A rural landscape with a house and a hay bale.

Tolentino Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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
The price is ￥47,463
￥58,450 total
includes taxes & fees
Oct 7 - Oct 8
Holiday Home "Casa degli Ulivi" with Private Pool and Wi-Fi
A view from a balcony overlooking a green landscape with hills and a clear sky.

2. 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
The price is ￥17,241
￥18,966 total
includes taxes & fees
Sep 26 - Sep 27
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.

3. 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
The price is ￥49,476
￥100,901 total
includes taxes & fees
Oct 1 - Oct 2
Typical Le Marche region house surrounded by lush greenery, perfect for holidays and relaxation!
An arched courtyard with a brick floor, a pergola, and a table with chairs.

4. 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
The price is ￥11,057
￥12,163 total
includes taxes & fees
Sep 29 - Sep 30
La Dimora del Borgo
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.
The price is ￥12,613
￥17,838 total
includes taxes & fees
Oct 1 - Oct 2
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
The price is ￥19,459
￥38,738 total
includes taxes & fees
Sep 27 - Sep 28
White Iron Room · Casa del Fattore, Villa Luzi
An outdoor dining area with tables set for two, featuring woven placemats, white plates, and glassware.

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

Villa Elena: Your ideal holiday with an unforgettable view!
San Severino Marche
The price is ￥51,692
￥63,065 total
includes taxes & fees
Oct 5 - Oct 6
Villa Elena: Your ideal holiday with an unforgettable view!
A balcony with a table and chairs, a bed with a white bedspread and rose petals, and a view of the countryside.

8. 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
The price is ￥10,975
￥15,859 total
includes taxes & fees
Oct 21 - Oct 22
Holiday Residence Belohorizonte
A wooden double door with a decorative glass window above it, set in a brick wall with a potted plant beside it.

9. Palazzo Rossi

Palazzo Rossi
Sarnano
10.0 out of 10, Exceptional, (1 review)
"Palazzo Rossi is peaceful, relaxing and amazing! 😘"
United States
CHARLES
The price is ￥17,944
￥19,738 total
includes taxes & fees
Sep 29 - Sep 30
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.

10. 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.
The price is ￥32,787
￥80,720 total
includes taxes & fees
Sep 26 - Sep 27
Colle di Pietra - Colle di PIetra
A stone building with a traditional design, a paved pathway, and surrounding greenery.

11. 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 coastal road with a beach, buildings, and a clear blue sky.

12. Charming Apartment Maison all'arco

Charming Apartment Maison all'arco
Corridonia
The price is ￥12,756
￥18,175 total
includes taxes & fees
Oct 5 - Oct 6
Charming Apartment Maison all'arco
A gated entrance with stone walls and a metal gate, surrounded by trees and a mountainous backdrop.

13. 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
The price is ￥47,027
￥53,694 total
includes taxes & fees
Sep 26 - Sep 27
Monti Sibillini House: A Stone House in the Monti Sibillini National Park
A window view of a rural landscape with fields, trees, and a distant town.

14. Maceratese Horizons

Maceratese Horizons
Macerata
The price is ￥20,320
￥29,893 total
includes taxes & fees
Sep 27 - Sep 28
Maceratese Horizons
A snow-covered landscape with a small cabin structure.

15. In Country Luxury Lodges

In Country Luxury Lodges
Sentino
The price is ￥19,261
￥19,261 total
includes taxes & fees
Oct 5 - Oct 6
In Country Luxury Lodges
A stone building with a wooden door, shutters, and a tiled roof.

16. Affittacamere Castelmanardo

Affittacamere Castelmanardo
Amandola
The price is ￥8,821
￥9,703 total
includes taxes & fees
Oct 25 - Oct 26
Affittacamere Castelmanardo
A hotel room with two single beds, a small round table, a lamp, a radiator, and a window with curtains.

17. Giaginti House

Giaginti House
San Clemente
The price is ￥25,946
￥29,730 total
includes taxes & fees
Oct 7 - Oct 8
Giaginti House
A modern reception desk with a curved design, a laptop on top, and pendant lighting.

18. 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
The price is ￥9,464
￥10,952 total
includes taxes & fees
Oct 26 - Oct 27
Rooms & Breakfast Centrale
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.
The price is ￥14,414
￥17,657 total
includes taxes & fees
Sep 27 - Sep 28
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
The price is ￥14,595
￥23,244 total
includes taxes & fees
Sep 27 - Sep 28
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

La Valle Del Poeta

La Valle Del Poeta

8/10 Good
"Just I sleep from 0 pm to 6 sm next"
Luis Olmedo 1-night trip
Posted 8 days ago
La Valle Del Poeta

Find out more about Tolentino

Search for holiday rentals in Tolentino on Expedia! You can easily find your home rentals, villas, holiday apartments in Tolentino using one of the methods below:

  • View our selection of featured holiday rentals in Tolentino
  • Use the map to find apartments and other holiday homes in the Tolentino neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Tolentino while they last

Look no further and take a look at our great range of rental properties in Tolentino!

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 Museum of Science, 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.