
Vacation rentals in Tolentino
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Top-rated vacation 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."

Villa degli Olivi
Nestled among the ancient olive trees, Villa degli Olivi offers a haven of serenity and sophistication and is a short stroll into the cobblestoned paths of Spello along a flat, tree lined lane. This recently renovated Villa offers modern luxury while maintaining its Italian roots. Offering 4 bedrooms, 3 full baths and the possibility for 2 additional guests with a sleeper sofa. A cozy studio apartment with full kitchen, bathroom, laundry and sleeper sofa is also available for an additional cost.

Casa Di Cristo - A Rustic Charm Oasis
Discover the beauty of Italy and stay at the charming Casa Di Cristo in the heart of Tolentino. We're nestled in the middle of the Chienti Valley, offering breathtaking views and a chance to escape from the hustle and bustle of daily life. Wake up to stunning views of the countryside, enjoy a delicious breakfast on the terrace, and spend your days exploring the picturesque town of Tolentino and the surrounding area. Book now and experience the magic of central Italy for yourself

I light up with immense
Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

Cozy apartment with swimming pool - Le Marche
Our agriturismo is beautifully located on a hill, surrounded by forests and nature, close to historic villages and towns and 45 minutes drive from the beach. From our swimming pool, you have a beautiful view of the valley. We are located in the Le Marche region where you can still experience the authentic Italy. In 2020, the Le Marche region was named one of the most beautiful regions in the world to visit! Our small-scale agriturismo contains 4 authentic apartments. Benvenuto!

Wellness Grotto & Panoramic View | Lucy's House
• A unique retreat in the heart of Spello • Unwind in the private panoramic courtyard with hot tub, outdoor fireplace, and the silent Umbrian valley stretching out before you. Step inside, light the fireplace, and descend into your private wellness grotto: infrared sauna and chromotherapy hydromassage tub, for your exclusive use throughout your entire stay. No timetables, no other guests. Just you. 🫧 Full exclusive access to the wellness grotto is included with every booking 🫧

Hideaway Cottage, amazing country views, hot tub
A cosy renovated traditional stone cottage surround by countryside with breathtaking views & wood~fired hot tub. It is secluded and peaceful yet only a 5 min drive to the local village and amenities. In 35 minutes by car you can find yourself in the Sibillini national park or in the other direction the Adriatic coast. Numerous local restaurants within 20 mins drive serving fantastic food. If you enjoy walking or hiking, cycling, shopping or just relaxing this is a great place.

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.

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.

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.

NIKE WOODS emotion experience
Our treehouse in the woods, built from iron and originally used as a bivouac, has been transformed into a retreat inspired by Japanese philosophy. Inside, it offers a unique experience with an ofuro (traditional Japanese bathtub), a sauna for relaxation, and an emotional shower that stimulates the senses. The minimalist design and attention to detail create a serene atmosphere, perfect for rejuvenating in harmony with the surrounding nature.

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.
Popular amenities for Tolentino vacation rentals
Other great vacation rentals in Tolentino

Farmhouse in the Marche hills

Passiflora•Stone Cabin•Fireplace Umbria Views

Charming Italian Country House With Pool

Casa Moscatel - rural idyll, stunning panorama

Villa Parruccia with a pool and panoramic views

Superb lake view with two bedrooms and pool

Dimora Virgili - Urbino - (Full Historic Center)

Villa Orrizonti - Enjoy the peace in a secure way
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,238 GYD | G$29,447 GYD | G$28,820 GYD | G$21,093 GYD | G$26,941 GYD | G$29,238 GYD | G$35,295 GYD | G$35,086 GYD | G$30,073 GYD | G$30,282 GYD | G$29,656 GYD | G$29,238 GYD |
| 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 house rentals in Tolentino?
Four-legged friends are welcome in Tolentino. Choose from more than 20 house rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in Tolentino?
Yes! Work meets play with ease at over 10 house rentals in Tolentino featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Tolentino house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Tolentino, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Tolentino have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Tolentino. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Tolentino have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Tolentino. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Tolentino have wifi?
Absolutely! We offer over 10 villa 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 Apartment Rentals in Tolentino?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Tolentino

Total vacation rentals
Explore 80 vacation rentals in Tolentino

Nightly prices starting at
Tolentino vacation rentals start at G$10,442 GYD per night before taxes and fees

Verified guest reviews
Over 620 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 of Tolentino vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Tolentino rentals

4.8 Average rating
Tolentino stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Riviera del Conero
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Sibillini Mountains National Park
- Shrine of the Holy House
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Spiaggia Urbani
- Sirolo
- Gola del Furlo
- Rocca Roveresca
- Spoleto Cathedral
- Spiaggia di San Michele
- Fonti Del Clitunno
- Rocca Maggiore
- Palazzo Ducale
- Spiaggia della Torre
- Cathedral of San Lorenzo
- Cattedrale di San Rufino
- Basilica Santa Rita da Cascia
- Eremo delle Carceri





