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

Poggio al Casone - Colle
We had a wonderful vacation with our children (7 & 9 years) in Poggio al Cassone. We were able to reach the cities of Pisa, Lucca, Volterra and Florence very well. For the children, the pool was the highlight after the excursions. The entire complex is beautifully designed, the apartment really large and we didn't miss anything. We can well imagine coming back. :)

Romantic House in Tuscany with jacuzzi
Davide and Annalisa's cottage was absolutely gorgeous, exactly as the pictures showed. It was the perfect place for us to relax and enjoy our last week in Italy. Breakfast out on the patio with the birds chirping and surrounded by nature was a great way to start the day. Davide lit the heater for the hot tub for us and we were able to enjoy a wonderful evening relaxing. Davide and Annalisa were full of good recommendations for restaurants and local places to visit. The cottage is within driving distance of so much - Pisa, Florence, Siena and of course San Gimignano just to name a few. All the amenities we needed were included, the WIFI was great and the cottage was very comfortable. I would highly recommended staying here and if we are ever in the vicinity we would certainly stay here again.

La Bruna
Fantastic property, not new but really well kept and looked after. Spectacular outside space with grape vines over a pergola. Pool was a lot bigger than expected and a nice touch. Fabulous greeting and a welcome basket with local treats and Angiolo’s wine. Great location for touring Tuscany. We would definitely go back!

Holiday House "The Seasons of Bacchus"
We stayed as a family with teenagers for a week in the accommodation and couldn't have done better. Everything was exactly as described. Due to the room in the attic, which was very well air-conditioned, there was always the possibility to retreat. The place was sparkling clean. There was no slightest fault. We were very warmly welcomed by Daniele and his family and personally said goodbye. There were a whole range of tips for restaurants and excursions. I can really recommend the beautiful house without reservation. We felt very comfortable, thank you very much for that.

CountryHouse immersed in woodland
One of the best Airbnbs we stayed in with absolutely the best host we have ever met! Antonio was amazing. Before our arrival, he provided clear instructions and suggested to help for a smooth check in. He always made sure that we have what we need for a perfect stay, and even spoiled us with a few complementary wine and chocolate. Now, the place is amazing. From the balcony you get the best views in the region, surrounded by trees and immersed by the sound of birds around you. Truly pleasant, relaxing and restoring vacation. The house is fully equipped with EVERYTHING you need, very well maintained, and super clean. We didn't want to leave, and can't wait to get back again!

LA CONCHIGLIA, with access to the private sea
The location is special, it reserves a unique view and exceptional livability... you live total privacy immersed in the smells, sounds and colors of the sea!!!

"La Casa di Gigi" (GG House)
Top notch. Giacomo recommended some great activities to do nearby (after Lucca and Pisa). Very friendly family. Thank you!

Corbezzolo stone cottage, Mummialla
A very nice quiet place! Too bad it wasn't very nice and hot during our stay, but we still bathed and enjoyed the wonderful view! Consider bringing mosquito hunting, as there are many. We would go back tomorrow morning if we could:)
Family- and pet-friendly home rentals

"IL FIENILE" rustic stone house
Our stay at Marina and Paolo’s hilltop home in the Tuscan hills was nothing short of magical. The house is a true piece of paradise, immaculately clean, with breathtaking views that left us in awe every day. Marina and Paolo were incredibly kind hosts, making us feel completely at home. The swimming pool was fantastic, and the entire experience immersed us in the charm of Tuscan life. We highly recommend this gem to anyone looking for an unforgettable getaway!

A View Over Tuscany's Countryside
Incredible experience! Filippo’s place was as described! All the amenities present and spot clean. We really enjoyed our stay and recommend to everyone!

Tuscan apartment with pool ,garden and barbecue
Staying at Lorenzo and Eva’s place was an absolute highlight of our trip to Tuscany! The location was exceptional, it offered breathtaking views of the Tuscan countryside that we’ll never forget. Just a short drive away is the charming town of Vinci, where you’ll find everything you need to make the most of your stay. The wine and olive oil tasting experience is an absolute must—it added such a special touch to our visit. The property itself is beautifully maintained, with excellent amenities that made our stay comfortable and relaxing. Lorenzo and Eva were both very professional, and their communication was always prompt and helpful. We can’t wait to return to Vinci and would love to stay at their place again!

A few steps from Volterra, La Rosa Apartment
Nice antique house in a wonderful environment.The large garden is well maintained and there is a beautiful view of the town of Portera.Delicious mountain spring water that is always flowing.It's full of good things 。

Casa Belvedere #2 between Pisa and Lucca
We had a very relaxing week at Franco’s property. The place was well appointed including the full kitchen and we really enjoyed sitting outside with a glass of wine looking over the beautiful countryside. A perfect retreat. Highly recommended

Collina Power
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!

