
House holiday rentals in Tolentino
Find and book unique houses on Airbnb
Quick stats about house rentals in Tolentino

Total holiday rentals
Explore 30 holiday rentals in Tolentino

Nightly prices starting at
Tolentino holiday rentals start at $70 AUD per night before taxes and fees

Verified guest reviews
Over 190 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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 house rentals in Tolentino
Guests agree: These houses are highly rated for location, cleanliness and more.

Laura's Country House
The old brick farmhouse is located near the historic center. It is spread across two floors. The first floor consists of a large living room, kitchen and a bathroom and the second floor consists of 3 furnished and comfortable bedrooms, 2 bathrooms, all for the exclusive use of guests. There is a garden and an olive grove with 70 olive trees. The farmhouse is also 10 km away from the sea. There is a beautiful pool to relax in 😍 This is the official listing to ask for info. Dog-friendly facility 😉😉
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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.
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Views from the roof of Le Marche
Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.
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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.
LocationFamilyKitchen

Montana House in Stone-Garden-Panorama-Jacuzzi
House on two levels connected by an internal staircase, with independent entrances. On the ground floor there is a fully equipped kitchen, a living area, and a bathroom with a whirlpool bathtub. Upstairs you’ll find two bedrooms, including one with a double bed, a versatile room that can be used as a living room or bedroom, and a second bathroom. Three satellite TVs. Spacious, well-kept and comfortable interiors, ideal for couples, families or small groups looking to relax.
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The cottage in nature
The house is a small apartment converted from a Marche-style farmhouse. Traditional furnishings revisited in a modern way and the use of natural materials make it authentic, cozy and intimate. It is located on the ground floor, overlooking a large lawn with a view of the green hills. It has a kitchenette with a fridge, sink, two electric hobs and a microwave. A refuge where you can experience regenerating moments in a disruptive nature and discover a rich territory
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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.
LocationFamilyCleanliness

Mini apartment with pool Villa Cerqueto
The apartment, ideal for 2/5 people, consists of a large and bright living area with kitchenette, sofa bed, TV and Wi-Fi; a spacious bedroom with double bed and bunk bed and a large balcony where you can eat. The bathroom is inside the room. The swimming pool and garden are shared with all the guests of the property. The Agostini family, owner and resident of the property, will always be ready to respond to every need while respecting the privacy of its guests.
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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.
LocationFamilyPets

Breath of Nature
Respiro di Natura is a retreat nestled among the gentle hills of the Marche region, where time slows down and silence embraces you. A bright home immersed in the countryside, featuring a panoramic swimming pool where you can dive into peace and the colors of the sunset. Here you wake up to the scents of the earth, breathe in freedom, and listen to the wind. The perfect place to reconnect with nature — and with yourself.
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villa Strada
NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.
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Casa Raggia
Benvenuti nella vostra oasi di tranquillità! Questa splendida casa bifamiliare moderna in legno, immersa nella campagna, è il rifugio ideale per chi desidera rilassarsi nella natura senza rinunciare al comfort e al design. Realizzata con materiali naturali ed ecosostenibili, la casa è arredata con gusto e attenzione ai dettagli, offrendo un ambiente accogliente, luminoso e contemporaneo.
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Popular amenities for Tolentino house rentals
House rentals with a pool

For those who love tranquility!
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Athena Holiday Home Umbria
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Hidden Gem in the Heart of Umbria
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Casale Biancopecora, Casa Ghianda
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The Goddess Terraces Cottage
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Sant 'Agelicahouse
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Corner of paradise - Alpaca village nature and relaxation
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The House in the Garden
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Weekly house rentals

Pottery
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The Colored House
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CasaMare is an House on the beach in central Italy
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Sweet hills
LocationCleanlinessView

Enjoy enchanting Umbria from a poetic cottage
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The Abbot's Garden close to Spello / Assisi
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"The breath of the Conero"
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Borgobo' Farmhouse independent orange house
LocationFamilySleep quality
Private house rentals

Farmhouse in the Marche hills
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Luxury Villa with spectacular views
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Casa Marina
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La Roverella, a house in the countryside
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home holidays - b&b
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Casa Moscatel - rural idyll, stunning panorama
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Casale Sotto le Stelle
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Forca de Cerro
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Destinations to explore
- Riviera del Conero
- Senigallia Beach
- Basilica of St Francis
- Frasassi Caves
- Spiaggia Urbani
- Sibillini Mountains National Park
- Sibillini Mountains
- Furlo Gorge Nature Reserve
- Shrine of the Holy House
- Sirolo
- Mount Subasio
- Tennis Riviera Del Conero
- Rocca Roveresca
- Gola del Furlo
- Spiaggia della Torre
- Rocca Maggiore
- Spoleto Cathedral
- Fonti Del Clitunno
- Palazzo Ducale
- Basilica Santa Rita da Cascia
- Cathedral of San Lorenzo
- Lame Rosse
- Eremo delle Carceri
- Cattedrale di San Rufino





