A rural landscape with a house and a hay bale.

Tolentino Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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
$364 nightly
The price is $364
Oct 28 - Oct 29
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 26 - Oct 27
Total with taxes and fees
Holiday Residence Belohorizonte
An arched courtyard with a brick floor, a pergola, and a table with chairs.

3. 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
Nov 1 - Nov 2
Total with taxes and fees
La Dimora del Borgo
A stone building with a wooden door, shutters, and a tiled roof.

4. Affittacamere Castelmanardo

Affittacamere Castelmanardo
Amandola
$57 nightly
The price is $63
Oct 27 - Oct 28
Total with taxes and fees
Affittacamere Castelmanardo
A view from a balcony overlooking a green landscape with hills and a clear sky.

5. Relais Villa Fornari

Relais Villa Fornari
Camerino
9.8 out of 10, Exceptional, (27 reviews)
"Posto splendido in mezzo alla natura, struttura in ottimo stato di manutenzione, personale cortese, ottimo il servizio ristorante"
Italy
Fabio
$107 nightly
The price is $118
Oct 25 - Oct 26
Total with taxes and fees
Relais Villa Fornari
A cobblestone street with a brick building featuring multiple windows and shutters.

6. Charming Apartment Maison all'arco

Charming Apartment Maison all'arco
Corridonia
$113 nightly
The price is $113
Oct 25 - Oct 26
Total with taxes and fees
Charming Apartment Maison all'arco
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a clear sky.

7. The Tin Room · Casa del Fattore, Villa Luzi

The Tin Room · Casa del Fattore, Villa Luzi
Treia
$219 nightly
The price is $219
Nov 4 - Nov 5
Total with taxes and fees
The Tin Room · Casa del Fattore, Villa Luzi
A wooden double door with a decorative glass window above it, set in a brick wall with a potted plant beside it.

8. Palazzo Rossi

Palazzo Rossi
Sarnano
10.0 out of 10, Exceptional, (1 review)
"Palazzo Rossi is peaceful, relaxing and amazing! 😘"
United States
CHARLES
$117 nightly
The price is $128
Oct 25 - Oct 26
Total with taxes and fees
Palazzo Rossi
A bathroom with a large white sink, a wooden shelf with a white basin and a bottle, two woven baskets, a towel, and a mirror with a wooden frame.

9. A Little House in the Woods

A Little House in the Woods
Castelraimondo
$112 nightly
The price is $112
Oct 29 - Oct 30
Total with taxes and fees
A Little House in the Woods
Three small, snow-covered cabins with wooden railings, set in a snowy landscape.

10. In Country Luxury Lodges

In Country Luxury Lodges
Camerino
$112 nightly
The price is $124
Oct 31 - Nov 1
Total with taxes and fees
In Country Luxury Lodges
A bathroom with two sinks, a mirror, a bathtub, and wooden doors.

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

Villa Elena: Your ideal holiday with an unforgettable view!
San Severino Marche
$322 nightly
The price is $393
Oct 30 - Oct 31
Total with taxes and fees
Villa Elena: Your ideal holiday with an unforgettable view!
A stone building with a traditional design, a paved pathway, and surrounding greenery.

12. 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 modern reception desk with a curved design, a laptop on top, and pendant lighting.

13. Rooms & Breakfast Centrale

Rooms & Breakfast Centrale
Fabriano
10.0 out of 10, Exceptional, (3 reviews)
"CONSIGLIATISSIMO A TUTTE le persone che vogliono aver e che fare con un locatore capace di soddisfare il soggiorno perfetto … educato gentile sa ascoltare e se possibile risolvere qualsiasi quesito!!, la struttura è nuovissima completa di tutto il necessario la pulizia è estrema !! GRAZIE MILLE DEL PERFETTO SOGGIORNO CHE ABBIAMO TRASCORSO NELLA TUA STRUTTURA!!"
Italy
Max
$60 nightly
The price is $70
Oct 27 - Oct 28
Total with taxes and fees
Rooms & Breakfast Centrale
A wooden sign with the text 'InCountry Luxury Lodges' and an arrow pointing left.

14. In Country Luxury Lodges

In Country Luxury Lodges
Sentino
$134 nightly
The price is $134
Oct 30 - Oct 31
Total with taxes and fees
In Country Luxury Lodges
A modern bedroom with a bed, a desk, and a chair.

15. Ospitalità Il Prato Jesi

Ospitalità Il Prato Jesi
Jesi
$98 nightly
The price is $107
Oct 25 - Oct 26
Total with taxes and fees
Ospitalità Il Prato Jesi
A window view of a rural landscape with fields, trees, and a distant town.

16. Maceratese Horizons

Maceratese Horizons
Macerata
$168 nightly
The price is $168
Oct 28 - Oct 29
Total with taxes and fees
Maceratese Horizons
A swimming pool with water cascading from a fountain, surrounded by a wooden deck and a white building in the background.

17. Villa Coralia

Villa Coralia
Osimo
9.4 out of 10, Exceptional, (22 reviews)
"Outstanding location with pleasant staff. Incedible views to the surrounding countryside. "
Canada
David
$119 nightly
The price is $131
Oct 24 - Oct 25
Total with taxes and fees
Villa Coralia
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
$185 nightly
The price is $185
Oct 25 - Oct 26
Total with taxes and fees
Giaginti House
A bathroom with a white sink, a black shelf with toiletries, and a black trash bin.

19. LE GIUGGIOLE: A peaceful apartment in the hills of the Marche region

LE GIUGGIOLE: A peaceful apartment in the hills of the Marche region
Sant'Elpidio a Mare
$96 nightly
The price is $96
Oct 25 - Oct 26
Total with taxes and fees
LE GIUGGIOLE: A peaceful apartment in the hills of the Marche region
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 of Castelletta, at an elevation of 700 meters, in the Gola della Rossa Park

House in the medieval village of Castelletta, at an elevation of 700 meters, in the Gola della Rossa Park
Castelletta
$145 nightly
The price is $145
Oct 29 - Oct 30
Total with taxes and fees
House in the medieval village of Castelletta, at an elevation of 700 meters, in the Gola della Rossa Park
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

Interno Marche Design Experience Hotel

Interno Marche Design Experience Hotel

10/10 Excellent
"Fantastic hotel in a great small town. Clean, spacious, well thought out rooms and just a great vibe in general"
Michael 2-night trip
Posted 10 days ago
Interno Marche Design Experience Hotel

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 $76 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.