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Family-friendly holiday rentals in Tolentino

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 40 holiday rentals in Tolentino

  • Nightly prices starting at

    Tolentino holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 450 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Tolentino holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Tolentino rentals

  • 4.9 Average rating

    Tolentino stays are highly rated by guests—averaging 4.9 out of 5!

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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Top Guest favourite
A spacious living area is highlighted by exposed wooden beams and a stone accent wall. A white sofa is positioned around a brick fireplace, with a cozy nook containing cushions. A television sits on a wooden stand, enhancing the room's relaxed atmosphere.
Farm stay in Cingoli
4.96 out of 5 average rating, 94 reviews

The sweet Visciola

La Dolce Visciola is located among the green hills of the Marche region and overlooks a splendid panorama that stretches from the countryside to the sea. Ideal place for those who love to relax surrounded by nature. For those who want to recharge their batteries while staying at the farmhouse, you will find a large garden with swimming pool, bocce ball court and barbecue. In addition, for those who wish, you can taste some local delicacies from our farm, to fully experience your stay in the Marche through all the senses.

Top Guest favourite
A serene beach scene features gentle waves lapping against the shore, framed by lush greenery and vibrant yellow wildflowers in the foreground. In the distance, two figures stroll along the sandy beach, with rocky cliffs visible against a bright blue sky.
Condo in Polverigi
4.96 out of 5 average rating, 79 reviews

Farmhouse in Nature

Country house that offers moments of tranquility in a serene atmosphere, we produce DOC wine and EVO Oil. The Marche region is full of wonders given by Mother Nature, the sea, the mountains, the valleys dotted with rivers, the gorges and the natural passes of the Apennines, or built by the wisdom of renowned artists. But the works created by the simple hand of the farmer certainly do not disfigure in the panorama that opens before your eyes. "...may your walk be light, traveler, and your heart light."

Top Guest favourite
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
4.95 out of 5 average rating, 145 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

Guest favourite
A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.
Home in Penna San Giovanni
5.0 out of 5 average rating, 7 reviews

GrazieSole Agriturismo exclusive whole house

The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

Guest favourite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular in Matelica
4.89 out of 5 average rating, 27 reviews

I light up with immense

Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

Guest favourite
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, 115 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 favourite
Villa in Crispiero
5.0 out of 5 average rating, 6 reviews

Villa Adele · Carborello Town

VILLA ADELE is an elegant residence nestled among the rolling hills of the Marche region, perfect for families and groups seeking nature, tranquility, and comfort. From the panoramic terrace and the pool, you can enjoy beautiful sunsets. The spacious interiors, fireplace, and professional kitchen make it ideal for moments of pure relaxation and well-being. PRIVACY AND EXCLUSIVE USE the villa is entirely for your exclusive use: you will not share any spaces with other guests.

Top Guest favourite
Vibrant sunflowers bloom in the foreground, creating a lively scene against the rolling hills of Le Marche. A rustic stone building is positioned amidst lush greenery, while the expansive landscape showcases fields and distant towns under a clear blue sky.
Apartment in Mogliano
4.98 out of 5 average rating, 44 reviews

Experience Authentic Italian Village Life

Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.

Superhost
The farmhouse exterior features a brick facade surrounded by potted plants. A porch with a table and chairs provides an inviting outdoor seating area. Large windows allow natural light to flow into the interior, while the rolling countryside is visible in the background.
Apartment in Assisi
4.85 out of 5 average rating, 110 reviews

Casa Nuova / Anne & Pino's Farmhouse

Casa Nuova is the largest apartment in our newly restored countryside farmhouse, set in the rolling hills at the feet of Mt. Subasio, only a 10 minute drive from Assisi's town center yet completely immersed in Nature! With 360 degree views, located in a Regional Natural Park, the apartment has been recently renovated, tastefully decorated with local art and furniture, fully equipped for long stays and with large, comfortable quiet rooms for our guest's peaceful stay!

Top Guest favourite
A charming, two-story farmhouse features terracotta walls and a sloped roof, surrounded by lush greenery. Potted plants frame the entrance, with a wooden table and chairs positioned outside under a shaded umbrella, offering inviting outdoor seating and scenic countryside views.
Villa in Sant'Angelo in Pontano
4.98 out of 5 average rating, 41 reviews

Traditional 3-bedroom cottage with large garden

Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!

Superhost
Villa in Sant'Angelo in Pontano
5.0 out of 5 average rating, 4 reviews

Villa in the Sibillini Mountains, Pool & Privacy

Private pool villa in Sant’Angelo in Pontano, among the rolling hills of Marche at the foot of the Sibillini Mountains. Sleeps up to 8 with 4 double bedrooms, all with en-suite bathrooms (3 upstairs + 1 in a separate annex), Wi-Fi and air conditioning. Large shaded porch for outdoor dining, lounge corners, and an outdoor BBQ/oven area. Great base for the Sibillini Park and Lake Fiastra.

Guest favourite
A refreshing salt-water pool is surrounded by lush greenery and neatly trimmed shrubs. Poolside, comfortable lounge chairs are arranged for relaxation. In the backdrop, a rustic building blends harmoniously with the rolling hills under a dramatic sky.
Home in Loro Piceno
4.91 out of 5 average rating, 80 reviews

Country House with Pool and Garden

Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

Popular amenities for Tolentino family-friendly rentals

When is the best time to visit Tolentino?

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Avg. price$355 NZD$343 NZD$334 NZD$362 NZD$414 NZD$389 NZD$394 NZD$394 NZD$278 NZD$280 NZD$294 NZD$379 NZD
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