
Kid-friendly holiday rentals in Castiglione della Pescaia
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Top-rated family-friendly rentals in Castiglione della Pescaia
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Kid-friendly house rentals

Casa Fattore - Tuscan countryside house
We had a wonderful stay at this property which is a bit difficult to reach, but is more than worth the painstaking arrival. The fantastic location is simply breathtaking – expansive fields lined with cypresses and olive trees create a backdrop that looks like a Tuscany picture book. The hosts were extremely nice and charming. They provided us with great tips for excursions and activities in the area, which has enriched our stay. Particularly noteworthy is that our dog also felt very comfortable and we could thus enjoy relaxing time as a family. In summary, we can recommend this place to anyone who wants to experience the true beauty of Tuscany. A place to relax and enjoy – here we will be happy to come back.

Holiday in the Chianti Senese
We were six adults, two children (3-year-olds) and one infant staying at the house for a week. It’s located in a secluded spot with a large garden and beautiful views of the Tuscan landscape. We used all of the five bedrooms upstairs and they were dark and cool. The kitchen and living room downstairs also stayed cool. Right outside the kitchen there’s a really nice spot that’s in the shade for the most part of the day, where we had most of our meals. This is a great place to relax and enjoy a dip in the pool. However, you definitely need a car to get around. The gardener came around several times a day to maintain the pool etc. We appreciated this, but might be good to know if you’re looking for complete privacy. We also had some issues with the bathrooms; one toilet and a shower didn’t work properly but were fixed within a day and this didn’t affect our experience. The washing machine didn’t work despite repeated attempts by the host to fix it. The barbecue is in the trash room.

Cozy Vacation Home
The house is beautiful, it reflects the photos. Particularly appreciated the children's room on the upper floor with a sea view. The spaces are well structured, even the outdoor veranda is well set up, we took advantage of it for breakfast and some dinners, the outdoor shower with both hot and cold water is convenient. Pozzarello is a short walk from Porto Santo Stefano, which can also be reached on foot through the pedestrian path built on the former railway. The house is in a very quiet area, close to small beaches and also to very beautiful hiking trails, with enchanting panoramic views. For us it was the ideal base to visit the various coves that offer a splendid sea! We highly recommend it!

The Sundial in Montefioralle
Eugenio was a great host. His place is super authentic, located in the most charming medieval village with spectacular views. Everything in the house was to our satisfaction. Eugenio was super responsive and helpful with accomodating some extra requests that we had. We were travelling for work, filming a wedding at nearby castel. Location was great for us. The public parking is only about 100 meters from the house. We were teally happy with everything. Thank you Eugenio. P.S. There is an amazing restaurant with spectacular views right in the village. They only do lunches. But wow, It was such a great find. Everyrhing in that restaurant was made from their own produce, wine from their vineyard in the valley, olive oil from their trees, all vegetables from their garden. Different set menue every day. Really recommend it. It was delicious.

Paluffo Tower House
Perfect location - could not select a more beautiful setting. Il Paluffo manages to feel luxurious and green as well as rustic with modern comforts all at the same time. The location is stunning - pictures do not do it justice. Il Paluffo is tastefully decorated, intimate with lots of amenities, and unique offerings. There was a cooking class offered while we were there! This is a truly unique and magical place, the perfect Tuscany experience.

Anna's house
My partner and I stayed for a week with our medium-sized dog. A relaxing stay, spacious and well-stocked house and the garden is the strong point! Besides us, our dog also enjoyed it so much. Antonio and his wife are really kind and helpful, always ready if needed Beautiful stay!

Beautiful bright villa with view - Casa Luca
We stayed at Mel's Casa Luca in March 2025 for over a week. Tucked away yet near medieval Campagnatico, it’s 5 minutes from the E78 to Grosseto/Siena, 15-20 minutes to Grosseto, and 30 minutes to the sea. Casa Luca, one of three stone farmhouses on what is essentially an olive farm, offers resort-like amenities which are shared with the guests of the other 2 houses: a trampoline, large pool, and ample walking space. Casa Luca is a single-storey house with two bedrooms with plenty of storage, comfy beds, an open-plan kitchen/dining/living area with Netflix, a big bathroom, and a well-equipped kitchen. Outside, there’s a private garden, terrace, BBQ. There is also a shared bakehouse with a pizza oven and huge dining table. We loved it and highly recommend it!

Casa Pancole
A beautiful Bijou in the hills of Tuscany. Decorated with love and sense of aesthetics. Beautiful decor details and dishes. It smelled very fine in the Hus. We were totally surprised, it was even nicer than in the photos, I almost had the tears when I saw it. Dear Simone, you made a beautiful spot even more beautiful, bravo! Thank you for everything and have a good time. Andrea and family
Family-friendly apartment rentals

At Gina's house
The apartment was very large and cozy. Nothing was missing, better than my home! Super equipped kitchen, basic necessities present and even more. We also found some welcome gifts that we really appreciated! Gianluca is very nice and helpful. This is my first time booking through Airbnb and I can say I was very satisfied! We also had our dog (7 month old Labrador) with us for the first time and there were no problems. Very available on this side too. I'll definitely go back to Gina's place if I go back to the area. Hi

Le Persiane Apartment
Place is great..... Waking up in the morning and enjoying that view is priceless. There was everything in the house, especially in the kitchen. I think it is strategically located 20/30 from all the main attractions in the area.

