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Family-friendly vacation 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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Top guest favorite
A spacious bedroom is presented featuring two beds, one being convertible, and artwork depicting a mountain landscape. Natural light enters through a nearby window, enhancing the modern decor. A small bedside table and decorative elements, including a plant, add warmth to the space.
Home in San Marino
4.98 out of 5 average rating, 123 reviews

House "Independent" close to the Historic Center

This independent house, located a few steps from the walls surrounding the historic center of the Republic of San Marino, is the top place for those seeking relax, privacy and a breathtaking view of the surrounding mountains. The house, modern and with attention to detail, is perfect for families, couples or small groups who want to live an unforgettable experience. Large and well-organized spaces are designed for your every comfort. Free parking a few steps from the front door. Pets are welcome

Guest favorite
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 favorite
A spacious living area features large glass windows that offer views of the surrounding greenery. A round marble table is set with a fruit bowl, while two vintage chairs and a cozy armchair provide seating. A patterned rug adds warmth to the tiled floor.
Home in Perugia
4.96 out of 5 average rating, 243 reviews

Cozy in Villa Oasis w/ Garden & Parking in Perugia

🌿 Why You'll Love This House: 🏰 Serene Villa house, enjoy tranquility of an independent house and fenced garden 🎨 Elegant Interiors Blend of glass, marble, and wood with expansive windows 🌄 Panoramic Lounge Unwind with amazing view 🛏️ Garden-Access Bedroom Wake up to nature 🚿 Luxurious Bathroom Spacious marble and wood shower 🧺 Laundry facilities 💼 Work-Friendly Space High-speed internet 📍 Prime Location 20-minute walk or 5-minute drive to Perugia's centrum Warm retreat!

Guest favorite
A spacious exterior view reveals a charming stone house complemented by vibrant sunset lighting. The image showcases an inviting outdoor seating area with two chairs, set against a backdrop of lush hills and the distant glimmer of the lake.
Home in Perugia
4.98 out of 5 average rating, 160 reviews

La Perla del Lago Holiday home on Lake Trasimeno

Forget all your worries in this oasis of serenity. Let yourself be soothed by our amazing views and the sunsets that the lake offers us every evening La Perla del Lago Holiday Home overlooks Lake Trasimeno. 8 minutes away is the highway from which you can easily reach Florence, Perugia,Gubbio, Spoleto, Norcia and many others In the town, there are cafés, restaurants, grocery stores, a pharmacy, an ATM, a small playground, and a beautiful pool for the hottest days just 2 km away.

Top guest favorite
A stone exterior is showcased, with a staircase leading up to the entrance. A shaded area features outdoor seating, including a table and chairs. Potted plants line the pathway, and greenery provides a serene backdrop, enhancing the outdoor living space.
Home in Prato
4.99 out of 5 average rating, 130 reviews

Tofanello Turquoise Luxury with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

Top guest favorite
A cozy bedroom features a spacious bed dressed in light blue bedding. A stone wall adds texture alongside warm wooden beams overhead. A minimalist closet and shelving unit are integrated into the design, while a comfortable armchair invites relaxation in the corner.
Home in Maiolati Spontini
4.97 out of 5 average rating, 102 reviews

Dimora nel Borgo - A Relaxing Home

The “Dimora nel Borgo” is a cozy home in the medieval historic center of Maiolati Spontini. It offers a relaxed and comfortable atmosphere, thanks to the recent and careful renovation, and the quiet and peaceful surrounding environment, inside a courtyard of yesteryear. A few meters from the house there are always free parking spaces available, there are no ZTL restrictions regarding the historic center. The house is complete with all amenities.

Top guest favorite
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.
Guesthouse in Perugia
4.99 out of 5 average rating, 137 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!

Guest favorite
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.
Condo in Ponte Rio
4.88 out of 5 average rating, 41 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 from which we are surrounded.

Top guest favorite
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, 137 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.

Top guest favorite
A spacious terrace is shown with two lounge chairs featuring patterned cushions. A small table and two folding chairs are visible, alongside an open door leading into the apartment. The stone wall texture of the building complements the warm sunset light.
Condo in Spello
4.96 out of 5 average rating, 249 reviews

"Al Belvedere" Charme & View Tourist Lease

In a XII century building, the property, with a suggestive access, is valorized by a large, furnished terrace overlooking the wide valley facing Assisi, Spoleto, Bastia Umbra, Bevagna, Castel Ritaldi , Trevi, Montefalco and Perugia. My accommodation is suitable for couples, nature fans, families (max 2 children) and 'hairy' friends (pets). We are eco-friendly ... At Belvedere Electricity is 100% from renewable sources! :-)

Top guest favorite
A terrace atop the bell tower features a table set for dining, surrounded by four chairs. The area is adorned with vibrant flowers in pots, offering expansive views of the Umbrian valley and distant mountains, bathed in natural light.
Apartment in Spello
4.97 out of 5 average rating, 199 reviews

Spello Nunnery Apartment

This beautiful 2bedroom- accomodation is located in the upper part of the historical centre of Spello in the second Nunnery dedicated in times to Saint Claire. Offering all comforts, services and a breathtaking outside space, it is perfect for who is searching for a reenergizing romantic base from which to explore the umbrian valley.

Top guest favorite
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, 169 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 vacation rentals that are family-friendly in Trecastelli

  • Total vacation rentals

    Explore 30 vacation rentals in Trecastelli

  • Nightly prices starting at

    Trecastelli vacation rentals start at G$6,263 GYD per night before taxes and fees

  • Verified guest reviews

    Over 350 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Trecastelli vacation rentals include wi-fi 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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