘Autostrada’ when the wind is ‘set wrong’.

Borgo Petroio
Alex is an amazing host. She made us feel so welcome. The apartment was very Tuscan quaint and the location was wonderful for driving around Tuscany.

Antico Borgo Ripostena – n. 5 Garage
Marina's place is one of the most beautiful places I've ever seen. The attention to details, the amenities and her communication made our stay very relaxing and enjoyable. Thanks Martina for a great stay in Tuscany.

Oleandro real farm house in the Tuscan countryside
Great family run place! Welcomed and greeted by Robert’s mother with a glass of wine that Robert made himself. Robert’s mom doesn’t speak any English but she was just so sweet and welcoming. The view is gorgeous and this place is a true agritiursimo with active vineyard and olive farms. Highly recommend.

La Manonera Farmhouse "La Casa Rosa for families"
The only thing I could say negative is the lack of lighting for the kitchen and dining room. For the rest everything is perfect if you like the countryside decor:-)

Pink like the sunset sky
Very lovely place, clean and beautiful. Lucia is very friendly and responsive for everything. Thank you

Nerone Apartment
The accommodation is a small paradise of tranquility. No noise pollution. Wonderful view. Careful environment and a beautiful pool where you can relax and cool off. Antonella and her family are exquisite, kind, and extremely discreet people. strategic location to visit both the villages of Lake Trasimeno and to visit Perugia, Assisi and many other places. The nearby village is enchanting and you can shop for local products. For a more complex shopping just reach the lake village (Passignano) and you can find coop and Conad. the only thing that should be considered is that the area is totally devoid of a mobile network. The house is equipped with wifi, but as soon as you leave the house, even just to go to the pool, you have no way to access the network. For those like us who wanted to disconnect from everything, it was a no problem. If instead you needed to work or be available, it should be considered. overall for us it was a beautiful week of relaxation. It's worth it.
Family-friendly home rentals with a pool

Tuscan Villa:Pool,Hot Tub,A/C,wi-fi,7bd near Siena
Cannot recommend more highly. A fantastic experience from start to finish. Helpful from the moment we booked to the moment left, including helping us organise lunches and wine tours. The villa itself is spectacular with stunning views of the Tuscan countryside. The villa was clean, spacious and charming with a bathroom for every room, fully equipped kitchen, games room, TV room and laundry. The pool is fantastic, as is the hot tub and the outdoor dining area and BBQ was perfect for everyone to eat, drink and laugh around. A truly memorable holiday at an unforgettable place

Panoramic farmhouse with pool - Big Apartment
This place was gorgeous! We loved the apartment and it was great for our family of 5. The grounds were gorgeous and the house charming! We also loved the full breakfast and were sad we didn’t sign up for it for the whole time. Rebecca and Paola were both so kind and helpful. We couldn’t have asked for anything more for our time in Tuscany. We will stay here again and hopefully get to try the pool.

Cottage by the pool, Siena
amazing view, amazing location, thanks for everything! WiFi is good enough to work remotely including video calls etc.

Podere on the Crete Senesi
We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.

Tuscan farmhouse near Siena + Cortona, heated pool
We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!

Casetta Di Pietra 2-bed cottage with private pool.
Fiona is a great host. She was really friendly and always eager to help. The house is super cosy and well equipped. The kitchen is great, there was everything we needed to cook delicious Italian dishes. We loved the fire burner. I can highly recommend this quiet place to anyone willing to rest from the bustling city life. The internet connection could be better but this is a very remote location so there’s probably nothing the host can do to improve it. The pool closes in October. It was too cold there to use it but it could have been mentioned in the offer. The quite high (300 eur) deposit for electricity was required and this should have been mentioned as well. It hasn’t been returned to us yet so I can’t say how high the bill for electricity could be. Anyway, this is a really nice place and we had a great time there.

Apartment for 2 with super views+pool near Siena
Mario was very warm and a very very great host. We would always come back!

Fonte dei Frati - Private Villa and Pool
Perfect spot for a Tuscany experience. Nicely located between two friendly villages with fantastic restaurants and any supplies that you may need. The swimming pool was well maintained by Luciano and was used by us multiple times a day, for our group it was a highlight of the property. We all came away very happy with our stay and would totally recommend staying at this property.
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- Marina di Grosseto beach
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Kite Beach Fiumara
- Terme Dei Papi
- Tenuta Le Velette
- Cala Violina
- Riva del Marchese
- Villa Lante
- Cala Di Forno
- Cantina Stefanoni
- Cantina de' Ricci
- Madonna del Latte
- Boca Do Mar
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Pubblico Palace
- Cantina Contucci
- Podere Il Cocco
- Castiglion del Bosco Winery
- Golf Club Toscana
- Casa Del Cioccolato Perugina
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