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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, 120 reviews

Lo Spettacolo

Rilassati in questo elegante e moderno appartamento di recente costruzione, posizione centrale, comodo per girare a piedi tutto il centro storico dispone di una grande vetrata panoramica che permette di ammirare le colline Marchigiane fino al mare con lo sfondo del Monte Conero. La struttura è dotata di ogni confort adatto a soggiorni anche lunghi, posto auto privato con accesso diretto all'appartamento. Dista 20km da casa museo Leopardi, 30 km da Civitanova, 26km dal santuario di Loreto

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.

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
4.97 out of 5 average rating, 101 reviews

Dimora nel Borgo - Relaxing Home

La “Dimora nel Borgo” è una accogliente abitazione nel centro storico medioevale di Maiolati Spontini, in essa si respira una atmosfera rilassata e confortevole, data dalla recente e accurata ristrutturazione, e dall'ambiente circostante tranquillo e silenzioso,  all'interno di un cortile di altri tempi. A pochi metri dall'abitazione ci sono sempre parcheggi disponibili e gratuiti, non ci sono restrizioni ZTL riguardanti il centro storico. La casa è completa di tutti i servizi.

Guest favorite
A light-filled living space showcases a modern kitchen with sleek cabinetry and dining area. Exposed wooden beams add character, while a round rug anchors the seating area. Notable hand-painted frescoes adorn the wall, enhancing the historical charm of the room.
Home in Assisi
4.89 out of 5 average rating, 933 reviews

A JUMP IN THE ANCIENT ASSISI PERFETTA LETIZIA HOME

In the heart of the ancient Roman city of Asisium, between the splendid theater and the suggestive forum, where narrow streets with enchanting gaps run between arches, flowered vases, intertwining staircases, gardens, stone walls, and a luxurious villa still stands. Inhabited since the dawn of time by a noble family, it is still today embellished by a marvelous and large garden with a breathtaking view of the imposing Rocca and the entire deep valley: this is our structure.

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, 139 reviews

Ex falegnameria con giardino a 100 mt Sferisterio

Taverna ex falegnameria ristrutturata di recente soffitto a travi, bagno nuovo con doccia grande, una poltrona un letto grande matrimoniale misure 190x165, un divano che diventa letto misure 120x200 una piazza e mezza, TV, frigorifero, macchina per il caffè e microonde . Giardino esterno con tavolo e campetto basket molto vicino allo Sferisterio 100 metri. (corso Cairoli). nelle vicinanze ci sono diversi alimentari, forni, pasticceria a 20 metri. Ospedale a 200 mt.

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, 100 reviews

Villa Flavia tra le colline del fermano

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 spacious terrace features comfortable seating with green bean bags, a dining table, and lounge chairs. Vibrant pink flowers in the foreground add a pop of color, while the soft tones of the stone building and blue sky create a serene atmosphere for relaxation.
Apartment in Assisi
4.98 out of 5 average rating, 208 reviews

Assisi Al Quattro - Historic Centre of Assisi

Situated on the top floor of an ancient family home in the historic centre of Assisi, a short distance from the magnificent Basilica of San Francesco, “Assisi Al Quattro” is a haven of silence and regeneration, filled with the fragrance of medicinal herbs in summertime: I couldn’t help but falling in love with it. The sweeping views from the large terrace is truly unique, and it is well-worth a visit just to experience it. Everyone is 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, 134 reviews

Chalet di collina in pietra e legno.

Ai piedi del monte San Vicino, su una splendida collina a 420 metri sul livello del mare, in piena tranquillità e facilmente raggiungibile si può godere di una splendida vista a 360 gradi, dai monti Sibillini alla Gola della Rossa. Facilmente raggiungibile in 15 minuti Fabriano, in 20 minuti le splendide grotte di Frasassi, in 30 minuti Gubbio e in 60 minuti Senigallia o la Baia del Conero, in 20 minuti la città ducale di 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, 246 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 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, 276 reviews

Bellissimo appartamento in Foligno

L’appartamento Zaffiro per 2 persone è provvisto di 2 letti ad una piazza. Lo stile è Classic Retrò costituito da pareti bianche che permettono il risalto di un arredo in legno scuro, contrasto garantito anche dalle ampie vetrate delle porte finestre. Nel salottino si trova un angolo cottura ideale per preparare la colazione. La zona notte presenta 2 letti ad una piazza. Ideale per chi arriva in città per lavoro o affari.

Top guest favorite
An inviting bedroom features a spacious bed with a soft green comforter and patterned cushions. Soft lighting highlights the stone walls and a cozy armchair sits beside the bed. A modern lamp provides additional illumination, enhancing the room's warmth and comfort.
Apartment in Assisi
4.96 out of 5 average rating, 230 reviews

Appartamento Piazza del Comune

Grazioso appartamento in pieno centro storico, a pochi metri dalla Piazza del Comune, dalla casa paterna di San Francesco e dal Santuario della Spogliazione, dove riposano, nella chiesa di Santa Maria Maggiore, i resti mortali dal Santo Carlo Acutis. L'appartamento, recentemente ristrutturato, è munito di WiFi gratuito, area condizionata, smart TV e cucina accessoriata.

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, 198 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 rentals

    40 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    440 reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Marche
  4. Macerata
  5. Tolentino
  6. Family-friendly rentals