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Penna Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Penna vacation rentals

A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

1. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is AED 575
AED 632 total
includes taxes & fees
30 Sep - 1 Oct
Relais Villa Belpoggio - Residenza d'Epoca
A cozy living room with a stone wall, a wine rack, and two sofas.

2. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (26 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is AED 476
AED 691 total
includes taxes & fees
10 Oct - 11 Oct
Villa Cassia di Baccano
An outdoor patio with a wooden pergola, a sofa, a table, and chairs.

3. Blue villa surrounded by greenery between Arezzo Florence and Siena

Blue villa surrounded by greenery between Arezzo Florence and Siena
TERRANUOVA BRACCIOLINI
The price is AED 502
AED 745 total
includes taxes & fees
1 Oct - 2 Oct
Blue villa surrounded by greenery between Arezzo Florence and Siena
A compact kitchen with a wooden countertop, stainless steel appliances, and a modern design.

4. Cennano Suite - enter apartment

Cennano Suite - enter apartment
Montevarchi
10.0 out of 10, Exceptional, (3 reviews)
"After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. "
Germany
Judith T.
The price is AED 230
AED 472 total
includes taxes & fees
5 Oct - 6 Oct
Cennano Suite - enter apartment
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

5. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"Very nice hotel with friendly stad"
Denmark
Lisette
The price is AED 461
AED 520 total
includes taxes & fees
6 Oct - 7 Oct
Casa Vacanze Le Fornaci
A pool area with a water slide and a stage for performances.

6. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (333 reviews)
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
United Kingdom
Katie
The price is AED 232
AED 262 total
includes taxes & fees
30 Sep - 1 Oct
Hu Norcenni Girasole Village
A covered patio with a wooden table and chairs, stone walls, and a view of a garden.

7. Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (4 reviews)
"Pros: Guido og Angela var helt fantastiske værter og deres medhjælper sørgede godt for os med friske grøntsager fra haven. Poolen var perfekt og altid ren og pæn. For os var det helt perfekt vi kun var to familier og at der var ro Cons: Vi har ingen kritik punkter ☺️"
Denmark
Anonymous traveler
The price is AED 1,479
AED 1,658 total
includes taxes & fees
30 Sep - 1 Oct
Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

8. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is AED 902
AED 1,009 total
includes taxes & fees
21 Oct - 22 Oct
Castello di Gargonza
A dining area with a brick archway, wooden dining table, chairs, and a chandelier.

9. Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Montevarchi
The price is AED 960
AED 1,379 total
includes taxes & fees
30 Sep - 1 Oct
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

10. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is AED 574
AED 799 total
includes taxes & fees
1 Oct - 2 Oct
Villa di Sotto
A market with a sign reading "BAR IL POGGETTO MARKET".

11. Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very good, (79 reviews)
"Nice property, very reasonable price"
United States
Alex
The price is AED 215
AED 249 total
includes taxes & fees
9 Oct - 10 Oct
Camping Village Il Poggetto.
A garden pathway leading to a stone building with a brick wall, a pergola, and a small brick structure in the background.

12. Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...
United States
Marianne H.
The price is AED 1,506
AED 1,686 total
includes taxes & fees
5 Oct - 6 Oct
Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
A narrow stone-paved alleyway with buildings on either side, some with wooden shutters and potted plants.

13. Borgo dei Corsi - VERGAIO 6 Apartment

Borgo dei Corsi - VERGAIO 6 Apartment
Raggiolo
9.4 out of 10, Exceptional, (17 reviews)
"We had a fab family holiday in Raggiolo. Luca was very friendly and helpful .The local people were very welcoming. The accommodation was superb."
United Kingdom
Neil A.
Borgo dei Corsi - VERGAIO 6 Apartment
A wooden structure with a circular door, surrounded by a garden with string lights and a view of distant mountains.

14. LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is AED 493
AED 563 total
includes taxes & fees
27 Oct - 28 Oct
LE BOTTI FIORENTINE
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

15. Relais Villa Belvedere

Relais Villa Belvedere
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (75 reviews)
"True Tuscan style, beautiful views and a lovely breakfast."
Canada
Janet
The price is AED 380
AED 425 total
includes taxes & fees
29 Oct - 30 Oct
Relais Villa Belvedere
A pool area with a water slide and a stage for performances.

16. Villa Norcenni Aparthotel

Villa Norcenni Aparthotel
2.0 star property
Figline e Incisa Valdarno
7.4 out of 10, Good, (24 reviews)
"It was clean and safe."
United Kingdom
Laka
The price is AED 232
AED 262 total
includes taxes & fees
30 Sep - 1 Oct
Villa Norcenni Aparthotel
A swimming pool with lounge chairs, a tiled deck, and surrounding trees.

17. Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed
Bucine
The price is AED 1,506
AED 1,686 total
includes taxes & fees
10 Oct - 11 Oct
Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

18. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is AED 2,249
AED 2,491 total
includes taxes & fees
30 Sep - 1 Oct
Terre di Baccio
Property entrance

19. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...
United States
Marco
The price is AED 456
AED 501 total
includes taxes & fees
7 Oct - 8 Oct
Palazzo Tarlati Residenza d'Epoca
An arched stone bridge with a white building on the right, featuring a balcony with plants.

20. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"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. "
United Kingdom
Mr Andy
The price is AED 429
AED 472 total
includes taxes & fees
1 Oct - 2 Oct
Locanda Antico Borgo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Penna Hotel Reviews

Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 11 hours ago
Relais Vignale & Spa

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: Visitors like this Penna vacation home rental. It 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 kitchenware. 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.