
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 190 verified reviews to help you choose

Family-friendly vacation rentals
20 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 😉😉
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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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Stay in nature: Casa Kikenda Relais
An oasis of peace and tranquility in the heart of the Marche hills, a stone's throw from one of the most beautiful villages in Italy: Treia (MC). Our farmhouse is located in the silence of the countryside, immersed in the unspoiled nature of the Kikenda organic farm (from the Latin "small light"), surrounded by a large garden, the orchard of ancient varieties and the olive grove. We happily welcome your furry friends as long as they are small (max 10 kg) and with a daily supplement of €15.
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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.
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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
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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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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.
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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.
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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.
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Popular amenities for Tolentino house rentals
House rentals with a pool

Casale Biancopecora, Casa Acorn
ValueFamilyBeach

Farm house with exclusive access to the pool
LocationLong stayNearby

Hidden Gem in the Heart of Umbria
LocationFamilyKitchen

The House in the Garden
LocationFamilyPool

La Casetta - Entire house 5 minutes from the center.
LocationFamilyView

Athena Vacation Home Umbria
LocationNearbyHiking

Azur with Private Beach and Pools
ValueLocationDecor

Scappo in Umbria, villa Claudia
LocationNearbyQuiet
Weekly house rentals

CasaMare is an House on the beach in central Italy
LocationFamilyCheckout

The Colored House
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Anna's seaside house
LocationPetsNearby

Villa Schinoppi - Rustic in the historical center.
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Montana House in Stone-Garden-Panorama-Jacuzzi
ValueLocationBeach

CASA DE NONNA PEPPA farmhouse all to yourself
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Casa Marina
LocationFamilyGetting around

3 bedrooms with A/C, 2 bathrooms, beach
ValueFamilyBeach
Private house rentals

Casa Felice in Italy
ValueFamilyTV

Lovely home in Tolentino with kitchen
LocationFamilyComfort

Casale Sotto le Stelle
FamilyLocationBeach

Exclusive luxury farmhouse with infinity pool
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Luxury Villa with spectacular views
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Casa Santo Stefano, panoramic view, swimmingpool
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La Rocciosa with pool. Breathe in the Sibillini.
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Il Castellano, peaceful Italian villa
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Destinations to explore
- Riviera del Conero
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- 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
- Lame Rosse
- Cattedrale di San Rufino
- Eremo delle Carceri
- National Gallery
- Etruscan Well
- Basilica di Santa Maria degli Angeli





