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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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Cottage in Loro Piceno

4.87 out of 5 average rating, 95 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.

Home in Assisi

4.87 out of 5 average rating, 868 reviews

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

In the heart of the ancient Roman city of Asisium, between the splendid theater and the suggestive forum, where narrow streets with enchanting gaps run between arches, flowered vases, intertwining staircases, gardens, stone walls, and a luxurious villa still stands. Inhabited since the dawn of time by a noble family, it is still today embellished by a marvelous and large garden with a breathtaking view of the imposing Rocca and the entire deep valley: this is our structure.

Home in Assisi

4.89 out of 5 average rating, 842 reviews

A JUMP IN THE ANCIENT ASSISI PERFETTA LETIZIA HOME

In the heart of the ancient Roman city of Asisium, between the splendid theater and the suggestive forum, where narrow streets with enchanting gaps run between arches, flowered vases, intertwining staircases, gardens, stone walls, and a luxurious villa still stands. Inhabited since the dawn of time by a noble family, it is still today embellished by a marvelous and large garden with a breathtaking view of the imposing Rocca and the entire deep valley: this is our structure.

Rental unit in Macerata

4.96 out of 5 average rating, 85 reviews

The Show

Relax in this elegant and modern newly built apartment, central location, convenient to walk around the entire old town, it has a large panoramic glass window that allows you to admire the Marchigiane hills to the sea with the backdrop of Monte Conero. The structure is equipped with every comfort suitable for even long stays, a private parking space with direct access to the apartment. 20 km from Casa Museo Leopardi, 30 km from Civitanova, 26 km from Loreto Shrine

Rental unit in Assisi

4.98 out of 5 average rating, 171 reviews

Assisi Al Quattro - Historic Centre of Assisi

Situated on the top floor of an ancient family home in the historic centre of Assisi, a short distance from the magnificent Basilica of San Francesco, “Assisi Al Quattro” is a haven of silence and regeneration, filled with the fragrance of medicinal herbs in summertime: I couldn’t help but falling in love with it. The sweeping views from the large terrace is truly unique, and it is well-worth a visit just to experience it. Everyone is welcome

Condo in Spello

4.96 out of 5 average rating, 217 reviews

"Al Belvedere" Charme & View Tourist Lease

In a XII century building, the property, with a suggestive access, is valorized by a large, furnished terrace overlooking the wide valley facing Assisi, Spoleto, Bastia Umbra, Bevagna, Castel Ritaldi , Trevi, Montefalco and Perugia. My accommodation is suitable for couples, nature fans, families (max 2 children) and 'hairy' friends (pets). We are eco-friendly ... At Belvedere Electricity is 100% from renewable sources! :-)

Villa in Sant'Angelo in Pontano

4.96 out of 5 average rating, 25 reviews

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!

Rental unit in Spello

4.97 out of 5 average rating, 188 reviews

Sognando Spello - a luxury 1 bedroom with views

Originally a farmhouse, this medieval building is located in the quiet upper part of the historical centre of Spello. Our apartment is perfect for couples looking for a romantic base to explore Spello and the delights of Umbria. Also consider our nearby properties (separate entrance) at https://www.airbnb.com/h/amiciefamiglia or https://www.airbnb.com/h/ilmuretto if you need additional rooms for guests.

Rental unit in Ascoli Piceno

4.91 out of 5 average rating, 138 reviews

Attico Sul Fiume center home

Stylish and cozy penthouse in a strategic location a few meters from the central Piazza del Popolo and the main points of interest in the city that can be reached on foot. The apartment consists of a bright living room entrance with two bedroom island kitchen both with TV and bathroom, 2 large panoramic terraces and private parking. The hot tub has an extra charge.

Home in Loro Piceno

4.88 out of 5 average rating, 56 reviews

Countryside house with pool and garden

House in the countryside with pool and garden. The farmhouse with pool is located in the countryside with well-kept and completely renovated decor, for a relaxing vacation 5 km from the Natural Reserve of the Abbey of Fiastra, 30 km from the entrance of the Sibillini Mountains Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

Rental unit in Spello

4.97 out of 5 average rating, 164 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.

Home in Assisi

4.84 out of 5 average rating, 267 reviews

Casa Spagnoli

Vintage residence in the historic center of Assisi, convenient for walking with free parking on site. The house includes a large dining room overlooking the Basilica of Santa Chiara, kitchen, two bedrooms with two private bathrooms equipped with a bathtub and shower. Equipped with Wi-Fi, television and heating.

Vacation rentals for every style

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Popular amenities for Tolentino vacation rentals

Free parking on premises

Air conditioning

Stay near Tolentino's top sights

Abbadia di Fiastra44 locals recommend

Abbadia di Fiastra Nature Reserve26 locals recommend

Chiaravalle Abbey, Fiastra24 locals recommend

Rancia Castle9 locals recommend

Tenute Muròla6 locals recommend

Casa Azzurra5 locals recommend

Other great vacation rentals in Tolentino

Barn in Serra De' conti

5 out of 5 average rating, 13 reviews

Casetta RosaClara

Vacation home in Genga

4.97 out of 5 average rating, 38 reviews

VacanzeNelVerdeGenga2 /4guests Exclusive

Villa in Servigliano

4.92 out of 5 average rating, 12 reviews

Villa with exclusive private, heated pool

Rental unit in Macerata

4.99 out of 5 average rating, 78 reviews

La Sibilla

Rental unit in Mogliano

4.96 out of 5 average rating, 28 reviews

Spacious apartment close to sea, mountains & lake

Rental unit in Potenza Picena

5 out of 5 average rating, 18 reviews

Casa Moraiolo

Loft in Macerata

4.98 out of 5 average rating, 57 reviews

[Cavour] Elegant Loft on Centre

Farm stay in Recanati

5 out of 5 average rating, 21 reviews

Back to Nature Veg: The House in the Hill

Quick stats about vacation rentals in Tolentino

Total rentals
80 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
590 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
50 properties have a pool

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.
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.
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 free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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.
Do apartment rentals in Tolentino have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Tolentino. Enjoy a tailored experience with all the comforts you desire.
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.
How much does it cost to stay in villa rentals in Tolentino?
Experience the best of Tolentino with our villa rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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!
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.

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