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Family-friendly vacation rentals in Osimo

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Osimo family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Vacation 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.
Top guest favorite
Home in Osimo
4.98 out of 5 average rating, 66 reviews

Lolìa Farmhouse - olive grove and hot tub

AdamRating, 5 stars9 months ago
Stunning property with amazing grounds. The pictures don’t do it justice! Very spacious and homely feel, with great hosts that are super helpful. Would 100% recommend!
Guest favorite
Villa in Sant'ippolito
5 out of 5 average rating, 13 reviews

Belvilla by Oyo Villa Anna

JohannesRating, 5 stars2 weeks ago
The property and the residential building are in a very quiet and relaxed location - perfect for switching off. Everything worked smoothly, from booking to departure. The contact with Paolo was straightforward, friendly and always helpful. Everything is easily accessible by car - shopping, restaurants and attractions are quick to reach. Clear recommendation!
Top guest favorite
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
Superhost
Condo in Arcevia
5 out of 5 average rating, 6 reviews

Luxury Apartment with Pool - the Olive Tree

PatrickRating, 5 stars1 week ago
An absolutely fantastic stay – it couldn't have been better! We are absolutely thrilled with this accommodation! Upon arrival, we were greeted with so much cordiality that we felt at home from the first moment. The host is incredibly friendly, attentive and helpful – you can immediately tell that he really cares about the well-being of his guests. The accommodation itself was a real feel-good place: lovingly furnished, sparkling clean and equipped with everything you could wish for. We all felt completely comfortable and would have preferred not to leave at all. Thank you so much for this wonderful time – we will definitely be back!
Top guest favorite
Apartment in Castelfidardo
4.98 out of 5 average rating, 41 reviews

Spacious apartment in a strategic location

XiRating, 5 stars9 months ago
we have stayed in Alessandra‘s apartment for 16 days. We just love it,clean and spacious,fully equiped. It feels like home.would love to book next time when travel to castelfidardo.
Top guest favorite
Apartment in Fermo
4.98 out of 5 average rating, 40 reviews

B&B FALCONI Appartamentoťese in Fermo

Ji WonRating, 5 stars2 months ago
I highly recommend this place! The house was spacious and a breathtaking view opened from the windows that left speechless. It is located in the heart of Fermo, near Piazza del Popolo, and just like a small museum it perfectly preserves the style of the eighteenth century. Chiara and her husband were very kind and helpful. The apartment is on the second floor and Chiara's husband helped me bring my luggage both on arrival and departure. Chiara prepared a breakfast cake for me-it was delicious! I felt all the warmth and care with which it was done. It was a real pleasure staying in such a fascinating place.
Top guest favorite
Home in Montecosaro
4.97 out of 5 average rating, 68 reviews

Laura's Country House

VanessaRating, 5 stars1 week ago
The Casale di Laura is by far the best equipped Airbnb we've ever had - and believe me, we travel a lot! Every detail was really thought of, from ear sticks, to toothpaste, shampoo, detergent, bathrobe, dish tabs, oil, welcome cake, water, wine, etc...I could list so much more - every detail was really thought of! The house/property is furnished and laid out with so much love, you can't describe it in detail. The three of us had a great relaxing vacation with a dog🩷 In the morning, on the walk to the cappuccino and cornetto in the bar, there are so many small and larger places to explore in the area, many restaurants - whether in the mountains or by the sea or just by the pool or enjoy the great view from the terrace...🥰 We can only recommend the property, the area and especially the hospitality of Laura & Fam. from the heart...👌🏾 thank you for a wonderful vacation⛱

Family- and pet-friendly home rentals

Top guest favorite
Home in Torre di Palme
5 out of 5 average rating, 35 reviews

TYPICAL HOUSE IN SMALL VILLAGE

FrancyRating, 5 stars1 day ago
Immediately upon arrival, we were greeted by Fausto. With a translation app, everything was communicated to us. I think his friendly face makes everyone happy.😀 An atmospheric fenced garden where our 2 large dogs had a wonderful time. Very nice that there was air conditioning available. The bed was great! Nothing was missing. Oh yes, the cheese slicer😀😀, but it is often missing abroad😀. The house is located within a small complex that could be closed. The sea can be reached within 7 minutes by car. It's not busy at all this time of year. We had 1 week of 30 degrees and blue sky. Fausto responds almost immediately to your questions. We visited: caves, fano, Loreto, Torre di palme and the sea. We would recommend this house!
Guest favorite
Condo in Leggiana
4.89 out of 5 average rating, 38 reviews

