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Family-friendly vacation rentals in Castiglione del Lago

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Castiglione del Lago family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A sunlit outdoor area features comfortable lounge chairs in vibrant colors beside a hot tub. Olive trees and shrubs surround the space, providing a serene backdrop. A gentle slope of green grass continues toward distant hills, enhancing the tranquil atmosphere.
Apartment in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

DaniloRating, 5 stars6 days ago
Tutto perfetto. La posizione dell'appartamento è magnifica: immerso nel verde, offre una vista rilassante sulle colline circostanti. Allo stesso tempo è in una posizione strategica per chi desidera visitare i borghi storici del Valdarno e del Chianti. L’appartamento è curato, luminoso e pulito. Paola e la sua famiglia sono padroni di casa molto gentili e sempre disponibili a offrire consigli su attività e luoghi da visitare nella zona. Consigliatissimo!
Guest favorite
The villa is set against a backdrop of rolling hills and gardens. A large pool is visible in the foreground, featuring a circular shape and steps leading into the water. The stone structure with a tiled roof complements the natural surroundings.
Villa in Montepulciano
4.91 out of 5 average rating, 122 reviews

Villa a Montepulciano con Piscina

LindaRating, 5 stars2 weeks ago
We had a wonderful time in Tuscany! We were able to make use of the pool on the first day with our two boys, 7 and 4. We visited Pienza, Montepulciano and Montelccino. We also purchased two of the wines from the estate. Alex made everything very easy and was a great host!
Top guest favorite
A living area features a white sofa adorned with striped cushions, complemented by a small ottoman. Shelves display a selection of decor, while a dining table is set with tableware. Natural light enters through a nearby window, illuminating the space.
Apartment in Perugia
4.96 out of 5 average rating, 310 reviews

A Cosy flat

GuyRating, 5 stars2 weeks ago
We had a perfect stay at Paola‘s apartment. It is very cosy , smart and quiet and it was easy to get to and from the centre. Check in was very easy. Facilities and amenities were excellent and everything worked perfectly. Wifi was good and we liked the work space as we needed to study some of the time. Shopping was easy at the nearby supermarket. Paola was very helpful and gave us good tips and was very welcoming. A charming host. Would definitely come back and we felt it was very good value for money.
Superhost
A sunlit sunroom features large windows adorned with sheer curtains, allowing natural light to fill the space. A cozy white sofa is positioned next to a small wooden table with chairs, while indoor plants add a touch of greenery to the inviting atmosphere.
Home in Gaiole in Chianti
4.86 out of 5 average rating, 255 reviews

Charming estate with views

LisaRating, 5 stars5 days ago
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!
Guest favorite
An outdoor hot tub is displayed surrounded by a scenic landscape of rolling hills and valleys under a soft, cloudy sky. The bubbling water contrasts with the natural setting, inviting relaxation and tranquility.
Home in Cortona
4.99 out of 5 average rating, 80 reviews

VILLA ANNA,rilassarsi tra Umbria e Toscana

LucRating, 5 stars6 months ago
Très belle maison avec tout le nécessaire (même plus) à l’intérieur comme à l’extérieur. La maison est un peu éloignée des restaurants/activités disponibles dans la région mais cela vaut le coup d’y séjourner au vu du calme, de la belle vue depuis la terrasse et de la maison superbe
Superhost
A rustic stone farmhouse is nestled among vibrant autumn trees, casting dappled shadows on the grassy hillside. Surrounding greenery and colorful shrubs enhance the natural landscape, creating a serene and inviting environment.
Farm stay in Rotecastello
4.67 out of 5 average rating, 3 reviews

Panorama over the hills, with swimming pool & SPA

IreneRating, 5 stars36 months ago
Grazie a Pietro e sua moglie che ci hanno accolti in questa splendida casa sulle colline Umbre. La struttura è ben tenuta e curata. La Spa da provare e il paesaggio incredibile. La zona è ottimale perché centrale per raggiungere facilmente diverse città. Grazie ancora
Top guest favorite
An outdoor terrace features a glass dining table set for four, complemented by green chairs. A bottle of wine and glasses rest on the table, with vibrant red flowers adding a pop of color. A scenic valley view showcases rolling hills and a distant mountain.
Condo in Chiusi
4.95 out of 5 average rating, 147 reviews

