Montesicuro Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Montesicuro vacation rentals

A modern hotel room with a green sofa, a wooden cabinet with a flat-screen TV, a white bed, and a bathroom with a toilet and sink.

1. Cavour Suites

Cavour Suites
Port Area
9.2 out of 10, Wonderful, (11 reviews)
"perfect stay at Ancona. Charming, clean, great location and convenient."
United States
Daniela Briano
The price is CA $124
CA $139 total
includes taxes & fees
Nov 15 - Nov 16
Cavour Suites
A modern building with a large spherical sculpture in the foreground, surrounded by a well-maintained lawn.

2. Villa Gens Camuria

Villa Gens Camuria
Camerano
9.6 out of 10, Exceptional, (57 reviews)
"Clean, friendly very accommodating pool excellent a great place to stay all year round."
United Kingdom
antonio
The price is CA $124
CA $140 total
includes taxes & fees
Nov 8 - Nov 9
Villa Gens Camuria
A swimming pool with water cascading from a fountain, surrounded by a wooden deck and a white building in the background.

3. 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
The price is CA $142
CA $156 total
includes taxes & fees
Nov 8 - Nov 9
Villa Coralia
A view of a square with buildings in the background, a few people walking, and parked scooters.

4. La Piazza

La Piazza
Port Area
9.0 out of 10, Wonderful, (9 reviews)
"Good location for Ancona"
United States
Michael
The price is CA $127
CA $142 total
includes taxes & fees
Nov 10 - Nov 11
La Piazza
A sunlit patio with a table and chairs, potted plants, and a view of a residential area.

5. Accanto alle Mura Rooms Relax & Spa

Accanto alle Mura Rooms Relax & Spa
Sirolo
10.0 out of 10, Exceptional, (2 reviews)
"Marco och Francesca var de bästa värdar man kan tänka sig. Så omtänksamma och man kände sig som deras vänner. Fint att få med sig matsäck till stranden, det var en uppskattad lyx! Boendet håller mycket hög standard, är rent och smakfullt inrett. 10 av 10!"
Sweden
Christel
The price is CA $197
CA $217 total
includes taxes & fees
Nov 18 - Nov 19
Accanto alle Mura Rooms Relax & Spa
A hallway with wooden flooring, a door on the left, and a light fixture on the right.

6. Cleo Viola

Cleo Viola
Ancona
8.0 out of 10, Very good, (2 reviews)
"Kass incheckningsprocess."
Sweden
Roger
The price is CA $84
CA $94 total
includes taxes & fees
Nov 17 - Nov 18
Cleo Viola
A hotel room with a brick wall, a bed with white linens, a nightstand, a desk with a lamp, and a window with a view of the outside.

7. LAROS DIMORA DORICA

LAROS DIMORA DORICA
Passetto
The price is CA $165
CA $183 total
includes taxes & fees
Nov 8 - Nov 9
LAROS DIMORA DORICA
A modern living room with a sofa, black bean bag, and a wall with the text 'LIFE IS A BEAUTIFUL RIDE'.

8. Casa nel Vicolo - Duomo di Osimo

Casa nel Vicolo - Duomo di Osimo
Osimo
The price is CA $73
CA $207 total
includes taxes & fees
Nov 18 - Nov 19
Casa nel Vicolo - Duomo di Osimo
A rural landscape with fields, a few scattered houses, and a clear sky.

9. Cleo Dalia

Cleo Dalia
Ancona
The price is CA $96
CA $107 total
includes taxes & fees
Nov 22 - Nov 23
Cleo Dalia
A spacious living area with a wooden floor, a dark sofa, and a kitchen with white cabinets and a built-in oven.

10. Cleo Lavanda

Cleo Lavanda
Ancona
The price is CA $109
CA $121 total
includes taxes & fees
Nov 12 - Nov 13
Cleo Lavanda
An arched courtyard with a brick floor, a pergola, and a table with chairs.

11. 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 CA $97
CA $106 total
includes taxes & fees
Nov 8 - Nov 9
La Dimora del Borgo
A compact living space with a kitchenette, dining area, and seating area.

12. Cleo Limone

Cleo Limone
Falconara Marittima
The price is CA $92
CA $101 total
includes taxes & fees
Nov 9 - Nov 10
Cleo Limone
A modern bedroom with a bed, a desk, and a chair.

13. Ospitalità Il Prato Jesi

Ospitalità Il Prato Jesi
Jesi
The price is CA $78
CA $90 total
includes taxes & fees
Nov 16 - Nov 17
Ospitalità Il Prato Jesi
A balcony with a table and chairs, a bed with a white bedspread and rose petals, and a view of the countryside.

14. 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 CA $101
CA $144 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Residence Belohorizonte
A balcony with a view of the beach and the sea.

15. Cleo Girasole

Cleo Girasole
Porto Recanati
6.0 out of 10, (1 review)
"Gut"
Germany
Mamoun
The price is CA $114
CA $127 total
includes taxes & fees
Nov 28 - Nov 29
Cleo Girasole
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 Montesicuro Hotel Reviews

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a clear sky.
Fortino Napoleonico

Fortino Napoleonico

Fortino Napoleonico
Ancona

10/10 Excellent

Superbe endroit, à proximité de Sirolo et de ses plages que nous avons adorées
Canada
Audrey
Reviewed May 23, 2026
Fortino Napoleonico

Find out more about Montesicuro

Everything you need to know about Montesicuro 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 Montesicuro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Montesicuro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montesicuro vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montesicuro vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montesicuro vacation rentals we have selected for you start as low as CA $73 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montesicuro rentals

At Expedia, we put the best Montesicuro 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 Montesicuro 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 Montesicuro 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 Montesicuro. 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 Montesicuro?

Yes, there are vacation rentals close to top sights in Montesicuro, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Montesicuro?

Villa Gens Camuria: This vacation home rental outside of Montesicuro is located next to a golf course and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and an espresso maker. You and your friends and family can relax into your vacation with amenities like a garden.

What’s there to see and do in Montesicuro?

Explore the area and family-friendly sights such as Luigi Paolucci Museum, or get out into nature at a spot like Spiaggia di Mezzavalle. Palaindoor and Lazzaretto of Ancona are a couple of places you'll find in the larger area.

What’s a vacation rental in Montesicuro like?

A vacation rental is a private property you can stay in for a long or short time in Montesicuro. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.