
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 $71 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, 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.

Sweet hills
Dolci Colline – Relax in the Macerata countryside Welcome to Dolci Colline, a house nestled in the quiet Marche countryside, just minutes from the center of Macerata. A place to regenerate amidst nature and silence, with parking and a large garden where you can relax and admire the landscape. Perfect for couples and families looking for an authentic and sustainable setting, away from the noise and close to the beauty of the area. Experience the serenity of the Marche hills... we look forward to seeing you!
LocationCleanlinessAmenities

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 😉😉
LocationFamilyWalkability

Farm house with exclusive access to the pool
Immersed in the quiet countryside with a 360 view on the surrounding hills, the farm house has typical rustic Marchigiano style with original beams and floors and it is surrounded by a big garden rich in flowers. The pool has a very panoramic and relaxing area. It is the ideal place for people who love silence, nature and enjoy to admire the beautiful landscape and the stars lit sky. The Sibillini Mountains National park and the beaches are just 40 min drive away Right place for cycling lovers.
LocationHospitalityBiking

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.
ValueLocationGetting around

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.
ValueLocationParking

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.
LocationHospitalityIndoor 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.
LocationValueWi-Fi

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.
LocationFamilyWalkability

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.
LocationValueQuiet

bed & breakfast of your dreams
Kick back and relax in this calm, stylish space. Location in the green of the Sibillini mountains, 10 km from Ascoli Piceno. Here you can find the "dream B&B" that will make your stay an unforgettable experience. You will have an entire property at your disposal, equipped with all the comforts that will accompany your stay. Inside the property, you can be pampered by a beautiful mini whirlpool where you can spend relaxing moments.
LocationValueHospitality

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.
FamilyLocationHot tub

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.
FamilyLocationView
Popular amenities for Tolentino house rentals
House rentals with a pool

For those who love tranquility!
FamilyLocationAccuracy

Hidden Gem in the Heart of Umbria
LocationFamilyBiking

Casale Biancopecora, Casa Ghianda
LocationFamilyBeach

Sant 'Agelicahouse
FamilyValueCleanliness

The House in the Garden
FamilyLocationCondition

Getaway to Umbria, Villa Claudia
LocationPoolIndoor spaces

Mini apartment with pool Villa Cerqueto
LocationFamilyIndoor spaces

La Casetta - Entire house 5 minutes from the center.
ValueFamilyWalkability
Weekly house rentals

Claire's house SIROLO CENTRO
FamilyLocationTV

The little house in the hills
LocationBarbecueAmenities

CASA DE NONNA PEPPA farmhouse all to yourself
ValueFamilyAccuracy

CasaMare is an House on the beach in central Italy
ValueLocationHospitality

The cottage in nature
ValueLocationComfort

Between the hills and the adriatic coast
LocationFamilyNearby

Exclusive apartment by the sea, AC, Wi-Fi, parking
FamilyLocationBeach

Terraces overlooking the village
ValueFamilyCheck-in
Private house rentals

Farmhouse in the Marche hills
LocationFamilyCleanliness

Pottery
FamilyLocationHeating

Charming Casa Capriola - Panoramic views
FamilyLocationIndoor spaces

Casa Santo Stefano, panoramic view, swimmingpool
FamilyLocationSleep quality

home holidays - b&b
FamilyValueAccess

Casa Moscatel - rural idyll, stunning panorama
FamilyLocationBeach

Casale Sotto le Stelle
FamilyLocationSleep quality

Central House near the Sferisterio
LocationFamilyTV
Destinations to explore
- Riviera del Conero
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Sibillini Mountains National Park
- Spiaggia Urbani
- Shrine of the Holy House
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Sirolo
- Tennis Riviera Del Conero
- Mount Subasio
- Gola del Furlo
- Rocca Roveresca
- Spoleto Cathedral
- Rocca Maggiore
- Spiaggia della Torre
- Fonti Del Clitunno
- Cathedral of San Lorenzo
- Palazzo Ducale
- Basilica Santa Rita da Cascia
- Eremo delle Carceri
- Lame Rosse
- Cattedrale di San Rufino





