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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
Flat 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!
Guest favourite
Flat in Montegridolfo
4.91 out of 5 average rating, 58 reviews

Vacation home - Raggio di Sole Montegridolfo (RN)

LuciaRating, 5 stars5 months ago
Our stay was very satisfactory. Cinzia's house is very large with spacious and comfortable rooms and a spacious and well-stocked kitchen. The outdoor space is really nice, too bad we couldn't make the most of it in the winter season. Cinzia and her husband were kind and helpful. More than recommended.
Guest favourite
Flat 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
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 :)
Guest favourite
Cabin in Perugia
5 out of 5 average rating, 27 reviews

Country house near Perugia and Trasimeno Lake

InekeRating, 5 stars5 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 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
Flat 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
Flat in Rimini
4.86 out of 5 average rating, 125 reviews

Large Studio with Courtyard in Rimini Mare

KasiaRating, 5 starstoday
Gabriele is a great host, friendly and very helpful. The apartment was in line with the description, close to the city centre and beach. It is worth to recommend:)
Guest favourite
Flat in Citta di Castello
4.8 out of 5 average rating, 137 reviews

Apartment in the historic center of a castle town (2)

DavideRating, 5 stars2 weeks ago
Even if only for one night we had a good time, Andrea was very responsive in recommending places to visit and to eat and was very precise in the description of the house
Guest favourite
Home in Assisi
4.93 out of 5 average rating, 114 reviews

La Casa dell'Olmo

AurcoRating, 5 stars2 weeks ago
very nice place. would recommend it to anyone visiting Assisi.
Superhost
Apartment in Porto Recanati
4.88 out of 5 average rating, 116 reviews

Terrace overlooking the sea I

KateRating, 5 stars2 months ago
Beautiful view, very responsive hosts. Omar and Silvia kindly let us borrow bikes during our stay and the town is very walkable and bikable. The apartment has everything you need. The balcony is great for watching the sunrise, and we got to see a storm roll by.
Guest favourite
Flat 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
Bed and breakfast in Senigallia
4.79 out of 5 average rating, 48 reviews

B&B Casa Margherita is friendly and beautiful

AndreaRating, 5 stars2 weeks ago
The 'Casa Margherita' is a real gem. We felt very comfortable from the first moment. The bed is wonderfully comfortable, the bathroom spacious and beautiful. But the very best thing is the very good breakfast. Catia is also a very dear person. We'll be back!
Superhost
Loft in Urbino
4.81 out of 5 average rating, 235 reviews

Loft with a view

AndreasRating, 5 stars1 month ago
Nice place, nice view, very comfortable bed! The neighborhood is a bit noisy, but the window is well insulated.
Top guest favourite
Holiday home in Pievevecchia
4.87 out of 5 average rating, 155 reviews

RELAX LA PIEVE Apartment

JamesRating, 5 stars1 week ago
We had a truly wonderful stay at Fabrizio’s property. We were visiting the area for the WSBK Championship at Misano World Circuit, and the location couldn’t have been more ideal—just a short 15-minute drive to the circuit and only 30 minutes from Rimini Airport. The property itself was outstanding: immaculately clean, beautifully maintained, and incredibly comfortable. It provided the perfect base for our 2-night stay. The surrounding area was equally impressive. Gradara, with its charming restaurants, is only 5 minutes away, and in the opposite direction, Tavullia—the hometown of Valentino Rossi—is also just 5 minutes by car, making it a must-visit for any motorcycle enthusiast. Fabrizio was a gracious and helpful host, and the entire experience exceeded our expectations. I can’t speak highly enough of this property and would wholeheartedly recommend it to anyone looking for a relaxing and well-situated stay in this beautiful part of Italy.

Family-friendly home rentals with a pool

Top guest favourite
Villa in Colombella
5 out of 5 average rating, 94 reviews

Torre Villa Belvedere Luxury & Relax with pool

VinceRating, 5 stars1 month 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, 80 reviews

The sweet Visciola

JordanRating, 5 stars2 weeks 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!
Guest favourite
Home in Mondaino
4.95 out of 5 average rating, 42 reviews

Sant'Apollinare Estate

DanielRating, 5 stars2 months ago
We were a group of 13 people – with and without disruption, a facility from Switzerland - and were allowed to spend our Easter holiday in your house this year. Both the house itself and the surrounding area have delighted us, but in particular we would like to emphasize the warm and open contact with you. We take a trip together every year around this time and have experienced many beautiful accommodations – but rarely has a house been as perfect for us as a group. We would like to sincerely thank you for the wonderful time we were able to spend at your place. It was a completely successful stay, and we agree: We would love to come back!
Top guest favourite
Flat in Urbino
4.96 out of 5 average rating, 26 reviews

Cal Torello, Urbino, apartment in ancient estate

TobiasRating, 5 stars6 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!
Guest favourite
Cottage in Fabriano
4.92 out of 5 average rating, 24 reviews

Villa la chiesetta private pool - Borgo Canapegna

RonRating, 5 stars1 month ago
The description is exactly at the house. Lots of privacy. Fantastic view. Very clean and very friendly host. Warmly welcomed upon arrival and a clear explanation. There are two real booklets made with tips to do in the area. Furthermore, the private chef is highly recommended. Super good food and learned a lot about Italian cuisine. Patience with cooking is the magic word. Simple, but oh so tasty. Luca is a really friendly chef. The house is cozily furnished with all amenities. We were able to enjoy the garden and pool (partly because of the very nice weather). Despite the time of the year and water temperature 18 degrees, we regularly sat around the pool and were able to have a drink and swim. We can't wait to go again. Graci Mille or as we say, thank you, thank you , thank you very much. Hella, Titia, Lambert and Ron
Guest favourite
Villa in Magione
5 out of 5 average rating, 5 reviews

Villa Polvese Luxury Lake side Villa

YvetteRating, 5 stars9 months ago
The villa is the most beautiful place we stayed at during our 20 day trip through Europe. It’s a bit on a splurge in price but very much worth it. The views from the villa of the pool and the lake are breathtaking. The house is very beautiful, everything was functioning properly and the kitchen is great to cook in. We stayed in and cooked dinner one night and it was great. We also took advantage of the Complimentary olive oil tasting that is included with the stay and that was also of fun. Our guide said was so knowledgeable! I can’t say enough good things about this place. It was a much needed break during our busy vacation.
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 stars11 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.
Guest favourite
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 :)

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    $39 SGD 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