
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 $70 AUD per night before taxes and fees

Verified guest reviews
Over 190 verified reviews to help you choose

Family-friendly holiday rentals
20 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, Wi-Fi 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 😉😉
LocationFamilyCondition
4.97 out of 5 average rating, 75 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.
LocationValueAmenities
5.0 out of 5 average rating, 58 reviews
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.
LocationFamilyBeach
5.0 out of 5 average rating, 8 reviews
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
ValueLocationKitchen
4.77 out of 5 average rating, 35 reviews
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.
FamilyLocationDecor
5.0 out of 5 average rating, 10 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.
FamilyValueOutdoor spaces
4.98 out of 5 average rating, 129 reviews
Breath of Nature
Respiro di Natura is a retreat nestled among the gentle hills of the Marche region, where time slows down and silence embraces you. A bright home immersed in the countryside, featuring a panoramic swimming pool where you can dive into peace and the colors of the sunset. Here you wake up to the scents of the earth, breathe in freedom, and listen to the wind. The perfect place to reconnect with nature — and with yourself.
FamilyLocationQuiet
4.92 out of 5 average rating, 12 reviews
Casa Marina
Perfect apartment for hosting up to 8 people, located in a strategic position just 5 minutes from the sea. Set on a single level with direct access to a private garden, it is fully independent and features: a garden with sea view, living room, kitchen, 3 bedrooms, 2 bathrooms, laundry room, parking space, air conditioning throughout the house, Wi-Fi, smart TV, washing machine, dishwasher, and barbecue.
LocationFamilyKitchen
4.84 out of 5 average rating, 19 reviews
A little house in the woods
Stay in this unique accommodation and spend memorable days. For those who love a place surrounded by greenery, our accommodation is ideal because it is in the heart of a forest just a few minutes from the village of Crispiero. Recommended for solo travelers and couples who want to enjoy privacy and a lot of romance. We are located one hour away from both the Adriatic coast and the Sibillini mountains.
LocationFamilyParking
4.83 out of 5 average rating, 23 reviews
Casa Raggia
Welcome to your oasis of tranquility! This beautiful modern wooden semi-detached house, surrounded by the countryside, is the ideal retreat for those who want to relax in nature without sacrificing comfort and design. Made with natural and eco-friendly materials, the house is furnished with taste and attention to detail, offering a welcoming, bright, and contemporary environment.
LocationFamilyDecor
5.0 out of 5 average rating, 17 reviews
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.
ValueLocationNearby
5.0 out of 5 average rating, 43 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.
LocationFamilyIndoor spaces
4.92 out of 5 average rating, 83 reviewsPopular amenities for Tolentino house rentals
House rentals with a pool

Hidden Gem in the Heart of Umbria
FamilyLocationPool
4.99 out of 5 average rating, 73 reviews
villa Strada
LocationValueComfort
4.94 out of 5 average rating, 35 reviews
Farm house with exclusive access to the pool
LocationIndoor spacesBeach
4.84 out of 5 average rating, 19 reviews
La Casetta - Entire house 5 minutes from the center.
ValueLocationCondition
4.74 out of 5 average rating, 221 reviews
Athena holiday home with garden near Spoleto.
LocationAmenitiesBathroom
4.96 out of 5 average rating, 28 reviews
Azur with Private Beach and Pools
ValueLocationOutdoor spaces
4.91 out of 5 average rating, 88 reviews
Getaway to Umbria, Villa Claudia
LocationGetting aroundAir conditioning
5.0 out of 5 average rating, 7 reviews
Mini apartment with pool Villa Cerqueto
ValueLocationNearby
4.94 out of 5 average rating, 47 reviewsWeekly house rentals

CasaLu
LocationNearbyPets
5.0 out of 5 average rating, 13 reviews
3 air-conditioned bedrooms, 2 bathrooms, beach
FamilyLocationSleep quality
4.99 out of 5 average rating, 71 reviews
Montana House in Stone-Garden-Panorama-Jacuzzi
ValueLocationBeach
4.96 out of 5 average rating, 45 reviews
home holidays - b&b
LocationFamilyBiking
4.88 out of 5 average rating, 97 reviews
The Colored House
LocationFamilyCondition
4.94 out of 5 average rating, 48 reviews
Villa Schinoppi - Rustic in the historical center.
LocationValueCheck-in
4.94 out of 5 average rating, 51 reviews
"La Roccetta" Vacation Home
ValueFamilyOutdoor spaces
5.0 out of 5 average rating, 25 reviews
A stone's throw from the square
FamilyLocationAmenities
4.94 out of 5 average rating, 34 reviewsPrivate house rentals

Casa Pace e Gioia - private pool & amazing views
LocationFamilyParking
4.9 out of 5 average rating, 20 reviews
Casa Moscatel - rural idyll, stunning panorama
FamilyLocationEV charging
5.0 out of 5 average rating, 16 reviews
Lovely home in Tolentino with kitchen
FamilyLocationHospitality
4.88 out of 5 average rating, 8 reviews
Casale Sotto le Stelle
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 12 reviews
Farmhouse in the Marche hills
LocationFamilyComfort
4.87 out of 5 average rating, 38 reviews
Exclusive luxury farmhouse with infinity pool
LocationFamilyCleanliness
4.94 out of 5 average rating, 18 reviews
Casa Felice in Italy
LocationValueAmenities
4.82 out of 5 average rating, 77 reviews
Il Castellano, peaceful Italian villa
LocationCleanlinessHospitality
5.0 out of 5 average rating, 3 reviewsDestinations to explore
- Riviera del Conero
- Senigallia Beach
- Basilica of St Francis
- Frasassi Caves
- Sibillini Mountains National Park
- Spiaggia Urbani
- Sibillini Mountains
- Furlo Gorge Nature Reserve
- Shrine of the Holy House
- Sirolo
- Mount Subasio
- Tennis Riviera Del Conero
- Gola del Furlo
- Rocca Roveresca
- Spiaggia della Torre
- Fonti Del Clitunno
- Rocca Maggiore
- Spoleto Cathedral
- Cattedrale di San Rufino
- Lame Rosse
- Eremo delle Carceri
- National Gallery
- Basilica di Santa Maria degli Angeli
- Etruscan Well





