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Vacation rentals in Tolentino

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Top-rated vacation rentals in Tolentino

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

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Top guest favorite
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, 86 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 within walking distance of the center, it is quiet and peaceful, ideal for those looking for comfort and practicality. 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 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, 121 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 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.

Guest favorite
A swimming pool is nestled within a well-maintained garden, surrounded by lush greenery. Sun loungers and umbrellas are positioned nearby, providing a serene space for relaxation. The panoramic view of rolling hills and valleys stretches into the distance, under a clear blue sky.
Vacation home in Treia
5 out of 5 average rating, 21 reviews

Cozy apartment with workspace - Le Marche

Our agriturismo is beautifully located on a hill, surrounded by forests and nature, near historic villages and towns and a 45-minute drive from the beach. From our swimming pool, you have a beautiful view of the valley. We are located in the Le Marche region where you can still experience the authentic Italy. In 2020, the Le Marche region was named one of the most beautiful regions in the world to visit! Our small-scale agriturismo contains 4 authentic apartments. Benvenuto!

Guest favorite
Vibrant sunflowers bloom in the foreground, creating a lively scene against the rolling hills of Le Marche. A rustic stone building is positioned amidst lush greenery, while the expansive landscape showcases fields and distant towns under a clear blue sky.
Apartment in Mogliano
4.97 out of 5 average rating, 35 reviews

Experience Authentic Italian Village Life

Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.

Top guest favorite
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, 48 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 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, 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. (Cairo course). Nearby there are several groceries, bakeries, pastry shops 20 meters away. Hospital 200 meters away.

Top guest favorite
A stone house framed by lush greenery is seen in the background, complemented by a clear blue swimming pool in the foreground. Sunlight reflects off the pool's surface, creating a serene atmosphere. The home features multiple windows and a charming roof, adding to its appeal.
Apartment in Torricella
5 out of 5 average rating, 21 reviews

CASA DEL MONTE in total relaxation

La Casa del Monte is the place to spend a break in complete relaxation. The location adjacent to the Furlo National Park is strategic for visiting the province of Pesaro-Urbino. Comfortable and cozy, the mountain house is a charming location with a history of 800 years, where the combination of modern comfort and ancient customs is perfectly realized. You can enjoy independent solutions and maximum privacy. Your pets are 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, 138 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 favorite
A charming, two-story farmhouse features terracotta walls and a sloped roof, surrounded by lush greenery. Potted plants frame the entrance, with a wooden table and chairs positioned outside under a shaded umbrella, offering inviting outdoor seating and scenic countryside views.
Villa in Sant'Angelo in Pontano
4.97 out of 5 average rating, 32 reviews

Traditional 3-bedroom cottage with large garden

Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!

Top guest favorite
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, 93 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 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, 279 reviews

Beautiful apartment in Foligno

The Sapphire apartment for 2 people is equipped with 2 beds in a square. The style is Classic Retrò consisting of white walls that allow the highlight of a dark wood furniture, a contrast also guaranteed by the large windows of the window doors. In the living room there is an ideal kitchenette to prepare breakfast. The sleeping area has 2 beds in a square. Ideal for those arriving in the city for work or business.

Popular amenities for Tolentino vacation rentals

When is the best time to visit Tolentino?

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Avg. priceﺩ.ﺇ320ﺩ.ﺇ382ﺩ.ﺇ338ﺩ.ﺇ371ﺩ.ﺇ474ﺩ.ﺇ514ﺩ.ﺇ621ﺩ.ﺇ617ﺩ.ﺇ529ﺩ.ﺇ360ﺩ.ﺇ331ﺩ.ﺇ342
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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 House Rentals in Tolentino?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with air conditioning, over 20 homes with a kitchen, over 20 homes with wifi, 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 house rentals in Tolentino have free parking?

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

  • Do apartment rentals in Tolentino have air conditioning?

    Absolutely! We offer over 10 apartment 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 vacation rentals in Tolentino

  • Total vacation rentals

    Explore 70 vacation rentals in Tolentino

  • Nightly prices starting at

    Tolentino vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 610 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Tolentino vacation 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!

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