Penna Holiday Rentals, Terranuova Bracciolini: Private House Rentals

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Our top choices for Penna hotels

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 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.

1. Moody smart & comfy Hotel

Terranuova Bracciolini

Rocco

฿3,587

฿4,631 total

includes taxes & fees

1 Oct - 2 Oct

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 with a sign reading "Michelangelo HOTEL".

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

2. Hotel Michelangelo

Terranuova Bracciolini

Sushil

฿3,388

฿3,841 total

includes taxes & fees

6 Oct - 7 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 hotel entrance with a sign reading "HOTEL il Viandante".

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

3. Hotel Il Viandante

Terranuova Bracciolini

Michelle

฿2,849

฿3,895 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

4. Agriturismo Antico Borgo Poggitazzi

Terranuova Bracciolini

Michael

฿3,540

฿4,084 total

includes taxes & fees

29 Sept - 30 Sept

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

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

5. Hotel Valdarno

Montevarchi

Emmanuel

฿4,045

฿4,450 total

includes taxes & fees

6 Oct - 7 Oct

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

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

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

฿4,356

฿4,792 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.

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

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

7. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

฿9,127

฿10,268 total

includes taxes & fees

6 Oct - 7 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 modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

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

8. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

฿4,085

฿4,570 total

includes taxes & fees

28 Oct - 29 Oct

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 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.

9. Il Borro - Relais & Châteaux

Loro Ciuffenna

Nichole

฿20,536

฿22,590 total

includes taxes & fees

14 Oct - 15 Oct

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

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

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.

10. Villa Sassolini Country Boutique Hotel

Montevarchi

฿7,554

฿8,310 total

includes taxes & fees

1 Oct - 2 Oct

A stone building with multiple windows and a central entrance.

A dining area with a table set for two, white chairs, and a stone-patterned floor.

A terrace with a sofa and cushions, overlooking a cityscape and mountains.

A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.

11. Fondaco del Moro

Civitella in Val di Chiana

Heather

฿2,334

฿2,567 total

includes taxes & fees

1 Oct - 2 Oct

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

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.

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

12. Villa Barberino

Meleto

Claire

฿4,734

฿5,208 total

includes taxes & fees

26 Oct - 27 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 buffet area with various food items, condiments, and a refrigerator.

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

13. Hotel Toscana

Figline e Incisa Valdarno

Anonymous traveller

฿4,335

฿4,826 total

includes taxes & fees

9 Oct - 10 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.

14. Boutique Hotel Fox's Inn

San Giustino Valdarno

฿2,939

฿3,233 total

includes taxes & fees

29 Oct - 30 Oct

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.

15. B&B Country House Poggio del Drago

Civitella in Val di Chiana

Kristen

฿3,528

฿3,881 total

includes taxes & fees

4 Oct - 5 Oct

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

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 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.

16. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

฿2,458

฿2,932 total

includes taxes & fees

1 Oct - 2 Oct

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

A stone building with a circular tower, a gravel pathway, and a metal archway leading to a wooden door.

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

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

17. Castello di Meleto

Gaiole in Chianti

Vinesh

฿5,203

฿6,027 total

includes taxes & fees

29 Sept - 30 Sept

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 room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.

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

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

Gaiole in Chianti

Rama

฿12,446

฿14,071 total

includes taxes & fees

27 Oct - 28 Oct

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

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

19. Casale La Gora

Figline e Incisa Valdarno

Caleb

฿3,303

฿3,709 total

includes taxes & fees

28 Oct - 29 Oct

An outdoor dining area with multiple tables and umbrellas, surrounded by greenery and hills in the background.

A dining area with a wooden table, chairs, and a decorative glass centerpiece.

A resort with a large swimming pool, sun loungers, and umbrellas.

A modern bedroom with a large bed, a wooden headboard, a built-in bathtub, and a stone wall.

20. Palagina la cascina

Figline e Incisa Valdarno

Emma

฿1,711

฿1,921 total

includes taxes & fees

5 Oct - 6 Oct

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Top Penna Hotel Reviews

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!"

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"

More cheap stays in Penna

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR

฿1,556

฿1,825 total

29 Sept - 30 Sept

includes taxes & fees

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

฿2,111

฿2,379 total

29 Sept - 30 Sept

includes taxes & fees

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

฿2,439

฿5,839 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 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.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Penna on Expedia.it

Find hotels in Penna from ฿1,825

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 Michelangelo

3. Hotel Il Viandante

4. Agriturismo Antico Borgo Poggitazzi

5. Hotel Valdarno

6. Delta Hotel

7. Chapter Chianti, a Member of Design Hotels

8. Villa Casagrande Resort & SPA

9. Il Borro - Relais & Châteaux

10. Villa Sassolini Country Boutique Hotel

11. Fondaco del Moro

12. Villa Barberino

13. Hotel Toscana

14. Boutique Hotel Fox's Inn

15. B&B Country House Poggio del Drago

16. Il Gentiluomo Hotel & SPA

17. Castello di Meleto

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

19. Casale La Gora

20. Palagina la cascina

Top Penna Hotel Reviews

Relais Vignale & Spa

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

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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