A mountainous landscape with terraced fields, a winding road, and a village with traditional buildings.

Pennabilli Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Pennabilli vacation rentals

Two wine glasses on a table with a view of greenery and hills in the background.

1. Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi

Sant'Agata Feltria

AED 876 total

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a white sofa, a coffee table, and a TV mounted on the wall. There is a plant on the coffee table and a small shelf with decorative items.

2. Gio's Hygge Nest

Montegrimano

AED 417 total

includes taxes & fees

9 Nov - 10 Nov

A courtyard with stone buildings, arched doorways, and outdoor seating.

3. B&B Corte dei Turchi

Longiano

Murat

AED 271 total

includes taxes & fees

9 Nov - 10 Nov

A terrace with a table and chairs overlooking a valley with vineyards.

4. Alloggio al San Girolamo

Longiano

Sara

AED 401 total

includes taxes & fees

9 Nov - 10 Nov

5. A cozy retreat in the heart of Sassocorvaro, with a terrace offering breathtaking views.

Sassocorvaro

AED 463 total

includes taxes & fees

9 Nov - 10 Nov

A balcony with a white sofa, a chair, and a TV on a cabinet.

6. Residence Aida

Rimini

Jane

AED 266 total

includes taxes & fees

18 Nov - 19 Nov

A multi-story hotel with a swimming pool, outdoor seating, and palm trees.

7. Nero D'Avorio Aparthotel & SPA

Rimini

Julie

AED 283 total

includes taxes & fees

8 Dec - 9 Dec

A modern bedroom with a large bed, a flat-screen TV mounted on the wall, a floor lamp, and a view of a stone wall through a glass door.

8. New Listing

Centro Storico (Historic Center)

AED 884 total

includes taxes & fees

9 Nov - 10 Nov

A rooftop pool area with hot tubs and a modern building in the background.

9. Metropol Ceccarini Suite - Luxury apartments

Riccione

Daren

AED 421 total

includes taxes & fees

9 Dec - 10 Dec

A building with a balcony, multiple windows, and a door.

10. Dolce Rosa Centro Storico

Sansepolcro

Sergio

AED 215 total

includes taxes & fees

16 Nov - 17 Nov

A stone wall with climbing plants and a metal gate leading to a paved area with trees and a clear sky.

11. Apartment in the historic village of Verucchio

Verucchio

AED 1,027 total

includes taxes & fees

9 Nov - 10 Nov

A modern hotel room with a large bed, a dining area with a round table and chairs, a sofa, and a small desk with a lamp.

12. Hotel Ceccarini 9

Riccione

Fabio

AED 586 total

includes taxes & fees

12 Nov - 13 Nov

A bedroom with a stone wall, a bed, a wardrobe, a balcony with chairs, and a view of buildings.

13. Le Terrazze sul Fiume

Santa Sofia

AED 375 total

includes taxes & fees

9 Nov - 10 Nov

A rooftop terrace with a red building, a paved walkway, and a view of a forested hill.

14. Residence Città Ideale

Urbino

AED 349 total

includes taxes & fees

9 Nov - 10 Nov

A balcony with a table set for breakfast, overlooking a beach and cityscape.

15. Embassy Aparthotel

Marina Centro

April B

AED 594 total

includes taxes & fees

9 Nov - 10 Nov

A wooden chair facing a scenic view of rolling hills and a mountain range under a clear sky.

16. Beautiful self-catering flat for rent in the country

URBANIA

Joerg G.

AED 440 total

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a sloped ceiling, exposed brick walls, a flat-screen TV mounted on the wall, and a bed with a white bedspread.

17. Ca Moro - Rooms and Apartments

Rimini Historic Center

Mehak

AED 551 total

includes taxes & fees

29 Nov - 30 Nov

A beach with numerous light blue umbrellas and sun loungers, a clear sky, and a distant view of boats and buildings.

18. Residence Nautic

San Giuliano a Mare

Jeppe

AED 254 total

includes taxes & fees

24 Nov - 25 Nov

A living room with a sofa, a dining area with a table and chairs, a kitchen visible through an open door, and pendant lights on the ceiling.

19. Tranquil 2-Bedroom Apartment in Historic Bagno di Romagna

Bagno di Romagna

AED 744 total

includes taxes & fees

9 Nov - 10 Nov

A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

20. Locanda del Viandante

Anghiari

Kenneth

AED 512 total

includes taxes & fees

9 Nov - 10 Nov

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Find vacation rentals that suit your style

Top Pennabilli Hotel Reviews

Hotel Rosa

San Marino

10/10 Excellent

Anonymous traveler

A restaurant with tables set for dining, large arched windows, and a view of the countryside.

Titano Suites

San Marino

10/10 Excellent

We stayed here last week and had an amazing time, the room and views are amazing. Rooms are immaculate and completely modern - really cool. We ate dinner in the hotel, it has great views and the food was out of this world. Our only complaint was that we specifically asked were told our room came with breakfast - but were then charged for it at checkout and the clerk refused to admit he told us it was included.

Anonymous traveler

A terrace with a table set for two, overlooking a valley with mountains in the distance.

