Hotels with Pool & Resorts in Penna from AU$164

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Check availability on Penna Hotels with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Penna hotels with a pool

Outdoor pool, pool loungers
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is AU$214
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo di Pietrafitta Relais
Seasonal outdoor pool
Castello di Bossi

Castello di Bossi

Castello di Bossi
2.0 star property
Castelnuovo Berardenga
7.8 out of 10, Good, (8)
"The location is great if you get to the hotel in a car. "
Mexico
CESAR JAVIER
The price is AU$239
includes taxes & fees
27 Dec - 28 Dec
Castello di Bossi
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool loungers
Villa Cassia di Baccano

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is AU$191
includes taxes & fees
7 Jan - 8 Jan 2026
Villa Cassia di Baccano
Property grounds
La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
10.0 out of 10, Exceptional, (110)
"Stay was exceptional."
United States
Suzanne
La Cantina Relais - Fattoria Il Cipresso
Seasonal outdoor pool, pool umbrellas, pool loungers
Agriturismo Montemagni di Sopra

Agriturismo Montemagni di Sopra

Agriturismo Montemagni di Sopra
Greve in Chianti
9.0 out of 10, Wonderful, (8)
"The hostess is very accommodating and sweet. The beds were incredibly comfy and shower was spacious. A very lovely and peaceful stay! "
United States
Rachel
The price is AU$165
includes taxes & fees
27 Dec - 28 Dec
Agriturismo Montemagni di Sopra
Outdoor spa tub
Cappannelle Country House Tuscany

Cappannelle Country House Tuscany

Cappannelle Country House Tuscany
Castiglion Fibocchi
10.0 out of 10, Exceptional, (1)
Cappannelle Country House Tuscany
Indoor pool, seasonal outdoor pool, pool loungers
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (177)
"Ideal country setting"
Canada
Dee
The price is AU$164
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Palazzo San niccolò & Spa
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (375)
"It’s beautiful place! "
United States
Tatihana
The price is AU$176
includes taxes & fees
25 Jan - 26 Jan 2026
Villa Casagrande Resort & SPA
Seasonal outdoor pool
Hotel Le Capanne

Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
9.4 out of 10, Exceptional, (53)
"The hotel was well maintained! Beautiful flowers. The restaurant was wonderful and the staff were very nice and helpful. I highly recommend this hotel. You will need a car or taxis to get around. "
United States
CHRIS
The price is AU$183
includes taxes & fees
11 Jan - 12 Jan 2026
Hotel Le Capanne
Outdoor pool, pool loungers
Agriturismo Poggio Bonelli

Agriturismo Poggio Bonelli

Agriturismo Poggio Bonelli
Castelnuovo Berardenga
9.0 out of 10, Wonderful, (8)
"Amazing location and excellent service "
United States
Mohamad
The price is AU$202
includes taxes & fees
7 Jan - 8 Jan 2026
Agriturismo Poggio Bonelli
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

Dievole Wine Resort

Dievole Wine Resort

10/10 Excellent
"The property was breath taking. Staff was amazing and accommodating. Wonderful experience. "
Gimbert 3-night trip
Posted 2 months ago
Dievole Wine Resort

Frequently asked questions

What are some accommodation options with pools in Penna?
A Point Arezzo Park Hotel: Features 2 restaurants, a seasonal outdoor pool and a full-service spa. Villa La Borghetta Resort: Offers a full-service spa, an outdoor pool and a sauna. Hotel Continentale: Offers a seasonal outdoor pool, an indoor pool and 2 restaurants. Hotel Minerva: Offers an indoor pool, an outdoor pool and 2 restaurants. Villa Casagrande Resort & SPA: Features a seasonal outdoor pool, an indoor pool and 2 restaurants.
What is there to see and do in Penna?
Make a point to visit attractions such as Piazza Guido Monaco and Fattoria La Vialla. Discover sights such as Mulino Ad Acqua, Croce del Pratomagno and Badia a Coltibuono during your stay.
When is the best time to book a hotel with a pool in Penna?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Penna in the warmest months of August, July or June, when the average temp is 22°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 6°C.