A rural landscape with a house and a hay bale.

Tolentino Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Tolentino vacation rentals

A nighttime outdoor area with a tree, a hot tub, and a grassy platform with seating.

1. Holiday Home "Casa degli Ulivi" with Private Pool and Wi-Fi

Holiday Home "Casa degli Ulivi" with Private Pool and Wi-Fi
tolentino
10.0 out of 10, Exceptional, (2 reviews)
"Pros: La casa è super attrezzata di tutto quello che può servire, il giardino è molto grande e anche esso ben attrezzato di tutto; il panorama bello è la zona è tranquilla ottima per il relax; Jacuzzi top e in più è stato con noi per tutto il soggiorno il mitico Ugo, un cagnetto simpaticissimo che ha fatto compagnia ai nostri cagnetti. Cons: La piscina dovrebbe essere curata un po' di più."
Italy
Anonymous traveler
$368 nightly
The price is $368
Oct 1 - Oct 2
Total with taxes and fees
Holiday Home "Casa degli Ulivi" with Private Pool and Wi-Fi
A balcony with a table and chairs, a bed with a white bedspread and rose petals, and a view of the countryside.

2. Holiday Residence Belohorizonte

Holiday Residence Belohorizonte
Macerata
9.0 out of 10, Wonderful, (22 reviews)
"We stayed at multiple locations on this trip and this was our favorite by far Very cute apartment and the host was very friendly and responsive. Highly recommend it to anyone "
United States
Kelly
$86 nightly
The price is $96
Oct 4 - Oct 5
Total with taxes and fees
Holiday Residence Belohorizonte
A view from a balcony overlooking a green landscape with hills and a clear sky.

3. Relais Villa Fornari

Relais Villa Fornari
Camerino
9.8 out of 10, Exceptional, (26 reviews)
"Personale molto gentile e accogliente. La struttura molto bella e curata. Il ristorante interno eccellente!"
Italy
laura
$108 nightly
The price is $119
Oct 7 - Oct 8
Total with taxes and fees
Relais Villa Fornari
A spacious dining area with a long wooden table set for a meal, a bench along the wall, and a rustic ceiling with exposed beams.

4. Typical Le Marche region house surrounded by lush greenery, perfect for holidays and relaxation!

Typical Le Marche region house surrounded by lush greenery, perfect for holidays and relaxation!
San Severino Marche
Typical Le Marche region house surrounded by lush greenery, perfect for holidays and relaxation!
A wooden chair with a white cloth draped over it, positioned next to a window with a view of greenery outside.

5. Small cottage near the Sibillini Mountains

Small cottage near the Sibillini Mountains
Marche
9.0 out of 10, Wonderful, (2 reviews)
"This is a most delightful place to stay in the heart of a very pretty and friendly town. We were warmly welcomed by the Hosts family who kindly gave us some delicious local olive oil and honey. The place was spotless, equipped with all we needed and has a most beautiful secluded garden with shade and comfortable chairs and table. We stayed an extra night as it was so enjoyable. We would recommend it very highly to anyone wanting a quiet and delightful place to stay at a most reasonable cost."
United Kingdom
Annie F.
$122 nightly
The price is $122
Oct 1 - Oct 2
Total with taxes and fees
Small cottage near the Sibillini Mountains
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a clear sky.

6. White Iron Room · Casa del Fattore, Villa Luzi

White Iron Room · Casa del Fattore, Villa Luzi
Treia
$244 nightly
The price is $244
Oct 4 - Oct 5
Total with taxes and fees
White Iron Room · Casa del Fattore, Villa Luzi
An arched courtyard with a brick floor, a pergola, and a table with chairs.

7. La Dimora del Borgo

La Dimora del Borgo
Montecassiano
10.0 out of 10, Exceptional, (1 review)
"What a wonderful, hidden jewel! If you are looking for a true medieval experience with all the modern comforts THIS IS IT! Right off the bus stop, Montecassiano is a beautiful medieval village, with a historic piazza, typical italian bars to grab a breakfast or apperativo. For dinner, I highly recommend La Taverna San Nicola across the hotel with a fantastic wine selection and a unique presentation of popular polenta dish. Well worth the trip!!"
United States
Gabriel
$63 nightly
The price is $70
Oct 11 - Oct 12
Total with taxes and fees
La Dimora del Borgo
A stone building with a wooden deck and a metal railing.

8. A Little House in the Woods

A Little House in the Woods
Castelraimondo
$113 nightly
The price is $113
Oct 4 - Oct 5
Total with taxes and fees
A Little House in the Woods
An outdoor dining area with tables set for two, featuring woven placemats, white plates, and glassware.

9. Villa Elena: Your ideal holiday with an unforgettable view!

Villa Elena: Your ideal holiday with an unforgettable view!
San Severino Marche
$325 nightly
The price is $397
Oct 12 - Oct 13
Total with taxes and fees
Villa Elena: Your ideal holiday with an unforgettable view!
A wooden double door with a decorative glass window above it, set in a brick wall with a potted plant beside it.

