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Family-friendly holiday rentals in Trecastelli

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Trecastelli

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A spacious house is nestled in a verdant landscape, surrounded by trees and shrubs. The property features a warm exterior under a clear blue sky. The inviting greenery accents the outdoor space, providing a sense of tranquility and connection to nature.
Villa in Ponte Rio
4.9 out of 5 average rating, 58 reviews

Villa of the President

Independent and spacious house with garden, located in the Marche countryside just 5 km from the sea. 10 km from Senigallia and Fano, 40 km from Riccione and Conero Park; also reachable in a few minutes by car are some of the most beautiful villages in Italy, such as Mondolfo, Corinaldo, Mondavio... for a vacation halfway between the blue of the sea and the green of the hills. Large outdoor space with barbecue for grilling with friends and a relaxation corner for the exclusive use of guests.

Top guest favourite
A serene view depicts the Adriatic Sea in the background, framed by lush green foliage. The distant water merges with the horizon under a clear sky, while a residential building is partially visible to the right, showcasing a tiled roof and chimney.
Cottage in Montignano
4.89 out of 5 average rating, 126 reviews

Hillside villa with a view of the Adriatic

CIN IT042045B4VM87KBK3 - It is a villa with a separate entrance on the hills overlooking the sea, 800 m from the beach. It is on three levels: the ground floor with a small garden and paved outdoor area, living area and kitchenette, a bathroom and a bedroom; the 1st floor with a double bedroom, terrace, bathroom and large covered balcony; large basement tavern with double sofa bed; garage. Only the tourist tax is to be paid on site, €1/day for non-exempt and for the first 7 days

Guest favourite
Holiday home in Senigallia
4.95 out of 5 average rating, 21 reviews

Farmhouse with Forest, Garden and Pool

The "Casale Nel Bosco" is the ideal place if you are looking for a vacation home to relax with friends, family or colleagues. The property can accommodate more than 20 guests and your 4-legged companions are always welcome! Surrounded by greenery in the Marche hills, where peace and tranquility reign, it will allow you to disconnect from the hustle and bustle of the city and enjoy the exclusive surrounding nature. Senigallia and its Velvet Beach are a 10-minute drive away.

Guest favourite
A private outdoor area features a small table with four chairs, surrounded by a decorative trellis. A bicycle stands against the wall, and a friendly cat is resting nearby. The entrance to the home is visible, showcasing wooden doors and a warm yellow exterior.
Flat in Senigallia
5 out of 5 average rating, 15 reviews

Romantic house with garden and spectacular view

Relax with the whole family in this charming accommodation nestled in the green hills of Senigallia, 6 km. from the sea. A fairytale house built in wood with full respect for the environment. Ground floor apartment for 2/3 people, with private garden for our animal friends, furnished with unique handmade elements. A magical place to paint, read, meditate, unplug, and find yourself. A few minutes drive to velvet beaches, restaurants, and entertainment.

Top guest favourite
The exterior of the stone annexe is showcased, surrounded by lush greenery. A shaded seating area is highlighted in front, with a small table and chairs beneath an umbrella. A pathway leads up to the entrance, nestled in a serene natural landscape.
Guest house in Perugia
4.99 out of 5 average rating, 138 reviews

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

Top guest favourite
An open-plan kitchen area is visible, featuring modern cabinetry and essential appliances. A round black table with two chairs is positioned near a window, allowing natural light to brighten the space. Exposed wooden beams contribute to a warm ambiance.
Flat in Gubbio
5 out of 5 average rating, 160 reviews

Apartment in Gubbio's historic center

Sara Jane's tourist rental rises in the medieval historic center of Gubbio, one of the most beautiful villages in Italy. The small apartment was renovated in 2021, with exposed stone and old wooden beams, and a view that makes the stay unique! Very quiet pedestrian area. There is a kitchen, bathroom and double bedroom (any bed and high chair x children). 200m away, free parking. In the house, all the comforts for a relaxing stay!

