Some info has been automatically translated. Show original language

Family-friendly vacation rentals in Citta di Castello

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Citta di Castello family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A tranquil pool area is surrounded by natural stone walls and greenery. Comfortable lounge chairs line one side, while sun umbrellas provide shaded seating. The inviting pool reflects the clear blue sky, enhancing the serene outdoor ambiance.
Vacation home in Ortignano Raggiolo
4.99 out of 5 average rating, 67 reviews

Casa La Ciucola, typical property in Tuscany

AmandaRating, 5 stars1 month ago
Laura was absolutely wonderful! She was incredibly helpful, especially when our arrival at the villa was much later than expected—she greeted us warmly without any issue. She also went above and beyond by arranging a private reservation for us at the local restaurant, Il Convivio dei Corsi Ristorante in Raggiolo, which was stunning and served truly amazing food. The villa itself is beautiful and very private. We especially enjoyed the hot tub—perfect for the crisp spring weather, which added to the charm of our stay. We had such a relaxing and memorable trip in the mountains of Tuscany. Thank you, Laura!
Top guest favorite
A historic stone tower rises against a clear blue sky, displaying textured walls and an ancient structure. Vibrant yellow flowers emerge in the foreground, adding a natural touch to the scene. Lush greenery is present nearby, enhancing the outdoor setting.
Tower in San Leo Bastia
4.96 out of 5 average rating, 26 reviews

Hamlet of Bordo San Biagio a Colle - Tower

JacekRating, 5 stars10 months ago
Staying in the tower was an amazing experience. You can feel the history of this place. The surrounding is very well maintained with beautiful and peaceful garden with typical Tuscan flora. You can find everything that is needed for your stay. Renato was friendly and helpful.
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, 126 reviews

Villa in Montepulciano with a Pool

SantiagoRating, 5 stars1 week ago
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!
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, 316 reviews

A Cosy flat

KimonRating, 5 stars2 weeks ago
Had a super 8 night stay here. Paola, the host, is everything you can hope for from an Airbnb host. Super communicative, welcoming and helpful. Her and her husband helped me with a medical issue, which was so kind and appreciated. Wow! Just wow! The apartment is quiet and I slept good at night. It has every amenity that I needed. It is clean and in a safe location. They really put love and attention into this place and it shows. Highly recommended.
Superhost
A panoramic view of the countryside reveals a tranquil villa surrounded by rolling hills. The large salt-water pool reflects the sky, while lush greenery and tree-lined paths create a serene atmosphere. The landscape provides a scenic backdrop to the property.
Home in Montebagnolo II
4.92 out of 5 average rating, 107 reviews

B&B "Alle cime"

RaviRating, 5 stars9 months ago
Pictures don’t do the property and spectacular view justice. We had an amazing family holiday, our host couldn’t have been more accommodating, even leaving us kind gifts. Location was perfect (close enough to town and the airport but feeling secluded), having a bathroom each was great, and again that view was stunning. It all made for a perfect family trip :)
Superhost
A scenic view is framed by a brick archway, showcasing a lush green landscape with olive trees and vibrant foliage. In the distance, rolling hills and a clear sky enhance the tranquility of the scene, contributing to a serene outdoor atmosphere.
Farm stay in Arezzo
4.8 out of 5 average rating, 74 reviews

Beautiful view on the valley ! Swimming pool open

ChristianRating, 5 stars1 month ago
Fantastic panoramic view from the property. Excellent location for day trips in Tuscany (e.g. Florence, Siena, Pienza, Montepulciano, Cortona or Arezzo) and Umbria (e.g. Assisi). Super nice and helpful hosts. Super garden with pool. Suitable for families with children.
Guest favorite
A swimming pool is featured in the foreground, with steps leading into the water. Behind, a charming stone building is framed by lush greenery and tall trees. A decorative urn stands at the edge of the pool, contributing to the serene outdoor setting.
Cabin in Perugia
5 out of 5 average rating, 27 reviews

Country house near Perugia and Trasimeno Lake

InekeRating, 5 stars6 days ago
this place is really a hidden gem. it's on the top of a mountain, very private, very quiet. the house itself is very clean, very well equiped and even better then in the pictures. if you are looking for rest, peace and quiet, go there. the pool, the garden, the terasses, are perfect. Also valentina and family are extremely friendly and fast to help with anything. would definitly recomend
Top guest favorite
An ancient stone well is positioned in the foreground, showcasing intricate carvings and a circular top. In the background, an impressive stone building features a tower and windows, accented by flags. The scene captures the historical charm of Montepulciano's central square under a clear blue sky.
Apartment in Montepulciano
4.92 out of 5 average rating, 142 reviews

Charming House in Montepulciano

KirstenRating, 5 stars3 months ago
Our family loved staying in Fernanda’s apartment! My husband and I had visited Montepulciano two years ago, stayed at Fernanda’s place and loved it so much we came back with our three boys. Everything is so lovely and welcoming and Fernanda is the best hostess. She even made local dinner reservations for us. Thank you for everything, Fernanda!!

