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

Pennabilli Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Pennabilli vacation rentals

A modern kitchen with a central island, a dining area with a long table, and a chandelier.

1. Elegance and relaxation in an exclusive ground floor apartment flooded with light.

Elegance and relaxation in an exclusive ground floor apartment flooded with light.
Carpegna
$149 nightly
The price is $149
Aug 26 - Aug 27
Total with taxes and fees
Elegance and relaxation in an exclusive ground floor apartment flooded with light.
Two wine glasses on a table with a view of greenery and hills in the background.

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

Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi
Sant'Agata Feltria
$288 nightly
The price is $288
Sep 1 - Sep 2
Total with taxes and fees
Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi
An open-air bedroom with a bed, a table with a vase, and a chair.

3. Bubble room

Bubble room
Castelci
Bubble room

4. Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.

Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.
Sassocorvaro
$140 nightly
The price is $140
Aug 25 - Aug 26
Total with taxes and fees
Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.
A bedroom with a bed, bedside tables, a nightstand, a wall-mounted air conditioner, and a door leading to a bathroom.

5. Casa Gioia - Relaxation between Riccione, Rimini, and San Marino

Casa Gioia - Relaxation between Riccione, Rimini, and San Marino
Emilia-Romagna
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay very much! It is in a peaceful location that is very quiet and beautiful. We stayed for three weeks and it became like our home. The apartment was clean and as described. We would stay there again!"
United States
Chad B.
$213 nightly
The price is $213
Sep 20 - Sep 21
Total with taxes and fees
Casa Gioia - Relaxation between Riccione, Rimini, and San Marino
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.

6. Gio's Hygge Nest

Gio's Hygge Nest
Montegrimano
$118 nightly
The price is $118
Sep 6 - Sep 7
Total with taxes and fees
Gio's Hygge Nest
A wooden chair facing a scenic view of rolling hills and a mountain range under a clear sky.

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

Beautiful self-catering flat for rent in the country
URBANIA
9.2 out of 10, Wonderful, (37 reviews)
"We had an excellent time in this lovely, cosy and fully equipped accommodation. The host was extraordinarily kind and helpful so we felt welcome and at home."
Germany
Joerg G.
$134 nightly
The price is $134
Aug 30 - Aug 31
Total with taxes and fees
Beautiful self-catering flat for rent in the country
A courtyard with stone buildings, arched doorways, and outdoor seating.

8. B&B Corte dei Turchi

B&B Corte dei Turchi
Longiano
9.2 out of 10, Wonderful, (17 reviews)
"Great location and good quality restaurants."
United Kingdom
Murat
$114 nightly
The price is $125
Sep 7 - Sep 8
Total with taxes and fees
B&B Corte dei Turchi
A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

9. Locanda del Viandante

Locanda del Viandante
Anghiari
9.0 out of 10, Wonderful, (6 reviews)
"客室は清潔で、とても可愛いかったです。宿泊場所からの眺望は感動します。 朝食が人生でベスト朝食でした！"
Japan
Tatsuya
$127 nightly
The price is $140
Aug 24 - Aug 25
Total with taxes and fees
Locanda del Viandante
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.

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

Tranquil 2-Bedroom Apartment in Historic Bagno di Romagna
Bagno di Romagna
$212 nightly
The price is $212
Aug 25 - Aug 26
Total with taxes and fees
Tranquil 2-Bedroom Apartment in Historic Bagno di Romagna
A poolside bar setup with a bottle of Hendrick's Gin, a glass of Tanqueray, and snacks.

11. L'Introvabile – Private Luxury Suite for 2 with Pool & Sauna – Cesena

L'Introvabile – Private Luxury Suite for 2 with Pool & Sauna – Cesena
Quartiere Rubicone
$667 nightly
The price is $670
Aug 24 - Aug 25
Total with taxes and fees
L'Introvabile – Private Luxury Suite for 2 with Pool & Sauna – Cesena
A modern kitchen with white cabinets, a stove, and a sink. There is a dining table with chairs and a small Christmas tree decoration.

12. DIMORA GUIDI 3 bedroom with A/C and 2 bathroom

DIMORA GUIDI 3 bedroom with A/C and 2 bathroom
Urbino
$180 nightly
The price is $186
Sep 2 - Sep 3
Total with taxes and fees
DIMORA GUIDI 3 bedroom with A/C and 2 bathroom
A wooden deck with a pool, two umbrellas, and lounge chairs.

13. Green Deluxe Casa De Fiori – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio

Green Deluxe Casa De Fiori – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio
Pieve Santo Stefano
$372 nightly
The price is $372
Aug 24 - Aug 25
Total with taxes and fees
Green Deluxe Casa De Fiori – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio
A nighttime swimming pool area with lounge chairs and a view of a castle in the background.

