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Family-friendly vacation rentals in Tolentino

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Tolentino

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

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Guest favorite
A spacious sleeping area features a large bed with crisp linens, positioned next to a panoramic glass wall that offers stunning views of rolling hills and distant mountains. Light curtains frame the window, and a comfortable leather sofa adds warmth to the modern design.
Apartment in Macerata
4.94 out of 5 average rating, 121 reviews

The Show

Relax in this elegant and modern newly built apartment, centrally located, convenient for walking around the entire historic center, featuring a large panoramic window that allows you to admire the Marchigiane hills up to the sea with the backdrop of Monte Conero. The property is equipped with every comfort suitable for even long stays, private parking space with direct access to the apartment. It is 20 km from Leopardi house museum, 30 km from Civitanova, 26 km from the sanctuary of Loreto

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, 244 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
The outdoor area features a wooden hot tub surrounded by a spacious deck. Comfortable seating is provided with modern lounge chairs and side tables, set against a backdrop of rolling hills and expansive countryside views under a bright blue sky.
Cottage in Loro Piceno
4.88 out of 5 average rating, 108 reviews

Hideaway Cottage, amazing country views, hot tub

A cosy renovated traditional stone cottage surround by countryside with breathtaking views & wood~fired hot tub. It is secluded and peaceful yet only a 5 min drive to the local village and amenities. In 35 minutes by car you can find yourself in the Sibillini national park or in the other direction the Adriatic coast. Numerous local restaurants within 20 mins drive serving fantastic food. If you enjoy walking or hiking, cycling, shopping or just relaxing this is a great place.

Guest favorite
A charming stone house is framed by lush greenery and a well-kept lawn. A pathway leads to the entrance, bordered by flowering plants. The backdrop features rolling hills under a partly cloudy sky, enhancing the serene countryside setting.
Guest suite in Gubbio
4.83 out of 5 average rating, 366 reviews

The peaceful corner in Gubbio, a dip into the Middle Ages.

The accommodation is part of a villa but is independent and consists of a single bedroom with the addition of a second bed (THERE IS NO DOUBLE VERSION, the space is more suitable for single travelers or groups of friends who do not need a particular level of privacy) and a bathroom with toilet and shower. THERE IS NO KITCHENETTE. It has private parking. It is equipped with heating, linen, a coffee machine, a kettle, and a hairdryer. Tourist tax is payable on-site.

Guest favorite
The exterior view showcases a charming stone building set against a clear blue sky. A well-maintained swimming pool reflects the sunlight in the foreground, surrounded by lush greenery and landscaped gardens. The rolling hills beyond enhance the serene landscape.
Vacation home in Monte Urano
4.94 out of 5 average rating, 101 reviews

Villa Flavia in the Fermo hills

We would be delighted to host you in our flat of about 70 square metres, completely autonomous, 100% electric and independent adjacent to our home. The property, with a large garden, is located 30 minutes from the mountains and 15 minutes from the sea, immersed in the fermano hills. The flat consists of: 1 large living room with sofa bed 1 kitchen with table and appliances 1 bathroom 2 bedrooms, one with a double bed and one with bunk beds An outdoor table

Guest favorite
The image depicts a spacious interior featuring exposed wooden beams and large windows providing natural light. A comfortable armchair and a small desk are positioned in the corner. The area includes a bed, a cozy seating arrangement, and a neutral-toned color palette.
Apartment in Macerata
4.72 out of 5 average rating, 141 reviews

Former carpentry shop with garden 100 meters from the Sferisterio

Taverna former renovated carpentry recently beamed ceiling, new bathroom with large shower, an armchair, a large double bed measuring 190x165, a sofa that becomes a bed measuring 120x200 a square and a half, TV, refrigerator, coffee maker and microwave . Outdoor garden with table and basketball court very close to the Sferisterio 100 meters. (Cairo course). Nearby there are several groceries, bakeries, pastry shops 20 meters away. Hospital 200 meters away.

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!

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, 138 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 cozy bedroom is furnished with two single beds dressed in yellow covers. Sunlight filters through a pair of large windows, framed by bright yellow curtains. An antique wardrobe and a bedside lamp complement the warm decor, enhancing the space's welcoming feel.
Apartment in Foligno
4.95 out of 5 average rating, 280 reviews

Beautiful apartment in Foligno

The Sapphire apartment for 2 people is equipped with 2 beds in a square. The style is Classic Retrò consisting of white walls that allow the highlight of a dark wood furniture, a contrast also guaranteed by the large windows of the window doors. In the living room there is an ideal kitchenette to prepare breakfast. The sleeping area has 2 beds in a square. Ideal for those arriving in the city for work or business.

Top guest favorite
A modern seating area is presented with a sleek white chair featuring a red striped cushion. Adjacent is a minimalist white side table holding a stack of books and a decorative plant in a vibrant red pot. A colorful framed artwork adds a touch of sophistication.
Apartment in Macerata
4.87 out of 5 average rating, 114 reviews

SFERISTERIO APARTMENT

A walk in the mountains? A weekend on the slopes? Or maybe you prefer a dip in the sea? Are you a rock concert or a gala evening at the theater type? Whoever you are, you'll have everything you want at your fingertips. Ideal for large families, groups of friends or couples who love wide open spaces. A stone's throw from the wonderful Sferisterio, but with a breathtaking view of our Marche hills.

Top guest favorite
A charming stone chalet is surrounded by lush greenery, featuring traditional wooden shutters and a welcoming entrance. A circular driveway leads to the structure, with outdoor seating seen on the left. A dog rests quietly in the foreground, adding to the serene atmosphere.
Cabin in Massa Martana
4.95 out of 5 average rating, 192 reviews

Country Chalet and mini spa

A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...

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, 200 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.

Popular amenities for Tolentino family-friendly rentals

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

  • Total vacation rentals

    Explore 40 vacation rentals in Tolentino

  • Nightly prices starting at

    Tolentino vacation rentals start at G$12,517 GYD per night before taxes and fees

  • Verified guest reviews

    Over 440 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Tolentino vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Tolentino rentals

  • 4.8 Average rating

    Tolentino stays are highly rated by guests—averaging 4.8 out of 5!

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