
Family-friendly holiday rentals in Castiglione della Pescaia
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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

Art-Design Fienile in the heart of Tuscany
Incredible trip. Paola and Michele were so friendly and welcoming. Always there to give advice and make sure you had everything you needed. The little converted hay barn was just beautiful and lovely. Location wise it just couldn’t be beaten. The garden was amazing and we ate outside morning and night, easy access to amazing Tuscany countryside and also a short trip on the train to Florence from Montevarchi. Loved every minute we were there and we were sorry to leave. Would highly recommend.

Romantic Studio with Park View
My husband and I stayed for a week and we had a great time. The area is quiet, great for resting, and it is close to the beach. Clean accommodation and with everything you could need. The girls were all always very helpful and welcoming. I recommend it to those who want to enjoy days to recover, without the chaos of tourism.

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 reacted very quickly and helped us. It is perfect for simply getting out and enjoying the nature and tranquility of Tuscany. 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.

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 – modernes Design in ruhiger Panoramalage
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
What can I say! Daria had prepared the apartment for everything. We needed for our arrival, milk, tea, coffee, cleaning products, snacks, drinks. Having stayed in Tuscany for the last 25yrs these little touches are hard rare and so welcomed after a long day travelling. We really were blown away by the location and how perfect the apartment was for our stay! Everything from the cleanliness, responsiveness, Daria really couldn’t do enough for us. Don’t miss out on this amazing place! Daria, we can’t thank you enough!! Kate and Tammy xx

Apartment a stone's throw from 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.

The cave
One of the most unique, homey and wonderful places on earth. Found Pitigliano with a little research and glad we did - make sure you make your way to Saturnia for the thermal pools as well. Was a little caught off guard with no WiFi for international travel but had WiFi at the cafe upstairs!

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.

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
...more than you expect! Entering Sonia's house is like being on vacation with your parents: every care is present. Better than described on the Airbnb presentation.

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 have been here for the second time and we are thrilled again. We love the house and the surroundings are perfect for us. Gladly again :-)
Family-friendly home rentals with a pool

Panoramic Country Suite Montalcino
We spent a week with Aleksandra in Montalcino in the heart of Brunello, a breathtakingly beautiful area. The large property is fantastic and with the tranquility and the view just the right thing to relax and unwind. An unforgettable experience for the whole family. This is how you imagine a Tuscan holiday. We highly recommend the place.

Apartment Melogranowith great views
We spent 5 nights at this beautiful address. Very close to San Gimignano but still in a quiet location. Beautiful view of the Tuscan landscape and San Gimignano. The space was very neat and clean, in real life it was even better than in the photos. Roberto and his wife were very friendly and helpful and maintain the location and garden very well. We had a great stay and hope to come back here!

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.

Stone House with Exclusive Pool Codilungo in Chianti
We can't imagine a more beautiful place to stay while we visited Chianti! The location is absolutely heavenly, and Emanuela's home is stunning. Everything was so comfortable, and our family particularly loved spending time outside and enjoying the pool. It's conveniently located for several Tuscan day trips, and there are many amazing wineries nearby. And the icing on the cake were Emanuela and Giovanni, who went above and beyond in helping us throughout our trip - from recommendations and help with reservations to having a few food items and coffee stocked for our first day's breakfast. Easily the best hosts we've ever enjoyed in our years staying in Airbnbs!

Oleandro double room with pool in San Gimignano
While Paolo was away, our check-in and communication with Bruno went very smoothly. The property is absolutely stunning. The view of Sam Gimignano as you swim in the pool was something out of a movie scene. The property has surrounding olive trees and vineyards seen right from the window of the airbnb. This particular room is in a tucked away corner of the property and feels very private. Bed was comfy. Washing machine and drying racks, as well as a grill were plusses. Many agriturismos offer a dinner for an added fee, and we were a little disappointed that the dinner (in the past offered by Paolo’s neighbors) was closed during our stay. However, in fending for ourselves, we did appreciate the mini fridge and microwave, and loved eating our dinner right on the private table outside the room door. Also, you do have to clean out your trash at the end of the stay. Price felt right. Overall, would happily stay again and will be forever dreaming of the view.

Spigo - Independent Cottage Zampugna
Beautiful place, everything ready with refreshments, accommodation quiet and clean ... Air conditioning functional, but almost not needed, because it was a beautiful classic Tuscan accommodation, where we definitely were not the last

Antico Borgo Ripostena – n. 8 Old House
This place is something else! The views, the pool, the houses, the interior - it’s something else. We stayed with our 18 month old and had such a happy time - surrounded by nature in such gorgeous accommodation and a kiddy kitchen / toys which were perfect for Otis. It’s simply beautiful and Martina is so helpful - highly recommend with a family or groups of friends for a zen and unique time. Close to lots of gorgeous places and Martina has wonderful recommendations. Only watch out is the 2km dirt track road to get to the location but it’s 100% worth it and quite fun! Enjoy - we can’t wait to come back :)

Podere La Castellina - No. 2 LECCETO
We had a great stay! Simona welcomed us warmly and showed us everything in peace. The Airbnb is beautifully situated in the middle of nature – perfect for unwinding and unwinding. The place was very clean, lovingly and cozily. We felt completely comfortable and would come back anytime. Thank you for the wonderful time!
Quick stats about holiday rentals that are family-friendly in Castiglione della Pescaia
Total rentals
230 properties
Nightly prices starting at
₹3,439 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