
House holiday rentals in Tolentino
Find and book unique houses on Airbnb
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 $72 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
20 of Tolentino holiday 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.

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.

Gilda's home
La Dimora di Gilda è una moderna dependance composta da un saloncino con camino e divano letto matrimoniale, angolo cottura, una camera da letto (anch'essa matrimoniale) ed un bagno privato. La Dimora si trova all'interno di un giardino di un antico Casaletto in pietra ('700), immersa nella campagna umbra con ulivi e piante da frutta a soli 2,5 Km dal centro di Spoleto ('5 di auto). In caso non si disponga di mezzo proprio sono disponibile ad un servizio navetta.

The cottage in nature
The house is a small apartment converted from a Marche-style farmhouse. Traditional furnishings revisited in a modern way and the use of natural materials make it authentic, cozy and intimate. It is located on the ground floor, overlooking a large lawn with a view of the green hills. It has a kitchenette with a fridge, sink, two electric hobs and a microwave. A refuge where you can experience regenerating moments in a disruptive nature and discover a rich territory

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 Ghianda
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.
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

Holiday rental: house among olive trees.

Entire farmhouse immersed in quiet

The Abbot's Garden close to Spello / Assisi

Elegant apartment by the sea on two levels

A stone's throw from the square
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

the shards of the castle vacation home

home holidays - b&b
Destinations to explore
- Family-friendly rentals Tolentino
- Rentals with a fireplace Tolentino
- Pet-friendly rentals Tolentino
- Rentals with a patio Tolentino
- Rentals with outdoor seating Tolentino
- Apartment rentals Tolentino
- Rentals with pools Tolentino
- Rentals with a washing machine 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





