
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

Deal 2019 Tuscany Villa le Capanne with pool
Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.

Tuscan Villa:Pool,Hot Tub,A/C,wi-fi,7bd near Siena
Cannot recommend more highly. A fantastic experience from start to finish. Helpful from the moment we booked to the moment left, including helping us organise lunches and wine tours. The villa itself is spectacular with stunning views of the Tuscan countryside. The villa was clean, spacious and charming with a bathroom for every room, fully equipped kitchen, games room, TV room and laundry. The pool is fantastic, as is the hot tub and the outdoor dining area and BBQ was perfect for everyone to eat, drink and laugh around. A truly memorable holiday at an unforgettable place

Relax in the countryside near the sea( Lavanda )
Isabella è una persona simpatica e alla mano, ci ha accolto nella sua splendida villa mettendoci subito a nostro agio. Ottimi i suoi consigli sui luoghi da visitare e dove mangiare. L'alloggio dispone di tutti i confort, bellissima la piscina salata, purtroppo non disponibile non essendo ancora iniziata la stagione. Ci ritornerò sicuramente, grazie di tutto Isabella!

Splendido fienile ristrutturato in Toscana
Casetta incantevole all’interno di un grande bosco. Ideale se cercate relax e tranquillità. Posizione ottima se amate il trekking e gli animali selvatici. La vasca idromassaggio esterna permette di rilassarsi sotto le stelle. Camino e cucina attrezzatissima rendono confortevole l’interno della casa. Gloria e Giorgio sono state persone super disponibili ed educatissime

Charming estate with views
Wir hatten einen wunderschönen Aufenthalt bei Bernadino! Das Haus ist sehr gemütlich und toll gelegen mit einmaligem Blick auf die Weinberge. Der Garten ist sehr schön angelegt und der Jacuzzi ein absolutes Highlight! Wir haben von Bernadino gute Tipps für die Umgebung bekommen und an einem Abend leckeres toskanisches Essen bekommen. Das Haus ist gut ausgestattet und typisch toskanisch. Wir wären gerne noch länger geblieben :) Vielen Dank!

Romantico e accogliente bilocale
Splendido luogo tra Cecina e Volterra per soggiornare in piena tranquillità e relax tra le colline toscane, panora e tramonto fantastico. Comodo per visitare borghi medioevali e non lontano dalla famosa costa degli etruschi e per chi ama le città si può raggiungere Pisa e Siena. Fausto è un host fantastico, preciso e disponibilissimo, ma non invadente, ci ha fornito indicazioni sui luoghi da visitare, le spiagge tipiche e anche i ristorantini molto carini nelle vicinanze. Il nostro soggiorno è stato piacevole e rilassante quello che desideravamo era stare lontano dalla confusione e dallo stress quotidiano, se questo è quello che cerchi qui lo trovi ...sentirai solo il "rumore" delle cicale.

Country house La Meria
We are an American and Italian family traveling through Italy and we highy recommend this special spot in the mountains. The landscape was beautiful and the breakfast was wonderful. We ended up arriving very late in the evening as their was a crash on the autostrada and Luca was very accommodating and communicative. We would stay here again.

Villa di Geggiano - Guesthouse
The property is stunning and a very quiet rural setting. The view is spectacular. At night you can see all the stars. The beds and pillows are comfortable. The house is very clean. Andrea gave us a personal tour of his home and his family history is amazing. We thought it was a very personal touch to greet us at check in. He also called the day of our departure to say goodbye and came to the house for another short conversation. Andrea gave great recommendations for food, groceries, tours, etc. the location of the Airbnb made day trips very convenient. We would definitely come back. We felt refreshed after a few days. We also loved his two dogs!
Family- and pet-friendly home rentals

La Maison di Monica & Simona
Viešnagė labai patiko: būstas erdvus ir jaukus (dar gražesnis, nei nuotraukose :)), buvo viskas, ko reikia: patalynė, rankšluosčiai, viskuo aprūpinta virtuvė. Šeimininkai draugiški ir, nors nedaug kalba angliškai, bet viską paaiškina :)... Miestelis irgi žavus - kupinas istorinio dvelksmo. Visai netoli (nuo būsto gal 5 min. pėsčiomis) yra nedidelė terminė versmė - gana karšta, tad tik vienas iš mūsų maudėsi, bet kojas pamirkėme visi ;)... Miestelio bare vaišinomės vynu - buvo labai malonu pabendrauti su vietiniais gyventojais. Žodžiu, šilčiausi atsiliepimai - ačiū už viską!

Back Home - Apartment in Pienza
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!

La casa di Emma apt "Terra"
Der Aufenthalt bei Elena war etwas besonderes. Die Lage bot viel Ruhe mit einem tollen Blick auf das Meer. Der Style und die Kühle des Hauses im Sommer, die schattigen und Lounge-artigen Plätze ausserhalb boten fast eine Art Club-Atmosphäre. Der "Preis" dafür sind ca. 20 Minuten Fussweg bis zum Hafen von Porto Azurs.

