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House holiday rentals in Tolentino

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Top-rated house rentals in Tolentino

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Top guest favourite
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, 11 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 favourite
A wooden pool is set within a landscaped area, featuring clear water and steps for entry. Relaxing lounge chairs are positioned nearby on the sun-drenched outdoor space, with greenery framing the scene. An umbrella offers shade, enhancing the tranquil outdoor environment.
Home in Cingoli
5 out of 5 average rating, 36 reviews

Farmhouse with garden and pool for exclusive use of wifi

Casale Nonno Dario is a typical Marche countryside home nestled in the hills of the Balcone delle Marche and a strategic position to enjoy the surrounding beauty from the sea to the mountains It is located in the hamlet of Castelletta and includes a living area with a lounge, kitchen and fireplace. Bathroom with shower. Sleeping area with 3 double bedrooms and the possibility of adding a crib and a cot. Large outdoor garden with swimming pool, umbrella, barbecue Free parking on the property.

Top guest favourite
Home in Spello
5 out of 5 average rating, 9 reviews

Charming Abode: Wellness & View | Casa di Lucy

• A Charming Retreat in the Heart of Spello • Relax in your private courtyard with a hot-tub while taking in the breathtaking views. The warmth of the fireplace and modern comforts await, but the true gem is the direct access to your private and exclusive wellness cave. This secret sanctuary features a sauna and a second hot-tub with chromotherapy, perfect for a romantic getaway or deep relaxation. 🫧 BY BOOKING THE HOUSE, YOU ENJOY EXCLUSIVE AND UNLIMITED ACCESS TO THE WELLNESS CAVE 🫧

Top guest favourite
Home in Ampognano
5 out of 5 average rating, 27 reviews

Nature, Comfort & Privacy: Villa in Valnerina

In the heart of the Valnerina, a new and bright villa welcomes you among olive trees and mountains, with an idyllic view and absolute silence. The interiors combine a living room and kitchen in a single elegant and super-equipped open space; a double bedroom, full bathroom and sofa bed make the space perfect for couples, families or a group of friends. Outside, an area with a small table and three seats awaits you for a sunset aperitif. 100% electric house with seasonal air conditioning.

Guest favourite
A spacious living area showcases stone walls and arches, complemented by warm terracotta flooring. A dark sectional sofa and light seating create a comfortable atmosphere. Decorative wall art adds character, while a dining area can be seen through an inviting glass door.
Home in Assisi
4.87 out of 5 average rating, 982 reviews

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

In the heart of the ancient Roman city of Asisium, between the splendid theater and the suggestive forum, where narrow streets with enchanting gaps run between arches, flowered vases, intertwining staircases, gardens, stone walls, and a luxurious villa still stands. Inhabited since the dawn of time by a noble family, it is still today embellished by a marvelous and large garden with a breathtaking view of the imposing Rocca and the entire deep valley: this is our structure.

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 in Maiolati Spontini
4.97 out of 5 average rating, 107 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.

Top guest favourite
A peaceful exterior view showcases a charming house with a covered patio. The garden features seating for two and is adorned with flowering plants. Expansive hills and fields create a serene backdrop, with soft clouds reflecting light across the sky.
Home in Montefiore dell'Aso
4.98 out of 5 average rating, 66 reviews

La Casetta - tranquility between the sea and the mountains

Immersed in the greenery, among the hills of Val Menocchia, stands 'La Casetta', a small and charming independent house, recently renovated. Perfect for those who want to spend a relaxing holiday and enjoy the landscape that surrounds it. However, it adapts to all needs: it is located a few kilometers from the sea and at short distance from wonderful villages, it also allows mountain lovers to reach the Sibillini Mountains in just over an hour.

Top guest favourite
A kitchen area with rustic wooden cabinets and a white refrigerator is depicted. A dining table made of wood, surrounded by white chairs, occupies the center. Natural light enters through large windows, illuminating the stone walls and creating a warm, welcoming environment.
Home in Sant'Elpidio Morico
5 out of 5 average rating, 40 reviews

Casale Biancopecora, Casa Acorn

Detached house in Country House, House Acorn, 60 sqm finely furnished. We recovered all the old materials from the house in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available for guests, shaded pergola and private barbecue. The property is completed by a 12x4,5 swimming pool with shaded porch available for guests.

Top guest favourite
A refreshing salt-water pool is surrounded by lush greenery and neatly trimmed shrubs. Poolside, comfortable lounge chairs are arranged for relaxation. In the backdrop, a rustic building blends harmoniously with the rolling hills under a dramatic sky.
Home in Loro Piceno
4.91 out of 5 average rating, 76 reviews

Country House with Pool and Garden

Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

Top guest favourite
A two-story independent house is depicted, surrounded by trees and flowering plants. A gravel pathway leads to the entrance, with outdoor seating visible on the side. The property is situated against a backdrop of rolling hills, enhancing its natural setting.
Home in Corinaldo
4.97 out of 5 average rating, 171 reviews

For those who love tranquility!

Detached farmhouse, located on the Marche hills, a few km from Senigallia's velvet beach. Ideal place for those who love to relax and immerse themselves in nature. Suitable for families and couples, with large courtyard, swimming pool and garden. A short walk from the historic center and well connected to the main roads.

Guest favourite
A dining area features a wooden table surrounded by chairs, with a decorative bowl at its center. Large arched windows open to a view of the Basilica di Santa Chiara, illuminating the space with natural light. A vintage armchair adds to the charming interior.
Home in Assisi
4.85 out of 5 average rating, 330 reviews

Casa Spagnoli

Historic residence in the heart of Assisi's historic center, 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 with a bathtub and shower. Equipped with Wi-Fi, TV and heating.

Superhost
Home in Spoleto
4.83 out of 5 average rating, 18 reviews

The Barbagatto stunning Tower with pool

The Barbagatto tower is located in the Hermitage of the Sun in Spoleto, a beautiful farmhouse completely family managed.The house is set in an idyllic picturesque valley with stunning views of the Spoleto Valley and the many hilltop villages.

Popular amenities for house rentals in Tolentino

Quick stats about house rentals in Tolentino

  • Total holiday rentals

    Explore 30 holiday rentals in Tolentino

  • Nightly prices starting at

    Tolentino holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 260 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Tolentino holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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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