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Holiday houses in Tolentino

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Top-rated holiday rentals in Tolentino

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious living area features a light-colored sectional sofa arranged near an arched entrance. A wooden dining table set for six is positioned under the overhead lights, providing a comfortable space. A modern kitchen area is visible in the background, equipped with stainless steel appliances.
Townhouse in Macerata
4.97 out of 5 average rating, 88 reviews

Entire Apartment - Macerata

Luca's house is located in the heart of Macerata, in a strategic position between the Sferisterio car park and Corso Cairoli. Despite being just a stone's throw from the centre, it is quiet and peaceful, ideal for those seeking comfort and convenience. The Sferisterio can be reached on foot in 3 minutes, while in about 9 you can reach Piazza della Libertà or the station. You will have ample space, terracotta and wood finishes: the charm of an old house, carefully renovated and finished in detail. Website: lacasadiluca . eu

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
4.95 out of 5 average rating, 87 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
Condo in Montelupone
4.88 out of 5 average rating, 41 reviews

1889_ Modern Studio Apartment In Historic Building

You will immediately feel at home in the charming village of San Firmano, where time has moved slowly for centuries. Set in the picturesque Marche countryside, your accommodation is only steps away from the Romanesque San Firmano Abbey and the tireless Potenza River, which flows just outside the village. Each day when you awake, the song of the birds will wish you Buongiorno. From this oasis of peace, you can explore the region and travel to many memorable destinations within a few minutes.

Guest favourite
An aerial view of the luxurious pool area showcases a sparkling turquoise pool surrounded by comfortable loungers and umbrellas. Lush greenery complements the elegant setting, providing a serene and inviting outdoor space for relaxation.
Holiday home in Casagatti
5 out of 5 average rating, 6 reviews

Junior Suite Sole | Pool + Hill View

Independent Junior Suite in the hills of Le Marche, designed for guests seeking privacy, nature, and a slower pace, without giving up comfort and attention to detail A studio apartment with private entrance, kitchen, bathroom, and private garden. French-size canopy bed for an intimate and cosy stay Shared panoramic swimming pool (max 8 guests) and organic breakfast prepared fresh every morning included. Ideal for couples, friends or solo travellers looking for a peaceful countryside stay

Guest favourite
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, 125 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

Guest favourite
A serene bedroom is presented with large open windows offering a view of the lake and surrounding hills. The spacious bed is dressed in light blue linens, while a bedside table and a lamp complement the warm wood ceiling. Natural light fills the room, enhancing its peaceful ambiance.
Condo in Monte San Martino (MC)
5 out of 5 average rating, 10 reviews

Room in nature with lake view - 4

We have three separate apartments overlooking Lake San Ruffino and a beautiful view of the Sibillini Mountains. The view of the lake is accompanied by the sound of the animals that inhabit it and the surrounding nature. The place is an oasis of peace: it's suitable for those who love nature and want tranquility. There are several species of birds and it is the ideal place for those who love to photograph. The accommodation does not have a kitchen but there is a small refrigerator.

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
4.87 out of 5 average rating, 109 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
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
4.89 out of 5 average rating, 18 reviews

Iilluminate immensely

Enjoy a different vacation and regenerate body and mind. Bring books to read under ice cream. Walk in the middle of nature breathing healthy air and along kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family by living days with another spirit and other attention to those close to you, in a place where serenity, atmosphere and nature make everything wonderfully unique.

Top Guest favourite
A spacious bedroom features a king-size bed with crisp linens and towels neatly arranged. A soft archway accents the wall behind the bed, with a small table and a plant placed nearby. Natural light filters through the window adorned with sheer curtains.
Condo in Macerata
4.94 out of 5 average rating, 49 reviews

Elegant Casa Tosca with balcony [Sferisterio]

Elegant and characteristic apartment with lovely terrace. 100 meters from the Sferisterio, it is strategically located for walking to all the city's main points of interest (university, historic center, hospital). You will rest in a large and beautiful bedroom with a king-size bed from which you can access an exclusive balcony. Elegant living area with kitchenette equipped with every comfort (smart TV with Netflix and satellite, WiFi, espresso coffee, kettle, etc.)

Guest favourite
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, 141 reviews

Former carpentry shop with garden 100 meters from the Sferisterio

Taverna former renovated carpentry recently beamed ceiling, new bathroom with large shower, an armchair, a large double bed measuring 190x165, a sofa that becomes a bed measuring 120x200 a square and a half, TV, refrigerator, coffee maker and microwave . Outdoor garden with table and basketball court very close to the Sferisterio 100 meters. (Corso Cairoli). nearby there are several groceries, ovens, pastry shop at 20 meters. Hospital at 200 mt.

Top Guest favourite
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, 145 reviews

Hillside chalet in stone and wood.

At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

Top Guest favourite
A set of keys rests on a weathered turquoise table, accompanied by a keychain featuring a hand-painted design with the text 'La Sibilla.' In the background, a brown upholstered sofa is visible, suggesting a welcoming living space.
Apartment in Macerata
4.99 out of 5 average rating, 94 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.

Popular amenities for Tolentino holiday rentals

When is the best time to visit Tolentino?

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Avg. price$129 AUD$154 AUD$136 AUD$150 AUD$191 AUD$207 AUD$250 AUD$249 AUD$213 AUD$145 AUD$133 AUD$138 AUD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Tolentino?

    Tolentino has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Tolentino have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Tolentino?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Tolentino have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Tolentino?

    Yes! Work meets play with ease at over 20 vacation rentals in Tolentino featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do villa rentals in Tolentino have free parking?

    Absolutely! We offer over 10 villa rentals with free parking in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Tolentino have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Tolentino?

    Experience the best of Tolentino with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Tolentino vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Tolentino, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there pet-friendly vacation rentals in Tolentino?

    Four-legged friends are welcome in Tolentino. Choose from more than 40 vacation rentals for guests traveling with pets.

Quick stats about holiday rentals in Tolentino

  • Total holiday rentals

    Explore 70 holiday rentals in Tolentino

  • Nightly prices starting at

    Tolentino holiday rentals start at $89 AUD per night before taxes and fees

  • Verified guest reviews

    Over 610 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Tolentino holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Tolentino rentals

  • 4.9 Average rating

    Tolentino stays are highly rated by guests—averaging 4.9 out of 5!

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