Family- and pet-friendly home rentals

Guest favorite
A modern living space features a stylish metal bookshelf filled with colorful books and artistic items. A comfortable red chair is positioned nearby, inviting relaxation. Natural light filters through a window, creating a warm and welcoming environment.
Apartment in Assisi
4.98 out of 5 average rating, 191 reviews

Assisi Al Quattro - Historic Centre of Assisi

YvonneRating, 5 stars1 week ago
We thoroughly enjoyed our stay and fell in love with Assisi. Very helpful and responsive host. The home was immaculate and had everything we needed. The illy coffee was a nice touch. Wish we had stayed longer in this charming place. We hope to visit again soon.
Superhost
A small round table with two chairs is situated under a tree, surrounded by lush greenery. Rolling hills are visible in the background, offering a serene view of the landscape. The area appears peaceful, ideal for relaxation or quiet reflection.
Chalet in Citta di Castello
4.81 out of 5 average rating, 285 reviews

Mountain hill farm cabin in secluded forest meadow

MoniaRating, 5 stars2 weeks ago
We have only been back a few hours after a week spent in this wooden accommodation and we already miss it. So much greenery, tranquility and simplicity. Super host, always available and present but never intrusive. Very prepared for advice on the place and above all a pleasant person to listen to. His dogs are very sweet and very polite, they collaborated a lot with our two pesky Pinschers. We did not miss anything, everything was perfect and certainly repeatable. Thank you Steve for everything
Superhost
A view from an open wooden window reveals rolling hills adorned with olive groves and vineyards. Soft sunlight illuminates the landscape, enhancing the natural beauty of the surrounding countryside.
Apartment in Montepulciano
4.84 out of 5 average rating, 99 reviews

La Casa delle Querce - "Belvedere" (The House of Oaks - "Belvedere")

JiachengRating, 5 stars2 months ago
Great house, stayed here for four days. We don't have a car, so we can only choose a place with convenient transportation.It's closer to the train station and has a beautiful view. It's the best place for us! The host was very friendly and picked us up and dropped us off at the train station. Friends without a car can book a day tour, or rent an e-bike/electric car to get around. The room on the second floor has a great view. You can see the beautiful Tuscan countryside when you open the window. The natural scenery is accompanied by birdsong. The whole person is quieted, it's really cozy. There is a kitchen, you can buy cooking supplies at the nearby supermarket and cook your own meals (30 minutes walk). The room is clean and tidy, the bed is moderately soft, everything is very satisfactory.The only regret is that the pool doesn't open until May. I hope I can come back next time!
Superhost
The exterior of a cottage is surrounded by lush greenery and large trees, providing a natural frame. The stone structure features an archway entrance, with a chimney visible above the roof, blending harmoniously into the tranquil landscape.
Farm stay in Provincia di Siena
4.87 out of 5 average rating, 117 reviews

Spigo - Indipendent Cottage Zampugna

FilipRating, 5 stars4 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
Top guest favorite
The panoramic terrace features a wrought-iron table and chairs, set against a backdrop of terracotta rooftops and historic towers. Scenic views of Sansepolcro and the surrounding hills are visible under a partly cloudy sky, creating a peaceful outdoor space.
Apartment in Sansepolcro
4.95 out of 5 average rating, 57 reviews

Sleeping in a 13th. Century Tower

ChrisRating, 5 stars2 weeks ago
We had a great stay in Sansepolcro, initially I was a little worried about parking as the listing says it comes with parking and then when Andrea shared where to park I worried this could be an issue. Although it's not parking at the property, it's outside the city walls it is also not so far to walk that it was a big issue and also was free. The rooms were as pictured including the fab views from the windows and roof terrace. As a location we found Sansepolcro to be a great start to our Italian tour with lots of fantastic places to eat & drink, sites to visit and friendly people. If you want to stay in the area and can manage the stairs it's a great place.
Top guest favorite
The outdoor pool features clear turquoise water, surrounded by a stone patio. Lush green hills and tall cypress trees create a scenic backdrop, while a few lounge chairs are positioned nearby for relaxation.
Home in Subbiano
4.99 out of 5 average rating, 84 reviews

