
Family-friendly vacation rentals in Castiglione della Pescaia
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Castiglione della Pescaia
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Popular amenities for Castiglione della Pescaia family-friendly rentals
Family-friendly home rentals with a hot tub

From Simone, podere santi Lucia and Pietro
Lovely, peaceful, spacious place with a kind and generous host in Simone. He met us as we arrived and used his wagon to help move our luggage into the cottage. Big rooms, lots of space, many handy supplies in the kitchen. Good shower, comfortable bed. Enough bench space in the bathroom to put your things. Simone was really helpful with local recommendations for restaurants and where to park the car. One day he made a delicious tart and bought us in half. Would recommend staying at his place.

Studio in Farmhouse, Swimming Pool, Restaurant.
We had a lovely time with delicious food and very friendly hosts. The location was beautiful and the time very relaxing. Thank you :)

Beautiful renovated barn in Tuscany
We had a wonderful week in Gloria's house. Our four-legged friend also felt totally comfortable in nature. The house is small but nice and has everything you need. The property is a nice size and is perfect for eating outside, relaxing in the hot tub or just lying in the sun. The way to the house is a little challenging, but with a normal car and a little driving experience it can be mastered. Gloria was always available to us and gave us good excursion tips for the area in advance. Even with any inquiries, she always responded very quickly and helped us. To just get out and enjoy the nature and tranquility of Tuscany, it is perfect. We will be happy to come back!

Charming estate with views
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.

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!

Villa'Colombaiolo di Marciano', 28
We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.

EcoLodge – modern design in quiet panoramic location
Third time at this beautiful place! As always a nice surprise

Domus Nannini - Loggia Salimbeni SPA
Great central location. Close to everything. Space is spread out so your tripping over your other guests
Family- and pet-friendly home rentals

Cozy apartment in the historic center
I like this apartment very much, it’s in the Main Street. The only problem is shower room is bit too small. And Daria is a very friendly person.

Dimora Pascoli 1
Apartment 100% as described. We were pleasantly surprised: the apartment is definitely spacious, fresh and equipped with every comfort. The furniture is very modern. Impeccably clean. The location is strategic: in less than a minute on foot you can find yourself in the main street of the center of Castiglione with numerous shops and restaurants (a tip: always book for time because you risk staying without dinner! We were in Castiglione in the week of August and without booking it was difficult to find a place even late in the evening). In a few minutes by foot you can find yourself on the waterfront where there are many beach establishments but also numerous free beaches. Right outside the apartment, the supermarket is very comfortable! Niccolò and Daniela were always kind and super helpful: we especially thank Daniela for all the tips she gave us!!!! Not recommended!

Apartment within walking distance of the sea
Laura’s apartment is very cozy and well equipped, you can feel it is a family home. I enjoyed a lot staying there for 2 weeks, it is spacious, and close enough to walk everywhere , yet more secluded in a quieter area, with peace and silence.

Le Rocchette – Castiglione della Pescaia – Maremma
Everything as expected: great location, spacious apartment for couples, very nice hosts, we will definitely be back.

Little Jewel in the center of CDP
We loved the apartment. It was cozy, well equipped and had everything one might need. It is extremely central and you can walk everywhere. Parking is very close. Ingrid was very helpful and gave us tips and suggestions for our stay. All in all a wonderful stay.

Sea House
I recently had the pleasure of staying at Consuelo's Airbnb apartment near the sea in Castiglione de la Pescaia, and it was an exceptional experience from start to finish. Consuelo is an outstanding host—both incredibly helpful and remarkably responsive. From the moment I booked, she ensured smooth communication, promptly addressing any queries I had with warmth and efficiency. Her attention to detail and dedication to guest comfort made our stay truly effortless. The apartment itself was spotless, well-equipped, and perfectly situated for easy access to the beautiful coastline. I wholeheartedly recommend Consuelo's Airbnb to anyone looking for a delightful seaside retreat. Her hospitality truly elevates the experience, making it feel like a home away from home.

La Conchetta – Bolgheri
We were here for the second time and we are thrilled again. We love the house and the surroundings are perfect for us. We'd love to come back :-)

Three-room apartment and parking just a short walk from the center and the sea
It was a very pleasant stay, perfect home, functional for all needs. Great location, in a quiet place and within walking distance of the historic center. Very convenient indoor parking spot. Livia is a super available host :)
Family-friendly home rentals with a pool

agriturismo Torribasse
The property is very nicely located in the middle of the countryside, the sea can be reached in about 20 minutes by car. Enrico gives many tips for excursions and activities nearby upon arrival. The place itself was clean and well equipped, you have everything you need.

Girasoli apartment with pool in farmhouse
Beautiful rustic stay in the heart of Tuscany. Manuela was very friendly and helpful. The farm at night with the fireflies lighting up the bushes and nightingale singing in the trees was absolutely enchanting.

Case Bianchi
We had a great time! Super clean and spacious house with a nice outdoor area. Constanze was always super helpful and responded quickly. But be aware, you need a car and restaurants and supermarkets are not in walking distance. Thanks a lot for having us.

Agriturismo Bandinelli #1 "Rotana"
Wonderful stay at an authentic Tuscan farmhouse! We found exactly what we were looking for: a classic old farmhouse that perfectly reflects the atmosphere of Tuscany. The spacious garden and peaceful surroundings allowed us to fully relax and unwind. The rooms are beautifully decorated with great attention to detail – perfect for winding down after a long day. The rooms are a bit noisy, but it wasn't a major issue for us. Communication with David was excellent and straightforward. Hopefully, this won't be our last stay here!

Apartment Ortensia
Great place! We loved it!

Charming farmhouse with garden, views & pool
My stay at Fabio’s farmhouse was delightful. The house was gorgeous and felt right at home. The house felt cozy and comfortable with breathtaking views of the Tuscany country side. The area is very serene and peaceful. There are plenty of beautiful villages around the area to visit via car. Fabio was a delightful host who was very welcoming and responsive. I am looking forward to staying again here in the future.

Tuscan countryside, peace and relaxation 10 minutes from Siena
Beautiful place near Siena. The hosts are very friendly and kind. We really enjoyed our stay in here!

Poggio del Fattore-Villa with pool, hilltop, Chianti
We had a wonderful time in this beautiful house – everything was very clean, lovingly decorated and well equipped. Even with our dog, we felt completely comfortable, it was absolutely dog-friendly! The hosts were incredibly warm and helpful – they immediately felt welcome. A special highlight was the pizza evening offered – it was not only super cozy, but also a real culinary experience. Honestly, one of the best pizzas I've ever eaten! We'd love to come back – absolute recommendation! 🌟
Quick stats about vacation rentals that are family-friendly in Castiglione della Pescaia
Total rentals
230 properties
Nightly prices starting at
G$8,368 GYD before taxes and fees
Total number of reviews
2.7K reviews
Pet-friendly rentals
130 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
140 properties include access to wifi
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- Elba
- Giglio Island
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Spiaggia di Marina Di Campo
- Spiaggia di Patresi
- Cavallino Matto
- Spiaggia Marina di Cecina
- Cala Di Forno
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Di Barbarossa
- Spiaggia Zuccale
- CavallinoMatto
- Spiaggia della Padulella
- Spiaggia di Cavo
- Pubblico Palace
- Castiglion del Bosco Winery