La Terrazza su Chiusi - appartamento panoramico

AshleyRating, 5 stars2 months ago
Beautiful views and Raffaele was a great host! It was off season so there wasn't much to do in the neighborhood but that was perfectly fine with me and the peacefulness was exactly what I wanted.
Superhost
The kitchen features pale green cabinetry and a spacious countertop, with decorative tiles extending along the back. Three arched windows allow natural light to warm the space, while wooden beams and softly lit sconces create a cozy ambiance. A colorful rug adds interest to the floor.
Villa in Rapolano Terme
4.84 out of 5 average rating, 19 reviews

La Murata - Appartamento Dante Alighieri

CareyRating, 5 stars2 months ago
Thank you Nara! We need a place to stay for a night as we were extending our stay and found Nara's home. It was a beaufiul farm with a serene backdrop and we are so glad we could meet her as she is incredibly kind as well. We were starving and she pointed us to a restaurant and I think she even called them and told them we were coming as we were treated exceptionally well. Thank you!

Family- and pet-friendly home rentals

Top guest favorite
An open living space features a colorful polka-dotted sofa and a small dining table surrounded by vibrant chairs. The kitchen area is organized with shelves displaying kitchenware and appliances, with a warm wooden ceiling enhancing the cozy atmosphere.
Apartment in Pienza
4.9 out of 5 average rating, 163 reviews

Back Home - Apartment in Pienza

MorganRating, 5 stars1 month ago
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!
Guest favorite
Farm stay in Bucine
4.98 out of 5 average rating, 43 reviews

Boggina. Private villa with pool, walk to village

AnnaRating, 5 stars7 months ago
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 😊
Superhost
A serene terrace features an inviting infinity pool surrounded by sun loungers and small trees in pots. The lush greenery of the hills and fields creates a tranquil backdrop, enhancing the peaceful atmosphere of the outdoor space.
Guesthouse in Sant'Apollinare
5 out of 5 average rating, 3 reviews

Casale Monticchio- The Gaggia house, 6 to 8 guests

DeniseRating, 5 stars21 months ago
This was my favorite part of my trip to Italy. We wish we could’ve stayed longer. The beauty of this estate villa was amazing! The hosts felt like old friends right away. I feel so lucky to have the memories of my time here. I know exactly why other guests return year after year!!
Guest favorite
A bright bedroom features a spacious bed adorned with natural-toned linens and decorative pillows. A large window allows light to fill the space, showcasing a view of greenery outside. A wooden cabinet and bookshelf are positioned against the wall, enhancing the room's functionality.
Condo in Arezzo
4.76 out of 5 average rating, 29 reviews

Cozy house in the vineyard -Fogliadalloro-

LeonardoRating, 5 stars4 months ago
posto tranquillo sia per noi che per il nostro cane che ha fatto subito amicizia con i 2 cani dell'host (Bretta e Charly)❤️❤️❤️ , torneremo appena possibile!!!
Guest favorite
A spacious living area features a wooden-beamed ceiling and large windows allowing for natural light. A red sofa and rustic wooden table create a comfortable setting. A stone fireplace is positioned in the corner, adding a warm element to the welcoming environment.
Home in Gaiole in Chianti
4.8 out of 5 average rating, 100 reviews

loft nel cuore del chianti toscano

CharlotteRating, 5 stars6 months ago
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.
Superhost
The exterior of a rustic stone building features a welcoming facade adorned with red shutters and vibrant flower boxes. A gravel path leads to the entrance, bordered by pots of blooming flowers. The surrounding greenery enhances the tranquil atmosphere of the property.
Apartment in San Quirico d'Orcia
4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

ValentinaRating, 5 stars25 months ago
Tutto perfetto, un posto meraviglioso immerso nel verde con vista a 360 gradi sulla Val d'orcia! Roberto è molto cordiale e simpatico, ci ha dato la possibilità di accendere il caminetto che per il nostro weekend romantico è stata la ciliegina sulla torta. Assolutamente consigliata la degustazione dei vini dell'azienda!
Superhost
An outdoor play area is visible, featuring colorful slides and a wooden playset with swings. Lounge chairs are arranged under shaded structures, surrounded by lush green grass and trees in the background, providing a pleasant environment for relaxation and play.
Condo in Laterina
5 out of 5 average rating, 4 reviews

