Search Hotels with Pool in Penna

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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

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 Rp1.044.742
Rp2.589.175 total
includes taxes & fees
27 Dec - 28 Dec
Castello di Bossi
Exterior
B&B Country House Poggio del Drago

B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (57)
"Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find."
United States
Ludwig
B&B Country House Poggio del Drago
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 Rp2.027.186
Rp2.229.964 total
includes taxes & fees
9 Jan - 10 Jan 2026
Villa Cassia di Baccano
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 Rp1.565.799
Rp1.840.732 total
includes taxes & fees
13 Jan - 14 Jan 2026
Hotel Palazzo San niccolò & Spa
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers
Residenzia del Sogno

Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.8 out of 10, Exceptional, (14)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is Rp2.564.310
Rp2.899.643 total
includes taxes & fees
2 Jan - 3 Jan 2026
Residenzia del Sogno
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Agriturismo Cuprena

Agriturismo Cuprena

Agriturismo Cuprena
Arezzo
9.6 out of 10, Exceptional, (20)
"Extra friendly staff, personalized service, and a beautiful house with amazing accommodations. "
United States
Michelle
The price is Rp4.769.976
Rp5.365.327 total
includes taxes & fees
28 Dec - 29 Dec
Agriturismo Cuprena
Property grounds
Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti
Gaiole in Chianti
9.0 out of 10, Wonderful, (2)
"Eines der herzlichsten Hotels, welches wir auf unserer Reise besucht haben."
Switzerland
Cornelia
The price is Rp2.689.836
Rp3.116.624 total
includes taxes & fees
3 Jan - 4 Jan 2026
Agriturismo Crocino in Chianti
Outdoor pool
Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
The price is Rp5.950.955
Rp6.546.050 total
includes taxes & fees
29 Dec - 30 Dec
Palazzo Tiglio - A Small Luxury Hotels of the World
Family Cottage, 3 Bedrooms (Due Torri) | View from room
VIESCA Suites & Villas – Il Borro Toscana

VIESCA Suites & Villas – Il Borro Toscana

VIESCA Suites & Villas – Il Borro Toscana
Reggello
9.2 out of 10, Wonderful, (7)
"A dream. Peaceful is the only word that comes to mind. "
United States
Margaux
The price is Rp4.604.585
Rp5.104.538 total
includes taxes & fees
2 Jan - 3 Jan 2026
VIESCA Suites & Villas – Il Borro Toscana
Outdoor pool
Agritourism Tenuta Armaiolo

Agritourism Tenuta Armaiolo

Agritourism Tenuta Armaiolo
Rapolano Terme
8.6 out of 10, Excellent, (38)
"00"
Italy
LUIGI
The price is Rp2.151.851
Rp2.445.957 total
includes taxes & fees
27 Dec - 28 Dec
Agritourism Tenuta Armaiolo
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

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.