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Family-friendly holiday 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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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.
Apartment
4.96 out of 5 average rating, 71 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 favourite
The image captures a pathway leading down to a villa, framed by lush greenery and flowering plants. A distant view of the sea is visible under a partly cloudy sky. A playground with swings is situated on the right, enhancing the outdoor space.
Villa
4.94 out of 5 average rating, 139 reviews

Emilia's House

Uno splendido appartamento con un'ampia vista mare che racchiude chilometri di costa abruzzese. I vostri risvegli saranno resi unici e indimenticabili. Situato vicino al centro storico medievale di Montepagano: un borgo nato nell' XI secolo dove staccare la spina dalla frenesia cittadina non è mai stato così facile. A soli 4 km potrete godervi splendide giornate di mare nella cittadina di Roseto degli Abruzzi, da sempre un'ambita meta turistica. Dal 1999 il comune si fregia della Bandiera Blu.

Top guest favourite
The Sferisterio theater is highlighted by its grand brick colonnade, illuminated against a dusk sky. The curved structure features multiple seating levels with historic elements and a vibrant atmosphere, showcasing an audience gathered in anticipation of the evening performance.
Flat
4.94 out of 5 average rating, 34 reviews

Opera & Nature Lovers Loft Suite 30 mins 2 Opera

Located in the heart of Le Marche—ranked 2nd in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit"—this sunny apartment offers the perfect base to relax or explore. Just 30 minutes from the world-renowned open-air opera venue, the Sferisterio in Macerata, and within an hour to mountains, lakes, and the sea. Discover ancient hilltop towns, nature reserves, outdoor markets, health spas, and scenic hiking, biking, and riding trails. 5 mins’ drive to the village of Mogliano.

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
4.88 out of 5 average rating, 112 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.

Top guest favourite
The exterior of a rustic stone building is captured, showcasing a two-story structure with multiple shuttered windows. A small balcony is visible on the upper level. Lush green grass and a few decorative plants frame the entrance, while a vehicle is parked nearby.
Flat
4.96 out of 5 average rating, 204 reviews

Apartment in an old farmhouse 4 km from Urbino

Charming 45 sqm apartment in a finely renovated old farmhouse. On the hills, a 5-minute drive from Urbino, the accommodation is equipped with a kitchen and living room, private bathroom with shower and double bed. Third bed on the mezzanine. Wi-Fi, TV, free on-site parking, mosquito nets, fan, library, informational material for discovering the area. Breakfast is offered for the first 2 days of the stay, after which it will be the customer's responsibility to provide it.

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
4.93 out of 5 average rating, 85 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
5 out of 5 average rating, 3 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 hot tub, 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 favourite
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
4.97 out of 5 average rating, 118 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 favourite
A country house is nestled among the Umbrian hills, showcasing natural stone walls and a tiled roof. Lush gardens with vibrant flowers surround the entrance. The outdoor area is accentuated by a shaded seating space, enhancing the tranquil countryside ambiance.
Flat
4.98 out of 5 average rating, 60 reviews

Il Casale di Fiore - Large apartment in Umbria

The apartment is on the ground floor of a hillside farmhouse. It includes a large open space with kitchen and dining room, a bathroom, a double bedroom, a bedroom with a French bed and a garden. The apartment is on the ground floor of a big country house in the middle of Umbrian hills. It has a big open space with kitchen and dining room, 1 bathroom, 1 double bed, 1 small double bed and a garden.

Top guest favourite
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.
Flat
4.88 out of 5 average rating, 120 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 favourite
A charming stone cottage is set within a lush green landscape. The building features a rustic tiled roof and wooden shutters. Surrounding plants include flowering vines and a cactus in the foreground, creating a serene outdoor atmosphere.
Cabin
4.95 out of 5 average rating, 234 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 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
4.91 out of 5 average rating, 77 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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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 £38 per night before taxes and fees

  • Verified guest reviews

    Over 440 verified reviews to help you choose

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    40 of Tolentino holiday rentals include wifi 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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