Hotel Cesare

San Marino

10/10 Excellent

San Marino is a great visit and it's location near Rimini Beach is wonderful during the summer season. The Hotel is near a Parking area and, while there is a charge, it is relatively cheap. The Hotel is clean and modern. We had a corner room and an upper floor. The view was incredible! The breakfast was nice, they even freshly cooked eggs for us on demand. Shopping and eating at San Marino is neverending. The hikes around the Republic are difficult but worth the time and energy. On the weekends...

CaroRico

A buffet table with various food items including pastries, fruits, and condiments.

Hotel San Marino iDesign

San Marino

10/10 Excellent

Tony

A buffet with various food items, including bread, pastries, and fruits, arranged on a table with a decorative backdrop.

Grand Hotel San Marino

San Marino

10/10 Excellent

annelise

A restaurant with tables set for dining, overlooking a historic tower.

Hotel Titano

San Marino

10/10 Excellent

Carl

A bedroom with a bed, a window, and a ceiling light.

Rainbow Hotel Depandance Joli

San Marino

10/10 Excellent

Justine

A hot tub area with a view of a sunset through a window, surrounded by indoor plants and a wooden structure.

Hotel Joli

San Marino

10/10 Excellent

Anonymous traveler

A spa area with a stone wall, a hot tub, and a lounge chair.

Oste del Castello Wellness & Bike Hotel

Verucchio

10/10 Excellent

Tatiana

A wooden deck leading to a row of houses with illuminated windows and a landscaped garden.

La Valle Dei Caprioli - B&B

Montescudo

10/10 Excellent

Anonymous traveler

A swimming pool with lounge chairs and a shower area.

The Regent Boutique Hotel & SPA

Borgo Maggiore

10/10 Excellent

Justin

An aerial view of a swimming pool with multiple lanes, surrounded by lounge chairs and a parking area.

Euroterme

Bagno di Romagna

8/10 Good

The highlight were the lovely warm pools and the surrounding hikes. If you are are club member everything is xclent...if you are a discount hotel.com guest you get a noisy room next to laundry with view of fire escape...a nd breakfast in basement. With focus on pools and hiking it is good. If ya have kids, they have some fun bits. The one bar staff guy was lovely happy and friendly...but everyone else was...just okay.

Lorri

A grand entrance with a large, circular light fixture above a doorway, flanked by stone columns and a tiled floor.

Palazzo Giusti Suites and Spa

Historic Centre of Urbino

10/10 Excellent

matthew

A stone building with a pool and a glass structure.

Hotel Delle Terme Santa Agnese

Bagno di Romagna

10/10 Excellent

Valentino

A modern interior with a sofa, a table with a vase, and a lamp.

Up Hotel

Rimini

10/10 Excellent

Best hotel! Someone had a concept for a great hotel and created this place. The decor was great, thought-provoking. The breakfast was awesome, with the French pastries daintily set upon their little stands and the meats refrigerated from below. The room was delightful and the shower was great...and roomy. We had planned one night and stayed over for two. The staff was nice; when we left they gave us two water bottles and a bag of cookies. Everything was perfece. I would spend a week here...

Jeff

A rustic outdoor dining area with a table set for two, a waiter carrying a tray, and a scenic vineyard view in the background.

Tenuta Santi Giacomo e Filippo

Urbino

10/10 Excellent

teacher

Frequently Asked Questions

Are there vacation rentals in Pennabilli?

Yes, there are vacation rentals in Pennabilli close to Orto dei Frutti Dimenticati, or you can choose a more secluded option if you want a relaxing stay. Pennabilli is known for its cathedral and seaside. Make sure you have time to check out the art and temples during your trip.

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

Stunning, historic 18c Farmhouse - with Private Pool (sleeps 12-13): This vacation home rental outside Pennabilli is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Pennabilli?

Choose from 3 Expedia vacation rentals in Pennabilli for a memorable vacation.

What’s there to see and do in Pennabilli?

Orto dei Frutti Dimenticati and Valle del Marecchia are a couple of scenic spots to enjoy the outdoors, whereas Mateureka Museum of Calculation is one of the cultural attractions. Porta San Francesco and Chiesa del Santuario della Madonna delle Grazie are a couple of places you'll find in the larger area.

What’s a vacation rental in Pennabilli like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Pennabilli. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips.

Pennabilli Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pennabilli vacation rentals

1. Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi

2. Gio's Hygge Nest

3. B&B Corte dei Turchi

4. Alloggio al San Girolamo

5. A cozy retreat in the heart of Sassocorvaro, with a terrace offering breathtaking views.

6. Residence Aida

7. Nero D'Avorio Aparthotel & SPA

8. New Listing

9. Metropol Ceccarini Suite - Luxury apartments

10. Dolce Rosa Centro Storico

11. Apartment in the historic village of Verucchio

12. Hotel Ceccarini 9

13. Le Terrazze sul Fiume

14. Residence Città Ideale

15. Embassy Aparthotel

16. Beautiful self-catering flat for rent in the country

17. Ca Moro - Rooms and Apartments

18. Residence Nautic

19. Tranquil 2-Bedroom Apartment in Historic Bagno di Romagna

20. Locanda del Viandante

Find vacation rentals that suit your style

Top Pennabilli Hotel Reviews

Hotel Rosa

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Pennabilli?

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

How many vacation rentals will I find in Pennabilli?

What’s there to see and do in Pennabilli?

What’s a vacation rental in Pennabilli like?