Relax on the terrace near the Tower
Lovely little place, super location with everything you need for a pleasant visit. Nice roof garden to sit and dream. Clean and well looked after. Many thanks - also a short walk to the tower.

House in Tuscany with pool
Cristina is the perfect host and the house is beautiful. The surroundings are amazing and the views......wow! All through the booking and our stay there Cristina was swift to answer any questions we had and also was happy to offer suggestions on places to go and where to eat. We had a perfect week there and I wouldn't hesitate to go back or to recommend her place to anyone else. Cristina and her sister met us at the house and showed us round, clearly pointing out all the relevant bits that we would need to know. Thank you so much for making our week in Italy so special and enjoyable......we are already looking to come back!
Family-friendly home rentals with a pool

Two-room apartment with pool near the sea
We have just returned from our Italian vacation and would like to say a few kind words about our wonderful host Pietro. Pietro is a very friendly and warm person – thanks to him we never felt like strangers. He gave us a lot of helpful information even before we had to ask. We loved the products from his garden and took fresh fruits and vegetables and olive oil from his own cultivation with us when we left. As soon as you enter the accommodation, you will be greeted by the beautiful olive trees in the courtyard – simply fantastic! We sincerely hope to see you again one day. Pietro, we send you and your family our best regards! :) Tugba/Fethi and Eylül
La Luna in the woods. Rooftop terrace & seasonal pool.
The accommodation was perfect - we had a calm, quiet apartment to rest and hang out by the pool or on the terrace. From there we made trips to different beaches and cities, which was convenient. Alessandra was so kind to us, gave us recommendations and helped with local tips

Two Berdoom apartment @Agriturismo Vallorsi
We had 8 wonderful days at Vallorsi, and didn’t wanna leave. Lovely pool, wine tasting, friendly people and just amazing views and environments. Tasty wines and beverages was available against pay when checking out which was convenient since you needed a car to go to the store. However - The store, big and well sorted, was just 5 km away We will be back for sure!

Amazing view, pool and relax, 5 adults
**Unforgettable Stay with Perfect Pool and Stunning Views** This BNB met our expectations during our family trip to Italy. The property was clean throughout, and the hosts went above and beyond with their hospitality - greeting us warmly in person and thoughtfully providing welcome snacks and a bottle of wine. The pool is absolutely perfect and became the centerpiece of our stay. Some of my most cherished memories from our entire Italy trip were spent relaxing by the pool with my family. The sunset views from the property are breathtaking and provided the perfect backdrop for our evenings. Both sisters who run this place are genuinely wonderful people who clearly care about their guests' experience. Their personal touch made our stay feel special and welcoming.

Villa Marì
We had an absolutely wonderful stay at this beautiful villa in Lucca! The property is stunning, with breathtaking views of the surrounding countryside that made every morning feel like a dream. The villa itself is spacious, clean, and tastefully decorated, striking the perfect balance between rustic charm and modern comfort. Our hosts were incredibly welcoming and attentive—they went above and beyond to make sure we had everything we needed and offered great tips for local spots to explore. It was clear they truly cared about creating a memorable experience for their guests. Most of all, the peaceful atmosphere made it the perfect place to relax and unwind. Whether enjoying a glass of wine on the terrace or simply soaking in the scenery, it was exactly the getaway we were hoping for. We can’t wait to come back!

Apartment Mimosa - Tuscany
I highly recommend this place to all guests. Valentino and his mother are exceptional hosts. The entire place feels like something out of a fairytale—quiet, calm, and beautiful. You’ll find everything you’re looking for here and can fully escape the worries of daily life. Don’t hesitate—book it immediately when it’s available!

Podere La Casetta - 2 People - Private Pool
My husband and I stayed here to celebrate our anniversary. This was our first experience in Tuscany and it did not disappoint. The house is very private, there is only 1 house behind it however from most viewpoints you cannot see it and we never saw anyone. Volterra is a beautiful medieval place that will make you feel like you are in a movie. An hour from Pisa, drivable to many many wineries in the surrounding regions, this air bnb is a perfect place to stay and we hope to return again.

Apartment in the countryside with view and pool
Amazing location and beautiful location
Quick stats about vacation rentals that are family-friendly in Castiglioncello
Total rentals
140 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
1.3K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Elba
- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Gorgona
- Basilica of Santa Maria Novella
- Gulf of Baratti
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Spiaggia di Capo Bianco
- Piazzale Michelangelo
- Mercato Centrale
- Spiaggia Di Sansone
- Pitti Palace
- Giardino Bardini
- Spiaggia di Marina Di Campo
- Lago di Isola Santa
- Cavallino Matto
- Medici Chapels
- Spiaggia Libera