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Holiday houses in Tolentino

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Top-rated holiday rentals in Tolentino

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

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Top Guest favourite
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, 87 reviews

Entire Apartment - Macerata

Luca's house is located in the heart of Macerata, in a strategic position between the Sferisterio car park and Corso Cairoli. Despite being just a stone's throw from the centre, it is quiet and peaceful, ideal for those seeking comfort and convenience. 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 favourite
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, 122 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 favourite
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, 109 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 favourite
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.
Holiday home in Treia
5 out of 5 average rating, 21 reviews

Charming 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 favourite
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.

Guest favourite
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, 80 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 favourite
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. (Corso Cairoli). nearby there are several groceries, ovens, pastry shop at 20 meters. Hospital at 200 mt.

Guest favourite
A treehouse structure is nestled among tall trees, elevated above the forest floor. Large windows are visible, allowing natural light to flood the space and creating a seamless connection with the surrounding nature. A spacious deck offers a serene view of the greenery.
Treehouse in Colonnella
4.95 out of 5 average rating, 110 reviews

NIKE WOODS emotion experience

Our treehouse in the woods, built from iron and originally used as a bivouac, has been transformed into a retreat inspired by Japanese philosophy. Inside, it offers a unique experience with an ofuro (traditional Japanese bathtub), a sauna for relaxation, and an emotional shower that stimulates the senses. The minimalist design and attention to detail create a serene atmosphere, perfect for rejuvenating in harmony with the surrounding nature.

Top Guest favourite
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, 139 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 favourite
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!

Guest favourite
An inviting living area features warm orange walls and exposed wooden beams. A spacious sofa is complemented by a dining table for six, with natural light streaming through two windows. A modern kitchen is visible in the background, enhancing the open layout.
Condo in Macerata
4.82 out of 5 average rating, 39 reviews

Casa Carmen [Sferisterio] next to parking

Discover the charm of Macerata by staying in our downtown apartment. Nestled among historic cobblestone streets, typical restaurants, and quaint cafes, our space is ideal for couples, families, or travelers looking for a relaxing getaway. Explore historic beauties such as Teatro Lauro Rossi, Piazza della Libertà, and visit the famous Sferisterio on foot. Indulge in local cuisine at one of the many restaurants nearby.

Superhost
Villa in Colli del Tronto
4.87 out of 5 average rating, 82 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

A well-known residence in our area: You can easily find us online as a local tourist landmark. Self check-in at any time Discounts for longer stays (contact me) 🏰 Exclusive apartment of over 150 m² 🌿 Private 200 m² garden with century-old plants – PET FRIENDLY 🚗 Private parking (open and closed) FREE 📶 FAST Wi-Fi and Smart TV ☕ Kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels, soap

Popular amenities for Tolentino holiday rentals

When is the best time to visit Tolentino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$132 AUD$158 AUD$140 AUD$154 AUD$196 AUD$213 AUD$257 AUD$256 AUD$219 AUD$149 AUD$137 AUD$141 AUD
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°C

Frequently Asked Questions

  • 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 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 free parking?

    Absolutely! We offer over 20 house rentals with free parking 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 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 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.

  • 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 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.

Quick stats about holiday rentals in Tolentino

  • Total holiday rentals

    Explore 70 holiday rentals in Tolentino

  • Nightly prices starting at

    Tolentino holiday rentals start at $91 AUD per night before taxes and fees

  • Verified guest reviews

    Over 610 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Tolentino holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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