Boggina. Private villa with pool, walk to village
Boggina was such a beautiful setting for our two families. There is no air conditioning, but the house kept beautifully cool by using the shutters in the day and using fans at night. The bedrooms were dreamy, full of trinkets from families past. The pool was fantastic and we enjoyed a lovely wine tasting tour! We basically didn’t want to leave! Many thanks team Marco 😊

Casa Piccola
Die Wohnung haben wir sehr sauber und wie beschrieben angetroffen, und die Gastgeber waren sehr freundlich. Sie haben uns bei der Ankunft Tipps für Ausflüge gegeben. Anna Maria und ihr Mann haben hier ein kleines Paradies gestaltet. Wer Ruhe sucht, wird diese in dieser wunderschönen Umgebung auch finden. Die Terrasse ist nicht nur für Sonnenuntergänge perfekt, sondern auch für den Blick in den Sternenhimmel! Der Platz war für uns mit zwei Kindern ausreichend, da wir sowieso meist draussen waren. Den kleinen Laden im benachbarten Colle d'Orano können wir empfehlen. Wir haben die Woche in Patresi sehr genossen!

Vacanza nel 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.

Villino Mare nel sole
Wir hatten eine wunderbare Woche im Ferienhaus von Ale, mit direktem weitem Blick aufs Meer und 2 Inseln. Ale sandte eine sehr genaue Beschreibung, wie man zu Ihr findet, incl. Fotos von den wichtigsten Abzweigstellen. Es war einfach zu finden für uns. Wir waren mit einem SUV und 2 E-Bikes da, den Parkplatz zu unserem Chalet konnten wir damit gut erreichen, auch die etwas steilere Straße runter zum Chalet. Für alle Fahrzeuge, die keinen höheren Radstand haben, gibt es oberhalb von Ales Haus einen Parkplatz, man ist in 3 -4 Minuten zu Fuß unten. Ale hieß uns herzlich willkommen, und versorgte uns mit Tips für Restaurants und Strände in der näheren Umgebung. Unser Chalet hatte alles, war wir brauchten zu zweit. 2 Terrassen, davon eine mit Outdoorküche, im Schlafzimmer gibt es eine Klimaanlage, die wir zum Einschlafen nutzten. Den Blick über das Meer bis zu den Inseln haben wir von morgens bis abends genossen, es gab immer etwas zu sehen. Wir hatten eine tolle Zeit, danke Ale!

loft nel cuore del chianti toscano
We loved our stay at Giulia’s - it was like home from home and had everything we needed. It has beautiful surroundings and is great for cycling! Giulia was very helpful with recommendations and friendly too.
Family-friendly home rentals with a pool

Villa Castiglioncello - accesso al mare privato
Haus, Lage: direkt am Meer, traumhafte Aussicht, spektakuläre Sonnenuntergänge, grosses Haus mit besonderer Architektur bietet viel Raum und Privatsphäre, ideal für eine grosse Familie. Verschiedene Garten- Terrassenzonen. Alles sehr gepflegt und bestens ausgestattet. Camilla ist eine sehr herzliche und kompetente Gastgeberin. Wir kommen gerne wieder!

Exclusive Villa with Private Pool and Air Cond.
Our stay at Villa Chiara was nothing short of delightful. Nestled in the hills it offered a picturesque view of the Tuscan countryside. The villa itself was spacious and well maintained. It felt like home away from home. The pool and back patio are surrounded by lovely flowers, herbs and olive trees. Offering a spectacular view of the evening sunsets. The location was perfect to take short day trips to Siena, Florence and Montepulciano. Highly recommend for a serene, peaceful and relaxing getaway.

Tuscan farmhouse near Siena + Cortona, heated pool
Wir hatten einen tollen Urlaub mit 9 Freunden. Das Haus liegt sehr ruhig und ist sehr hochwertig und liebevoll eingerichtet. Der Außenbereich war wunderschön und grün. Ein toller Pool und viel Platz ganz für sich alleine. Alles exakt wie beschrieben und auf den Bildern gezeigt. In der Nähe sind mit dem Auto viele schöne und günstige Restaurants erreichbar. Wir würden es auf jeden Fall weiterempfehlen und hatten eine schöne Zeit. Amanda war sehr freundlich und war immer schnell erreichbar bei Fragen.

Casa di Lyndall - Entire house with exclusive pool
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!

Apartment for 2 with super views+pool near Siena
Mario war sehr herzlich und ein sehr sehr toller Gastgeber. Wir würden immer wieder kommen!

Splendid house with garden, pool, 5km from Siena
Ideal para unas vacaciones familiares en la Toscana. Entorno idílico rodeado por colinas y viñedos. La casa estaba impecable u la atención de Lavinia excelente!

Tra mare e tradizione, vacanza antistress!!!
I've spent 10 days of relax with my family, we had great time, the place is very quiet and relaxing. Very clean and tidy. Air conditioned helped us in the hottest days. It's very convenient to the sea, although we spent our days of holiday by the pool. Highly recommended!!!

Apartment 2doublerooms private fenced garden, pool
Nous avons passé un agréable séjour chez Silvia. Nous sommes restés 2 semaines ce qui nous a permis de découvrir le Toscane. Nous avons eu un problème avec le frigo. Silvia et son mari ont été très réactifs. Nous avons eu la chance de découvrir la famille de Silvia via un cours de cuisine dans agroturismo de ses parents. On a adoré ! Le logement était très propre et spacieux. Nous avons bien apprécié la piscine avec la chaleur. Volterra est à 10 minutes en voiture. Et les paysages sont magnifiques.
Quick stats about vacation rentals that are family-friendly in Castiglione della Pescaia
Total rentals
230 properties
Nightly prices starting at
$40 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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