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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 620 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

    70 of Tolentino vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Tolentino rentals

  • 4.8 Average rating

    Tolentino stays are highly rated by guests—averaging 4.8 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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Top guest favorite
A stone exterior of the house is seen against a vibrant sunset, with sunlight illuminating the landscape. Lush greenery surrounds the property, while tall cypress trees rise prominently. A pathway leads towards the entrance, enhancing the inviting atmosphere of the home.
Vacation home in Spello
4.98 out of 5 average rating, 43 reviews

Panoramic Porta Fontevecchia house.

Surrounded by greenery and tranquility, it is the ideal vacation home for those seeking peace, silence and relaxation. Large, spacious, bright, with a breathtaking view and different environments to take advantage of. Dating back to 1600, finely renovated, it is located in Umbria, in the historic center of Spello, in a privileged position close to numerous art sites. It enjoys a unique view that sweeps from Mount Subasio to Assisi and from the Foligno valley to Spoleto. Reachable by car, it is 200 meters from the parking lots.

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, 72 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."

Top guest favorite
The Sferisterio theater is highlighted by its grand brick colonnade, illuminated against a dusk sky. The curved structure features multiple seating levels with historic elements and a vibrant atmosphere, showcasing an audience gathered in anticipation of the evening performance.
Apartment in Mogliano
4.94 out of 5 average rating, 35 reviews

Opera & Nature Lovers Loft Suite 30 mins 2 Opera

Located in the heart of Le Marche—ranked 2nd in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit"—this sunny apartment offers the perfect base to relax or explore. Just 30 minutes from the world-renowned open-air opera venue, the Sferisterio in Macerata, and within an hour to mountains, lakes, and the sea. Discover ancient hilltop towns, nature reserves, outdoor markets, health spas, and scenic hiking, biking, and riding trails. 5 mins’ drive to the village of Mogliano.

Guest favorite
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.
Vacation 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

Top guest favorite
A spacious outdoor area features neatly arranged stone pathways leading to a wooden Jacuzzi, set on a concrete platform. Lush green grass surrounds the space, with a sunbathing area consisting of white lounge chairs in the foreground. The tranquil hillside landscape provides a scenic backdrop.
Apartment in Montecosaro
5 out of 5 average rating, 47 reviews

Dimora VistaMare 2.0

Located in the hills of Montecosaro in a quiet and private location, this accommodation enjoys a wonderful sea view and a beautiful view of the Conero. Renovated in 2024 with selected materials and attention to detail, the house maintains the warm and welcoming atmosphere of the country farmhouse. You can stay away from the hustle and bustle of the city while still having the sea and the cheerful city of Civitanova at your fingertips. A Jacuzzi is available for the two accommodations.

Guest favorite
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
4.91 out of 5 average rating, 23 reviews

I light up with immense

Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

Guest favorite
Home in Spello
5 out of 5 average rating, 18 reviews

PrivateGrottoSPA & Panoramic HotTub in the Village

• A unique retreat in the heart of Spello • Unwind in the private panoramic courtyard with hot tub, outdoor fireplace, and the silent Umbrian valley stretching out before you. Step inside, light the fireplace, and descend into your private wellness grotto: infrared sauna and chromotherapy hydromassage tub, for your exclusive use throughout your entire stay. No timetables, no other guests. Just you. 🫧 Full exclusive access to the wellness grotto is included with every booking 🫧

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, 113 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 rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage in Macerata
4.93 out of 5 average rating, 85 reviews

The house in the old granary

The country farm, surrounded by olive trees and centuries-old oaks, will be all for you just 25 minutes from the sea and an hour from the Sassotetto ski slopes. Ideal for couples or families looking for relaxation, our house is immersed in a silence of yesteryear. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your exclusive disposal. We have a Home Theater with HiFi system. A wood-burning oven is available upon request.

Superhost
Home in Belfiore
5 out of 5 average rating, 4 reviews

Casale del Menotre | Countryside Umbrian Retreat

Just minutes from Assisi, between Rasiglia, Spello, and the Menotre Waterfalls, the tourist rental welcomes you. After a day discovering Umbria, just relax in the hydromassage, hammock, deckchairs and BBQ area immersed in nature and the silence of the Umbrian landscape. The house has Wi-Fi, Smart TV with access to personal Netflix, air conditioning and 3 bedrooms, one of which has a private bathroom. Non-entrepreneurial tourist rental without additional services.

Guest favorite
An aerial view showcases the agriturismo's rustic stone buildings surrounded by greenery. A blue swimming pool is located in the garden, complemented by sun loungers. The landscape features open fields and scattered trees, creating a serene outdoor space.
Apartment in Gualdo
5 out of 5 average rating, 7 reviews

Agriturismo Elisei – apartment, pool, sauna, 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

Superhost
The garden area is illuminated by soft lighting, featuring lush greenery and several lounge chairs arranged along a curved path. A tranquil water feature is visible, surrounded by vibrant plants, with a backdrop of hills fading into the evening sky.
Villa in Coste
4.92 out of 5 average rating, 26 reviews

Bellavista Suite Spa

Forget all worries in this spacious oasis of serenity. Fully equipped Spa Lounge Suite. Full professional spa with Finnish sauna, Turkish bath and sensory showers. Indoor thermal pool always heated with hydromassage and airpool. Two king-size beds. Two bathrooms. Full kitchen. Large dining area table. 85'' TV sofa area. Full gym area with elliptical treadmill and multifunctional bench. Indoor garden and outdoor garden with infinity pool.

Popular amenities for Tolentino vacation rentals

When is the best time to visit Tolentino?

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Avg. priceﺩ.ﺇ 514ﺩ.ﺇ 518ﺩ.ﺇ 507ﺩ.ﺇ 371ﺩ.ﺇ 474ﺩ.ﺇ 514ﺩ.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 villa rentals in Tolentino?

    Experience the best of Tolentino with our villa rentals, starting at about $90 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 40 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 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!

  • 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 house rentals in Tolentino have a kitchen?

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

  • Do villa rentals in Tolentino have wifi?

    Absolutely! We offer over 10 villa 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 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 air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  1. Airbnb
  2. Italy
  3. Marche
  4. Macerata
  5. Tolentino