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Penna Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Penna vacation rentals

A villa with a swimming pool, outdoor seating, and a tennis court.

1. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (76 reviews)
"Beautiful property"
Canada
Mary
The price is P10,591
P11,941 total
includes taxes & fees
Oct 4 - Oct 5
Villa Curina Resort
A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

2. 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 P10,505
P11,555 total
includes taxes & fees
Sep 28 - Sep 29
Relais Villa Belpoggio - Residenza d'Epoca
A cozy living room with a stone wall, a wine rack, and two sofas.

3. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (25 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is P13,213
P17,441 total
includes taxes & fees
Sep 7 - Sep 8
Villa Cassia di Baccano
A view of a swimming pool with lounge chairs and umbrellas, surrounded by trees and hills.

4. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is P6,858
P7,689 total
includes taxes & fees
Sep 6 - Sep 7
Borgo di Erboli
A pool area with a water slide and a stage for performances.

5. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (331 reviews)
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
United Kingdom
Katie
The price is P3,761
P4,246 total
includes taxes & fees
Sep 9 - Sep 10
Hu Norcenni Girasole Village
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

6. 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 P9,038
P10,160 total
includes taxes & fees
Oct 4 - Oct 5
Casa Vacanze Le Fornaci
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

7. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is P10,060
P11,066 total
includes taxes & fees
Sep 21 - Sep 22
Villa di Sotto
A wooden structure with a circular door, surrounded by a garden with string lights and a view of distant mountains.

8. LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is P13,581
P15,303 total
includes taxes & fees
Sep 18 - Sep 19
LE BOTTI FIORENTINE
A market with a sign reading "BAR IL POGGETTO MARKET".

9. Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very Good, (76 reviews)
"Nice property, very reasonable price"
United States
Alex
The price is P3,746
P4,338 total
includes taxes & fees
Sep 6 - Sep 7
Camping Village Il Poggetto.
A stone building with a yellow sign reading "b&b erioico".

10. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is P10,280
P11,890 total
includes taxes & fees
Sep 8 - Sep 9
L' Eroico
A stone building with arched windows and a gravel driveway.

11. Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5 reviews)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
The price is P7,135
P8,067 total
includes taxes & fees
Sep 17 - Sep 18
Villa La Ginestra
A modern living room with a television, a sliding glass door leading to a patio with outdoor furniture.

12. The Florence Hills Resort & Wellness

The Florence Hills Resort & Wellness
Pelago
8.8 out of 10, Excellent, (178 reviews)
"Enjoyed our stay and breakfast was great. "
Canada
Linda
The price is P4,958
P5,745 total
includes taxes & fees
Sep 6 - Sep 7
The Florence Hills Resort & Wellness
A pool area with a water slide and a stage for performances.

13. Villa Norcenni Aparthotel

Villa Norcenni Aparthotel
2.0 star property
Figline e Incisa Valdarno
7.4 out of 10, Good, (23 reviews)
"It was clean and safe."
United Kingdom
Laka
The price is P3,761
P4,246 total
includes taxes & fees
Sep 9 - Sep 10
Villa Norcenni Aparthotel
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

14. 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 P6,777
P7,564 total
includes taxes & fees
Sep 27 - Sep 28
Relais Villa Belvedere
An arched stone bridge with a white building on the right, featuring a balcony with plants.

15. 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 P7,465
P8,212 total
includes taxes & fees
Oct 1 - Oct 2
Locanda Antico Borgo
A swimming pool with a clear blue water surface, surrounded by a well-lit deck area with outdoor seating.

16. Villa Il Palagio

Villa Il Palagio
Rignano sull'Arno
8.8 out of 10, Excellent, (80 reviews)
"Clean room. Staff was amazing and friendly! Breakfast was delicious. The place is super relaxing. Pool is bra. Rooms are SQUEAKY CLEAN and spacious! Would absolutely come back!"
United States
Yvonne
The price is P6,541
P7,485 total
includes taxes & fees
Sep 6 - Sep 7
Villa Il Palagio
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

Villa Il Palagio

Villa Il Palagio

10/10 Excellent
"All staff very corteous and friendly"
luigi 1-night trip
Posted 14 hours ago
Villa Il Palagio

Find out more about Penna

Search for holiday rentals in Penna on Expedia! You can easily find your home rentals, villas, holiday apartments in Penna using one of the methods below:

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Look no further and take a look at our great range of rental properties in Penna!

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. Croce del Pratomagno and Franciscan Monastery of St. Francis 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.