Search Vacation Homes in Pennabilli

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11
In one month
Jan 23 - Jan 25
In two months
Feb 20 - Feb 22

Our top choices for Pennabilli vacation homes

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

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
$155 nightly
The price is $171
Jan 10 - Jan 11, 2026
Total with taxes and fees
Rustic Holiday Home in Citta di Castello With Swimming Pool
Exterior
Casa Singola Esclusiva

Casa Singola Esclusiva

Casa Singola Esclusiva
Mercato Saraceno
Casa Singola Esclusiva
Outdoor dining
Cottage La Fagianaia

Cottage La Fagianaia

Cottage La Fagianaia
Anghiari
$174 nightly
The price is $174
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cottage La Fagianaia
2 bedrooms, desk, iron/ironing board, travel crib
House "Joy" within walking distance of San Marino

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)
"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.
$150 nightly
The price is $150
Jan 4 - Jan 5, 2026
Total with taxes and fees
House "Joy" within walking distance of San Marino
Exterior detail
Detached house for relaxation in the center of Anghiari

Detached house for relaxation in the center of Anghiari

Detached house for relaxation in the center of Anghiari
Anghiari
$233 nightly
The price is $233
Jan 4 - Jan 5, 2026
Total with taxes and fees
Detached house for relaxation in the center of Anghiari
Outdoor dining
Panoramic Apartment on the Skyscraper with balcony

Panoramic Apartment on the Skyscraper with balcony

Panoramic Apartment on the Skyscraper with balcony
Marina Centro
10.0 out of 10, Exceptional, (1)
"Amazing view of the Rimini bay .Nice and tidy. Great communication with the host. Place better than advertised. Halina."
Canada
Halina P.
$149 nightly
The price is $149
Jan 3 - Jan 4, 2026
Total with taxes and fees
Panoramic Apartment on the Skyscraper with balcony
Property grounds
Romantic cozy house 15 minutes from Arezzo, with pool and forest

Romantic cozy house 15 minutes from Arezzo, with pool and forest

Romantic cozy house 15 minutes from Arezzo, with pool and forest
Toscana
$184 nightly
The price is $184
Jan 7 - Jan 8, 2026
Total with taxes and fees
Romantic cozy house 15 minutes from Arezzo, with pool and forest
Interior
Santacaterina, Your oasis of peace overlooking the historic walls of Sansepolcro

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

Santacaterina, Your oasis of peace overlooking the historic walls of Sansepolcro
Sansepolcro
$198 nightly
The price is $198
Dec 24 - Dec 25
Total with taxes and fees
Santacaterina, Your oasis of peace overlooking the historic walls of Sansepolcro
Property grounds
Cozy recently renovated apartment nestled in the historic center

Cozy recently renovated apartment nestled in the historic center

Cozy recently renovated apartment nestled in the historic center
Savignano sul Rubicone
$131 nightly
The price is $131
Jan 3 - Jan 4, 2026
Total with taxes and fees
Cozy recently renovated apartment nestled in the historic center
1 bedroom, iron/ironing board, free WiFi, bed sheets
Elegant Studio Rimini Marina Centro

Elegant Studio Rimini Marina Centro

Elegant Studio Rimini Marina Centro
Marina Centro
10.0 out of 10, Exceptional, (2)
"Wir haben die Zeit in dem Appartement sehr genossen und würden jederzeit wieder buchen. Der Vermieter war ausgesprochen freundlich und entgegenkommend. Er hat alle Fragen immer zügig beantwortet. Die Lage des Appartements ist super. Zum Strand, den Restaurants und Einkaufsmöglichkeiten sind es nur ein paar Schritte. Wir waren vollends zufrieden."
Germany
Karen W.
$307 nightly
The price is $311
Dec 31 - Jan 1, 2026
Total with taxes and fees
Elegant Studio Rimini Marina Centro
Dining
The Garden's Home, cozy garden house sea-center x families with pets.

The Garden's Home, cozy garden house sea-center x families with pets.

The Garden's Home, cozy garden house sea-center x families with pets.
Marina Centro
$399 nightly
The price is $404
Dec 24 - Dec 25
Total with taxes and fees
The Garden's Home, cozy garden house sea-center x families with pets.
Pool
Lumamè Resort B&B: Triple Room

Lumamè Resort B&B: Triple Room

Lumamè Resort B&B: Triple Room
montefiore conca
$1,335 nightly
The price is $1,335
Dec 24 - Dec 25
Total with taxes and fees
Lumamè Resort B&B: Triple Room
Pool
Lumamè Resort B&B: Queen Room with Jacuzzi

Lumamè Resort B&B: Queen Room with Jacuzzi

Lumamè Resort B&B: Queen Room with Jacuzzi
Emilia-Romagna
$1,335 nightly
The price is $1,335
Dec 24 - Dec 25
Total with taxes and fees
Lumamè Resort B&B: Queen Room with Jacuzzi
Pool
Lumamè Resort B&B: Double Room

Lumamè Resort B&B: Double Room

Lumamè Resort B&B: Double Room
Emilia-Romagna
$1,335 nightly
The price is $1,335
Dec 24 - Dec 25
Total with taxes and fees
Lumamè Resort B&B: Double Room
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
"Clean room. Well located. Amazing view. Excellent service. "
caryn 2-night trip
Posted 12 days ago
Hotel Cesare

Find out more about Pennabilli

Pennabilli Vacation Homes information

Number of reviews
2
Accommodation
286 Vacation Homes
Lowest Price
$131
Highest Price
$1,335

Explore a world of travel with Expedia