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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

Mary BethRating, 5 stars5 months ago
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!
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 in Montepulciano with a Pool

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

BriRating, 5 stars2 weeks ago
We had such a lovely stay at Bernardino’s villa! He greeted us when we arrived and made sure we had everything we needed. The home is very charming and peaceful, and centrally located to explore Tuscany. Would definitely recommend!
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, relax between Umbria and Tuscany

BarbaraRating, 5 stars6 months ago
Great place as pictured. We had trouble finding it at first, but it was our GPS issues. Giulio was responsive when I contacted him. Unfortunately it rained every day we were there. So we didn’t get to enjoy the beautiful outdoor areas.
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

MeaganRating, 5 stars18 months ago
Really beautiful. The property and views were just what we wanted. Away from everything. Just the countryside with clean fresh air. Pietro and Cristina were great. We really enjoyed our time there.
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 - panoramic apartment

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 - Dante Alighieri Apartment

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
quiet place both for us and for our dog who immediately made friends with the host's 2 dogs (Bretta and Charly)❤️❤️❤️, we will return as soon as possible!!!
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 in the heart of Tuscan Chianti

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

JackyRating, 5 stars6 months ago
Great family run place! Welcomed and greeted by Robert’s mother with a glass of wine that Robert made himself. Robert’s mom doesn’t speak any English but she was just so sweet and welcoming. The view is gorgeous and this place is a true agritiursimo with active vineyard and olive farms. Highly recommend.
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

Le Fornaci Holiday Home - Dondo Apartment

AndreaRating, 5 stars1 week ago
Very nice location, essential but functional. Great convenience to have the option to use the restaurant (with prior reservation). Suggestions for improvement, more equipment in the kitchen (cutlery, bottle opener were missing, nothing that couldn't be found after reporting), the bed pillows were quite uncomfortable. We'll be happy to come back
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

RobRating, 5 stars6 months ago
We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!
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, 71 reviews

Gorgeous Villa, huge pool, stunning view near Todi

JonidaRating, 5 stars6 days ago
The house is lovely and it makes you feel at home right away. The views are spectacular. The only „problem“ are the loud birds - absolutely stunning nature. Paola and William who manage the house with loving care were most attentive. The asked regularly how we were doing and if we needed anything. Both check-in and check-out were in person and we very much appreciated the hospitality of Paula and William. As for the road, our BMW e-vehicle had no issues, even at the two days when it rained. We hope we will get the chance to spend time again in this beautiful charming house. Thank you!
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 for a family vacation in Tuscany. Idyllic setting surrounded by hills and vineyards. The house was spotless and Lavinia's service was excellent!
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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