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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 $86 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 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.
Holiday home in Spello
4.98 out of 5 average rating, 44 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.

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, 92 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.

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, 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."

Top Guest favourite
A wooden pool is set within a landscaped area, featuring clear water and steps for entry. Relaxing lounge chairs are positioned nearby on the sun-drenched outdoor space, with greenery framing the scene. An umbrella offers shade, enhancing the tranquil outdoor environment.
Home in Cingoli
5 out of 5 average rating, 50 reviews

Farmhouse with garden and pool for exclusive use of wifi

Casale Nonno Dario is a typical Marche countryside home nestled in the hills of the Balcone delle Marche and a strategic position to enjoy the surrounding beauty from the sea to the mountains It is located in the hamlet of Castelletta and includes a living area with a lounge, kitchen and fireplace. Bathroom with shower. Sleeping area with 3 double bedrooms and the possibility of adding a crib and a cot. Large outdoor garden with swimming pool, umbrella, barbecue Free parking on the property.

Guest favourite
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

Oasi di pace e tranquillità nel cuore delle colline marchigiane, a due passi da uno dei borghi più belli d'Italia: Treia (MC). Il nostro casale sorge nel silenzio della campagna, immerso nella natura incontaminata dell'azienda agricola biologica Kikenda (dal latino "piccola luce"), circondati da un ampio giardino, dal frutteto di varietà antiche e dall'oliveto. Accogliamo felicemente i vostri amici pelosi purché di piccola taglia (max 10 kg) e con un supplemento giornaliero di € 15.

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
4.88 out of 5 average rating, 24 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, 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 favourite
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 favourite
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, 87 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.

Guest favourite
An aerial view showcases the agriturismo's rustic stone buildings surrounded by greenery. A blue swimming pool is located in the garden, complemented by sun loungers. The landscape features open fields and scattered trees, creating a serene outdoor space.
Apartment in Gualdo
5 out of 5 average rating, 8 reviews

Elisei Agritourism – Apartment with Pool, Sauna, and Spa

Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI

Top Guest favourite
A shaded pergola is set within a garden, surrounded by blooming roses and lush greenery. A table and chairs are positioned underneath, offering a serene space for al fresco dining while enjoying expansive views of the mountains in the distance.
Holiday home in Campello sul Clitunno
4.99 out of 5 average rating, 75 reviews

The House in the Castle

A fully-equipped independent house in a medieval stone hamlet perched on the Umbrian mountains and surrounded by Nature. A private garden to relax and unwind from the heat while enjoying the stunning view on the sunset, and a central point to reach the Valnerina and the hilltop towns of Spoleto, Trevi, Montefalco and Assisi. Enjoy Umbria at its best: luxurious nature, great excursions, good food and thousands of years of art and history to explore!

Top 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, 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

When is the best time to visit Tolentino?

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Avg. price$359 NZD$347 NZD$338 NZD$223 NZD$242 NZD$342 NZD$398 NZD$398 NZD$282 NZD$283 NZD$297 NZD$383 NZD
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