Pennabilli Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Pennabilli vacation rentals

BBQ/picnic area

Alloggio al San Girolamo

Alloggio al San Girolamo
Longiano
10.0 out of 10, Exceptional, (10 reviews)
"L’accueil de Filippo et le site sont exceptionnels. Dans un environnement magnifique avec une vue sur les collines, Filippo est à l’écoute et plein d’attentions. De loin, le meilleur hébergement que j’ai connu avec un accueil chaleureux. Filippo est chaleureux et chacun s’y sentira bien"
France
Longueville
The price is ￥15,073
￥16,580 total
includes taxes & fees
Apr 14 - Apr 15
Alloggio al San Girolamo
Interior

Santacaterina, Your oasis of peace overlooking the historic walls of Sansepolcro

Santacaterina, Your oasis of peace overlooking the historic walls of Sansepolcro
Sansepolcro
The price is ￥27,634
￥31,319 total
includes taxes & fees
Mar 29 - Mar 30
Santacaterina, Your oasis of peace overlooking the historic walls of Sansepolcro
Pool

Paglia e Fieno – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio

Paglia e Fieno – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio
Pieve Santo Stefano
The price is ￥87,877
￥110,905 total
includes taxes & fees
Mar 28 - Mar 29
Paglia e Fieno – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio
Classic Apartment, 3 Bedrooms | Exterior

Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
The price is ￥32,377
￥35,614 total
includes taxes & fees
Apr 20 - Apr 21
Rustic Holiday Home in Citta di Castello With Swimming Pool
Pool

Villa ai Caprioli Mondaino

Villa ai Caprioli Mondaino
Emilia-Romagna
The price is ￥119,748
￥199,703 total
includes taxes & fees
Apr 7 - Apr 8
Villa ai Caprioli Mondaino
Terrace/patio

1 Bedroom Apartment in Citerna

1 Bedroom Apartment in Citerna
Citerna
The price is ￥18,423
￥21,739 total
includes taxes & fees
Mar 28 - Mar 29
1 Bedroom Apartment in Citerna
2 bedrooms, desk, iron/ironing board, travel crib

House "Joy" within walking distance of San Marino

House "Joy" within walking distance of San Marino
Emilia-Romagna
10.0 out of 10, Exceptional, (1 review)
"Tolle Wohnung mit perfekter Ausstattung. Balkon und Terrasse. Und hat es an nichts gefehlt. Lage ist ok, ca 30 min zu den Stränden und 20 Minuten nach San Marino Altstadt. Gastgeberin sehr freundlich und immer erreichbar. "
Germany
Sandra S.
The price is ￥15,751
￥23,673 total
includes taxes & fees
Apr 1 - Apr 2
House "Joy" within walking distance of San Marino
Property grounds

Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi and Air Conditioning
Saludecio
The price is ￥38,143
￥54,727 total
includes taxes & fees
Mar 31 - Apr 1
Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi and Air Conditioning
View from property

B&B Corte dei Turchi

B&B Corte dei Turchi
Longiano
9.2 out of 10, Wonderful, (14 reviews)
"Great location and good quality restaurants."
United Kingdom
Murat
The price is ￥13,156
￥14,472 total
includes taxes & fees
Apr 12 - Apr 13
B&B Corte dei Turchi
Desk, iron/ironing board, travel crib, free WiFi

DIMORA GUIDI URBINO Apartment 3 bedroom 2 bathroom

DIMORA GUIDI URBINO Apartment 3 bedroom 2 bathroom
Urbino
The price is ￥32,056
￥32,056 total
includes taxes & fees
Mar 30 - Mar 31
DIMORA GUIDI URBINO Apartment 3 bedroom 2 bathroom
Outdoor dining

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.
The price is ￥14,186
￥21,187 total
includes taxes & fees
Apr 7 - Apr 8
Beautiful self-catering flat for rent in the country
Courtyard

Residence Città Ideale

Residence Città Ideale
Urbino
7.4 out of 10, Good, (6 reviews)
The price is ￥10,126
￥12,059 total
includes taxes & fees
Mar 29 - Mar 30
Residence Città Ideale
Living area

Entire Relais with two accommodations, in the hills between Misano and Riccione

Entire Relais with two accommodations, in the hills between Misano and Riccione
Emilia-Romagna
The price is ￥91,193
￥104,089 total
includes taxes & fees
Apr 8 - Apr 9
Entire Relais with two accommodations, in the hills between Misano and Riccione
Interior

3 Bedroom Cabin in Subbiano

3 Bedroom Cabin in Subbiano
Subbiano
The price is ￥64,480
￥107,405 total
includes taxes & fees
Apr 2 - Apr 3
3 Bedroom Cabin in Subbiano
Pool

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.
The price is ￥174,095
￥270,446 total
includes taxes & fees
Mar 30 - Mar 31
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
Pool

Lumamè Resort B&B: Triple Room

Lumamè Resort B&B: Triple Room
montefiore conca
The price is ￥184,043
￥209,098 total
includes taxes & fees
Mar 28 - Mar 29
Lumamè Resort B&B: Triple Room
Pool

Lumamè Resort B&B: Double Room

Lumamè Resort B&B: Double Room
Emilia-Romagna
The price is ￥184,043
￥210,019 total
includes taxes & fees
Apr 10 - Apr 11
Lumamè Resort B&B: Double Room
Iron/ironing board, travel crib

Nievo Flexrent - Real Estate Abyssinia

Nievo Flexrent - Real Estate Abyssinia
Riccione
The price is ￥8,570
￥30,498 total
includes taxes & fees
Mar 30 - Mar 31
Nievo Flexrent - Real Estate Abyssinia
Exterior

Elegant Countryside Retreat

Elegant Countryside Retreat
Città di Castello
The price is ￥15,178
￥42,818 total
includes taxes & fees
Mar 28 - Mar 29
Elegant Countryside Retreat
Interior

Villa Cantone with view, private pool and private SPA, perfect for groups!

Villa Cantone with view, private pool and private SPA, perfect for groups!
Sansepolcro
10.0 out of 10, Exceptional, (15 reviews)
"Villa Cantone was perfect for our family group of 22 people. It meet all our needs and provided us with the holiday of a lifetime. The hosts were very attentive and nothing seemed too much for them."
Australia
Geoffrey P.
The price is ￥202,650
￥297,896 total
includes taxes & fees
Apr 1 - Apr 2
Villa Cantone with view, private pool and private SPA, perfect for groups!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pennabilli Hotel Reviews

Hotel Cesare

Hotel Cesare

10/10 Excellent
"Lovely hotel with great location in the heart of historic San Marino"
Huey 1-night trip
Posted 19 hours ago
Hotel Cesare

Find out more about Pennabilli

Search for holiday rentals in Pennabilli on Expedia! You can easily find your home rentals, villas, holiday apartments in Pennabilli using one of the methods below:

  • View our selection of featured holiday rentals in Pennabilli
  • Use the map to find apartments and other holiday homes in the Pennabilli neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pennabilli while they last

Look no further and take a look at our great range of rental properties in Pennabilli!

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?

Villa Vallorsaia with private pool, lake view, no neighbors: This vacation home rental outside of Pennabilli 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. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and foosball.

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.