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

￥37,797 total

includes taxes & fees

Nov 10 - Nov 11

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

￥18,014 total

includes taxes & fees

Nov 15 - Nov 16

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

3. B&B Corte dei Turchi

Longiano

Murat

￥11,690 total

includes taxes & fees

Nov 10 - Nov 11

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

4. Alloggio al San Girolamo

Longiano

Sara

￥17,660 total

includes taxes & fees

Nov 10 - Nov 11

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

Sassocorvaro

￥19,956 total

includes taxes & fees

Nov 10 - Nov 11

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

6. Residence Aida

Rimini

Jane

￥11,467 total

includes taxes & fees

Nov 18 - Nov 19

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

7. Nero D'Avorio Aparthotel & SPA

Rimini

Julie

￥11,862 total

includes taxes & fees

Dec 10 - Dec 11

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)

￥36,379 total

includes taxes & fees

Nov 10 - Nov 11

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

9. Metropol Ceccarini Suite - Luxury apartments

Riccione

Daren

￥17,972 total

includes taxes & fees

Dec 10 - Dec 11

A narrow street with historic buildings, a balcony with potted plants, and a no parking sign.

10. Dolce Rosa Centro Storico

Sansepolcro

Sergio

￥9,261 total

includes taxes & fees

Nov 16 - Nov 17

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

￥44,291 total

includes taxes & fees

Nov 10 - Nov 11

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

￥25,269 total

includes taxes & fees

Nov 12 - Nov 13

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

￥15,839 total

includes taxes & fees

Nov 10 - Nov 11

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

14. Residence Città Ideale

Urbino

￥15,054 total

includes taxes & fees

Nov 10 - Nov 11

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

15. Embassy Aparthotel

Marina Centro

April B

￥25,619 total

includes taxes & fees

Nov 10 - Nov 11

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.

￥18,985 total

includes taxes & fees

Nov 10 - Nov 11

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

￥23,777 total

includes taxes & fees

Nov 26 - Nov 27

A table with a blue tablecloth, two glasses of red drink, a white cup, and a plate of pastries on a balcony overlooking the sea.

18. Residence Nautic

San Giuliano a Mare

Jeppe

￥11,869 total

includes taxes & fees

Nov 26 - Nov 27

A view from a window overlooking a courtyard with a Grand Hotel Termé Roseo building, stone buildings, and a forested hill.

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

Bagno di Romagna

￥32,122 total

includes taxes & fees

Nov 10 - Nov 11

A stone building with a tiled roof, surrounded by lush green fields and mountains in the background.

20. Locanda del Viandante

Anghiari

Kenneth

￥22,075 total

includes taxes & fees

Nov 10 - Nov 11

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Find vacation rentals that suit your style

Top Pennabilli Hotel Reviews

The entrance of the Rosa Hotel with a wooden door, a sign above it, and potted plants around the entrance.

Hotel Rosa

San Marino

10/10 Excellent

Anonymous traveler

A bedroom with a large bed, wooden ceiling beams, and a view of a hill with buildings.

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 narrow street at night with buildings on either side, featuring balconies and arched doorways.

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 living room with two sofas, a coffee table, and a bookshelf. There are three framed pictures on the wall, a potted plant, and a decorative vase.

Hotel San Marino iDesign

San Marino

10/10 Excellent

Tony

A balcony with a white chair, a glass table, and a view of a valley.

Grand Hotel San Marino

San Marino

10/10 Excellent

annelise

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 balcony with a table and chairs, overlooking a mountainous landscape.

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 wellness center with multiple hanging wicker lamps and a wall with 'Joli Wellness' branding.

Hotel Joli

San Marino

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

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 a waterfall feature, surrounded by a landscaped garden and a building with large windows.

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 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

The entrance of a hotel with a 'Start Up' sign, a red barrel, and a potted plant.

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

Find out more about Pennabilli

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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

Find out more about Pennabilli

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?