
House vacation rentals in Tolentino
Find and book unique houses on Airbnb
Quick stats about house rentals in Tolentino

Total vacation rentals
Explore 30 vacation rentals in Tolentino

Nightly prices starting at
Tolentino vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 270 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Tolentino vacation rentals include wi-fi 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!
Top-rated house rentals in Tolentino
Guests agree: these houses are highly rated for location, cleanliness, and more.

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 😉😉

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.

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.

GrazieSole Agriturismo exclusive whole house
The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

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.

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.

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 hydromassage, 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.

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.

villa Strada
NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.

Casale Biancopecora, Casa Acorn
Independent house in Country House, Casa Ghianda, 60 sqm finely furnished. We recovered all the old house materials in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available to guests, shaded pergola and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.

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.

Rustic country house near Recanati with pool
This beautiful restored farmhouse is located in the peace and tranquility of the Marche countryside, yet is only a 5 minute drive from the picturesque and bustling town of Recanati. The stunning beaches of the Marche coastline are only a 20 to 25 minute drive away, whilst the Sibilini mountains can be reached in an hour.
Popular amenities for Tolentino house rentals
House rentals with a pool

For those who love tranquility!

Hidden Gem in the Heart of Umbria

Spoleto - Hazelnut Apartment

Sant 'Agelicahouse

Apartment 1 Panoramic Terrace 2-3 Pax

Corner of paradise - Alpaca village nature and relaxation

Getaway to Umbria, Villa Claudia

Apartment for 4 pers. with pool, min stay 5 nights
Weekly house rentals

San Vicino Guesthouse

CASA DE NONNA PEPPA farmhouse all to yourself

Casa Belvedere

The cottage in nature

home holidays - b&b

Vacation rental: house among the olive trees.

Entire farmhouse immersed in quiet

The Abbot's Garden close to Spello / Assisi
Private house rentals

Farmhouse in the Marche hills

La Terrazza dei Monti Azzurri

Panoramic villa relaxing

The Conero Cottage

Casa Santo Stefano, panoramic view, swimmingpool

Sweet hills

Residence in the Castle of Loretello

Exclusive luxury farmhouse with infinity pool
Destinations to explore
- Family-friendly rentals Tolentino
- Pet-friendly rentals Tolentino
- Rentals with a patio Tolentino
- Rentals with a fireplace Tolentino
- Rentals with outdoor seating Tolentino
- Apartment rentals Tolentino
- Rentals with pools Tolentino
- Rentals with a washer and dryer Tolentino
- House rentals Macerata
- House rentals Marche
- House rentals Italy
- Riviera del Conero
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Sibillini Mountains National Park
- Shrine of the Holy House
- Furlo Gorge Nature Reserve
- Spiaggia Urbani
- Tennis Riviera Del Conero
- Sibillini Mountains
- Mount Subasio
- Sirolo
- Gola del Furlo
- Rocca Roveresca
- Spoleto Cathedral
- Fonti Del Clitunno
- Palazzo Ducale
- Rocca Maggiore
- Spiaggia della Torre
- Cathedral of San Lorenzo
- Spiaggia di San Michele
- Cattedrale di San Rufino
- Eremo delle Carceri
- Basilica Santa Rita da Cascia





