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Vacation rentals in Tolentino

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Tolentino

  • Total vacation rentals

    Explore 80 vacation rentals in Tolentino

  • Nightly prices starting at

    Tolentino vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 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!

Top-rated vacation rentals in Tolentino

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

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Villa in Convento
4.75 out of 5 average rating, 4 reviews

Villa Torre Anna: Historic Tower, Pool and Jacuzzi

A historic villa renovated down to the smallest detail in the heart of the Marche region, where you can find privacy and confidentiality. Born from the ancient tower recognized as a historical asset, it combines charm and latest-generation technologies: bricks taken according to tradition, exposed beams and comfort meet in an exclusive atmosphere. A private park that is fully fenced and illuminated even at night, a swimming pool, a jacuzzi, and a barbecue area offer an experience to be enjoyed both inside and outside, in every season.

Top guest favorite
A serene beach scene features gentle waves lapping against the shore, framed by lush greenery and vibrant yellow wildflowers in the foreground. In the distance, two figures stroll along the sandy beach, with rocky cliffs visible against a bright blue sky.
Condo in Polverigi
4.96 out of 5 average rating, 80 reviews

Farmhouse in Nature

Country house that offers moments of tranquility in a serene atmosphere, we produce DOC wine and EVO Oil. The Marche region is full of wonders given by Mother Nature, the sea, the mountains, the valleys dotted with rivers, the gorges and the natural passes of the Apennines, or built by the wisdom of renowned artists. But the works created by the simple hand of the farmer certainly do not disfigure in the panorama that opens before your eyes. "...may your walk be light, traveler, and your heart light."

Superhost
Villa in Castelraimondo
4.82 out of 5 average rating, 11 reviews

Villa Ermelinda · Ville Carborello Weddings

Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.

Guest favorite
The exterior of a modern villa is highlighted by a vibrant orange facade under a clear blue sky. A covered patio with outdoor dining furniture is visible, framed by lush green grass and blooming pink roses, creating a welcoming entrance.
Villa in Tolentino
4.93 out of 5 average rating, 15 reviews

Villa Parruccia with a pool and panoramic views

Villa Parruccia, a very recent green building, is located on the hills surrounding the city of Tolentino (MC) in a dominant position overlooking the Sibillini Mountains. Numerous possibilities for seaside, mountain, food and wine and cultural tourism. Swimming pool, relaxation and privacy characterize the property. In addition, there is an organic vegetable garden and orchard with free harvest of the seasonal fruits available. Availability and courtesy for every need on the part of the owners.

Guest favorite
A restored farmhouse is showcased, featuring a stone pathway leading to a private pool. Several chaise lounge chairs are arranged by the poolside, complementing the expansive green lawn and picturesque countryside views in the background.
Home in Tolentino
4.9 out of 5 average rating, 20 reviews

Casa Pace e Gioia - private pool & amazing views

Our restored farmhouse is perfect for groups of friends or families. Relax in the quiet Marche countryside. Enjoy exclusive use of the swimming pool. Admire stunning views of medieval villages and the Sibillini Mountains from the hanging chairs. Stay connected with free fast wifi in every room and the garden. Prepare an Italian meal in the well-equipped kitchen. 30 minute drive from Adriatic beaches or the mountains. 10 minutes from wineries, Roman ruins, medieval towns and local restaurants.

Top guest favorite
A wooden pool is set within a landscaped area, featuring clear water and steps for entry. Relaxing lounge chairs are positioned nearby on the sun-drenched outdoor space, with greenery framing the scene. An umbrella offers shade, enhancing the tranquil outdoor environment.
Home in Cingoli
5.0 out of 5 average rating, 54 reviews

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.

Top guest favorite
A swimming pool is surrounded by well-maintained greenery and shrubs, offering views of the rolling hills in the distance. The calm blue water reflects the sky and clouds, creating a serene outdoor space for relaxation.
Home in Colmurano
5.0 out of 5 average rating, 14 reviews

Casa Moscatel - rural idyll, stunning panorama

This beautiful old farmhouse, perched atop the rolling foothills of the 'Monte Azurre' has all the charm & tranquillity of a true, Italian rural idyll. Eat on the outdoor terrace; float around the pool; soak in the incredible panoramic views of the Appenines Completely private, it is close enough to Colmurano for guests to experience a taste of Italian village life. A choice of superb local restaurants will please any gourmets. Family-friendly, safe beaches, only 30 minutes drive away.

Top 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
4.95 out of 5 average rating, 149 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
A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.
Home in Penna San Giovanni
5.0 out of 5 average rating, 8 reviews

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.

Top 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
4.98 out of 5 average rating, 44 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 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
4.98 out of 5 average rating, 41 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
The aerial view showcases the elegant Guest House surrounded by well-manicured green landscapes, vineyards, and trees. A winding gravel driveway leads to the house, highlighting its rustic charm and tranquil setting amidst the rolling hills of the Marche region.
Farm stay in Cingoli
4.98 out of 5 average rating, 87 reviews

The Guest House of the Tavignano Estate

The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.

Popular amenities for Tolentino vacation rentals

When is the best time to visit Tolentino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 514ﺩ.ﺇ 518ﺩ.ﺇ 507ﺩ.ﺇ 492ﺩ.ﺇ 555ﺩ.ﺇ 544ﺩ.ﺇ 621ﺩ.ﺇ 617ﺩ.ﺇ 529ﺩ.ﺇ 533ﺩ.ﺇ 521ﺩ.ﺇ 514
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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.

  • 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 pet-friendly vacation rentals in Tolentino?

    Four-legged friends are welcome in Tolentino. Choose from more than 30 vacation rentals for guests traveling with pets.

  • 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.

  • Are there Tolentino villa rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 villa rentals with pools in Tolentino, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Tolentino have air conditioning?

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

  • 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.

  • 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.

  • 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.

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

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