Hotels in Penna

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Where to stay in Penna?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Penna on Hotels.com. These Penna hotels consistently deliver on quality, location and traveler experience. Last updated on October 1, 2026.

A spacious lobby with a reception desk, seating area, and a large vase.

A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

A patio with a round table and chairs, potted plants, and a view of the building's interior.

A modern hotel lobby with a curved reception desk, seating area, and a bar.

1. Hotel Valdarno

Montevarchi

CNY769

CNY846 total

includes taxes & fees

Oct 8 - Oct 9

A buffet with various food items and utensils.

A hotel room with a large bed, bedside tables, a nightstand, a vase with flowers, a tray with pastries, a teapot, and a glass of orange juice.

A hotel entrance with a sign reading "HOTEL il Viandante".

A covered outdoor seating area with wicker furniture and a potted plant.

2. Hotel Il Viandante

Terranuova Bracciolini

CNY570

CNY779 total

includes taxes & fees

Oct 18 - Oct 19

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

A modern living room with a white sofa, armchairs, and a coffee table.

An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

A reception area with a wooden ceiling, a reception desk, and seating.

3. Chapter Chianti, a Member of Design Hotels

Cavriglia

CNY1,824

CNY2,052 total

includes taxes & fees

Oct 6 - Oct 7

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

An indoor swimming pool with clear glass walls, wooden beams, and large windows.

A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

A historic building with a stone facade, arched entrance, and a wooden balcony.

4. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

CNY847

CNY947 total

includes taxes & fees

Nov 1 - Nov 2

A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.

A modern kitchen with a built-in microwave, sink, and stove. There is a dining area with a table and chairs, and a window with blinds.

A hotel room with a bed, a TV, a desk, and a mirror.

A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.

5. Delta Hotel

Montevarchi

CNY870

CNY957 total

includes taxes & fees

Oct 2 - Oct 3

A person pouring a liquid from a bottle into a glass.

A modern building with a glass facade, a car parked in front, and a well-lit entrance area.

A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.

A modern interior with a blue chair, a yellow chair, and a brown sofa. There is a glass door leading to an outdoor area with chairs and plants.

6. Moody smart & comfy Hotel

Terranuova Bracciolini

CNY717

CNY925 total

includes taxes & fees

Oct 13 - Oct 14

A modern lobby with a bar area, seating, and a large window.

An outdoor patio with tables and chairs, potted plants, and a view of the cityscape.

A hotel room with a TV mounted on the wall displaying a SmartTV interface, a small desk with a chair, and a bottle of champagne on the table.

A hotel entrance with a covered staircase, potted plants, and a sign indicating it is a hotel and restaurant.

7. Hotel Toscana

Figline e Incisa Valdarno

CNY866

CNY964 total

includes taxes & fees

Oct 9 - Oct 10

A dining area with tables set for meals, chairs, and a window with a view.

A neatly arranged bedroom with a bed, bedside tables, a lamp, a wall-mounted clock, and a basket.

A bedroom with a bed, bedside tables, a wall-mounted shelf, and a door.

A bed with a plaid bedspread, a metal headboard, and two wall-mounted lamps.

8. Boutique Hotel Fox's Inn

San Giustino Valdarno

CNY570

CNY627 total

includes taxes & fees

Oct 20 - Oct 21

A hotel room with a bed, a desk with a laptop, a chair, a nightstand, and a view through the window.

A hotel hallway with a polished floor, wooden doors, and a green exit sign.

A hotel lobby with a reception desk, seating areas, and a dining area.

A hotel with a sign reading "Michelangelo HOTEL".

9. Hotel Michelangelo

Terranuova Bracciolini

CNY677

CNY767 total

includes taxes & fees

Oct 11 - Oct 12

A pool with a stone wall and a tree, surrounded by a clear sky and distant mountains.

A modern living room with a sectional sofa, a glass coffee table, wooden flooring, and exposed brick walls.

A room with a wooden door, a white cabinet with a book and candles, and two framed pictures on the wall.

A stone wall, a pink building, and a pool with a garden.

10. Villa Barberino

Meleto

CNY947

CNY1,041 total

includes taxes & fees

Oct 26 - Oct 27

A luxurious room with a chandelier, classical columns, and a dining area with wooden chairs and a table.

A traditional European town with stone buildings, a visible staircase, and a clear view of the surrounding hills.

A dining area with a table set for breakfast, featuring plates, cutlery, and a pitcher of juice.

A bedroom with a bed, bedside tables, a desk, a chair, and a rug.

11. Dimora Casa Eugenia

Loro Ciuffenna

CNY886

CNY975 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with a stone border, surrounded by lounge chairs and a stone wall.

An outdoor restaurant with tables set for dining, overlooking a swimming pool and lush greenery.

A pathway flanked by tall cypress trees and various shrubs, leading to a yellow building with green shutters.

A spacious living room with a fireplace, wooden beams, a chandelier, and a large painting.

12. Villa Rigacci

Reggello

CNY895

CNY1,038 total

includes taxes & fees

Oct 15 - Oct 16

A dining table set up outdoors with a view of a landscape.

A hotel with a swimming pool, outdoor seating, and a view of the surrounding hills.

A historic building with multiple stories, surrounded by lush greenery and a well-maintained garden with a central fountain.

A window seat with a view of a vineyard and distant mountains.

13. Il Borro - Relais & Châteaux

Loro Ciuffenna

CNY3,668

CNY4,035 total

includes taxes & fees

Nov 1 - Nov 2

A well-maintained garden with geometric hedges and a pathway leading to a building with multiple windows and outdoor seating.

A cozy living room with a wooden ceiling, a television, a sofa, and a view of greenery outside.

A stone building with a large wooden door and arched entrance, flanked by potted plants.

A restaurant with tables set for dining, large umbrellas, and a view of the landscape.

14. Palagina la Dimora

Figline e Incisa Valdarno

CNY1,424

CNY1,582 total

includes taxes & fees

Oct 3 - Oct 4

An outdoor patio area with a brick archway, potted plants, and wicker furniture.

A dining area with a fireplace, wooden beams, and a tiled floor.

A room with a large window, a radiator, and a television on a stand.

An outdoor courtyard with stone walls, potted plants, and a wooden door leading to an interior space.

15. Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

CNY553

CNY620 total

includes taxes & fees

Oct 19 - Oct 20

A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.

A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.

A spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.

16. Il Gentiluomo Hotel & SPA

Arezzo

CNY492

CNY586 total

includes taxes & fees

Oct 9 - Oct 10

A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

A poolside area with lounge chairs and a swimming pool.

A building with a beige facade, arched windows, and a small balcony.

A patio area with a gravel path, wooden chairs, and a table. There is a building with a stone wall and a door.

17. Casale La Gora

Figline e Incisa Valdarno

CNY506

CNY572 total

includes taxes & fees

Nov 1 - Nov 2

A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.

A cozy living room with a fireplace, wooden bookshelves, and a decorative mirror.

An indoor dining area with tables set for two, large windows, and potted plants.

An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.

18. Villa Sassolini Country Boutique Hotel

Montevarchi

CNY1,509

CNY1,660 total

includes taxes & fees

Oct 6 - Oct 7

A stone building with outdoor seating and a pool in the background.

A swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.

A dining table set with various foods, including meats, cheeses, and fruits.

A stone house with a paved driveway and a lawn, surrounded by trees and a white car parked in front.

19. B&B Country House Poggio del Drago

Civitella in Val di Chiana

CNY664

CNY730 total

includes taxes & fees

Oct 11 - Oct 12

A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.

An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.

A poolside area with a swimming pool, lounge chairs, and a grassy lawn.

A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.

20. Il Verreno

Ambra

CNY1,493

CNY1,672 total

includes taxes & fees

Oct 13 - Oct 14

View all properties

Go beyond your typical stay in Penna

Pet friendly

Apartment

Apart hotel

Pool

Family friendly

Spa

Hot tub

Farm

Check out reviews of Penna hotels guests love

Palagina la Dimora

8/10 Good

"Was staying locally for business but the pools open too late for an early swim, which was the plan...so a bit of a disappointment, upside is that you walk to Sting's pizza place :-)"

La Certosa di Pontignano

10/10 Excellent

"good to stay"

Relais Vignale & Spa

10/10 Excellent

"In a convenient location."

Villa Le Barone

10/10 Excellent

"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."

Borgo Scopeto Wine & Country Relais

8/10 Good

"Staff are nice!"

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

Belvedere di San Leonino

10/10 Excellent

"This hotel is a beautiful romantic getaway. You will relax and take in the lovely Chianti Classico scenery at the pool. At night the restaurant prepared delicious local cuisine and you can pair it with an amazing bottle of local wine!"

Villa Pitiana

10/10 Excellent

"Beautiful property with priceless views. The on-site restaurant also offered a nice light lunch. The pool area could have been spruced up a bit with some better furniture, but the room was beautiful. Be careful when using the shower as well as it is easy for the water to spray onto the floor. Make sure you understand where the property is located before booking as it is quite a ways outside of Florence city center. I rented a car and drove through the Tuscan hills to arrive."

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

Frequently asked questions

How much does a hotel room cost in Penna?

You can choose a great hotel in Penna from CNY710 with properties to suit all budgets and needs. To find an affordable hotel in Penna that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".

How can I find deals and earn rewards at Penna hotels?

Discover great deals on Penna hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Penna hotels.

Can I book Penna hotels with free cancellation?

To book a refundable Penna hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some top pet-friendly hotels in Penna?

Our travelers' top pet-friendly hotels in Penna include:

Break House Hotel: A hotel with a guest rating of 7.8 out of 10

You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Penna.

What are some of the best Penna hotels with free parking?

If you're exploring by car, finding a great Penna hotel with free parking is a win. Our travelers' favorites include:

Break House Hotel: A hotel with an average guest rating of 7.8 out of 10

What are some popular hotels in central Penna?

For hotels in central Penna, check out Il Pino Bioagricoltura and A Casa Da Agata. Travelers love Il Pino Bioagricoltura for its location, as well as the seasonal outdoor pool, winery and terrace this farm stay offers. A Casa Da Agata is another popular central bed & breakfast with a restaurant, a free local cuisine breakfast and a rooftop terrace.

What accommodations do travelers like in Penna?

Guests like Hu Norcenni Girasole Village, Palagina la Dimora and Chapter Chianti, a Member of Design Hotels.

Can I book refundable accommodations in Penna?

If you need the flexibility to change your plans to Penna, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Penna if I want a vacation home instead of a hotel?

Browse 6 vacation homes on our site.

What will the weather in Penna be like during my visit?

August and July are typically the warmest months in Penna when the average temp is 71°F. January and February are the coldest months when the average temperature is 42°F. November and October are the months with the most rain.

Why should I book my Penna hotel with Hotels.com?

There are lots of reasons to book your Penna trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Hotels in Penna

Room 1

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Penna?

1. Hotel Valdarno

2. Hotel Il Viandante

3. Chapter Chianti, a Member of Design Hotels

4. Villa Casagrande Resort & SPA

5. Delta Hotel

6. Moody smart & comfy Hotel

7. Hotel Toscana

8. Boutique Hotel Fox's Inn

9. Hotel Michelangelo

10. Villa Barberino

11. Dimora Casa Eugenia

12. Villa Rigacci

13. Il Borro - Relais & Châteaux

14. Palagina la Dimora

15. Hotel Tenuta Il Burchio

16. Il Gentiluomo Hotel & SPA

17. Casale La Gora

18. Villa Sassolini Country Boutique Hotel

19. B&B Country House Poggio del Drago

20. Il Verreno

Go beyond your typical stay in Penna

Check out reviews of Penna hotels guests love

Palagina la Dimora

La Certosa di Pontignano

Relais Vignale & Spa

Villa Le Barone

Borgo Scopeto Wine & Country Relais

Hu Norcenni Girasole Village

Belvedere di San Leonino

Villa Pitiana

Hotel Villa Campomaggio

Frequently asked questions

Keep exploring