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Family-friendly holiday rentals in Trecastelli

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Trecastelli family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Apartment in Perugia
4.91 out of 5 average rating, 33 reviews

Palazzo di Bagnaia, Country-Style Loft

NaomiRating, 5 stars2 months ago
We absolutely loved it and would definitely want to return there - a very special place, lovely people - a real holiday!
Top Guest favourite
Holiday home in Genga
4.97 out of 5 average rating, 39 reviews

VacanzeNelVerdeGenga2 /4guests Exclusive

AanaRating, 5 stars1 month ago
Claudia’s home was absolutely wonderful and so was she! We stayed for 4 days— too short a time—and ended up spending much of our time at the house. Claudia had excellent recommendations for local food and activities (including homemade pasta at the local market, which we loved cooking in the beautiful kitchen) and was always available to answer questions. The location is well situated— less than an hour from a variety of sights, from the frassasi caves to beaches and hillside towns scattered around Umbria and Marche. Wineries, olive groves, biking, hiking, etc. Plenty of activities to keep you busy, but our favorite thing was to enjoy the home, listen to the birds, and watch the sunset from the pool or hot tub. We also loved being here in early/mid May, when temps can be a bit cool but tourist crowds are still small. Highly recommend.
Guest favourite
Apartment in Perugia
4.96 out of 5 average rating, 315 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
Castle in Gubbio
4.93 out of 5 average rating, 14 reviews

Palazzo Scagliae Castle Gubbio Huge

NadiaRating, 5 stars11 months ago
Our stay at this medieval castle was truly unforgettable. The hosts were exceptionally welcoming and went above and beyond to help us when our car had mechanical issues. The back terrace offered breathtaking views, and the serenity of the location made it the perfect retreat, far from any hustle and bustle. The beds were super comfortable, ensuring a great night's sleep. Living in a medieval castle was an incomparable experience, and we loved the friendly visits from Pepita, the dog. The only minor inconvenience was the limited hot water supply for six people, but it didn't overshadow our wonderful stay. Highly recommended!
Superhost
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 :)
Top Guest favourite
Cabin in Perugia
5 out of 5 average rating, 27 reviews

Country house near Perugia and Trasimeno Lake

InekeRating, 5 stars1 day 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 favourite
Villa in Perugia
5 out of 5 average rating, 13 reviews

Villa Nuba Luxury villa-apt. 5min.downtown

TrieuvyRating, 5 stars1 month ago
A gorgeous villa surrounded by nature just outside the heart of Perugia. We stayed here for 6 nights, and Giuseppe made us feel right at home. He is super friendly, kind, helpful and had lots of local tips on where to eat, stay and what to do. Giuseppe’s villa is very beautiful decorated, and we enjoyed watching the sunset with a glass of wine every evening. Warmly recommend this place!
Top Guest favourite
Apartment in Montelabbate
5 out of 5 average rating, 13 reviews

A breathtaking retreat in the Montefeltro hills

KarijnRating, 5 stars9 months ago
Amazing place. Highly recommended. Thank you so much 😊beautiful location. Really lovely hosts. We will be back

Family- and pet-friendly home rentals

Guest favourite
Home in Mercatello sul Metauro
4.95 out of 5 average rating, 40 reviews

The house on the bridge

Sara & LeonardoRating, 5 stars3 days ago
Not only does Giovanna's accommodation satisfy for its excellent and particular location (right under a Romanesque bridge, a stone's throw from the square, restaurants and the river), but the welcome is something unique. No one in an Airbnb had ever made us find a homemade cake for breakfast (and with what skill from Giovanna's mother) and had taken so much to heart the well-being of our dog as well as ours. Mercatello sul Metauro is a little gem and this house completes the picture. We'll definitely be back!
Guest favourite
Home in Assisi
4.93 out of 5 average rating, 114 reviews

La Casa dell'Olmo

AurcoRating, 5 stars1 week ago
very nice place. would recommend it to anyone visiting Assisi.
Guest favourite
Apartment in Iesi
4.82 out of 5 average rating, 51 reviews

Isi GuestHouse - Camera Montirozzo

JamesRating, 5 stars1 month ago
Great stay good location friendly welcome
Guest favourite
Apartment in Assisi
4.88 out of 5 average rating, 126 reviews

Loggia of the Comacine Masters

DarrenRating, 5 stars1 month ago
This is the second time we have stayed at Ferdinando's apartment in Assisi and we would go back again. It is a beautiful apartment, well-located in Assisi.
Superhost
Loft in Urbino
4.81 out of 5 average rating, 235 reviews

Loft with a view

AndreasRating, 5 stars3 weeks ago
Nice place, nice view, very comfortable bed! The neighbourhood is a bit noisy, but the window is well insulated.
Top Guest favourite
Apartment in Fabriano
4.92 out of 5 average rating, 13 reviews

Borgo Canapegna - "La Quercia d'oro" - private pool

JaniRating, 5 stars4 days ago
We had an amazing stay at this beautiful villa! The place was spotlessly clean and equipped with everything we needed for a comfortable and relaxing holiday. The highlight was definitely the breathtaking mountain view from the swimming pool — absolutely stunning and peaceful. Paolo (Stefanie’s husband) is a fantastic hosts — incredibly friendly, approachable, and always ready to help. He gave us great recommendations for local restaurants and activities, which made our trip even more memorable. And all of this with an excellent english. We couldn’t have asked for a better experience. Highly recommended — we’d love to come back!
Top Guest favourite
Home in San Feliciano
4.9 out of 5 average rating, 143 reviews

