
Family-friendly vacation rentals in Castiglione della Pescaia
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Top-rated family-friendly rentals in Castiglione della Pescaia
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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.

Romantico Monolocale con vista sul Parco
siamo stati una settimana mio marito ed io e ci siamo trovati benissimo. la zona è tranquilla, ottima per riposare , ed è vicina alla spiaggia. alloggio pulito e con tutto ciò che poteva servire. le ragazze sono state tutte sempre molto disponibili e accoglienti. lo consiglio a chi vuole godersi giorni per recuperare, senza il caos del turismo .

Studio in Farmhouse, Swimming Pool, Restaurant.
Wir hatten eine schöne Zeit mit leckerem Essen und sehr freundlichen Gastgebern. Die Lage war wunderschön und die Zeit sehr entspannend. Vielen Dank :)

Splendido fienile ristrutturato in Toscana
Wir hatten eine wunderschöne Woche in Glorias Haus. Unser vierbeiniger Freund hat sich in der Natur auch total wohl gefühlt. Das Haus ist klein aber fein und hat alles was man braucht. Das Grundstück hat eine schöne Größe und eignet sich perfekt um draußen zu Essen, im Whirlpool zu entspannen oder einfach in der Sonne zu liegen. Der Weg zum Haus ist ein wenig anspruchsvoll, aber mit einem normalen Auto und ein bisschen Fahrpraxis durchaus zu meistern. Gloria war für uns immer erreichbar und hat uns bereits im Vorfeld gute Ausflugstipps für die Gegend gegeben. Auch bei eventuellen Nachfragen hat sie immer sehr schnell reagiert und uns geholfen. Um einfach mal raus zu kommen und die Natur und die Ruhe der Toskana zu genießen, ist es perfekt. Wir kommen gerne wieder!

Charming estate with views
Nous avons adoré notre séjour chez Bernardino ! Le paysage est magnifique, l’endroit est très propre et la piscine est un vrai plus pour se détendre. Bernardino est un hôte attentionné, toujours à l’écoute et prêt à aider à tout moment. Merci pour cette belle expérience !

Villa’Colombaiolo di Marciano',28
Wygodny choć nieco staromodny apartament w spokojnej okolicy, wokół dużo zieleni i piękny widok z okna. Duży i zadbany basen z przestrzenią do odpoczynku. Dobre miejsce na relaks po zwiedzaniu Sieny i okolic.

EcoLodge – modernes Design in ruhiger Panoramalage
Third time at this beautiful place! As always a nice surprise

Domus Nannini - Loggia Salimbeni SPA
这是住过最好的最有特色的民宿,像宫殿一样的房间,四面墙加顶都是湿壁画,叹为观止,设施也非常齐全,最最关键是房东态度很好,入住时帮我们提东西,入住后一直在关心我们,给我们准备了很多水和零食,问候入住的体验感,告诉我们哪里吃东西比较方便也推荐了很多当地比较好的餐厅。强烈推荐!
Family- and pet-friendly home rentals

Accogliente appartamentino in centro storico
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

Appartamento a due passi dal mare
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.

La grotta
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.

Attico panoramico nell'antico borgo
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!

CASA VISTA MARE:CONSEGNA CHIAVI O SELF CHECK IN
…più di quanto ci si aspetta! Entrare in casa di Sonia è come essere in vacanza dai genitori: ogni accortezza è presente. Meglio di quanto descritto sulla presentazione Airbnb.

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
Wir waren jetzt zum zweiten Mal hier und wir sind wieder begeistert. Wir lieben das Haus und die Umgebung ist für uns perfekt. Gerne wieder :-)
Family-friendly home rentals with a pool

Panoramic Country Suite Montalcino
Wir waren eine Woche bei Aleksandra in Montalcino im Herzen des Brunello, eine atemberaubend schöne Gegend. Das grosse Anwesen ist traumhaft und mit der Ruhe und dem Ausblick genau das richtige um zu entspannen und die Seele baumeln zu lassen. Ein unvergessliches Erlebnis für die ganze Familie. So stellt man sich einen Toskanaurlaub vor. Wir können die Unterkunft wärmstens empfehlen.

Apartment Melogranowith great views
We zijn 5 nachten op dit prachtige adres geweest. Heel dicht bij San Gimignano maar toch met een rustige ligging. Prachtig uitzicht op het Toscaanse landschap én op San Gimignano. De ruimte was erg netjes en schoon, in het echt was het nog beter dan op de foto’s. Roberto en zijn vrouw waren erg vriendelijk en behulpzaam en onderhouden de locatie en de tuin erg goed. We hebben een top verblijf gehad en hopen hier eens terug te komen!

Girasoli appartamento con piscina in agriturismo
Wir waren begeistert von Manuela und Massimos Unterkunft, welche in einer sehr guten Lage nähe Casole d'Elsa in der wunderschönen Toskana liegt. Es war wie im Bilderbuch! Die Wohnung war super sauber und gut eingerichtet. Manuela war stets hilfsbereit und hat bei Fragen in wenigen Minuten geantwortet und sehr gute Tipps gegeben. Der hauseigene Pool war bei den Temperaturen besonders erfrischend und wurde jeden Morgen, selbst am Wochenende, von Massimo sehr sauber gemacht. Besonders aufmerksam fanden wir die Geschenke von den beiden. Sei es selbst hergestelltes Öl, Untersetzer oder einen leckeren Wein. Wir würden jederzeit wiederkommen.

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 - Indipendent Cottage Zampugna
Nádherné místo, vše připraveno i s občerstvením, ubytování klidné a čisté ... Klimatizace funkční, ale skoro nebyla potřeba, protože to bylo krásné klasické toskánské ubytování, kde jsme rozhodně nebyli naposledy

Antico Borgo Ripostena – n. 8 Casa Vecchia
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 - N°2 LECCETO
Wir hatten einen tollen Aufenthalt! Simona hat uns direkt herzlich empfangen und uns alles in Ruhe gezeigt. Das Airbnb liegt wunderschön inmitten der Natur – perfekt, um abzuschalten und zur Ruhe zu kommen. Die Unterkunft war sehr sauber, liebevoll und gemütlich eingerichtet. Wir haben uns rundum wohlgefühlt und würden jederzeit wiederkommen. Vielen Dank für die schöne Zeit!
Quick stats about vacation rentals that are family-friendly in Castiglione della Pescaia
Total rentals
230 properties
Nightly prices starting at
G$8,363 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
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Marina Di Campo
- Cavallino Matto
- Spiaggia di Patresi
- Cala Di Forno
- Spiaggia Zuccale
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- CavallinoMatto
- Spiaggia di Cavo
- Spiaggia Di Sottobomba
- Spiaggia di Seccheto