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Family-friendly vacation rentals in Tolentino

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Tolentino family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Apartment in Assisi
4.9 out of 5 average rating, 79 reviews

Jacuzzi, relax, free parking, 100m from city gate

CelinaRating, 5 stars2 weeks ago
Loved our 3 day stay in Angela's beautifully decorated and warm ground floor apartment in a grand house. It was a short walk up to the centre of Assisi. Looking out to the olive grove and to the Cathedral was special esp lit up at night. Thank you for having us stay 🙏 Celina and Paul
Superhost
Apartment in Case Alte
5 out of 5 average rating, 3 reviews

5 BED DREAM APARTMENT WITH HEATED SALT POOL

RichardRating, 5 stars20 months ago
Just amazing! What we needed after 20 days in a camper! Anna is the most amazing host! When we come back to Europe we will be coming back to visit.
Top guest favorite
Vacation home in Genga
4.97 out of 5 average rating, 38 reviews

VacanzeNelVerdeGenga2 /4guests Exclusive

ErikaRating, 5 stars7 months ago
Claudia's place was beautiful. so very peaceful and relaxing. clean, amazing pool and hot tub. Claudia was very friendly and helpful. couldn't have asked for more. can't wait to go back!
Guest favorite
Home in Assisi
4.87 out of 5 average rating, 904 reviews

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

ElizeRating, 5 stars6 days ago
Maria Letizia's place was perfect with everything you need and more. The check in and check out were easy and well explained. Maria provided us with lots of info and was very helpful.
Guest favorite
Home in Ascoli Piceno
4.85 out of 5 average rating, 79 reviews

home holidays - b&b

GregoryRating, 5 stars2 weeks ago
We truly enjoyed our stay at Elisabetta's apartment! From having breakfast on the terrace to enjoying our rooms, everything was done to a high level. The apartment was also a very short walk into the town center where plenty of restaurants and shopping stores were located along with the beautiful medieval designs of Ascoli Piceno.
Superhost
Condo in Colonnella
5 out of 5 average rating, 5 reviews

In the hills ten minutes from the sea by car

MehmetRating, 5 stars21 months ago
The house had everything that could be needed. It was a 10 minute drive to the sea. It was cooler at night because of its high location. The view and terrace were lovely. We would definitely prefer it again on our next trip to this area. Thanks Franca Arrivederci
Guest favorite
Home in Assisi
4.89 out of 5 average rating, 882 reviews

A JUMP IN THE ANCIENT ASSISI PERFETTA LETIZIA HOME

ThomasRating, 5 starstoday
Maria was a wonderful host. She went above and beyond by providing local recommendations and help with taxi pickup/dropoff. The listing was lovely - would recommend!
Guest favorite
Home in Canavaccio
4.97 out of 5 average rating, 71 reviews

Calbertone family and bike holidays Urbino

MariaRating, 5 stars3 months ago
clean and cozy home just a few kilometers from Urbino. Ideal for a stay with friends because the spaces are really large. The gem is the fireplace that Angelo kindly left on for us on our arrival. Highly recommended!

Family- and pet-friendly home rentals

Guest favorite
Villa in Ostra
4.83 out of 5 average rating, 12 reviews

"Villa Oleandri" pet friendly with view and pool

EmilyRating, 5 stars6 months ago
Beautiful setting and lovely house. Francesco was very responsive and shared a lot of local tips.
Guest favorite
Tiny home in Corinaldo
4.96 out of 5 average rating, 48 reviews

The little house of blackberries

TimoRating, 5 stars1 week ago
We had a wonderful time at this place! The location is wonderfully quiet – perfect to unwind. We were particularly enthusiastic about the huge fenced garden where our dog could jump around – a real dog paradise! The hostess was very warm and even put a few small things in the fridge for us – a nice gesture! The kitchen equipment was great, it really had everything you need. A highlight was also the chickens – fresh eggs for breakfast directly from the garden once they have laid some. The view is fantastic, there is plenty to do in the area, and good restaurants are also not far away. We would definitely go back and can only recommend it.
Guest favorite
Home in Montelupone
4.87 out of 5 average rating, 84 reviews

The little house

JamesRating, 5 stars3 days ago
A quiet oasis in the beautiful Marche region. A welcoming homely feel. Attentive hosts who look after you well.
Guest favorite
Villa in Assisi
4.93 out of 5 average rating, 184 reviews

Magical chalet

AngelaRating, 5 stars3 weeks ago
Cristiana's is not just a place to stay, it's a gem. Nestled in the area of the Sacred Forest, it allows you to interiorize the peace of the place. It will be the red sun of the sunset that enters the branches, the spontaneous junnies or the noises of nature around, it is impossible not to take this place in the heart. Cristiana is simply delicious, helpful and welcoming, trying to fulfill every curiosity or request of guests. The chalet is truly magical: an intimate, romantic, and warm environment. A place to visit or, better yet, a place to get lost leaving everything else behind!
Superhost
Home in Assisi
4.84 out of 5 average rating, 19 reviews

Cottage in Paradise

KathyRating, 5 stars70 months ago
We really enjoyed our stay at Marzia's place. The house was cosy and the area was breathtaking. Marzia is very friendly and communicates smoothly. She also likes to give extra information about the things you can do in the nearby villages. Thanks for the lovely stay. The Belgium girls
Superhost
Loft in Urbino
4.82 out of 5 average rating, 229 reviews

