
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 $87 NZD 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!
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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 😉😉
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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.
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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.
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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.
LocationBeachAir conditioning

Esclusivo appartamento al mare AC Wifi parcheggio
Sky-land apartment with fine finishes in the exclusive "Il Coppo" district of Sirolo, a few minutes from the most beautiful beaches of Conero and the historic center of the village. The apartment is equipped with a super-equipped kitchen, with dishwasher and wine cellar. Air conditioning, smart TV, Wi-Fi, sofa bed. Two bedrooms, two bathrooms, washing machine. Private garden and parking space. 18-hole golf course, tennis courts, supermarket, hairdresser and beautician in the neighborhood.
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Stay in nature: Casa Kikenda Relais
Oasi di pace e tranquillità nel cuore delle colline marchigiane, a due passi da uno dei borghi più belli d'Italia: Treia (MC). Il nostro casale sorge nel silenzio della campagna, immerso nella natura incontaminata dell'azienda agricola biologica Kikenda (dal latino "piccola luce"), circondati da un ampio giardino, dal frutteto di varietà antiche e dall'oliveto. Accogliamo felicemente i vostri amici pelosi purché di piccola taglia (max 10 kg) e con un supplemento giornaliero di € 15.
LocationFamilySleep quality

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.
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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.
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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.
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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.
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Casale Biancopecora, Casa Acorn
Detached house in Country House, House Acorn, 60 sqm finely furnished. We recovered all the old materials from the house in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available for guests, shaded pergola and private barbecue. The property is completed by a 12x4,5 swimming pool with shaded porch available for guests.
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Popular amenities for Tolentino house rentals
House rentals with a pool

For those who love tranquility!
LocationFamilyPets

Athena Holiday Home Umbria
LocationCheckoutLong stay

Hidden Gem in the Heart of Umbria
LocationFamilyCleanliness

Sant 'Agelicahouse
LocationFamilyCleanliness

Casa Raggia
LocationFamilyPool

Corner of paradise - Alpaca village nature and relaxation
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Getaway to Umbria, Villa Claudia
LocationAir conditioningPool

Mini apartment with pool Villa Cerqueto
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Weekly house rentals

The little house in the hills
LocationBarbecueOutdoor spaces

home holidays - b&b
ValueFamilyBreakfast

Enjoy enchanting Umbria from a poetic cottage
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Entire farmhouse immersed in quiet
FamilyLocationOutdoor spaces

Borgobo' Farmhouse – Independent Orange Cottage
LocationFamilyCleanliness

A little house in the woods
FamilyLocationBarbecue

Villa Iulia | VIBRA
LocationFamilyKitchen

Apartment in an ancient village "Lucus House"
ValueLocationView
Private house rentals

The Colored House
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Casa Santo Stefano, panoramic view, swimmingpool
FamilyLocationWi-Fi

The cottage in nature
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Casa Moscatel - rural idyll, stunning panorama
LocationFamilyPets

The Abbot's Garden close to Spello / Assisi
FamilyLocationOutdoor spaces

Casale Sotto le Stelle (Farmhouse Under the Stars)
FamilyLocationQuiet

Villa with outdoor kitchen and amazing views
LocationFamilyDecor

A stone's throw from the square
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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 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
- Spiaggia Urbani
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Sirolo
- Gola del Furlo
- Rocca Roveresca
- Spoleto Cathedral
- Rocca Maggiore
- Spiaggia della Torre
- Fonti Del Clitunno
- Palazzo Ducale
- Cathedral of San Lorenzo
- Mezzavalle
- Basilica Santa Rita da Cascia
- Lame Rosse
- Eremo delle Carceri