Casa dei 5 Sensi - Trasimeno view

RobertoRating, 5 stars3 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 favourite
Home in Sansepolcro
4.98 out of 5 average rating, 49 reviews

Cottage nestled in the woods - peace and quiet

massimilianoRating, 5 stars1 month ago
If I could, I would give it 6 stars! Giovanna and her husband were very welcoming and super helpful, we felt right at home! The place is even better in real life than in the photos, very clean, equipped with everything you might need. The surrounding area is very quiet surrounded by greenery, easy access to several trails, perfect for those who love to be in the middle of nature. We'll definitely be back!

Family-friendly home rentals with a pool

Guest favourite
Apartment in Cupramontana
4.89 out of 5 average rating, 27 reviews

Apartment Oliva in Italian countryside

Ann-KathrinRating, 5 stars9 months ago
We had a realy nice time at Casa Aurora. It is wonderfull place with a beautiful surrounding. Thank You to Wim and Alma for your worm welcome and your tips throughout the week.
Guest favourite
Apartment in San Leo Bastia
5 out of 5 average rating, 27 reviews

Hamlet San Biagio a Colle – House of Venus

ShannonRating, 5 stars1 week ago
Renato’s place was very extraordinary. We had the entire villa to ourselves. Our 2 bedroom was perfect for our stay. Renato was a great host and was very helpful when we couldn’t find his place right away. He brought us delicious pastries on several occasions. We were in town for a wedding and the villa was not far from the venue. I would recommend this villa to anyone who is looking for some peace and quiet. It can accommodate several families at one time
Top Guest favourite
Villa in Colombella
5 out of 5 average rating, 94 reviews

Torre Villa Belvedere Luxury & Relax with pool

VinceRating, 5 stars3 weeks ago
We’ve traveled frequently using sites like AirBNB. This was by far our favorite First the grounds-wow. Gorgeous, peaceful, beautifully maintained. Multiple places to lounge in sun or shade at the pool and on the covered veranda. Lots of great outdoor game sets available-bocci ball & badminton. The house was spotless. Large rooms, beautifully furnished. Loved the massive eat in kitchen. Had every amenity you could imagine-even power adapters. Beds were firm & comfortable. Bathrooms were modern, clean & had plenty of hot water. The pool table was fun to use on a rainy afternoon. Location was quiet and serene, and perfectly positioned for visiting many of the hill towns. We tried 2 local restaurants recommended by Lavinia and both were very good. Lavinia was warm & welcoming and always very responsive. She and her son met us, gave us the tour, and offered many suggestions. She was wonderfully kind to our parents and made us feel at home. Would stay again in a heartbeat
Top Guest favourite
Farm stay in Cingoli
4.95 out of 5 average rating, 79 reviews

The sweet Visciola

JordanRating, 5 stars1 week ago
Giorgio & Monica were the BEST! Monica met us upon arrival and gave much needed, clear instructions on her Air B n B. This included the homes amenities as well as the pool are. We were impressed with the spotless cleanliness of the home and grounds. We slept great and it was a perfect stay. Highly recommend this 5 Star location!
Top Guest favourite
Apartment in Urbino
4.96 out of 5 average rating, 26 reviews

Cal Torello, Urbino, apartment in ancient estate

TobiasRating, 5 stars2 days ago
This accommodation was simply beautiful! We were incredibly warmly welcomed upon arrival – the hosts are not only friendly, but really warm and helpful. You immediately feel that they care about the well-being of their guests. The location is beautiful – quiet, close to nature and ideal for relaxing. If you are looking for relaxation in an idyllic setting, you have come to the right place. We felt completely comfortable and would come back anytime. A clear recommendation for all those who are looking for a special accommodation with that certain something!
Top Guest favourite
Condo in Cesena
4.92 out of 5 average rating, 328 reviews

"Beatrice Apartment"

BarbaraRating, 5 stars1 week ago
Sara's apartment is large and comfortable and having two bathrooms available is fantastic. Sara was very kind and helpful, we had a great time. She also left us a cake she made (very good), a thought that we really appreciated. Highly recommended!
Top Guest favourite
Home in Cortona
4.97 out of 5 average rating, 89 reviews

Traditional stone house in Tuscany

HannahRating, 5 stars2 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.
Superhost
Home in Pesaro
4.82 out of 5 average rating, 122 reviews

3Villa in front of the beach with parking and bikes

LarisaRating, 5 stars10 months ago
Had a great holiday at Villa Mariella! The villas are located in a very nice, private environment, there is a beautiful well maintained garden and a nice, clean swimming pool. The villas are very close to the beach. The beach is for a fee but you get a fixed place with an umbrella and two sunbeds. The beach is also clean and tidy. It is also very nice that you can use the bikes for the holes. The city center is easily accessible by bike but also on foot. The hosts are very nice and polite. Had very nice contact.

Quick stats about holiday rentals that are family-friendly in Trecastelli

  • Total rentals

    30 properties

  • Nightly prices starting at

    $46 AUD before taxes and fees

  • Total number of reviews

    290 reviews

  • Pet-friendly rentals

    10 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