Castiglioni Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Castiglioni vacation rentals

A stone building with a gated entrance, arched windows, and a small balcony.

1. Country House Federico I

Country House Federico I
Sassoferrato
9.6 out of 10, Exceptional, (18 reviews)
"Ok"
Italy
Costantin
$65 nightly
The price is $71
Nov 29 - Nov 30
Total with taxes and fees
Country House Federico I
Two white plastic lounge chairs with floral cushions, positioned on a grassy area with trees and a brick wall in the background.

2. Casa Vacanze Merion

Casa Vacanze Merion
Arcevia
10.0 out of 10, Exceptional, (1 review)
"La signora Mariagrazia davvero molto accogliente, mi ha offerto anche la visciola un vino fatto con le ciliegie. Appartamento immerso nella tranquillità dove si gode un bel panorama delle colline marchigiane. Vicino all’appartamento c’è un negozio di alimentari e un forno dove fanno una crostata che è uno spettacolo … 🔝 per tutto!"
Italy
Giovanni
$69 nightly
The price is $76
Nov 25 - Nov 26
Total with taxes and fees
Casa Vacanze Merion
A modern reception desk with a curved design, a laptop on top, and pendant lighting.

3. 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
$63 nightly
The price is $72
Nov 13 - Nov 14
Total with taxes and fees
Rooms & Breakfast Centrale
An open door leading to a balcony with a tiled floor and a view of a street.

4. Ravasio House in the Heart of the Marche Region, Amid Historic Villages and Panoramic Views

Ravasio House in the Heart of the Marche Region, Amid Historic Villages and Panoramic Views
Montale
$77 nightly
The price is $77
Nov 11 - Nov 12
Total with taxes and fees
Ravasio House in the Heart of the Marche Region, Amid Historic Villages and Panoramic Views
A rustic room with exposed brick walls, a bed, a sofa, a small round table, and a fireplace.

5. La casa sulle mura in Borgo Loretello

La casa sulle mura in Borgo Loretello
Loretello
$145 nightly
The price is $145
Nov 11 - Nov 12
Total with taxes and fees
La casa sulle mura in Borgo Loretello
A person in a hot tub with a glass of wine, surrounded by a wooden deck and lush greenery in the background.

6. House in the village of Castelletta, at an elevation of 700 meters, in the Gola della Rossa Park

House in the village of Castelletta, at an elevation of 700 meters, in the Gola della Rossa Park
Castelletta
$127 nightly
The price is $127
Nov 11 - Nov 12
Total with taxes and fees
House in the village of Castelletta, at an elevation of 700 meters, in the Gola della Rossa Park
A modern bedroom with a bed, a desk, and a chair.

7. Ospitalità Il Prato Jesi

Ospitalità Il Prato Jesi
Jesi
$48 nightly
The price is $56
Nov 13 - Nov 14
Total with taxes and fees
Ospitalità Il Prato Jesi
A rustic building with a brick facade, a clock, and a staircase leading to a balcony.

8. La suite in piazza in Borgo Loretello

La suite in piazza in Borgo Loretello
Loretello
$158 nightly
The price is $158
Nov 11 - Nov 12
Total with taxes and fees
La suite in piazza in Borgo Loretello
A hallway with a radiator, wooden doors, and a tiled floor.

9. Charming Holiday Apartment in Ostra

Charming Holiday Apartment in Ostra
Ostra
$84 nightly
The price is $86
Nov 11 - Nov 12
Total with taxes and fees
Charming Holiday Apartment in Ostra
A person in a hot tub with a glass of wine, surrounded by a wooden deck and lush greenery in the background.

10. 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
$133 nightly
The price is $133
Nov 11 - Nov 12
Total with taxes and fees
House in the medieval village of Castelletta, at an elevation of 700 meters, in the Gola della Rossa Park
A person in a hot tub with a glass of wine, surrounded by a wooden deck and lush greenery in the background.

11. In the sprawling village of Castelletta in the Gola della Rossa Park.

In the sprawling village of Castelletta in the Gola della Rossa Park.
Castelletta
$127 nightly
The price is $129
Nov 11 - Nov 12
Total with taxes and fees
In the sprawling village of Castelletta in the Gola della Rossa Park.
Kitchen

12. Italian Experience-Movie Suite Jesi

Italian Experience-Movie Suite Jesi
Iesi
$280 nightly
The price is $285
Nov 11 - Nov 12
Total with taxes and fees
Italian Experience-Movie Suite Jesi
A wooden cabin with a sliding glass door, a bamboo fence, and a stone pathway leading to a patio area.