Loft with a view

ChristophRating, 5 stars1 month ago
A very original and conveniently located loft with a beautiful view of the old town of Urbino.
Top guest favorite
Vacation home in Foligno
4.84 out of 5 average rating, 25 reviews

"I Canapè" Holiday Home

KellyRating, 5 stars1 month ago
Sonia was very kind and super sweet, she also gave me many tips about the area. The apartment was perfect, clean and tidy and everything matched the description. There was everything you need for your stay, even the most trivial things, it felt like home. The location is great as it is within walking distance of downtown and 10 minutes from the station. Highly recommended!
Top guest favorite
Home in Torre di Palme
4.9 out of 5 average rating, 41 reviews

Terrazze sul borgo

ManuelaRating, 5 stars3 months ago
The house is nestled in a village rich in history, and you can walk to both the sea and the surrounding woods, taking beautiful walks. We were greeted by co-host Antonella who did her best to help us with our luggage (our car was too big and we were unable to enter the square in front of the house). The ground floor has undergone a conservative renovation that respected the original materials but ensured significant efficiency, new bathrooms, new kitchen, excellent heating considering the many rooms. The house is cozy, bright, spacious (three bedrooms and two bathrooms) and there are two beautiful terraces with an unparalleled sea view. We had a great time and really enjoyed life in the village.

Family-friendly home rentals with a pool

Guest favorite
Villa in Acqualagna
4.8 out of 5 average rating, 44 reviews

The Panoramic View from Stroppa Villa with Pool

DanieleRating, 5 stars1 month ago
Fantastic place surrounded by nature! Friendly and friendly owner, always available for anything! Definitely all approved!
Superhost
Condo in Ancona
4.87 out of 5 average rating, 30 reviews

House Fuà

KlavdijaRating, 5 stars4 months ago
We reserved the house for our colleagues. The house is very spacious, well laid out, clean, suitable for a longer stay, as it has everything you need. Friendly owners. Highly recommended.
Superhost
Apartment in Sirolo
4.76 out of 5 average rating, 87 reviews

House with terrace in central square in Sirolo

VanessaRating, 5 stars7 months ago
The apartment is really very nice and exceptional with the private pool. The location is super central right in the old town surrounded by many restaurants. Communication with Chiara was friendly and straightforward, we would book here again directly.
Top guest favorite
Apartment in Campello sul Clitunno
4.86 out of 5 average rating, 69 reviews

Heart of Umbria House.

TomRating, 5 stars7 months ago
Such a wonderful stay at Silvias beautiful property. We stayed for two weeks and it was the best holiday we’ve ever had! The perfect base from which to explore Umbria while also being a great place for rest and relaxation around the pool. The views are incredible. Silvia and her partner Simone are happy to help with anything you need and very responsive. I highly recommend staying here if you are looking for a second home for your stay in Umbria.
Superhost
Apartment in Poreta
4.89 out of 5 average rating, 27 reviews

Villa della Genga - il Frantoio 2 bedrooms

JoelRating, 5 stars21 months ago
We had the most perfect time here, the photos don’t give this property the justice it deserves, it honestly exceeded our expectations. Definitely a hidden gem, just absolutely stunning. A perfect slice of Umbria, with a gorgeous pool surrounded by fields of olive trees. Will defiantly be recommended this property and cannot wait to return one day.
Top guest favorite
Vacation home in Valfabbrica
4.97 out of 5 average rating, 29 reviews

(Assisi 20 km) Junior Suite with Pool

JeffRating, 5 stars1 month ago
I had a great stay at Stefano's place. Peaceful, relaxing and away from city noise. He and his son Filippo were incredibly friendly, helpful and always quick to reply to any questions. I'd stay there again in a heartbeat. It's a great area to be in if you want quiet - if you want nightlife, it's not for you. But it's great for day trips to Assisi, Spello, Gubbio, Perugia and the surrounding areas. It was a little cold/rainy during my stay so I didn't get to take advantage of the pool but when it's warm, it must be beautiful. Thank you again!
Top guest favorite
Villa in Montefalco
4.96 out of 5 average rating, 26 reviews

Private Umbrian Villa w Mineral Salt Pool

Marie-LouiseRating, 5 stars6 months ago
If you're looking for a place to relax at Reilly's, you've definitely found it. You have a fantastic view over the valley and peace and quiet if you seek it. A house with all the comforts you need to spend carefree days. You can definitely find good food in Montefalco and good wine and excellent olive oil as well. We were completely satisfied and carefree
Superhost
Home in San Marco di Montefalco
4.93 out of 5 average rating, 28 reviews

Fonte Sala Agritourism - Ginestra

BowenRating, 5 stars1 week ago
Agriturismo Fonte Sala is very well kept up and in a beautiful setting. The apartment is as advertised. Both Lorenzo and Geanina were very helpful. We did have an intermittent issue with wifi, but that was probably due to the heavy rain and wind, as we had some issues with internet access via cellular as well. We would stay here again.

Quick stats about vacation rentals that are family-friendly in Tolentino

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    380 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore