
Holiday houses in Tolentino
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Quick stats about holiday rentals in Tolentino

Total holiday rentals
Explore 80 holiday rentals in Tolentino

Nightly prices starting at
Tolentino holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 540 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 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 holiday rentals in Tolentino
Guests agree: these stays are highly rated for location, cleanliness and more.

Farmhouse in Nature
Country house that offers moments of tranquility in a serene atmosphere, we produce DOC wine and EVO Oil. The Marche region is full of wonders given by Mother Nature, the sea, the mountains, the valleys dotted with rivers, the gorges and the natural passes of the Apennines, or built by the wisdom of renowned artists. But the works created by the simple hand of the farmer certainly do not disfigure in the panorama that opens before your eyes. "...may your walk be light, traveler, and your heart light."
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Villa Ermelinda · Ville Carborello Weddings
Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.
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Casa Pace e Gioia - private pool & amazing views
Our restored farmhouse is perfect for groups of friends or families. Relax in the quiet Marche countryside. Enjoy exclusive use of the swimming pool. Admire stunning views of medieval villages and the Sibillini Mountains from the hanging chairs. Stay connected with free fast wifi in every room and the garden. Prepare an Italian meal in the well-equipped kitchen. 30 minute drive from Adriatic beaches or the mountains. 10 minutes from wineries, Roman ruins, medieval towns and local restaurants.
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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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Casa Moscatel - rural idyll, stunning panorama
This beautiful old farmhouse, perched atop the rolling foothills of the 'Monte Azurre' has all the charm & tranquillity of a true, Italian rural idyll. Eat on the outdoor terrace; float around the pool; soak in the incredible panoramic views of the Appenines Completely private, it is close enough to Colmurano for guests to experience a taste of Italian village life. A choice of superb local restaurants will please any gourmets. Family-friendly, safe beaches, only 30 minutes drive away.
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The Show
Relax in this elegant and modern newly built apartment, centrally located, convenient for walking around the entire historic center, featuring a large panoramic window that allows you to admire the Marchigiane hills up to the sea with the backdrop of Monte Conero. The property is equipped with every comfort suitable for even long stays, private parking space with direct access to the apartment. It is 20 km from Leopardi house museum, 30 km from Civitanova, 26 km from the sanctuary of Loreto
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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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Experience Authentic Italian Village Life
Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.
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The house in the old granary
The country farm, surrounded by olive trees and centuries-old oaks, will be all for you just 25 minutes from the sea and an hour from the Sassotetto ski slopes. Ideal for couples or families looking for relaxation, our house is immersed in a silence of yesteryear. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your exclusive disposal. We have a Home Theater with HiFi system. A wood-burning oven is available upon request.
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Elisei Farmhouse – Attic, Pool, Sauna, Spa
Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI
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Traditional 3-bedroom cottage with large garden
Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!
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The Guest House of the Tavignano Estate
The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.
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Popular amenities for Tolentino holiday rentals
Other great holiday rentals in Tolentino

Villa Torre Anna: Historic Tower, Swimming Pool, and Jacuzzi
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Villa Parruccia with a pool and panoramic views
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Casa Di Cristo - A Rustic Charm Oasis
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Angelina - Urban Lodge MONO
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Luxury Villa with spectacular views
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Italian-experience - sunrise hill holiday home
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Villa Orrizonti - Enjoy the peace in a secure way
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Casale Sotto le Stelle (Farmhouse Under the Stars)
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When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $235 NZD | $237 NZD | $232 NZD | $225 NZD | $254 NZD | $249 NZD | $284 NZD | $282 NZD | $242 NZD | $244 NZD | $238 NZD | $235 NZD |
| Avg. temp | 5°C | 5°C | 9°C | 12°C | 17°C | 21°C | 24°C | 24°C | 19°C | 14°C | 9°C | 6°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Tolentino?
Tolentino has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Tolentino?
Experience the best of Tolentino with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Tolentino?
Four-legged friends are welcome in Tolentino. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Tolentino?
Yes! Work meets play with ease at over 20 vacation rentals in Tolentino featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Tolentino villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 villa rentals with pools in Tolentino, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Tolentino have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Tolentino. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Tolentino have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Tolentino. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Tolentino have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Tolentino. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Tolentino have free parking?
Absolutely! We offer over 10 villa rentals with free parking in Tolentino. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Villa Rentals in Tolentino?
Enhance your stay in our Villa Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations 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
- Rocca Maggiore
- Fonti Del Clitunno
- Spoleto Cathedral
- Lame Rosse
- Eremo delle Carceri
- Cattedrale di San Rufino
- National Gallery
- Etruscan Well
- Basilica di Santa Maria degli Angeli





