𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Penna from RM223 (2026) - Fully Refundable Options

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Our top choices for Penna hotels

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

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

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

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

1. Moody smart & comfy Hotel

Terranuova Bracciolini

Rocco

RM438

RM565 total

includes taxes & fees

1 Oct - 2 Oct

A buffet with various food items and utensils.

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

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.

2. Hotel Il Viandante

Terranuova Bracciolini

Michelle

RM348

RM475 total

includes taxes & fees

18 Oct - 19 Oct

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

A hotel with a sign reading "Michelangelo HOTEL".

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

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

3. Hotel Michelangelo

Terranuova Bracciolini

Sushil

RM413

RM469 total

includes taxes & fees

6 Oct - 7 Oct

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

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

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

A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.

4. Hotel Valdarno

Montevarchi

Emmanuel

RM494

RM543 total

includes taxes & fees

5 Oct - 6 Oct

A stone building with a brick facade, a well-maintained lawn, and a pathway leading to the entrance.

A pool with clear blue water, surrounded by white lounge chairs and umbrellas, with a view of distant mountains.

A stone building with arched windows and a courtyard.

A patio with green metal chairs and tables, a white building with large windows, and a view of a hill with greenery and a house in the distance.

5. Agriturismo Antico Borgo Poggitazzi

Terranuova Bracciolini

Michael

RM432

RM498 total

includes taxes & fees

29 Sept - 30 Sept

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

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.

6. Delta Hotel

Montevarchi

weixing

RM532

RM585 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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.

7. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

RM1,114

RM1,253 total

includes taxes & fees

6 Oct - 7 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 window seat with a view of a vineyard and distant mountains.

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

8. Il Borro - Relais & Châteaux

Loro Ciuffenna

Nichole

RM2,548

RM2,802 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.

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

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

9. Villa Sassolini Country Boutique Hotel

Montevarchi

Peter

RM922

RM1,014 total

includes taxes & fees

1 Oct - 2 Oct

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

A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

10. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

RM499

RM558 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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.

11. Villa Barberino

Meleto

Claire

RM578

RM635 total

includes taxes & fees

26 Oct - 27 Oct

A swimming pool with a view of a historic building surrounded by olive trees.

An outdoor café with tables and chairs, surrounded by stone walls and greenery.

A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.

An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.

12. Castello di Meleto

Gaiole in Chianti

Vinesh

RM635

RM735 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

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

13. Il Verreno

Ambra

Minna

RM912

RM1,021 total

includes taxes & fees

12 Oct - 13 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 swimming pool with lounge chairs, a stone wall, and a building with a tiled roof.

A dining area with a glass-top table, wicker chairs, a fruit bowl, and a bottle of orange juice.

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

14. Viesca Toscana Suites & Villas

Reggello

Kerby

RM854

RM951 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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.

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

15. Hotel Toscana

Figline e Incisa Valdarno

Anonymous traveller

RM529

RM589 total

includes taxes & fees

9 Oct - 10 Oct

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

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

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.

16. B&B Country House Poggio del Drago

Civitella in Val di Chiana

Kristen

RM431

RM474 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

17. Boutique Hotel Fox's Inn

San Giustino Valdarno

RM348

RM383 total

includes taxes & fees

11 Oct - 12 Oct

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A stone building with a tower, surrounded by people dining at tables with candles.

A historic stone building with a large arched window and a small balcony.

18. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

RM585

RM681 total

includes taxes & fees

29 Oct - 30 Oct

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

A hotel room with a bed, a tray with pastries, and a view of a stone building through open doors.

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

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

19. Borgo Iesolana Country Retreat

Bucine

MvE

RM743

RM836 total

includes taxes & fees

22 Oct - 23 Oct

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

A stone building with a garden, tall trees, and a clear blue sky.

A restaurant with stone walls and a high ceiling, featuring tables set for dining.

An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

20. Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Rama

RM1,519

RM1,717 total

includes taxes & fees

27 Oct - 28 Oct

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Top Penna Hotel Reviews

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!"

La Certosa di Pontignano

10/10 Excellent

"Everything about this property is wonderful from the lodging to the staff!"

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."

Villa Il Palagio

10/10 Excellent

"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

Relais Vignale & Spa

10/10 Excellent

"Beautiful small medieval town with castle and narrow streets. Close to wineries but not much else to do….location is very beautiful on top of hill."

More cheap stays in Penna

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR

RM190

RM223 total

29 Sept - 30 Sept

includes taxes & fees

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

RM258

RM290 total

29 Sept - 30 Sept

includes taxes & fees

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

RM298

RM713 total

20 Oct - 21 Oct

includes taxes & fees

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 San Felice Resort 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 Croce del Pratomagno, Fattoria La Vialla and Badia a Coltibuono. You'll also find Castello di Albola and Abbazia di Vallombrosa 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 RM223

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. Moody smart & comfy Hotel

2. Hotel Il Viandante

3. Hotel Michelangelo

4. Hotel Valdarno

5. Agriturismo Antico Borgo Poggitazzi

6. Delta Hotel

7. Chapter Chianti, a Member of Design Hotels

8. Il Borro - Relais & Châteaux

9. Villa Sassolini Country Boutique Hotel

10. Villa Casagrande Resort & SPA

11. Villa Barberino

12. Castello di Meleto

13. Il Verreno

14. Viesca Toscana Suites & Villas

15. Hotel Toscana

16. B&B Country House Poggio del Drago

17. Boutique Hotel Fox's Inn

18. Castello di Tornano Wine Resort

19. Borgo Iesolana Country Retreat

20. Castello di Spaltenna- Small Luxury Hotels of the World

Top Penna Hotel Reviews

Villa Le Barone

Borgo Scopeto Wine & Country Relais

Hu Norcenni Girasole Village

Belvedere di San Leonino

La Certosa di Pontignano

Villa Pitiana

Villa Il Palagio

Hotel Villa Campomaggio

Relais Vignale & Spa

More cheap stays in Penna

Hotel Chenno

Villa Norcenni Aparthotel

Castello di Bossi

Castello di Pratelli

Agriturismo I Bonsi

Tenuta La Pieve Casale Presciano

Frequently asked questions

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