Holiday rentals in Tolentino

5 out of 5 average rating, 18 reviews

Home in Cingoli

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.

4.96 out of 5 average rating, 105 reviews

The Show

Relax in this elegant and modern newly built apartment, centrally located, convenient for walking around the entire historic center, featuring a large panoramic window that allows you to admire the Marchigiane hills up to the sea with the backdrop of Monte Conero. The property is equipped with every comfort suitable for even long stays, private parking space with direct access to the apartment. It is 20 km from Leopardi house museum, 30 km from Civitanova, 26 km from the sanctuary of Loreto

4.96 out of 5 average rating, 26 reviews

Colonna Accommodation

Located within the medieval walls and a short walk from both the Clock Tower and the Sferisterio, Alloggio Colonna offers high-quality decorations. Located on the ground floor, it is easily accessible and a few minutes' walk from the train station. It is very bright with large windows and a terrace. The Master Bedroom has a double bed while the second bedroom has a French bed. The kitchen is complete for immediate use and the bathroom offers comfort in the SPA style.

Cabin in Sant'Angelo in Pontano

5 out of 5 average rating, 14 reviews

Casa RosaMatilda

"You can be reborn at any time if you know how to live with the rhythm of the seasons, time, love, and nature." R. Battaglia Casa Rosa Matilda offers its guests a place of peace and tranquility but a few steps from the Monti Sibillini National Park and close to the many historic towns of the province of Macerata. The location is entirely available, in its indoor and outdoor spaces, to guests and is equipped with a private garden and barbecue. Pets are allowed.

5 out of 5 average rating, 10 reviews

Flat in Mogliano

Charming Italian Village Retreat - 2 Apartments

Two self-contained apartments—side by side and perfect for two couples travelling together or families with older kids who want a bit of space. No sofa beds here—just comfort, privacy, and a great deal. Set in the heart of Le Marche, a region celebrated for its unspoiled charm, authentic Italian life, and jaw-dropping scenery. From golden hills and sunflower fields to beaches, mountains, lakes, markets, and medieval villages—it’s all within easy reach.

Holiday home in Agugliano

4.91 out of 5 average rating, 23 reviews

Room: in Villa Quercetti

Your perfect retreat in the Marche hills. A cozy and bright room in a wonderful villa. Located outside a small village near Ancona, not far from the sea, it is an oasis of relaxation and tranquility, excellent as a starting point to discover the best opportunities that the Marche territory offers: Urbino, Recanati, Loreto, Caves of Frasassi, in addition to the multiple attractions of the Adriatic Riviera, from Senigallia to Portonovo, Numana, Sirolo

4.99 out of 5 average rating, 123 reviews

Guest house in Perugia

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

5 out of 5 average rating, 11 reviews

Villa in Urbisaglia

Villa Torre Anna - Jacuzzi - Pool - Giardino

Torre Anna is a luxury villa located in Urbisaglia in the Marche region. It has 7 bedrooms, each with a private bathroom. The fully equipped kitchen is ideal for preparing delicious dishes to enjoy in the large private garden. The outdoor jacuzzi and swimming pool offer moments of relaxation and fun, surrounded by an atmosphere of total tranquility. A perfect location for an exclusive and unforgettable stay. AVAILABLE ALSO FOR EVENTS!

4.99 out of 5 average rating, 85 reviews

The Sibyl

La Sibilla penthouse is located in the historic center of Macerata, a stone's throw from the Sferisterio. It enjoys an extraordinary view that sweeps from the Sibillini Mountains to the Adriatic Sea, while from the second terrace in the sleeping area you can overlook the rooftops of Macerata. You will be immersed in a quiet corner, while having all the amenities of the city center. The building has only 4 apartments.

5 out of 5 average rating, 12 reviews

Apartment in Treia

Appartamento Monti azzurri

Comfortable and bright, the apartment is located in Treia very close to the historic center in a quiet area, well served by shops and a supermarket. A short walk to the bus stop for Macerata, which is only 15 kilometers away. It consists of two bedrooms, two bathrooms, a full kitchen, a living room with a relaxation corner equipped with two sofas and a TV. The master bedroom has an en-suite bathroom.

4.86 out of 5 average rating, 104 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.

4.89 out of 5 average rating, 63 reviews

Home in Loro Piceno

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.

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Popular amenities for Tolentino holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Tolentino

Tiny home in San Ginesio

5 out of 5 average rating, 4 reviews

Mobile Home in the Sibillini Mountains

MarziaRating, 5 stars1 week ago

Lovely place in the nature, breathtaking view! Elvezia's hospitality and friendliness made me feel at home, it was really unfortunate to leave. Highly recommended, I will definitely be back❤️

4.9 out of 5 average rating, 10 reviews

Flat in Colle

The Hill House

GabriellaRating, 5 stars9 months ago

The tranquility of the place, the greenery, the trees all around the small garden of aromatic plants in front of the house, characterize it. Giusy host is available for information, local recommendations, and more Very attentive to the environment, she has made various containers available to guests, so that the separate collection of glass, paper, plastic and undifferentiated waste is carried out. We're on a pleasure trip, I must say that so far she's the ONLY HOST who's doing this. We really appreciated it! Great Giusy I recommend your cottage.

Villa in Sant'Angelo in Pontano

4.96 out of 5 average rating, 28 reviews

Traditional 3-bedroom cottage with large garden

HansRating, 5 stars1 month ago

we have ha a great stay. unfortunately there were works going on at the house next door. due a miscommunication the gardener did pop up to do the grass 3 hours of noice. for the rest location is superb. people in Pontano are really friendly.

5 out of 5 average rating, 8 reviews

Panoramic Design Studio Villa Belohorizonte

DilettaRating, 5 stars2 months ago

Making arrangements with Silvia is extremely easy and all the interaction is pleasant. The accommodation is very nice, clean and in a beautiful area very close to the center with free parking under the house. I'll definitely be back when I'm in the area

5 out of 5 average rating, 6 reviews

Holiday home in Petriolo

Casa Rosa

RiinRating, 5 stars9 months ago

Very comfortable accommodation for two families, sufficiently spacious and large house. Very peaceful area, close to a couple of smaller towns where you can find good places to eat. The owner was very helpful and recommended us restaurants and beaches.

Flat in San Severino Marche

4.86 out of 5 average rating, 7 reviews

Casa Massarelli

SaraRating, 5 stars10 months ago

Roberta is a very helpful host. In her absence, we dealt with another person who was also very easy to get along with. The house is historic and I personally liked it. Nearby there are good restaurants and walking you can discover the historic center.

4.81 out of 5 average rating, 31 reviews

Apartment in "Colle Verde"

LucaRating, 5 stars1 month ago

apartment on the second floor in the residential area. Below there is the apartment of Anna and Rodolfo. Very tidy, spacious. It has a washing machine kitchen, both usable. There is a living room with a table to eat a sofa and TV.c and also a terrace .anna and rodolfo are very kind and available. Surprise rollerol took me by car to see Pollenza and two beautiful villages near macerata. I recommend it.