Central apartment, close to the beach
Choice to visit the nearby town of Grosseto, it was a pleasant surprise. The property is cozy, clean and perfect to enjoy the very close beach of Marina di Grosseto. Easy check-in with Raffaele available. Convenient parking in the building especially in peak season.

CASA GIOVANNI SAN GIMIGNANO
Great stay in Anna's house who personally welcomed us, a very good private parking space. Perfect apartment, good location for the center of S. Gimignano. Thank you Anna

Casa Vaporina - Sea View
We stayed at Casa Vaporina in early July. Casa Vaporina is equipped with all amenities, clean, tidy and fully reflects what is indicated in the listing. Excellent location right in the center of city life. The parking is not close to the house but easily reachable in a few minutes; however, it is possible to load/unload a few meters from the house. Francesco is an attentive and always available host. Recommended experience.

Prima dell'Elba Family Apartments
I travel a lot for both business and leisure, but I rarely felt so at home as in the 4 days spent by Andrea. The house is simply wonderful, cared for in every detail, welcoming and with a soul. It's undoubtedly one of the most beautiful I've ever visited! But what makes the stay really special is Andrea himself: proactive, helpful, attentive... you clearly feel that he loves what he does. Genuine and warm hospitality that leaves your mark. In every room you can breathe quality: the mattress was very comfortable (I slept like a fairytale!), the very spacious bathroom with a really spacious and relaxing shower. The TV in both the bedroom and the living room is also a plus, it's not for everyone! Top experience, absolutely recommended.

HOUSE WITH SEA VIEW: KEY DELIVERY OR SELF CHECK IN
Sonia was very proactive and responsive. The apartment was as described and clean and with an incredible view. Having a nearby dedicated parking spot was immensely convenient as well!

Stylish and comfortable apartment in the old town
Marco's apartment is nicely designed and tastefully furnished. Very nice view from the dining room. Marco was very kind and available for any request. We will definitely be back
Family-friendly apartment rentals

[5' walking distance from the beach] Loft with A/C
Crazy location. It's totally downtown. The accommodation is in the pedestrian part of San Vincenzo but the parking lots are convenient and a two-minute walk away. And even if the house is in the center, it is not affected by the noise of people. On the contrary. The house is nice and functional. Not too noticeable things: having stayed at the beginning of September, the rail traffic increases and in the master bedroom you can hear it quite a bit. Until 1/9 the passages were significantly reduced. The shower drains badly, too bad. But it's a simple problem to solve. The bathroom is in the center of the apartment and is windowless. There is a fan for air exchange but it is not always enough, especially if there are many guests. But the apartment really lacks nothing and Massimo is super-available for everything.

Sunshine House
Nice, responsive host. Flat was clean and spacious. Quiet area

Delivrance's seaside cottage
Perfect apartment, there was everything you need. From the balcony you can see the sea. Mauro personally welcomed us and gave many helpful tips for things to do and restaurants. He is super nice and was always reachable. The location of the apartment is great, close to the beach. The city and restaurants are within easy walking distance.

Comfortable apartment a few meters from the sea
Cozy and pleasant house, well stocked with everything. When you arrive, good cleaning. Great location, close to the pine forest and beaches. We spent about fifteen very pleasant days. Responsive and helpful host.

Apartment a stone's throw from the sea
Apartment in an ideal location to move downtown, the spaces are cozy and spacious as described, Chiara is kind and very helpful; great parking space and the presence of a veranda accessible from the apartment. We had a good time, fully satisfied.

Apartment within walking distance of the sea
We felt comfortable in Laura's apartment right away. It was nice to get to the beach so quickly and with a short walk to the village. The beds were comfortable, the two bathrooms very practical. Communication with Laura was easy and she had time to greet us personally and lead us into your apartment. We would book the apartment again immediately, the location was excellent.

Casa di Martita
The host Marta has always been super kind and helpful, even before check-in. The accommodation has recently been restored with modern and quality materials. The location is fantastic: the beach (even the free one) is very close and convenient to reach, and the center is a few minutes' walk along the seafront (Via Italia). Great restaurants in the immediate vicinity and Conad right in front. The only two flaws in my opinion (but I want to clarify that they do not depend on Marta, of course!) were: especially on Friday/Saturday evening, the neighborhood is a bit noisy for rowdy kids and roaring scooters, also because unfortunately exactly in front of the accommodation there is a porch that makes voices and noises echo, but luckily Marta has equipped the accommodation with windows that, if closed, allow excellent sound insulation; the building is a bit old, certainly not up to the apartment. Overall we were very satisfied with the stay!

Charming staying by the sea
The stay was very nice. The apartment is in a great location. Small but very modern and nice apartment. Everything you need is available. Great with the harbor at your doorstep.
Quick stats about holiday rentals that are kid-friendly in Castiglione della Pescaia
Total rentals
30 properties
Nightly prices starting at
£45 before taxes and fees
Total number of reviews
800 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
20 properties include access to wifi
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- Elba
- Giglio Island
- Giannutri
- Feniglia
- Gulf of Baratti
- CavallinoMatto
- Spiaggia Zuccale
- Marina di Grosseto beach
- Spiaggia Di Sansone
- Kite Beach Fiumara
- Spiaggia di Marina Di Campo
- Spiaggia di Capo Bianco
- Spiaggia di Patresi
- Cavallino Matto
- Santa Maria della Scala
- Cala Di Forno
- Spiaggia Di Sottobomba
- Spiaggia di Seccione - Portoferraio (li)
- Podere La Marronaia, Sosta alle Colonne
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Pianosa
- Bagno Ausonia
- Spiaggia di Cavo