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Vacation rentals in Tolentino

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Tolentino

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A serene beach scene features gentle waves lapping against the shore, framed by lush greenery and vibrant yellow wildflowers in the foreground. In the distance, two figures stroll along the sandy beach, with rocky cliffs visible against a bright blue sky.
Condo in Polverigi
4.96 out of 5 average rating, 67 reviews

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."

Top guest favorite
A sunny view of a rustic brick building with multiple windows surrounded by landscaped gardens. Lounge chairs are arranged in the foreground, offering a relaxing spot by the swimming pool, while umbrellas provide shade. The clear blue water of the pool reflects the sky.
Apartment in Mogliano
4.94 out of 5 average rating, 34 reviews

Opera & Nature Lovers Loft Suite 30 mins 2 Opera

Located in the heart of Le Marche—ranked 2nd in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit"—this sunny apartment offers the perfect base to relax or explore. Just 30 minutes from the world-renowned open-air opera venue, the Sferisterio in Macerata, and within an hour to mountains, lakes, and the sea. Discover ancient hilltop towns, nature reserves, outdoor markets, health spas, and scenic hiking, biking, and riding trails. 5 mins’ drive to the village of Mogliano.

Guest favorite
A spacious sleeping area features a large bed with crisp linens, positioned next to a panoramic glass wall that offers stunning views of rolling hills and distant mountains. Light curtains frame the window, and a comfortable leather sofa adds warmth to the modern design.
Apartment in Macerata
4.95 out of 5 average rating, 135 reviews

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

Top guest favorite
Home in Ampognano
5 out of 5 average rating, 40 reviews

Nature, Comfort & Privacy: Villa in Valnerina

In the heart of the Valnerina, a new and bright villa welcomes you among olive trees and mountains, with an idyllic view and absolute silence. The interiors combine a living room and kitchen in a single elegant and super-equipped open space; a double bedroom, full bathroom and sofa bed make the space perfect for couples, families or a group of friends. Outside, an area with a small table and three seats awaits you for a sunset aperitif. 100% electric house with seasonal air conditioning.

Top guest favorite
Home in Spello
5 out of 5 average rating, 18 reviews

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 🫧

Guest favorite
The outdoor area features a wooden hot tub surrounded by a spacious deck. Comfortable seating is provided with modern lounge chairs and side tables, set against a backdrop of rolling hills and expansive countryside views under a bright blue sky.
Cottage in Loro Piceno
4.87 out of 5 average rating, 111 reviews

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.

Guest favorite
A rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage in Macerata
4.93 out of 5 average rating, 85 reviews

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.

Superhost
Home in Belfiore
5 out of 5 average rating, 3 reviews

Casale del Menotre | Countryside Umbrian Retreat

In the heart of the Menotre Valley, near Rasiglia and the Menotre Waterfalls, Casale del Menotre welcomes you into an atmosphere of peace and relaxation. After a day exploring Umbria, unwind in the hot tub, hammock and BBQ area surrounded by nature. The house offers Wi-Fi, Smart TV with personal Netflix access, air conditioning and 3 bedrooms, one with private bathroom. Non-professional tourist rental without extra services.

Top guest favorite
The aerial view showcases the elegant Guest House surrounded by well-manicured green landscapes, vineyards, and trees. A winding gravel driveway leads to the house, highlighting its rustic charm and tranquil setting amidst the rolling hills of the Marche region.
Farm stay in Cingoli
4.98 out of 5 average rating, 84 reviews

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.

Top guest favorite
A charming stone cottage is set within a lush green landscape. The building features a rustic tiled roof and wooden shutters. Surrounding plants include flowering vines and a cactus in the foreground, creating a serene outdoor atmosphere.
Cabin in Massa Martana
4.95 out of 5 average rating, 231 reviews

Country Chalet and mini spa

A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...

Top guest favorite
A refreshing salt-water pool is surrounded by lush greenery and neatly trimmed shrubs. Poolside, comfortable lounge chairs are arranged for relaxation. In the backdrop, a rustic building blends harmoniously with the rolling hills under a dramatic sky.
Home in Loro Piceno
4.91 out of 5 average rating, 77 reviews

Country House with Pool and Garden

Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

Top guest favorite
A terrace atop the bell tower features a table set for dining, surrounded by four chairs. The area is adorned with vibrant flowers in pots, offering expansive views of the Umbrian valley and distant mountains, bathed in natural light.
Apartment in Spello
4.97 out of 5 average rating, 211 reviews

Spello Nunnery Apartment

This beautiful 2bedroom- accomodation is located in the upper part of the historical centre of Spello in the second Nunnery dedicated in times to Saint Claire. Offering all comforts, services and a breathtaking outside space, it is perfect for who is searching for a reenergizing romantic base from which to explore the umbrian valley.

Popular amenities for Tolentino vacation rentals

When is the best time to visit Tolentino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,276 GYDG$29,485 GYDG$28,857 GYDG$21,120 GYDG$26,975 GYDG$29,276 GYDG$35,340 GYDG$35,131 GYDG$30,112 GYDG$30,321 GYDG$29,694 GYDG$29,276 GYD
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°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 40 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 vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes 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 villa rentals in Tolentino have a kitchen?

    Absolutely! We offer over 10 villa rentals with a kitchen in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Tolentino have wifi?

    Absolutely! We offer over 20 house 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 free parking, over 10 homes with wifi, over 10 homes with a kitchen, 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$10,456 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!

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