Penna Vacation Rentals from ￥11,123: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Penna?

Borgo Argiano : You might want to consider this vacation home rental near Penna, which is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation with a garden and a library.

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In two weeks

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Our top choices for Penna vacation rentals

Terre di Baccio

Greve in Chianti

"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"

Julia

￥51,195 total

includes taxes & fees

Jul 9 - Jul 10

Castello di Gargonza

Monte San Savino

Ariel

￥50,829 total

includes taxes & fees

Jul 2 - Jul 3

Borgo Argenina

Gaiole in Chianti

Sasha

￥69,926 total

includes taxes & fees

Jul 3 - Jul 4

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Castelnuovo Berardenga

Jeremy

￥29,322 total

includes taxes & fees

Jul 5 - Jul 6

Villa Curina Resort

Castelnuovo Berardenga

Dr Anne

￥33,595 total

includes taxes & fees

Jul 13 - Jul 14

Villa Cassia di Baccano

Loro Ciuffenna

Ralphvincent

￥26,550 total

includes taxes & fees

Jul 2 - Jul 3

The Florence Hills Resort & Wellness

Pelago

Linda

￥17,270 total

includes taxes & fees

Jul 19 - Jul 20

Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

Mona

￥31,265 total

includes taxes & fees

Jul 8 - Jul 9

Borgo di Erboli

Cavriglia

￥22,611 total

includes taxes & fees

Jul 16 - Jul 17

Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

￥17,576 total

includes taxes & fees

Jul 8 - Jul 9

Mariani Bed & Breakfast

Castellina in Chianti

Chie

￥17,878 total

includes taxes & fees

Jul 7 - Jul 8

L' Eroico

Gaiole in Chianti

Angela

￥27,211 total

includes taxes & fees

Jul 3 - Jul 4

Locanda Antico Borgo

Civitella in Val di Chiana

"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "

Mr Andy

￥20,277 total

includes taxes & fees

Jul 2 - Jul 3

Hu Norcenni Girasole Village

Figline e Incisa Valdarno

Kalinka

￥22,511 total

includes taxes & fees

Jul 6 - Jul 7

Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

iConic Wellness Resort

Arezzo

Rheymarie

￥18,260 total

includes taxes & fees

Jul 2 - Jul 3

Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

Villa Il Palagio

Rignano sull'Arno

martin

￥17,105 total

includes taxes & fees

Jul 6 - Jul 7

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Relais Villa Belvedere

Figline e Incisa Valdarno

Janet

￥34,627 total

includes taxes & fees

Jul 25 - Jul 26

Cameracaffè Centro

Arezzo Centro Storico

Roger

￥15,917 total

includes taxes & fees

Jul 12 - Jul 13

Family Apartment, 2 Bedrooms, Hill View, Tower | View from room

Casa Vacanze Le Fornaci

Pergine Valdarno

Gregory

￥27,861 total

includes taxes & fees

Jul 2 - Jul 3

2 Cuori e 1 Yurta Glamping in Toscana

Asciano

￥53,058 total

includes taxes & fees

Jul 8 - Jul 9

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Top Penna Hotel Reviews

Palagina la cascina

10/10 Excellent

"Amazing cozy time!"

Hotel Villa Campomaggio

10/10 Excellent

"I was fortunate enough to stay in this beautiful hotel whilst photographing a wedding in Tuscany and I was so pleased that I am hoping to stay again as soon as I can. The staff were lovely, the hotel was beautiful and the surrounding areas were stunning. The spa was clean and calming, with three different rooms to try and a jacuzzi. I was offered a free yoga class one morning and my room was cleaned before 10am every day. On my last day, I checked out at 11am after breakfast and was offered a place to keep my bags so that I could stay out by the pooI until I needed to leave. I would highly recommend this beautiful hotel to anyone travelling through Tuscany!"

Relais Vignale & Spa

10/10 Excellent

"We had a wonderful stay at Relais Vignale! Our room was wonderful and we had a beautiful terrace. The breakfast was lovely and included and the pool was relaxing. We also used the spa for a morning which we loved before the winery tour we booked through the resort. It made the trip so easy and relaxing and it was nice to cross the street to Dante’s for food and wine and walk around the beautiful little town of Radda. Highly recommend!!"

Hotel Le Fontanelle

10/10 Excellent

"Such a wonderful stay at Hotel La Fontanelle! A one stop destination to fully relax and enjoy. A beautiful property, lovely staff especially Carlo! From the pool, to the restaurants, to the winery on property we didn’t feel we had to leave all weekend! The guest relations team helped organize a hot air balloon ride over Chianti! It was a magical weekend! We will definitely be back."

Torre a Cona Wine Estate

10/10 Excellent

"We couldn’t say enough about our stay! The grounds were beautiful, the rooms were very clean with a great Italian flare. There is lots of history to the property that we enjoyed. We loved our wine tour, and Thomas was extremely knowledgable and friendly throughout our experience. The resort was quiet and peaceful, with only a 20minute taxi to Florence we were still able to explore the nearby city. The front desk was extremely helpful and every worker went above and beyond. Jorge working the bar was also the best! Thanks again for the great stay."

Find out more about Penna

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Frequently asked questions

Are there vacation rentals in Penna?

Yes, we offer vacation rentals near the most popular local attractions in Penna, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Penna?

Borgo Argiano: You might want to consider this vacation home rental near Penna, which is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Penna?

Choose from 3 Expedia vacation rentals in Penna for a memorable vacation.

What can I see and do in Penna?

While exploring the area, visit family-friendly sights like Borgo di Vescine - Tenute di Castelvecchi, or get outside and enjoy nature at Piazza Guido Monaco. San Pietro a Gropina and Croce del Pratomagno are a couple of places you'll find in the larger area.

What are vacation rentals like in Penna?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Penna. Vacation rentals feature extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.

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Check prices for these dates

Our top choices for Penna vacation rentals

Terre di Baccio

Castello di Gargonza

Borgo Argenina

Villa di Sotto

Villa Curina Resort

Villa Cassia di Baccano

The Florence Hills Resort & Wellness

Relais Villa Belpoggio - Residenza d'Epoca

Borgo di Erboli

DormiVeglia B&B

Mariani Bed & Breakfast

L' Eroico

Locanda Antico Borgo

Hu Norcenni Girasole Village

iConic Wellness Resort

Villa Il Palagio

Relais Villa Belvedere

Cameracaffè Centro

Casa Vacanze Le Fornaci

2 Cuori e 1 Yurta Glamping in Toscana

Find vacation rentals that suit your style

Top Penna Hotel Reviews

Palagina la cascina

Hotel Villa Campomaggio

Villa Il Palagio

Castello di Spaltenna- Small Luxury Hotels of the World

Relais Vignale & Spa

Castello Vicchiomaggio

Borgo Scopeto Wine & Country Relais

Hotel Le Fontanelle

Torre a Cona Wine Estate

Find out more about Penna

Frequently asked questions

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