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Vacation rentals in Tolentino

Find and book unique accommodations on Airbnb

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 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, 68 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
A shaded pergola is set within a garden, surrounded by blooming roses and lush greenery. A table and chairs are positioned underneath, offering a serene space for al fresco dining while enjoying expansive views of the mountains in the distance.
Vacation home in Campello sul Clitunno
4.99 out of 5 average rating, 74 reviews

The House in the Castle

A fully-equipped house in a medieval stone hamlet perched on the Umbrian mountains and surrounded by Nature. A private garden to relax and unwind from the heat while enjoying the stunning view on the sunset, and a central point to reach the Valnerina and the hilltop towns of Spoleto, Trevi, Montefalco and Assisi as well as Rasiglia and the new Tibetan bridge at Sellano. Enjoy Umbria at its best: luxurious nature, great excursions, good food and thousands of years of art and history to explore!

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, 34 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.

Superhost
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 out of 5 average rating, 4 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.

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, 135 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

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, 44 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
Home in Spello
5 out of 5 average rating, 18 reviews

Wellness Grotto & Panoramic View | Lucy's House

• 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
4.87 out of 5 average rating, 111 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.

Guest favorite
An arched window frames a picturesque view of Assisi, featuring the Church of Santa Chiara and surrounding terracotta pots with greenery. Sunlight illuminates the scene, creating a serene atmosphere amidst the historical architecture of the city.
Home in Assisi
4.84 out of 5 average rating, 348 reviews

Casa Spagnoli

Following the recent implementation of the Limited Traffic Zone (ZTL), you will not be able to access our garage during the restricted hours. Period residence in the historic center of Assisi, convenient for getting around on foot with free parking on site. The house includes a large dining room overlooking the Basilica of Santa Chiara, a kitchen, two bedrooms with two private bathrooms equipped with a bathtub and shower. Equipped with Wi-Fi, television and heating.

Superhost
Home in Belfiore
5 out of 5 average rating, 3 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 hot tub, 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.

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, 154 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.

Popular amenities for Tolentino vacation rentals

When is the best time to visit Tolentino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,279 GYDG$29,488 GYDG$28,861 GYDG$21,123 GYDG$26,979 GYDG$29,279 GYDG$35,344 GYDG$35,135 GYDG$30,116 GYDG$30,325 GYDG$29,698 GYDG$29,279 GYD
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°C

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 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 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.

  • Do villa rentals in Tolentino have a kitchen?

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

  • Do house rentals in Tolentino have wifi?

    Absolutely! We offer over 20 house 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 free parking, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 G$10,457 GYD 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!

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