10. Palazzo Rossi

Palazzo Rossi
Sarnano
10.0 out of 10, Exceptional, (1 review)
"Palazzo Rossi is peaceful, relaxing and amazing! 😘"
United States
CHARLES
$106 nightly
The price is $117
Oct 2 - Oct 3
Total with taxes and fees
Palazzo Rossi
An outdoor wooden table with benches, surrounded by a stone wall and a wooden fence, with a view of a green landscape in the background.

11. Colle di Pietra - Colle di PIetra

Colle di Pietra - Colle di PIetra
Cessapalombo
9.6 out of 10, Exceptional, (4 reviews)
"We had a wonderful week in Cessapalombo. Tiziana and Nando were very hospitable, and even laid on a delicious lunch of local specialties for our last day. The accommodation is simple, but has everything you need, and the location of the house is stunning. If you want to get away from it all, we cannot recommend this place highly enough. In the day, butterflies dance and lizards dart around the lovely pool, and by night we were serenaded by crickets and the local peregrine falcons. The Monti...
United Kingdom
Kate F.
$463 nightly
The price is $508
Oct 1 - Oct 2
Total with taxes and fees
Colle di Pietra - Colle di PIetra
A coastal road with a beach, buildings, and a clear blue sky.

12. Charming Apartment Maison all'arco

Charming Apartment Maison all'arco
Corridonia
$114 nightly
The price is $114
Oct 5 - Oct 6
Total with taxes and fees
Charming Apartment Maison all'arco
A stone building with a traditional design, a paved pathway, and surrounding greenery.

13. Villa Teloni, your exclusive place w/private pool

Villa Teloni, your exclusive place w/private pool
San Severino Marche
10.0 out of 10, Exceptional, (2 reviews)
"The villa is very nice. An absolute dream. "
Germany
Oliver G.
Villa Teloni, your exclusive place w/private pool
A stone building with a wooden door, shutters, and a tiled roof.

14. Affittacamere Castelmanardo

Affittacamere Castelmanardo
Amandola
$58 nightly
The price is $64
Oct 20 - Oct 21
Total with taxes and fees
Affittacamere Castelmanardo
A window view of a rural landscape with fields, trees, and a distant town.

15. Maceratese Horizons

Maceratese Horizons
Macerata
$170 nightly
The price is $170
Oct 4 - Oct 5
Total with taxes and fees
Maceratese Horizons
A snow-covered landscape with a small cabin structure.

16. In Country Luxury Lodges

In Country Luxury Lodges
Sentino
$121 nightly
The price is $121
Oct 7 - Oct 8
Total with taxes and fees
In Country Luxury Lodges
A gated entrance with stone walls and a metal gate, surrounded by trees and a mountainous backdrop.

17. Monti Sibillini House: A Stone House in the Monti Sibillini National Park

Monti Sibillini House: A Stone House in the Monti Sibillini National Park
Marche
$338 nightly
The price is $338
Oct 2 - Oct 3
Total with taxes and fees
Monti Sibillini House: A Stone House in the Monti Sibillini National Park
A hotel room with two single beds, a small round table, a lamp, a radiator, and a window with curtains.

18. Giaginti House

Giaginti House
San Clemente
$187 nightly
The price is $187
Oct 1 - Oct 2
Total with taxes and fees
Giaginti House
A narrow stone staircase flanked by stone walls, ascending to a building entrance.

19. The Sibillini Chalet

The Sibillini Chalet
Sossasso
10.0 out of 10, Exceptional, (1 review)
"Great place, we will come back soon"
France
Joanna C.
$111 nightly
The price is $111
Oct 2 - Oct 3
Total with taxes and fees
The Sibillini Chalet
A person in a hot tub with a glass of wine, surrounded by a wooden deck and lush greenery in the background.

20. House in the medieval village Castelletta 700 mt height in the park Gola della Rossa

House in the medieval village Castelletta 700 mt height in the park Gola della Rossa
Castelletta
$146 nightly
The price is $146
Oct 1 - Oct 2
Total with taxes and fees
House in the medieval village Castelletta 700 mt height in the park Gola della Rossa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Tolentino Hotel Reviews

Natural Village Resort

Natural Village Resort

10/10 Excellent
"I only stayed one night. It was clean. It was nice to walk the beach"
Gavin 1-night trip
Posted 1 day ago
Natural Village Resort

Find out more about Tolentino

Everything you need to know about Tolentino vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Tolentino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Tolentino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Tolentino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tolentino. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Tolentino in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $78 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Tolentino rentals

At Expedia, we put the best Tolentino vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Tolentino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Tolentino vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Tolentino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Tolentino?

Yes, we offer vacation rentals close to popular local attractions in Tolentino, or you can select a more remote option if you're looking for relaxation. Tolentino is known for its monuments.

What are some of the best vacation home rentals in Tolentino?

Exclusive Use Private 2 BR Villa - Swimming Pool, Large Garden & Great Views: This vacation home rental outside of Tolentino is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, a terrace, and a garden so you can immerse yourself in your vacation.

How many vacation rentals are there in Tolentino?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Tolentino stay.

What’s there to see and do in Tolentino?

Explore the area and family-friendly sights such as Infernaccio Gorge, or get out into nature at a spot like Fiastra Abbey Nature Reserve. While here, Basilica di San Nicola and Castello della Rancia are other places worth a visit.

What’s a vacation rental in Tolentino like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Tolentino. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for small groups.