Casa vacanze Le Fornaci - Appartamento Dondo

AndreaRating, 5 stars1 week ago
Molto bella la location , essenziale ma funzionale. Gran comodità avere la possibilità di utilizzare il ristorante (previa prenotazione). Spunti di miglioramento, maggior attrezzatura in cucina(mancavano posate , apribottiglie, nulla di non recuperabile dopo segnalazione), i cuscini del letto abbastanza scomodi. Torneremo volentieri
Top guest favorite
The stone farmhouse features vibrant red shutters and a terracotta roof. A spacious patio area contains a wooden dining set, surrounded by lush green grass and tall cypress trees. The exterior is complemented by well-maintained stone pathways, inviting guests to explore the outdoor space.
Villa in San Leolino
5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool,hilltop,Chianti

VeraRating, 5 stars6 months ago
A truly stunning place with incredibly welcoming hosts. The villa exceeded our expectations in every way. The interior is filled with beautiful historic furniture, details, paintings, and books. The cozy fireplace in the living room added a special charm. We loved making pizza in our very own wood-fired oven, using the outdoor BBQ, and dining al fresco surrounded by breathtaking views. Every moment at Poggio del Fattore felt special, offering the perfect blend of comfort and authenticity. Highly recommended for anyone looking to experience the beauty of the Tuscan countryside in style!

Family-friendly home rentals with a pool

Superhost
Home in Umbertide
4.81 out of 5 average rating, 37 reviews

Private villa with pool and breathtaking views

SophieRating, 5 stars8 months ago
Anna’s house is stunning and tucked away in such a beautiful quiet location. The people who take care of the house were kind and our two year old loved him. Would highly recommend anyone who wants a quiet get away from the hustle and bustle of life to stay here.
Guest favorite
Villa in Pergine Valdarno
4.82 out of 5 average rating, 17 reviews

Exclusive Villa with Private Pool and Air Cond.

KaraRating, 5 stars10 months ago
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.
Guest favorite
A sparkling pool is set in a well-maintained lawn, surrounded by tall trees and cypress plants. Comfortable lounge chairs are positioned beside the water, with a shaded area provided by an umbrella. The rustic villa can be seen in the background against a clear blue sky.
Villa in Asciano
4.95 out of 5 average rating, 76 reviews

Podere on the Crete Senesi

ChulaRating, 5 stars6 months ago
We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.
Guest favorite
A well-maintained pool area features a clear swimming pool in the foreground. Sun loungers are positioned beside the pool, shaded by umbrellas. In the background, the farmhouse with blue shutters is surrounded by lush gardens and trees, offering a serene outdoor space.
Home in Asciano
4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

ClemensRating, 5 stars7 months ago
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.
Top guest favorite
A serene landscape showcases the swimming pool framed by lush greenery, with rolling hills in the background. A vibrant sunset casts warm tones across the sky, enhancing the tranquil atmosphere of the outdoor space.
Home in San Terenziano
4.99 out of 5 average rating, 70 reviews

Gorgeous Villa, huge pool, stunning view near Todi

FrancoRating, 5 stars3 weeks ago
Una casa molto bella, confortevole e ben curata. La zona è molto bella e tranquilla, punto di partenza ideale per tante destinazioni dell'Umbria. Consigliatissima.
Superhost
Apartment in Siena
4.71 out of 5 average rating, 7 reviews

Splendid house with garden, pool, 5km from Siena

AlbertoRating, 5 stars3 weeks ago
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!
Superhost
A private pool is situated within a spacious, well-kept lawn, surrounded by tall trees and lush greenery. Lounging chairs are placed beside the pool, providing a comfortable spot for relaxation. Clear blue skies create a serene atmosphere, enhancing the tranquil outdoor setting.
Home in Cortona
4.92 out of 5 average rating, 26 reviews

Beautifully restored villa with private pool

RoxarnaRating, 5 stars7 months ago
Thank you for allowing us to stay at your wonderful accommodation. This was the best place to celebrate my 50th birthday. What wonderful accommodation, facilities and the surrounds of Tuscany. Thank you for your lovely hospitality and making us feel so welcome. Roxy
Guest favorite
The outdoor area features a large swimming pool surrounded by lush greenery, including trees and shrubs. Sun loungers are positioned nearby for relaxation. The rustic farmhouse is visible in the background, showcasing traditional Tuscan architecture with terracotta accents.
Guesthouse in Antria
4.92 out of 5 average rating, 126 reviews

A charming Tuscan retreat

EricRating, 5 stars6 months ago
Gorgeous stay! Views were stunning and the villa exceeded expectations. This was a perfect place to unwind and relax. Highly recommend.

Quick stats about vacation rentals that are family-friendly in Castiglione del Lago

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    690 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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