The 10 best holiday rentals in Penna, Italy | Booking.com
Skip to main content

Holiday Rentals in Penna

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in Penna

The best holiday rentals in Penna

Check out our pick of great holiday rentals in Penna

Show hotels on map

Filter by:

Review score

Lo Sdrucciolo

Laterina (Near Penna)

Offering city views, Lo Sdrucciolo is an accommodation set in Laterina, 40 km from The Mall Luxury Outlet and 48 km from Piazza Matteotti.

I
Itiel
From
Israel
Riccardio was such a kind and good host, very responsive and helpful. The apartment had everything we needed, it was a cute little magical village! 😃 recommended for everyone!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 130 reviews
Price from
US$70.07
1 night, 2 adults
Check availability

Il Podestà

Laterina (Near Penna)

Il Podestà is an accommodation located in Laterina, 40 km from The Mall Luxury Outlet and 48 km from Piazza Matteotti.

A
Antonello
From
Italy
The apartment is awesome, clean and comfortable, the location is nice and the owners are friendly and very welcoming. Great value for money.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 199 reviews
Price from
US$88.02
1 night, 2 adults
Check availability

La valle B&B

Cavriglia (Near Penna)

Located within 18 km of The Mall Luxury Outlet and 22 km of Piazza Matteotti, La valle B&B features rooms with air conditioning and a private bathroom in Cavriglia.

Z
Zhen
From
Germany
Tonight has been the most unforgettable evening since I arrived in Italy. The owner here is so kind and caring, treating us with such warmth and genuine hospitality that it truly touched my heart. I already find myself thinking about when I can return—next time, I’ll stay longer, so I can truly soak in the beauty of this place and the kindness that makes it feel like home.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 131 reviews
Price from
US$196.39
1 night, 2 adults
Check availability

La Torretta

Laterina (Near Penna)

Featuring river views, La Torretta provides accommodation with a bar and a balcony, around 19 km from Piazza Grande.

R
Ron K
From
Australia
Location in a small commune with a small grocer's shop 20 paces from our door. The host assisted us at every opportunity. The Tuscany views more than lived up to what we had hoped.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 192 reviews
Price from
US$86.81
1 night, 2 adults
Check availability

Casa Vacanze Le Fornaci

Laterina (Near Penna)

Located within 20 km of Piazza Grande and 38 km of The Mall Luxury Outlet, Casa Vacanze Le Fornaci provides rooms with air conditioning and a private bathroom in Laterina.

K
Kimberley
From
Malta
The property was super clean and comfortable. It is also in a really beautiful location and it had everything we needed whether we wanted to cook inside or relax after a long day. Enrico and the whole family are some of the nicest people we’ve ever met. They helped us get around very easily and were always available to explain attractions, routes and things to do in the area.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 221 reviews
Price from
US$145.90
1 night, 2 adults
Check availability

Le Gattaie Bellavista

Terranuova Bracciolini (Near Penna)

Boasting air-conditioned accommodation with a private pool, Le Gattaie Bellavista is situated in Terranuova Bracciolini.

S
Susan
From
United Kingdom
Very well equipped to a high standard Extremely clean
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews
Price from
US$994.56
1 night, 2 adults
Check availability

Casa Marzia

Montevarchi (Near Penna)

Casa Marzia is set in Montevarchi, 28 km from The Mall Luxury Outlet, 34 km from Piazza Matteotti, and 39 km from Piazza Grande.

J
Jane
From
United Kingdom
Lovely and stylish.. everything you need Prompt information and replies from owner
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 67 reviews
Price from
US$149.04
1 night, 2 adults
Check availability

Casa Quercioli

Pulicciano (Near Penna)

Offering a terrace and pool view, Casa Quercioli is set in Pulicciano, 31 km from Piazza Matteotti and 41 km from Ponte Vecchio.

T
Tomáš
From
Slovakia
A wonderful place in a quiet location with a truly unique atmosphere. Accommodation "at the end of the world", where the calm and quiet comfort of the day reigns and time passes down in the valley. We tried to make the most of our stay at Casa Quercioli, but unfortunately the time we spent here was not enough. I will be happy to return to this beautiful accommodation next time.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 15 reviews
Price from
US$198.72
1 night, 2 adults
Check availability

Villa Cicogna, Private villa with exclusive use pool

Terranuova Bracciolini (Near Penna)

Set in Terranuova Bracciolini, in a historic building, 29 km from Piazza Grande, Villa Cicogna, Private villa with exclusive use pool is a villa with a seasonal outdoor swimming pool and garden.

M
Mike
From
United Kingdom
Wonderful hosts who set us up with food the first night, & suggested lots of local excursions and activities. Lovely location - ideally situated for trips to Florence, Siena & local country side. At the end of each day it was a treat to relax in the pool.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 23 reviews
Price from
US$345.14
1 night, 2 adults
Check availability

LA CASA DEL FALEGNAME

Laterina (Near Penna)

Situated in Laterina, 19 km from Piazza Grande and 40 km from The Mall Luxury Outlet, LA CASA DEL FALEGNAME offers air conditioning.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 35 reviews
Price from
US$116.21
1 night, 2 adults
Check availability
All holiday rentals in Penna

Most booked holiday rentals in Penna and surroundings in the past month

See all

Enjoy breakfast in Penna and nearby

  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 43 reviews

    Featuring a seasonal outdoor swimming pool and views of pool, Artenatura BeB is a bed and breakfast situated in a historic building in Terranuova Bracciolini, 30 km from The Mall Luxury Outlet.

    From US$117.35 per night
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 75 reviews

    Boasting pool with a view, garden and views of garden, Villa Le Facezie B&B is situated in Terranuova Bracciolini, 26 km from The Mall Luxury Outlet.

    From US$146.42 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 417 reviews

    Located within 23 km of The Mall Luxury Outlet and 32 km of Piazza Matteotti, Agriturismo I Millepini provides rooms with air conditioning and a private bathroom in Case Malva.

    From US$87.16 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 694 reviews

    Boasting free bikes and views of city, Palazzo Mari suite & rooms b&b is a bed and breakfast set in a historic building in Montevarchi, 28 km from The Mall Luxury Outlet.

    From US$92.97 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 7 reviews

    Located in San Giovanni Valdarno, 26 km from The Mall Luxury Outlet and 29 km from Piazza Matteotti, Punto Zero offers a garden and air conditioning.

    From US$184.77 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 970 reviews

    Fine Chianti wines are produced at Agriturismo Villa Le Vigne, located 6 km from Montevarchi. This large estate offers 2 outdoor pools, and elegant apartments with free Wi-Fi.

    From US$116.21 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 221 reviews

    Located within 20 km of Piazza Grande and 38 km of The Mall Luxury Outlet, Casa Vacanze Le Fornaci provides rooms with air conditioning and a private bathroom in Laterina.

  • La valle B&B

    Cavriglia
    Breakfast options
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 131 reviews

    Located within 18 km of The Mall Luxury Outlet and 22 km of Piazza Matteotti, La valle B&B features rooms with air conditioning and a private bathroom in Cavriglia.

Highly rated holiday rentals in Penna and nearby

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 46 reviews

    Offering a garden and river view, A'Loro B&B is located in Terranuova Bracciolini, 31 km from Piazza Grande and 39 km from Piazza Matteotti.

    From US$111.56 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 115 reviews

    Odina is a picturesque farmhouse in the Tuscan countryside, 10 km outside Loro Ciuffenna. Its garden features a swimming pool, BBQ and a vegetable path for picking fruit and vegetables.

    From US$149.91 per night
  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 189 reviews

    Offering a garden and garden view, QOELET - B&B Etico e Sociale is set in Montevarchi, 29 km from The Mall Luxury Outlet and 31 km from Piazza Matteotti.

    From US$81.35 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 56 reviews

    Set in Montevarchi in the Tuscany region, Independent apartment features a patio and inner courtyard views.

    From US$127.83 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 283 reviews

    Osteria I'Casolare, a property with a garden, is located in San Giovanni Valdarno, 29 km from Piazza Matteotti, 39 km from Piazza Grande, as well as 45 km from Ponte Vecchio.

    From US$92.97 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 110 reviews

    Set in San Giovanni Valdarno, in a historic building, 26 km from The Mall Luxury Outlet, BORGO DI BEPPE E GLORIA SUITE is a holiday home with a spa and wellness centre and garden.

    From US$209.18 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 11 reviews

    Boasting pool with a view and views of mountain, Il Bellini is a country house set in a historic building in Castelfranco Piandisco, 20 km from The Mall Luxury Outlet.

    From US$334.68 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 124 reviews

    Boasting a seasonal outdoor swimming pool and views of pool, Agriturismo La Casuccia is a farm stay set in a historic building in Castelfranco Piandisco, 20 km from The Mall Luxury Outlet.

    From US$126.25 per night

These holiday rentals in Penna and nearby have options with free cancellation

  • Residenza San Giovanni

    San Giovanni Valdarno
    Free cancellation options available
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 476 reviews

    Set within 27 km of The Mall Luxury Outlet and 29 km of Piazza Matteotti, Residenza San Giovanni provides rooms with air conditioning and a private bathroom in San Giovanni Valdarno.

    From US$87.16 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 9 reviews

    Offering a garden and quiet street view, Le Balze nel cuore della Toscana is set in Castelfranco Piandisco, 18 km from The Mall Luxury Outlet and 28 km from Piazza Matteotti.

  • La casa di Nina

    Pulicciano
    Free cancellation options available
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 36 reviews

    Offering a garden and inner courtyard view, La casa di Nina is set in Pulicciano, 31 km from Piazza Matteotti and 41 km from Ponte Vecchio.

    From US$118.53 per night

  • La Fattoria di Rendola

    Montevarchi
    Free cancellation options available
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 120 reviews

    Set just 33 km from The Mall Luxury Outlet, La Fattoria di Rendola provides accommodation in Montevarchi with access to pool with a view, a garden, as well as private check-in and check-out.

    From US$92.97 per night

  • La Torretta

    Laterina
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 192 reviews

    Featuring river views, La Torretta provides accommodation with a bar and a balcony, around 19 km from Piazza Grande.

    From US$96.45 per night

  • Poggio Primo - Bilocale Santolaio

    Castiglion Fibocchi
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 13 reviews

    Situated 17 km from Piazza Grande, Poggio Primo - Bilocale Santolaio features an outdoor pool, free WiFi, and free private parking for guests who drive. 50 km from Piazza Matteotti, the farm stay...

    From US$169.69 per night

  • Poggio Primo - Bilocale Prunalbo

    Castiglion Fibocchi
    Free cancellation options available
    Scored out of 10, guest rating 6.8
    Pleasant - What previous guests thought, 5 reviews

    Set 17 km from Piazza Grande, Poggio Primo - Bilocale Prunalbo has an outdoor pool, free WiFi, and free private parking for guests who drive. 50 km from Piazza Matteotti, the farm stay offers a garden...

    From US$137.60 per night

  • Poggio Primo - Trilocale Elisa

    Castiglion Fibocchi
    Free cancellation options available
    Scored out of 10, guest rating 6.0
    Pleasant - What previous guests thought, 10 reviews

    Located 17 km from Piazza Grande, Poggio Primo - Trilocale Elisa has an outdoor pool, free WiFi, and free private parking for guests who drive. This farm stay provides a garden.

    From US$150.43 per night