The Butterfly House

MartinaRating, 5 stars3 weeks ago
Staying with Monica was like being at home, the care and warmth that is inside the apartment reflects the owner. Nothing was missing inside the house and we felt very welcome. A special thank you from Cristian and Martina
Guest favorite
Tiny home in Corinaldo
4.96 out of 5 average rating, 48 reviews

The little house of blackberries

TimoRating, 5 stars2 months 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.
Superhost
Farm stay in Cossignano
4.67 out of 5 average rating, 27 reviews

Agriturismo Lanciotti 2-bed apartment

GiorgiaRating, 5 stars10 months ago
A real corner of paradise; first of all the availability and kindness of Oriana who welcomed us in a house cared for in every detail, where there was no lack of comfort to spend a relaxing stay immersed in the Marche hills. A special thank you also from our dog who perhaps enjoyed the breakfasts in the beautiful garden more than anyone else.
Superhost
Apartment in Sirolo
4.77 out of 5 average rating, 93 reviews

Sirolo center, exclusive apartment

LizRating, 5 stars3 weeks ago
Sirolo is a gem. We loved the location of the apartment. Right above the square so with the windows open, you are immersed in the action with the sea in view. With the windows closed you are removed. Main bedroom is in the back and so very quiet. Great recommendations and well-appointed. It’s a narrow space and lots of stairs. No issue for us but something to keep in mind. Looking forward to our next visit to this beautiful area.
Guest favorite
Vacation home in San Costanzo
4.96 out of 5 average rating, 52 reviews

Live your Dream

MaaritRating, 5 stars2 months ago
Everything is perfect. Absolutely quality apartment in everything, with that extra something... The great attention to detail and the attention of the owners made our stay really pleasant. It will be a pleasure to be able to return, thanks to Marco and Eleonora.
Guest favorite
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
Superhost
Cottage in Ostra
4.9 out of 5 average rating, 10 reviews

"Wisteria Cottage" in nature with pool and view

StefanRating, 5 stars12 months ago
Francesco is a really good host. He speaks perfectly English and is always available. The apartment is nice - it’s like in the description. We had a good time and recommend Francesco.

Family-friendly home rentals with a pool

Top guest favorite
Villa in Trecastelli
4.93 out of 5 average rating, 29 reviews

Nest on the Hills , Country House, Trecastelli

MelissaRating, 5 stars9 months ago
Silke was WONDERFUL! She was extremely responsive and helped with incredible recommendations and even made reservations for our group. She was friendly and was around to assist to however not intrusive. Our time there would not have been the same without her there! The views were stunning, even with the rain we had plenty to do and places to spend time. We spent many nights with great memories made on the veranda! Her house was magical and she was a joy! Thank you Silke! - Your Minnesota friends!
Guest favorite
Apartment 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 favorite
Vacation home in Grottammare
5 out of 5 average rating, 24 reviews

Pardo's Place Vacation Home

BradRating, 5 stars4 days ago
The view is the best part of the really sweet airbnb! Pardo and his family were warm and welcoming to my family of 4! You can’t go wrong staying here on any front!
Superhost
Villa in Pergola
4.75 out of 5 average rating, 4 reviews

Villa Design - Private villa with pool, Le Marche

NathalieRating, 5 stars10 months ago
We had a fantastic stay at Villa Design! The owner checked us in and showed is the villa. The kitchen was amazing and the pool area as well. DH Villas was very helpful during the stay och helped organized a cooking class at the villa, and it was such a great experience!
Guest favorite
Apartment in Carassai
5 out of 5 average rating, 17 reviews

Cantina Le Cana' - Appartamento Infernaccio

BenjaminRating, 5 stars9 months ago
Paola and the family were so friendly. We had the most amazing stay for two nights and wished we had stayed longer. The premesis is stunning and their wine is beautiful. We will be back!
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 favorite
Villa in Monte San Giusto
4.93 out of 5 average rating, 59 reviews

Villa with infinity pool - Country Giusto

JakobRating, 5 stars3 days ago
Lovely house in a beautiful setting with a stunning pool. 🙏🏼
Guest favorite
Condo in Serra De' Conti
4.94 out of 5 average rating, 96 reviews

Casa Bertina

ChristofRating, 5 stars3 days ago
It was a vacation in paradise. Lino and his family are the perfect hosts, friendly, generous and helpful. Thank you so much for everything!!!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    220 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore

  1. Airbnb
  2. Italy
  3. Marche
  4. Province of Ancona
  5. Osimo
  6. Family-friendly rentals