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House holiday rentals in Tolentino

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Top-rated house rentals in Tolentino

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

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Top guest favourite
The exterior of the rustic house is showcased with light-colored stone walls and teal shutters. A patio is visible, featuring lounge chairs under a shade structure. Lush greenery and hills can be seen in the background, enhancing the serene outdoor setting.
Home in Senigallia
5 out of 5 average rating, 39 reviews

Farmhouse in the hills 10 minutes from the sea of Senigallia

Our farmhouse was completely renovated in 2017 in the original Marche style. The house is bright and modern and equipped with all comforts. An outdoor garden offers sweeping views of the hills. The quiet and peaceful place will make you spend days of full relaxation! In the garden you will find Wendy, a friendly playful Labrador who will be adopted by you for the duration of your vacation, and some cats. NB Tourist tax: the municipality of Senigallia applies a tourist tax of 1 euro per day per person for those over 14 years of age, up to a maximum of 7 days of stay

Top guest favourite
The living area features a blend of comfortable seating with a brown leather sofa and wooden dining furniture. A round table with green chairs is positioned near large glass doors, allowing natural light to enter the space. Bookshelves line one wall, adding a functional touch.
Home in Montecosaro
4.97 out of 5 average rating, 73 reviews

Laura's Country House

The old brick farmhouse is located near the historic center. It is spread across two floors. The first floor consists of a large living room, kitchen and a bathroom and the second floor consists of 3 furnished and comfortable bedrooms, 2 bathrooms, all for the exclusive use of guests. There is a garden and an olive grove with 70 olive trees. The farmhouse is also 10 km away from the sea. There is a beautiful pool to relax in 😍 This is the official listing to ask for info. Dog-friendly facility 😉😉

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, 14 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, 41 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.

Superhost
An inviting dining setting is showcased on a loggia, featuring a table set with plates and glasses. Two reclining chairs are positioned nearby, framed by an archway that reveals a stunning view of rolling hills and mountains in the background.
Home in Santa Vittoria in Matenano
4.81 out of 5 average rating, 36 reviews

Views from the roof of Le Marche

Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

Superhost
A loft bedroom features wooden beams overhead and large windows that let in natural light. A spacious bed with neutral bedding is complemented by a modern chair and a decorative rug on the floor. A minimalistic approach enhances the serene environment.
Home in Coppo
4.87 out of 5 average rating, 38 reviews

Elegant apartment by the sea on two levels

Spacious and bright loft on two levels in a portion of a charming white stone farmhouse of Conero. Ideal for relaxing and rejuvenating in the quiet of the Marche vineyards, a stone's throw from the most beautiful beaches of Sirolo, Numana and Portonovo. Loft 21 is equipped with a large living room with a double sofa bed, a super-equipped kitchen, two bedrooms, two bathrooms with showers, and an exclusive terrace overlooking the Rosso Conero vineyards. Parking and Wi-Fi. No pets allowed.

Top guest favourite
Home in Spello
5 out of 5 average rating, 17 reviews

Wellness Grotto & Panoramic View | Casa di Lucy

• 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 🫧

Superhost
Home in Uppello
5 out of 5 average rating, 3 reviews

Getaway to Umbria, Villa Claudia

🌿 Villa Claudia — Elegant villa with private pool near Foligno Villa Claudia is a beautiful residence surrounded by greenery, offering a private swimming pool and a large, wonderful fully fenced garden, ideal for those who wish to enjoy a stay focused on peace, relaxation, and privacy. The refined and elegant interiors reflect the style of traditional Umbrian luxury villas, with carefully designed and welcoming spaces created to provide guests with the highest level of comfort.

Top guest favourite
Home in Caprile
4.97 out of 5 average rating, 38 reviews

Montana House in Stone-Garden-Panorama-Jacuzzi

House on two levels connected by an internal staircase, with independent entrances. On the ground floor there is a fully equipped kitchen, a living area, and a bathroom with a whirlpool bathtub. Upstairs you’ll find two bedrooms, including one with a double bed, a versatile room that can be used as a living room or bedroom, and a second bathroom. Three satellite TVs. Spacious, well-kept and comfortable interiors, ideal for couples, families or small groups looking to relax.

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, 116 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
Home in Spello
5 out of 5 average rating, 8 reviews

The flowered loggia - "Apartment "Le Violette"

Benvenuti a Spello! La nostra casa vacanze si trova in un affascinante vicolo medievale, tra mura in pietra e scorci pittoreschi. Qui potrete godere di tranquillità, fiori colorati e una splendida vista sulla valle umbra. Ideale per chi cerca relax, storia e autenticità, a pochi passi da ristoranti tipici, botteghe artigiane e sentieri panoramici. Un angolo perfetto per scoprire la vera Umbria!

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.

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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 270 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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