Top guest favourite
A charming stone cottage is shown, featuring a sloped roof and large glass windows that provide panoramic views. Soft lighting accentuates the exterior, while the surrounding grassy area leads the eye to the distant hills.
Cabin in Cerreto d'Esi
4.99 out of 5 average rating, 140 reviews

Hillside chalet in stone and wood.

At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

Guest favourite
A well-lit bedroom features a comfortable bed layered with soft linens, accented by two yellow pillows. A wooden nightstand holds decorative items. Natural light enters through glass doors leading to a balcony, enhancing the calming atmosphere.
Apartment in Ponte Rio
4.88 out of 5 average rating, 42 reviews

[Senigallia 10 km] free Wi-Fi and private garage

Modern, newly built apartment with a private entrance, functionally furnished for all types of travelers. Located in a strategic location to reach the major tourist sites in the area in a short time,Senigallia(10km) full of internationally renowned events, Marotta, another beach town worthy of note(6.5km). Corinaldo, Mondavio, Pergola, Mondolfo are just some of the most beautiful villages in Italy that surround us.

Guest favourite
A serene bedroom features a spacious bed with a light-colored blanket. Natural wood accents are displayed on the walls, and bedside lamps provide soft lighting. Large windows allow natural light to fill the room, with sheer curtains softly draping to the sides.
Flat in Sassoferrato
4.94 out of 5 average rating, 31 reviews

Agriturismo Agr.este 1

Apartment consisting of a bedroom (2 single beds or 1 double bed), living room with kitchen and sofa bed; complete with amenities. Located on an organic farm, in a small complex consisting of 5 apartments and a small farm campsite. Informal and well-kept atmosphere, peaceful and relaxing setting. Swimming pool for the exclusive use of guests (apartments and agri-campsite). Allows pets

Guest favourite
A beach information sign stands prominently on the sandy shore, outlining local amenities and guidelines. The scene features clear blue skies and the calm sea in the background, with a bench nearby offering a place to relax and enjoy the picturesque coastal environment.
Flat in Marotta
4.86 out of 5 average rating, 36 reviews

New apartment a few steps from the sea

Apartment 3 minutes' walk to Marotta beach and 5 minutes' walk to Senigallia beach. It has two bedrooms with 5 beds in total, a living room with kitchenette, bathroom, laundry and outdoor area. Newly built condominium, modernly furnished, you can enjoy the tranquility of the place given the closed road and the extensive playground in front equipped. Bike service included

Top guest favourite
A designated beach area features a swing set, a colorful play structure with a slide, and a climbing frame. Umbrellas and loungers are positioned along the sandy shore, providing ample shade and seating. Picnic tables with white chairs are available for relaxation.
Flat in Mondolfo
5 out of 5 average rating, 40 reviews

Spacious vacation apartment

The apartment is on the second floor of a semi-detached house, at the foot of one of the most beautiful villages in Italy, between Senigallia and Fano. During the summer, included in the price, you can take advantage of a private beach with an umbrella and two sunbeds in Marotta (4 km). The house is equipped with a welcome kit, change of towels and sheets.

Top guest favourite
A two-story independent house is depicted, surrounded by trees and flowering plants. A gravel pathway leads to the entrance, with outdoor seating visible on the side. The property is situated against a backdrop of rolling hills, enhancing its natural setting.
Home in Corinaldo
4.97 out of 5 average rating, 170 reviews

For those who love tranquility!

Detached farmhouse, located on the Marche hills, a few km from Senigallia's velvet beach. Ideal place for those who love to relax and immerse themselves in nature. Suitable for families and couples, with large courtyard, swimming pool and garden. A short walk from the historic center and well connected to the main roads.

Popular amenities for Trecastelli family-friendly rentals

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

  • Total holiday rentals

    Explore 30 holiday rentals in Trecastelli

  • Nightly prices starting at

    Trecastelli holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 350 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Trecastelli holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Trecastelli rentals

  • 4.9 Average rating

    Trecastelli stays are highly rated by guests – averaging 4.9 out of 5!

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