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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, 71 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."

Guest favorite
Villa in Castelraimondo
5 out of 5 average rating, 8 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.

Top guest favorite
The Villa is set among olive trees, featuring a tranquil saltwater pool surrounded by lounge chairs. A stone terrace offers shaded seating, and the rustic building showcases large windows and natural materials. The expansive grounds create an inviting space for relaxation and leisure.
Home in Spello
5 out of 5 average rating, 15 reviews

Villa degli Olivi

Nestled among the ancient olive trees, Villa degli Olivi offers a haven of serenity and sophistication and is a short stroll into the cobblestoned paths of Spello along a flat, tree lined lane. This recently renovated Villa offers modern luxury while maintaining its Italian roots. Offering 4 bedrooms, 3 full baths and the possibility for 2 additional guests with a sleeper sofa. A cozy studio apartment with full kitchen, bathroom, laundry and sleeper sofa is also available for an additional cost.

Top 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, 22 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
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 swimming pool - Le Marche

Our agriturismo is beautifully located on a hill, surrounded by forests and nature, close to historic villages and towns and 45 minutes 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
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, 112 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
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, 40 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.

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
Barn in Macerata
5 out of 5 average rating, 3 reviews

Country Barn Retreat | Nature & Digital Detox

Former 19th-century hay barn immersed in the rolling hills of Le Marche. True silence, no phone signal, fast Wi-Fi and nature all around. Only 10 minutes from Macerata — yet a world away! Casa Galli is a restored late-1800s hay barn, attached to our family home and surrounded by open countryside. This is not a polished countryside resort: it is real rural life — light, birdsong, changing seasons, animals, earth. If that resonates with you, you’ll feel at home here ♥️

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 cozy bedroom features a spacious bed dressed in light blue bedding. A stone wall adds texture alongside warm wooden beams overhead. A minimalist closet and shelving unit are integrated into the design, while a comfortable armchair invites relaxation in the corner.
Home in Maiolati Spontini
4.97 out of 5 average rating, 118 reviews

Dimora nel Borgo - A Relaxing Home

The “Dimora nel Borgo” is a cozy home in the medieval historic center of Maiolati Spontini. It offers a relaxed and comfortable atmosphere, thanks to the recent and careful renovation, and the quiet and peaceful surrounding environment, inside a courtyard of yesteryear. A few meters from the house there are always free parking spaces available, there are no ZTL restrictions regarding the historic center. The house is complete with all amenities.

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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,291 GYDG$29,500 GYDG$28,873 GYDG$21,131 GYDG$26,990 GYDG$29,291 GYDG$35,359 GYDG$35,149 GYDG$30,128 GYDG$30,337 GYDG$29,710 GYDG$29,291 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 house rentals in Tolentino?

    Four-legged friends are welcome in Tolentino. Choose from more than 20 house rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Tolentino?

    Yes! Work meets play with ease at over 10 house rentals in Tolentino featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Tolentino house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals 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 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 air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, 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$10,461 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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