14. Villa Mery, Holiday house in the hills of the Rimini Riviera, with private pool

Villa Mery, Holiday house in the hills of the Rimini Riviera, with private pool
Mondaino
10.0 out of 10, Exceptional, (11 reviews)
"We have spent a wonderful Family week in the Villa Mery. The house is big and well equipped and the pool is an great advantage."
Germany
Thomas F.
$1,051 nightly
The price is $1,051
Aug 29 - Aug 30
Total with taxes and fees
Villa Mery, Holiday house in the hills of the Rimini Riviera, with private pool
A building entrance with a stone wall, a wooden pergola, and a potted plant.

15. Chic Apartment with Outdoor Serenity

Chic Apartment with Outdoor Serenity
San Sepolcro
10.0 out of 10, Exceptional, (10 reviews)
"Calm evenings were what stood out most here. Comfortable bed and refreshing air conditioning made resting very pleasant."
United States
Anonymous traveler
$144 nightly
The price is $144
Sep 21 - Sep 22
Total with taxes and fees
Chic Apartment with Outdoor Serenity
A stone building with a pool, surrounded by trees and outdoor seating.

16. -2 / 3-seater garage with private garden, swimming pool, park and spa

-2 / 3-seater garage with private garden, swimming pool, park and spa
sansepolcro (arezzo)
9.6 out of 10, Exceptional, (4 reviews)
"Es waren traumhafte Tage. So extrem ruhig ..... Richtig entspannend. Alles da zur Selbstversorgung an Küchenutensilien. Alles sehr sauber. Der Besitzer sehr freundlich und bemüht. Wir fahren nächstes Jahr wieder hin ..... Aber länger. Sehr empfehlenswert"
Austria
Margit H.
$180 nightly
The price is $180
Aug 30 - Aug 31
Total with taxes and fees
-2 / 3-seater garage with private garden, swimming pool, park and spa
A poolside dining area with stone buildings and string lights.

17. Villa Santarsa, 31 people, magnificent views and private pool, no neighbors

Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
Sansepolcro
10.0 out of 10, Exceptional, (16 reviews)
"We had a great time, despite the heat. It's a bit of a drive up the mountain to Santarsa specifically, so make sure you have enough cars!"
United States
Donnacha F.
$1,993 nightly
The price is $1,993
Sep 5 - Sep 6
Total with taxes and fees
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
A rooftop terrace with a red building, a paved walkway, and a view of a forested hill.

18. Residence Città Ideale

Residence Città Ideale
Urbino
7.4 out of 10, Good, (6 reviews)
$68 nightly
The price is $80
Sep 13 - Sep 14
Total with taxes and fees
Residence Città Ideale
A swimming pool with a unique wavy edge design, surrounded by a tiled deck and outdoor lighting.

19. Villa Celeste Flexrent - Abissinia Real Estate

Villa Celeste Flexrent - Abissinia Real Estate
Scacciano
$626 nightly
The price is $631
Aug 24 - Aug 25
Total with taxes and fees
Villa Celeste Flexrent - Abissinia Real Estate
A modern, minimalist room with a white desk, a laptop, and a lamp. There is a partition with vertical slats and a bed in the background.

20. [ Rimini Centro ] Titan's Lair apartment

[ Rimini Centro ] Titan's Lair apartment
Rimini
10.0 out of 10, Exceptional, (3 reviews)
"Great apartment. Only item to be concerned with is no real bedroom privacy if that is a factor to you. "
United States
Steve I.
$241 nightly
The price is $245
Aug 24 - Aug 25
Total with taxes and fees
[ Rimini Centro ] Titan's Lair apartment
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 Pennabilli Hotel Reviews

Hotel Corallo Rimini

Hotel Corallo Rimini

10/10 Excellent
"I've been to Rimini many times, this is one of the best hotels i've stayed at. The girl at the front counter was super nice and helpful with everything we needed and advice. Easy access to beach and local businesses. Swimming pool was at the PERFECT temperature to cool the body down from the august heat , but not feel overly cold"
Alex 2-night trip
Posted 2 weeks ago
Hotel Corallo Rimini

Find out more about Pennabilli

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

Pennabilli vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pennabilli. 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 Pennabilli 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 $48 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 Pennabilli rentals

At Expedia, we put the best Pennabilli 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 Pennabilli 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 Pennabilli 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 Pennabilli. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Holiday Home in Tuscany with Private Garden: This vacation home rental outside of Pennabilli is located in a rural location and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.