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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 parking lot and Corso Cairoli. Despite being just a stone's throw from the center, 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
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.

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.)

Superhost
An indoor wellness area features a heated hydromassage minipool for six, surrounded by wide glass panels that provide views of the lush outdoor landscape and an inviting blue swimming pool beyond. Natural wood beams enhance the room's warm aesthetic.
Apartment in Gualdo
5 out of 5 average rating, 3 reviews

Agriturismo - attic, pool, sauna and spa

Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI

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
4.73 out of 5 average rating, 142 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. (Cairo course). Nearby there are several groceries, bakeries, pastry shops 20 meters away. Hospital 200 meters away.

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.

Top Guest favourite
An aerial view reveals the Casa del Sole nestled in a countryside landscape, surrounded by rolling hills and fields. The property showcases a mix of greenery and open land, with a path leading to the house. A swimming pool is seen within the garden area.
Home in Loro Piceno
4.91 out of 5 average rating, 76 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 holiday rentals

When is the best time to visit Tolentino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$146 NZD$175 NZD$155 NZD$170 NZD$217 NZD$236 NZD$284 NZD$283 NZD$242 NZD$165 NZD$151 NZD$156 NZD
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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 $101 NZD 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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