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Family-friendly holiday rentals in Castiglione della Pescaia

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Castiglione della Pescaia family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Apartment in Montevarchi
4.95 out of 5 average rating, 192 reviews

Art-Design Fienile in the heart of Tuscany

AlisterRating, 5 stars2 weeks ago
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.
Superhost
Flat in Principina a Mare
5 out of 5 average rating, 6 reviews

Romantic Studio with Park View

ClaudiaRating, 5 stars4 days ago
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.
Superhost
Flat in Monterotondo Marittimo
4.76 out of 5 average rating, 37 reviews

Studio in Farmhouse, Swimming Pool, Restaurant.

ElenaRating, 5 stars2 months ago
We had a lovely time with delicious food and very friendly hosts. The location was beautiful and the time very relaxing. Thank you :)
Guest favourite
Cottage in Radicondoli
4.93 out of 5 average rating, 137 reviews

Beautiful renovated barn in Tuscany

PhilippRating, 5 stars1 month ago
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!
Guest favourite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

AndrewRating, 5 stars2 weeks ago
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.
Top guest favourite
Flat in Siena
4.91 out of 5 average rating, 129 reviews

Villa'Colombaiolo di Marciano', 28

HannahRating, 5 stars3 weeks ago
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.
Guest favourite
Cottage in Seggiano
4.96 out of 5 average rating, 90 reviews

EcoLodge – modernes Design in ruhiger Panoramalage

ChrisRating, 5 stars1 week ago
Third time at this beautiful place! As always a nice surprise
Top guest favourite
Home in Siena
4.96 out of 5 average rating, 134 reviews

Domus Nannini - Loggia Salimbeni SPA

DavidRating, 5 stars2 weeks ago
Great central location. Close to everything. Space is spread out so your tripping over your other guests

Family- and pet-friendly home rentals

Guest favourite
Flat in Piombino
4.87 out of 5 average rating, 214 reviews

Cozy apartment in the historic center

KateRating, 5 starstoday
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
Guest favourite
Apartment in Castiglione della Pescaia
4.86 out of 5 average rating, 51 reviews

Apartment a stone's throw from the sea

GlauciaRating, 5 stars1 month ago
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.
Guest favourite
Earthen home in Pitigliano
4.87 out of 5 average rating, 906 reviews

The cave

SavannahRating, 5 stars1 week ago
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!
Guest favourite
Apartment in Castiglione della Pescaia
4.88 out of 5 average rating, 99 reviews

Little Jewel in the center of CDP

NadiRating, 5 stars3 weeks ago
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.
Guest favourite
Flat in Pitigliano
4.94 out of 5 average rating, 418 reviews

Panoramic penthouse in the ancient village

BrittanyRating, 5 stars1 week ago
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!
Guest favourite
Flat in Porto Santo Stefano
4.88 out of 5 average rating, 772 reviews

HOUSE WITH SEA VIEW: KEY DELIVERY OR SELF CHECK IN

MarcoRating, 5 stars1 day ago
...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.
Top guest favourite
Apartment in Castiglione della Pescaia
5 out of 5 average rating, 69 reviews

Sea House

MichalRating, 5 stars2 weeks ago
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.
Guest favourite
Villa in Castagneto Carducci
4.94 out of 5 average rating, 121 reviews

La Conchetta – Bolgheri

JanRating, 5 stars1 month ago
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

Top guest favourite
Flat in Montalcino
4.9 out of 5 average rating, 359 reviews

Panoramic Country Suite Montalcino

BernhardRating, 5 stars4 days ago
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.
Superhost
Flat in San Gimignano
4.87 out of 5 average rating, 157 reviews

Apartment Melogranowith great views

KoenRating, 5 stars3 days ago
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!
Guest favourite
Flat in Casole D'Elsa
4.93 out of 5 average rating, 104 reviews

Girasoli apartment with pool in farmhouse

RichardRating, 5 stars1 month ago
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.
Guest favourite
Cottage in Barberino Tavarnelle
4.97 out of 5 average rating, 193 reviews

Stone House with Exclusive Pool Codilungo in Chianti

SarahRating, 5 stars2 weeks ago
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!
Guest favourite
Farm stay in San Gimignano
4.89 out of 5 average rating, 209 reviews

Oleandro double room with pool in San Gimignano

EricaRating, 5 stars2 weeks ago
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.
Superhost
Farm stay in Provincia di Siena
4.87 out of 5 average rating, 118 reviews

Spigo - Independent Cottage Zampugna

FilipRating, 5 stars6 days ago
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
Guest favourite
Home in Pievescola
4.94 out of 5 average rating, 175 reviews

Antico Borgo Ripostena – n. 8 Old House

LucyRating, 5 stars2 weeks ago
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 :)
Guest favourite
Holiday home in Sovicille
4.93 out of 5 average rating, 107 reviews

Podere La Castellina - No. 2 LECCETO

SophieRating, 5 stars2 weeks ago
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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