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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

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.
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
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 :)
Superhost
Apartment in Santo Stefano
4.75 out of 5 average rating, 8 reviews

Luxury Apartment with Pool - the White Mulberry

KennethRating, 5 stars11 months ago
We found this late one night and luckily there were some open spots. Alessandro responded to us very quickly to inquiries. When we arrived yours we were impressed, it looked exactly like pictures and was very beautiful. It was very pleasant and peaceful there. Those who were there were very hospitable and helpful with all the requests. There is something off to things around but it is very recommended if you want to relax and relax. I would highly recommend.
Guest favourite
Cabin in Perugia
5 out of 5 average rating, 27 reviews

Country house near Perugia and Trasimeno Lake

InekeRating, 5 stars1 week 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
Guest favourite
Flat in Perugia
4.92 out of 5 average rating, 25 reviews

Villa Nuba,apt. privateSPA, pool,5min.downtown

DeanRating, 5 stars1 week ago
Great stay - We will definitely be back, very quiet - we would have liked to have stayed longer. The way to the city was a little longer than we understood was no problem for us. Thank you Giuseppe!

Family- and pet-friendly home rentals

Guest favourite
Flat in Rimini
4.87 out of 5 average rating, 126 reviews

Large Studio with Courtyard in Rimini Mare

KasiaRating, 5 stars2 days ago
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
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 stars3 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
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
Superhost
Loft in Urbino
4.81 out of 5 average rating, 236 reviews

Loft with a view

RiccardoRating, 5 stars2 days ago
Adalberto is very precise and very clear in the instructions, realistic photos, very clear, check-in and check-out are very simple and fast. We opted for the paid indoor parking... less than 5 minutes from the house. Loft in the center, 30 seconds from the main square, the stay in general was very nice, repeatable and recommended. In conclusion, I would say that Adalberto was perfect, very proactive, and when I wrote to him, he always responded within a few minutes.
Top guest favourite
Holiday home in Pievevecchia
4.87 out of 5 average rating, 156 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.
Guest favourite
Apartment in Assisi
4.79 out of 5 average rating, 613 reviews

Assisi studio at the foot of Rocca Maggiore

KaitlinRating, 5 stars3 days ago
Great place in Assisi! Cristina was responsive and very helpful. We drove a car and she met us and showed us where to park. She also provided recommendations for food the following morning. The apartment is so unique and beautiful.
Guest favourite
Flat in Citta di Castello
4.86 out of 5 average rating, 99 reviews

Two-room apartment in the woods

RosaRating, 5 stars1 month ago
The stay at Mariella's Place was super. beautiful surroundings very peaceful. very nice homemade cakes for breakfast. the plus was the house dog Artù! thank you very much ❤️

Family-friendly home rentals with a pool

Guest favourite
Flat in Assisi
4.95 out of 5 average rating, 60 reviews

Charming cottage in the Assisi countryside

KatRating, 5 stars7 months ago
It is such a glorious place. We were stunned, and so happy and calm for the three days we had there. The landscape around the house, and the waterfall, was breathtaking. Thank you Ella and all the family!
Guest favourite
Flat in Cupramontana
4.89 out of 5 average rating, 28 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
Farm stay in Assisi
4.87 out of 5 average rating, 155 reviews

La Palazzetta di Assisi - Mandorlo Farmhouse

Wojciech Rating, 5 stars1 month ago
We rented an apartment for 5 people in this house. The house and the surroundings are beautiful, it was very clean inside and everything smelled like lavender (you could tell the host wanted to make us feel very welcome :) ). Beautiful and well-maintained interior – everything looked just like in the photos.
Top guest favourite
Villa in Colombella
5 out of 5 average rating, 95 reviews

Torre Villa Belvedere Luxury & Relax with pool

MaximilianRating, 5 stars3 weeks ago
We had a fantastic stay! The house was beautifully equipped with everything we needed — from the kitchen to the bedrooms, every detail was thoughtfully arranged. The garden was absolutely lovely, perfect for relaxing in the sun or enjoying a meal outdoors. The pool was a real highlight — clean, spacious, and a great way to cool off during the day. What truly made the stay special was the warm hospitality of our hosts. They were welcoming, helpful, and made us feel completely at home from the very first moment. Highly recommended — we would love to come back!
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 stars1 week 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!
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.

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    $38 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