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Family-friendly vacation rentals in Tolentino

Find and book unique family-friendly homes on Airbnb

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 ﺩ.ﺇ 184 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

    40 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!

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 favorite
A stone exterior of the house is seen against a vibrant sunset, with sunlight illuminating the landscape. Lush greenery surrounds the property, while tall cypress trees rise prominently. A pathway leads towards the entrance, enhancing the inviting atmosphere of the home.
Vacation home in Spello
4.98 out of 5 average rating, 43 reviews

Panoramic Porta Fontevecchia house.

Surrounded by greenery and tranquility, it is the ideal vacation home for those seeking peace, silence and relaxation. Large, spacious, bright, with a breathtaking view and different environments to take advantage of. Dating back to 1600, finely renovated, it is located in Umbria, in the historic center of Spello, in a privileged position close to numerous art sites. It enjoys a unique view that sweeps from Mount Subasio to Assisi and from the Foligno valley to Spoleto. Reachable by car, it is 200 meters from the parking lots.

Guest favorite
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, 73 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."

Guest favorite
A shaded outdoor seating area features wooden furniture, including a sofa and table. Soft, flowing curtains frame the space, providing a gentle breeze. A bottle and glasses are placed on the table, with a scenic green landscape visible in the background.
Home in Treia
4.98 out of 5 average rating, 40 reviews

Stay in nature: Casa Kikenda Relais

An oasis of peace and tranquility in the heart of the Marche hills, a stone's throw from one of the most beautiful villages in Italy: Treia (MC). Our farmhouse is located in the silence of the countryside, immersed in the unspoiled nature of the Kikenda organic farm (from the Latin "small light"), surrounded by a large garden, the orchard of ancient varieties and the olive grove. We happily welcome your furry friends as long as they are small (max 10 kg) and with a daily supplement of €15.

Guest favorite
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
4.91 out of 5 average rating, 23 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 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, 113 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
Villa in Crispiero
5 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.

Guest favorite
A rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage in Macerata
4.93 out of 5 average rating, 86 reviews

The house in the old granary

The country farm, surrounded by olive trees and centuries-old oaks, will be all for you just 25 minutes from the sea and an hour from the Sassotetto ski slopes. Ideal for couples or families looking for relaxation, our house is immersed in a silence of yesteryear. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your exclusive disposal. We have a Home Theater with HiFi system. A wood-burning oven is available upon request.

Superhost
Home in Belfiore
5 out of 5 average rating, 4 reviews

Casale del Menotre | Countryside Umbrian Retreat

Just minutes from Assisi, between Rasiglia, Spello, and the Menotre Waterfalls, the tourist rental welcomes you. After a day discovering Umbria, just relax in the hydromassage, hammock, deckchairs and BBQ area immersed in nature and the silence of the Umbrian landscape. The house has Wi-Fi, Smart TV with access to personal Netflix, air conditioning and 3 bedrooms, one of which has a private bathroom. Non-entrepreneurial tourist rental without additional services.

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
4.98 out of 5 average rating, 120 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
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, 156 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, 269 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 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, 78 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

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Avg. priceﺩ.ﺇ 768ﺩ.ﺇ 742ﺩ.ﺇ 723ﺩ.ﺇ 477ﺩ.ﺇ 518ﺩ.ﺇ 731ﺩ.ﺇ 852ﺩ.ﺇ 852ﺩ.ﺇ 602ﺩ.ﺇ 606ﺩ.ﺇ 635ﺩ.ﺇ 819
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