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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

Apartment in Mondavio
4.75 out of 5 average rating, 8 reviews

Luxury Cottage with Jacuzzi

LudwigRating, 5 stars11 months ago
The small agriturismo is beautifully situated in the hills of Mondavio. Our little house was a dream, very tasteful with beautiful views of the surrounding places. It is a perfect base for biking, seeing cities or going to the sea. Roberto & Tiziana are wonderful hosts, always easily accessible, very friendly and helpful. We will be happy to come back anytime!!
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.
Home in Fermignano
5 out of 5 average rating, 9 reviews

Casa Bartoccio - Vacation home - Bike hotel

DeganitRating, 5 stars23 months ago
Wow, wow wow!!! I hosted an intimate little retreat here and it was everything I could have wished for and more! The kitchen was fit for commercial use, and the chefs just loved it! The architecture and design was gorgeous and impeccable! Every single last detail exuded, love style and grace. There was a celebrity interior designer on the retreat and she absolutely fell in love with the place, which speaks volumes! To say that Kiara was supportive and accommodating, would be an epic understatement. She went above and beyond! I will admit it was a little tricky to find, and our visit occurred during a flood so the roads were rough to put it lightly. By the time I arrived, I wasn’t in the best mood on account of the journey there. And all of that melted away the second I entered this glorious villa. We felt like we were inside a painting the entire time. Oh, and the HOT TUB! Best I’ve ever been in! Followed by the sauna and in between dips in the pool- this place is a DREAM!
Guest suite in Palazzo Mancinelli-Vaccara
5 out of 5 average rating, 17 reviews

Maison Maqui

GeertRating, 5 stars8 months ago
Our stay in a holiday home in a quaint valley near Gualdo Tadino, Umbria, was a great experience. The location of the house was perfect, surrounded by beautiful nature and in an ideal place to explore the surroundings. The green landscape offered us exactly the relaxation we were looking for. Also close to restaurants and grocery stores. (5 mins) The hostess (and gentleman :-))made our stay really special. She was incredibly friendly and helpful, always ready to advise us on getaways and local attractions. However, what we appreciated most was the delicious homemade desserts she brought us from time to time. From tiramisu to fresh pannacotta, every dish was a treat. In addition, we got fresh tomatoes from her garden, which were really full of taste. The house was comfortable and well equipped, with a lovely terrace where we could enjoy the surroundings. We had brief problems with the electricity, but that was quickly fixed. Great.
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!
Vacation home in Fermo
5 out of 5 average rating, 3 reviews

big house

SarajaneRating, 5 stars33 months ago
We had a fantastic stay in this beautiful villa , made full use of all of the fabulous facilities. Spacious grounds with lots to do .Beautiful areas surrounding. Extremely helpful host Matteo . Thoroughly enjoyed our stay here .
Guest favorite
Home in Ascoli Piceno
4.85 out of 5 average rating, 79 reviews

home holidays - b&b

GregoryRating, 5 stars1 week 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

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.
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.
Guest favorite
Tiny home in Corinaldo
4.96 out of 5 average rating, 48 reviews

The little house of blackberries

TimoRating, 5 stars5 days 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 stars1 day 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 stars2 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 stars4 weeks 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!

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
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.
Guest favorite
Home in Silvignano
4.97 out of 5 average rating, 29 reviews

Casa del Cipresso in Pianciano

AdrinRating, 5 stars3 months ago
I can't recommend it enough! From the moment I arrived, I was struck by how clean and well-maintained the place was. The interior was beautifully preserved, with every detail reflecting the character and charm and coziness of the region, while the exterior was equally delightful, surrounded by scenic views of the olive farm. The highlight of my stay, however is the animals.The three dogs were the perfect companions; they were so friendly and loving that it felt like they were my own. The resident cat added an extra layer of warmth to the experience, making the entire stay feel truly special. The surroundings of the olive farm provided a peaceful atmosphere that was perfect for relaxation. I spent my days soaking in the beauty of the landscape.
Superhost
Apartment in San Severino Marche
4.9 out of 5 average rating, 10 reviews

Villa la Serra

SineRating, 5 stars9 months ago
It was the most wonderful holiday and especially we want to highlight the surroundings and in the house but also Frediano who was in charge of helping us with contact with restaurants, etc. He helped us a lot, and since we were a larger group of different families, we also had different needs so that had to be adjusted from time to time. We can recommend a stay here at any time, we felt completely at home and want to come back in five years. Thanks to Frediano again, you were a huge help to us!
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.
Superhost
Cottage in Fabriano
4.91 out of 5 average rating, 23 reviews

Villa la chiesetta private pool - Borgo Canapegna

LindaRating, 5 starstoday
What a wonderful place! We had a really good week The pool (although it was still very cold in April) the terrace and the view are perfect and very private. Paolo and family are very welcoming and do everything they can to make you have a pleasant stay. Recommended!
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

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

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