Romantic cosy flat - Toscana Italy

BeckyRating, 5 stars3 days ago
This air B&B was in a beautiful area of Tuscany with breathtaking views. The property had many areas to sit and enjoy the rolling hills.
Top guest favorite
A multi-level villa is visible, featuring large windows and a spacious terrace. The exterior showcases a blend of natural materials and greenery, while a private swimming pool is nearby, providing a relaxing space for guests.
Home in San Feliciano
4.9 out of 5 average rating, 143 reviews

Casa dei 5 Sensi - Trasimeno view

RobertoRating, 5 stars4 weeks ago
What a beautiful place! Great view of the lake. Sergio was incredibly friendly and responsive. He gave us local recommendations and even made us a fruit salad. I will definitely be booking with Sergio again the next time we are in Umbria.
Top guest favorite
A panoramic terrace is depicted, featuring two rattan chairs and a small round table. A pitcher and cups are placed on the table, with vibrant flowers adorning the railing. A clear sky and rolling hills are visible in the background, enhancing the serene outdoor setting.
Condo in Montepulciano
4.98 out of 5 average rating, 320 reviews

Residence In cerca d'Autore

WilliamRating, 5 stars2 weeks ago
We absolutely loved our week stay here and couldn't have been happier. It was spacious, beautifully furnished and steps away from nearby restaurants and shops. Best of all was the huge terrace –it had insanely gorgeous views of the Tuscany landscape which never got old. Looked forward to our morning coffee and early evening aperitivo with the views of the Tuscan landscape. The views were fabulous (including a nice sunrise if you're an early riser)! We didn't have reservations for dinner one night and wandered just across the street to Rosso Rubino Trattoria. The owners could not have been nicer, and the food was delicious. Berardino graciously held us a spot in the coveted "Parcheggio 7" and drove our luggage up the hill upon arrival. He gave us a tour of the apartment and several great recommendations. It was a very welcoming start to our stay. It was the perfect base for exploring Tuscany and hope to return soon.

Family-friendly home rentals with a pool

Guest favorite
Aerial view of a serene agriturismo surrounded by lush vineyards and golden fields. The property features a pool set amidst well-kept gardens and tall cypress trees. Rolling hills in the background extend towards the horizon, contributing to the peaceful landscape.
Farm stay in Montepulciano
4.94 out of 5 average rating, 79 reviews

Via della Stella Farmhouse | Casa le Rose

MichelleRating, 5 stars2 weeks ago
For anyone wanting to experience the Tuscan hospitality, beauty and Italian charm this is the perfect location for you! Families, groups, single travelers all welcome and provided appropriate accommodations . The views are picturesque and the owner and staff are truly dedicated to sharing Tuscany with you! The farm/winery tour followed by the wine luncheon is a must do! The entire staff is truly cares about your experience and happily wants to pass on their knowledge to you. Having the beautiful pool and patio was a perfect way to spend a leisurely afternoon. We are hoping to return this year for another Tuscan respite! Thank you to Chiara for sharing family home!
Top guest favorite
A tranquil swimming pool is surrounded by a well-maintained lawn, featuring several lounge chairs and umbrellas for shade. The serene landscape stretches into the distance, with gently rolling hills and greenery providing a peaceful backdrop.
Home in Cortona
4.97 out of 5 average rating, 89 reviews

Traditional stone house in Tuscany

HannahRating, 5 stars3 weeks ago
What a wonderful stay. Perfect house for a family holiday with plenty of space for everyone. The house is beautiful and the beds all king size and comfy. The outdoor space and pool are perfect for relaxing after exploring the local area. Within easy reach of exploring the Tuscan gems of Siena and Montipluciano as well as lesser known villages such as spectacular Montone. Alessandro was so responsive and helpful providing recommendations for wine tours and a local chef. The local restaurant Mimmi is not to be missed - authentic home cooked food that was one of the best meals we ate - and the bar was set high. Thank you Alessandro for a wonderful and memorable stay.
Guest favorite
Aerial view of Villa Poggio Martino surrounded by rolling hills and fields. The rustic farmhouse displays its traditional architecture while a pool is visible in the garden area. Lush greenery complements the serene landscape, creating a peaceful countryside setting.
Farm stay in Cortona
4.92 out of 5 average rating, 36 reviews

Poggio Martino | Childfriendly Agriturismo

HenrikRating, 5 stars2 weeks ago
The accommodation and especially the garden looks even more beautiful in real life than in the pictures! The location is really beautiful, it is absolutely quiet and you have a breathtaking view of the Tuscan countryside. Perfect for relaxing and enjoying. The hostess was also super friendly, helpful and warm! We will definitely come back:-)
Guest favorite
An aerial view captures the agriturismo's spacious grounds, featuring a inviting swimming pool surrounded by sun loungers. Lush green lawns and well-maintained gardens frame the rustic stone buildings, which offer a peaceful retreat amidst scenic farmland.
Farm stay in Pienza
4.94 out of 5 average rating, 172 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

EleanorRating, 5 stars1 month ago
We had an amazing week long stay!! Sabrina is a fantastic host! The apartment was SO clean and comfortable and had everything we needed. Breakfast each morning was very yummy and fresh! We did the dinner one night and it was so amazing! Location is great too. Easy drive to many close by towns, grocery stores, and restaurants. The property is beautiful with lots of flowers. A little too cold for the pool during our stay but our kids loved the swing set and teeter totter. Absolutely recommend staying here!
Guest favorite
A spacious swimming pool is surrounded by wooden decking, featuring comfortable lounge chairs and shaded areas. Lush greenery marks the perimeter, enhancing privacy. Floatation devices are visible in the water, inviting relaxation in the tranquil environment.
Cottage in Montagnano
4.93 out of 5 average rating, 127 reviews

Charming cottage in Tuscany

PetraRating, 5 stars2 weeks ago
Giorgia has really created a paradise there and we are very happy that she shares this beautiful place with guests. Unfortunately, we could only enjoy the cottage for 3 days and would definitely like to come back. The house is small but very well furnished, the mattresses very cozy and water comes out of the shower with proper pressure - which is not quite a matter of course. The house is a bit off the beaten path, but thanks to Giorgia's really great videos, it's very easy to find. The garden (or rather small park) around the house is very well maintained and we were able to pick cherries and mulberries. Much has already been written about the pool - it really is THE highlight. An absolute recommendation - thank you Giorgia!
Guest favorite
Farm stay in Castel Rigone
4.96 out of 5 average rating, 92 reviews

AGRITURISMO LA BICOCCA L'Olivo Apartment

AbbyRating, 5 stars1 month ago
Nothing but positive things to say about our beautiful stay at Susan and Salvatore’s slice of heaven. The most stunning panoramic views of the lake and countryside. Something straight out of Pinterest or a magazine :) They were always super responsive and more than happy to help with local recommendations. It’s a great base to explore Umbria and Tuscany by car as it’s basically on the border to both. We would go back in a heartbeat. Thanks again for a beautiful stay :)
Superhost
The outdoor pool is surrounded by lounge chairs and umbrellas, offering a scenic view of rolling hills and distant mountains. A stone patio frames the pool area, with potted plants adding touches of greenery.
Villa in Pietralunga
4.84 out of 5 average rating, 19 reviews

LaVilla "Peace and privacy guaranteed"

EmmyRating, 5 stars9 months ago
We absolutely loved our stay! The road to it is indeed a challenge, as correctly indicated in the listing. We do not have a 4x4, but a higher car, and took the longer route to the house. That took us a little extra time with each move, but we had that for it. The tranquility and the view are priceless. The cottage is sufficiently well equipped, we didn't miss anything. There was also great service included: in the middle of our stay, the house was cleaned for us and we got fresh sheets and towels. Also, the pool is cleaned and refilled 2 times a week. Manager Matteo was easily accessible for each question. As far as we are concerned, definitely repeatable!
Top guest favorite
A private swimming pool is surrounded by lush greenery, featuring a clear blue surface. Lounge chairs are positioned nearby, inviting relaxation. A shaded area with draped fabric offers a cozy spot for unwinding, set against the backdrop of tall trees and blooming flowers.
Home in Citta di Castello
4.98 out of 5 average rating, 52 reviews

Country house with pool in northern Umbria bordering Tuscany

PawełRating, 5 stars9 months ago
Great house, where you have everything you need to feel relax and umbrian vibe. Very private and very close to nature. Giovanni is a very friendly host, thank you!

Quick stats about vacation rentals that are family-friendly in Citta di Castello

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$6,276 GYD before taxes and fees

  • Total number of reviews

    1K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore