Best Penna Hotels in 2026 from HK$423 - Fully Refundable Options

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Pool

Villa

Spa

Condo

Family friendly

Hot tub

Cottage

Waterpark

Farm

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Our top choices for Penna hotels

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

Emmanuel

HK$894

HK$983 total

includes taxes & fees

8 Oct - 9 Oct

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

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.

A glass table with a sandwich and a drink, a yellow sofa, and a fireplace with flames.

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

2. Moody smart & comfy Hotel

Terranuova Bracciolini

Rocco

HK$830

HK$1,072 total

includes taxes & fees

13 Oct - 14 Oct

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

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

A rustic outdoor setting with a stone building, round tables, and outdoor seating.

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

3. Chapter Chianti, a Member of Design Hotels

Cavriglia

Andon

HK$2,113

HK$2,377 total

includes taxes & fees

8 Oct - 9 Oct

A buffet with various food items and utensils.

A modern lobby with a reception desk, two seating areas with orange chairs, and a marble floor.

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

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.

4. Hotel Il Viandante

Terranuova Bracciolini

Michelle

HK$662

HK$905 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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.

5. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

HK$924

HK$1,035 total

includes taxes & fees

1 Nov - 2 Nov

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

A gym with cardio machines, weightlifting equipment, and dumbbells.

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

A hotel with a sign reading "Michelangelo HOTEL".

6. Hotel Michelangelo

Terranuova Bracciolini

Sushil

HK$840

HK$951 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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 modern bar area with a curved counter, a coffee machine, and a variety of bottles and glasses on shelves.

7. Delta Hotel

Montevarchi

weixing

HK$1,009

HK$1,109 total

includes taxes & fees

9 Oct - 10 Oct

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

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.

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

8. Hotel Toscana

Figline e Incisa Valdarno

Anonymous traveller

HK$1,007

HK$1,121 total

includes taxes & fees

9 Oct - 10 Oct

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 bedroom with a bed, bedside tables, a large wooden wardrobe, a bathroom with a bathtub, and a window with a view.

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

9. Villa Barberino

Meleto

Claire

HK$1,100

HK$1,210 total

includes taxes & fees

26 Oct - 27 Oct

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

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

An aerial view of a villa with a swimming pool, surrounded by lush greenery and tall trees.

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

10. Villa Rigacci

Reggello

Thomas

HK$1,037

HK$1,203 total

includes taxes & fees

15 Oct - 16 Oct

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 bathroom with a white sink, a mirror with a circular frame, and a shelf with toiletries.

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

11. Boutique Hotel Fox's Inn

San Giustino Valdarno

Peter

HK$602

HK$663 total

includes taxes & fees

29 Oct - 30 Oct

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

A four-poster bed with a view of the outdoors, a desk with a chair, and a sofa in a room with wooden beams on the ceiling.

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

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

12. Villa Sassolini Country Boutique Hotel

Montevarchi

Peter

HK$1,749

HK$1,924 total

includes taxes & fees

9 Oct - 10 Oct

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

A villa with a swimming pool surrounded by lush greenery and hills in the background.

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

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

13. Il Borro - Relais & Châteaux

Loro Ciuffenna

Nichole

HK$3,831

HK$4,214 total

includes taxes & fees

2 Nov - 3 Nov

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a balcony.

An outdoor amphitheater with stone steps and a grassy area in front.

A room with a large arched window offering a view of a green landscape and distant mountains.

A rustic bar area with wooden beams, a long counter, and large ceramic pots.

14. Hotel Fattoria degli Usignoli

Reggello

Antonio

HK$793

HK$933 total

includes taxes & fees

16 Oct - 17 Oct

A spacious dining area with multiple tables and chairs, a bar area with shelves of bottles, and a large window providing a view of the outdoors.

A landscaped garden with a fountain, tall cypress trees, and a brick archway.

A swimming pool with lounge chairs, a stone wall, and a building with a tiled roof.

A bedroom with a bed, a window with curtains, a lamp, and a patterned wall.

15. Viesca Toscana Suites & Villas

Reggello

Kerby

HK$2,053

HK$2,280 total

includes taxes & fees

20 Oct - 21 Oct

A bathroom with a shower, toilet, and sink.

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

An outdoor dining area with tables and chairs, a stone wall, and a wooden ceiling.

A poolside area with lounge chairs and a swimming pool.

16. Casale La Gora

Figline e Incisa Valdarno

Roberto

HK$570

HK$645 total

includes taxes & fees

2 Nov - 3 Nov

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

A room with a large window offering a view of a vineyard and distant hills.

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

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

17. Palagina la Dimora

Figline e Incisa Valdarno

Rayvant

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

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

An aerial view of a villa surrounded by lush greenery and rolling hills.

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

18. Il Verreno

Ambra

Minna

HK$1,730

HK$1,938 total

includes taxes & fees

20 Oct - 21 Oct

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

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.

A rooftop terrace with outdoor seating, a pergola, and a view of hills.

19. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

HK$569

HK$679 total

includes taxes & fees

11 Oct - 12 Oct

A pool with lounge chairs and umbrellas, surrounded by a vineyard and mountains in the background.

An outdoor dining area with wooden tables and chairs, surrounded by greenery and stone walls.

A spacious living area with a high ceiling and exposed beams, featuring a sofa set, a coffee table, and a dining table.

A villa with a swimming pool, surrounded by olive groves and vineyards, set in a hilly landscape.

20. Borgo Iesolana Country Retreat

Bucine

MvE

HK$1,208

HK$1,364 total

includes taxes & fees

18 Oct - 19 Oct

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Top Penna Hotel Reviews

Castello Vicchiomaggio

10/10 Excellent

"What a gorgeous place! We loved it here and can’t wait to go back!"

Borgo Scopeto Wine & Country Relais

8/10 Good

"Concierge desk - Francesca - was off the charts! Was hoping for more modernized room with better views"

Borgo Del Cabreo

10/10 Excellent

"Great hotel with an amazing atmosphere and one of the best restaurants I’ve ever visited. The food was absolutely exceptional — a truly memorable experience. Highly recommended!"

Borgo Vescine

10/10 Excellent

"The staff was amazing and incredibly kind."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

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."

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."

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."

More cheap stays in Penna

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR

HK$360

HK$423 total

9 Oct - 10 Oct

includes taxes & fees

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

HK$565

HK$1,352 total

20 Oct - 21 Oct

includes taxes & fees

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

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Castello di Pratelli

Via Di Pratelli 1/a Figline e Incisa Valdarno FI

Get rates

9.2/10 Wonderful! (5 reviews)

Agriturismo I Bonsi

VIA BONSI Reggello FI

Get rates

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR

Get rates

Frequently asked questions

Where is the best place to stay in Penna?

La Certosa di Pontignano, located 18.5 mi (29.8 km) from the heart of Penna, is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Villa Pitiana and Castello di Spaltenna- Small Luxury Hotels of the World. See all available top hotels, or vacation rentals in Penna.

What are some of the best holiday rentals that Penna has to offer?

Borgo Argiano: This holiday home rental outside of Penna is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library. See all vacation rentals in Penna.

If I need to cancel my hotel reservation in Penna, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Penna.

What's the best dog-friendly hotel in Penna?

Break House Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Penna.

What are some hotels with pools in Penna?

Villa Pitiana: Offers a children's pool, a seasonal outdoor pool and a rooftop terrace. Castello di Spaltenna- Small Luxury Hotels of the World and Borgo Scopeto Wine & Country Relais are two additional hotels that feature an on-site pool. View all hotels with pools in Penna.

What's it like to stay in Penna?

Travellers to Penna will find plenty to explore and enjoy. In Penna, there are 12 hotels and other accommodation options to choose from. Find out more about Penna.

What should I do while I'm visiting Penna?

Places to visit in the wider area include San Pietro a Gropina, Croce del Pratomagno and Fattoria La Vialla. You'll also find Badia a Coltibuono and Castello di Albola in the area. Take a look at what more there is to see and do in Expedia's Penna guide.

What's the weather like in Penna?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Penna is 902 mm.

Penna hotels from HK$423

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Penna

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Penna hotels

1. Hotel Valdarno

2. Moody smart & comfy Hotel

3. Chapter Chianti, a Member of Design Hotels

4. Hotel Il Viandante

5. Villa Casagrande Resort & SPA

6. Hotel Michelangelo

7. Delta Hotel

8. Hotel Toscana

9. Villa Barberino

10. Villa Rigacci

11. Boutique Hotel Fox's Inn

12. Villa Sassolini Country Boutique Hotel

13. Il Borro - Relais & Châteaux

14. Hotel Fattoria degli Usignoli

15. Viesca Toscana Suites & Villas

16. Casale La Gora

17. Palagina la Dimora

18. Il Verreno

19. Il Gentiluomo Hotel & SPA

20. Borgo Iesolana Country Retreat

Top Penna Hotel Reviews

Castello Vicchiomaggio

Borgo Scopeto Wine & Country Relais

Borgo Del Cabreo

Borgo Vescine

Castello di Spaltenna- Small Luxury Hotels of the World

Relais Vignale & Spa

Villa Le Barone

Hu Norcenni Girasole Village

Villa Pitiana

More cheap stays in Penna

Hotel Chenno

Castello di Bossi

Villa Norcenni Aparthotel

Castello di Pratelli

Agriturismo I Bonsi

Tenuta La Pieve Casale Presciano

Frequently asked questions

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