13. Beautiful villa with a pool in the hills of the Marche region

Beautiful villa with a pool in the hills of the Marche region
San Giorgio di Pesaro
10.0 out of 10, Exceptional, (1 review)
"Desy hat alles liebevoll eingerichtet. Jeden Tag gab es von ihr zubereitetes Frühstück. Das Haus ist schön und modern eingerichtet. Es hat uns sehr gefallen und wir kommen gerne wieder. "
Germany
Stefanie H.
$175 nightly
The price is $179
Nov 11 - Nov 12
Total with taxes and fees
Beautiful villa with a pool in the hills of the Marche region
Kitchen

14. Lovely apartment for 4 people with WIFI, TV and pets allowed

Lovely apartment for 4 people with WIFI, TV and pets allowed
Iesi
$289 nightly
The price is $294
Nov 11 - Nov 12
Total with taxes and fees
Lovely apartment for 4 people with WIFI, TV and pets allowed
A small outdoor patio with a black table, a barbecue grill, and a tray with drinks and snacks.

15. [La Casetta] Bilocale Centrale con Terrazza Parcheggio Gratuito Wifi PS4 Minipc

[La Casetta] Bilocale Centrale con Terrazza Parcheggio Gratuito Wifi PS4 Minipc
Jesi
10.0 out of 10, Exceptional, (2 reviews)
"We were just passing through and were able to relax after the long drive. All the comforts and a very well-kept ambiance, including a small terrace, made our stay very pleasant. Communication with the owner and check-in went smoothly. Highly recommended!"
Germany
G. C.
$99 nightly
The price is $103
Nov 18 - Nov 19
Total with taxes and fees
[La Casetta] Bilocale Centrale con Terrazza Parcheggio Gratuito Wifi PS4 Minipc
A room with two beds, a sloped ceiling, a striped wall, and a small bedside table with a lamp.

16. Casa Vacanze Francesca

Casa Vacanze Francesca
Mondolfo
$64 nightly
The price is $72
Nov 23 - Nov 24
Total with taxes and fees
Casa Vacanze Francesca
An aerial view of a castle-like structure surrounded by lush greenery and fields.

17. La casa in piazzetta in Borgo Loretello

La casa in piazzetta in Borgo Loretello
Loretello
$224 nightly
The price is $224
Nov 11 - Nov 12
Total with taxes and fees
La casa in piazzetta in Borgo Loretello
A living room with a white sofa, a coffee table, a dining table with clear chairs, a chandelier, and exposed wooden beams.

18. Italian Experience - La Casa in Centro

Italian Experience - La Casa in Centro
Filottrano
$190 nightly
The price is $194
Nov 11 - Nov 12
Total with taxes and fees
Italian Experience - La Casa in Centro
A bedroom with a wooden headboard, white bedding, a white blanket, and a framed painting of a sunset over the ocean.

19. New Listing

New Listing
Senigallia
$100 nightly
The price is $103
Nov 21 - Nov 22
Total with taxes and fees
New Listing
Inside other

20. Movie Suite Jesi by Interhome

Movie Suite Jesi by Interhome
Jesi
$282 nightly
The price is $286
Nov 12 - Nov 13
Total with taxes and fees
Movie Suite Jesi by Interhome
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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Find vacation rentals that suit your style

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Condos
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Top Castiglioni Hotel Reviews

An outdoor dining area with tables set for a meal, overlooking a swimming pool.
Hotel Giardino

Hotel Giardino

Hotel Giardino
San Lorenzo in Campo

10/10 Excellent

Great to stay when traveling through Le Marche. Great breakfast selection and coffee.
United States
Nicholas
Reviewed May 24, 2026
Hotel Giardino

Find out more about Castiglioni

Everything you need to know about Castiglioni 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 Castiglioni 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 Castiglioni vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castiglioni vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castiglioni. 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 Castiglioni 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 $55 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 Castiglioni rentals

At Expedia, we put the best Castiglioni 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 Castiglioni 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 Castiglioni 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 Castiglioni. 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 vacation rentals in Castiglioni?

Yes, we give you a choice of vacation rentals close to the most popular sights in Castiglioni, or you can go with a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Castiglioni?

Vacation home Oasi delle Gazze near Frasassi Caves: This vacation home rental near Castiglioni is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Castiglioni?

With 235 Expedia vacation rentals, you're sure to find just the right place for your Castiglioni stay.

What can I see and do in Castiglioni?

Explore the area and family-friendly sights such as Paradise Playcenter, or get out into nature at a spot like Gola della Rossa e di Frasassi Natural Regional Park. Hermitage of the White Friars and Temple of Valadier are a couple of places you'll find in the larger area.

What are vacation rentals like in Castiglioni?

Vacation rentals are private accommodations you can reserve for several days or more in Castiglioni. Vacation rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family gatherings.