Some info has been automatically translated. Show original language

Holiday rentals in Tolentino

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Tolentino

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

%{current} / %{total}1 / 1
Top guest favourite
A charming cobblestone pathway is lined with rustic stone buildings and vibrant potted flowers in various colors. A historic archway frames a glimpse of greenery beyond, enhancing the inviting ambiance of the serene village. Natural light filters gently through the scene.
Townhouse
5 out of 5 average rating, 87 reviews

The Abbot's House near Spello / Assisi

In the enchanting setting of the Collepino Castle, in the heart of the Mount Subasio Park and a stone's throw from the splendid village of Spello, we are opening an historic house that once belonged to the Abbot of Collepino. It is ideal for couples, families, small groups of friends and sports enthusiasts who want the comfort, privacy and space of a real home and desire to live in the heart of nature, just a step away from the gems of the area: Assisi, Trevi, Foligno, Bevagna, Spoleto, Perugia.

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.
Flat
4.94 out of 5 average rating, 120 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
4.88 out of 5 average rating, 108 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
5 out of 5 average rating, 20 reviews

Cosy 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.
Flat
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
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.
Flat
4.72 out of 5 average rating, 139 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. (Cairo course). Nearby there are several groceries, bakeries, pastry shops 20 meters away. Hospital 200 meters away.

Top guest favourite
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
4.97 out of 5 average rating, 101 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.

Guest favourite
The villa is surrounded by lush gardens and rolling hills, featuring a blend of stone and modern architecture. Spacious outdoor areas include shaded seating beneath large umbrellas, with a pathway leading to the entrance. The green landscape and clear blue sky provide a serene backdrop.
Villa
5 out of 5 average rating, 14 reviews

Villa Torre Anna - Jacuzzi - Pool - Giardino

Torre Anna is a luxury villa located in Urbisaglia in the Marche region. It has 7 bedrooms, each with a private bathroom. The fully equipped kitchen is ideal for preparing delicious dishes to enjoy in the large private garden. The outdoor jacuzzi and swimming pool offer moments of relaxation and fun, surrounded by an atmosphere of total tranquility. A perfect location for an exclusive and unforgettable stay. AVAILABLE ALSO FOR EVENTS!

Top guest favourite
A stone house framed by lush greenery is seen in the background, complemented by a clear blue swimming pool in the foreground. Sunlight reflects off the pool's surface, creating a serene atmosphere. The home features multiple windows and a charming roof, adding to its appeal.
Flat
5 out of 5 average rating, 17 reviews

CASA DEL MONTE in total relaxation

La Casa del Monte is the place to spend a break in complete relaxation. The location adjacent to the Furlo National Park is strategic for visiting the province of Pesaro-Urbino. Comfortable and cozy, the mountain house is a charming location with a history of 800 years, where the combination of modern comfort and ancient customs is perfectly realized. You can enjoy independent solutions and maximum privacy. Your pets are welcome.

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
4.99 out of 5 average rating, 134 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 spacious terrace is shown with two lounge chairs featuring patterned cushions. A small table and two folding chairs are visible, alongside an open door leading into the apartment. The stone wall texture of the building complements the warm sunset light.
Apartment
4.96 out of 5 average rating, 246 reviews

"Al Belvedere" Charme & View Tourist Lease

In a XII century building, the property, with a suggestive access, is valorized by a large, furnished terrace overlooking the wide valley facing Assisi, Spoleto, Bastia Umbra, Bevagna, Castel Ritaldi , Trevi, Montefalco and Perugia. My accommodation is suitable for couples, nature fans, families (max 2 children) and 'hairy' friends (pets). We are eco-friendly ... At Belvedere Electricity is 100% from renewable sources! :-)

Popular amenities for Tolentino holiday rentals

Quick stats about holiday rentals in Tolentino

  • Total rentals

    70 properties

  • Nightly prices starting at

    € 51 before taxes and fees

  • Total number of reviews

    610 reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    50 properties have a pool

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