The Best Hotels with a Pool in Penna from NT$2,128 in 2026

Q: What are some accommodations with pools in Penna?

La Certosa di Pontignano : Offers a children's pool, a seasonal outdoor pool, and a rooftop terrace. Villa Pitiana : Provides an indoor pool, an outdoor pool, and 2 restaurants. Castello di Spaltenna- Small Luxury Hotels of the World : Features 2 restaurants, 2 outdoor pools, and a full-service spa. Borgo Scopeto Wine & Country Relais : Features a snack bar/deli, 2 outdoor pools, and buffet. Hotel Continentale : Offers 2 restaurants, a seasonal outdoor pool, and a full-service spa.

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Our top choices for Penna hotels with a pool

An indoor swimming pool with clear glass walls, wooden beams, and large windows.

1. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Swim through captivating seasons at this hotel with both indoor and outdoor pools, spa treatments, and an attached winery.

NT$3,592 total

includes taxes & fees

Dec 13 - Dec 14

A swimming pool with a stone wall and a metal fixture on the right.

2. Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

Seasonal outdoor pool sanctuary invites sun-drenched relaxation in this Italian countryside residence with terrace views.

NT$5,762 total

includes taxes & fees

Nov 16 - Nov 17

A pool with a stone wall and a tree, surrounded by a clear sky and distant mountains.

3. Villa Barberino

Meleto

NT$6,106 total

includes taxes & fees

Nov 24 - Nov 25

A wooden deck with a pool, lounge chairs, and a small table with towels.

4. Villa Cassia di Baccano

Loro Ciuffenna

Seasonal splendor awaits at the Tuscan villa's outdoor pool, where loungers invite relaxation amid rural Italian landscapes.

NT$3,408 total

includes taxes & fees

Nov 22 - Nov 23

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a balcony.

5. Hotel Fattoria degli Usignoli

Reggello

Splash into Tuscan charm with two scenic outdoor pools and poolside cocktails.

NT$3,967 total

includes taxes & fees

Dec 7 - Dec 8

A modern indoor pool area with lounge chairs and a central hot tub.

6. A Point Arezzo Park Hotel

Arezzo

Serene outdoor pool escape with poolside cocktail bar and loungers creates the perfect Italian countryside retreat.

NT$2,560 total

includes taxes & fees

Nov 17 - Nov 18

A hotel with a swimming pool, outdoor seating, and a view of the surrounding hills.

7. Il Borro - Relais & Châteaux

Loro Ciuffenna

Seasonal outdoor pool surrounded by Tuscan splendor offers a refreshing escape at this winery resort.

NT$15,725 total

includes taxes & fees

Nov 24 - Nov 25

A poolside area with lounge chairs and a swimming pool.

8. Casale La Gora

Figline e Incisa Valdarno

Seasonal outdoor pool sanctuary among the hills, inviting relaxation and mountain biking adventures.

NT$2,809 total

includes taxes & fees

Dec 1 - Dec 2

A poolside setting with a person relaxing, a table with drinks and magazines, and a view of the landscape.

9. Villa La Borghetta Resort

Figline e Incisa Valdarno

Immerse in resort luxury at the outdoor pool complex with swim-up bar service and rejuvenating hot tub for a true Tuscan escape.

NT$3,397 total

includes taxes & fees

Nov 16 - Nov 17

A large swimming pool with a wooden deck, surrounded by a stone wall and a grassy area. There are lounge chairs and umbrellas under a covered patio area.

10. Casa Vacanze Le Fornaci

Pergine Valdarno

Escape to a Tuscan paradise with family-friendly pools, poolside dining, and lush gardens.

NT$4,302 total

includes taxes & fees

Nov 15 - Nov 16

View all properties

Choose what matters most at hotels with a pool in Penna

Breakfast included

4 stars

Top Penna Hotel Reviews

Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

10/10 Excellent

Anonymous traveler

A swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.

B&B Country House Poggio del Drago

Civitella in Val di Chiana

10/10 Excellent

Kristen

Il Borro - Relais & Châteaux

Loro Ciuffenna

10/10 Excellent

Il Borro truly hit all marks for a unique and luxurious stay in Tuscany. The location is a bit removed from the traditional or well-traveled parts of Tuscany, but is perfect if you are seeking quiet, rural and unblemished landscapes. One tip: arrive early (before dark) as the estate is sprawling and GPS sends you in a different direction than reception. We were pleasantly surprised that our 2-room suite in the Il Borro village (different than the Villa) was in fact a 2-bedroom house with a...

David

A rectangular swimming pool with clear blue water, surrounded by lounge chairs and umbrellas.

Badia a Coltibuono

Gaiole in Chianti

10/10 Excellent

Grace

A stone villa with a swimming pool, outdoor seating, and a well-lit patio area.

Chimera Tuscany Resort

Arezzo

10/10 Excellent

steven

A swimming pool with lounge chairs and a pergola, surrounded by a landscaped garden and a view of a forested hillside.

Castello di Volpaia

Radda in Chianti

10/10 Excellent

Staff was wonderful. We arrived late and had a difficult time finding the right road to the property. Fabio was in contact with us the entire time and had to rescue us after we got lost. Thank you. Had a wonderful meal at the restaurant and breakfast the next day was exceptional. The room was very nice and clean. The wine tour was great and enjoyed the tasting. Stayed two nights and wish we could have stayed more. Highly recommended.

Karen

A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

Hotel Le Capanne

Arezzo

10/10 Excellent

Robert

A serene outdoor swimming area with a clear view of a river and lush greenery.

Agriturismo Cuprena

Arezzo

10/10 Excellent

Catherine

A spa area with a stone ceiling, a pool, and two sun loungers.

Hotel Palazzo San niccolò & Spa

Radda in Chianti

10/10 Excellent

Drew

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a clear sky.

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Excellent

Gary

A spa area with a hot tub, large windows, and outdoor seating.

Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only

Pratovecchio Stia

10/10 Excellent

MARCO

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

10/10 Excellent

Anonymous traveler

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

The Club House

Castelnuovo Berardenga

10/10 Excellent

debbie

Frequently Asked Questions

What are some accommodations with pools in Penna?

La Certosa di Pontignano: Offers a children's pool, a seasonal outdoor pool, and a rooftop terrace. Villa Pitiana: Provides an indoor pool, an outdoor pool, and 2 restaurants. Castello di Spaltenna- Small Luxury Hotels of the World: Features 2 restaurants, 2 outdoor pools, and a full-service spa. Borgo Scopeto Wine & Country Relais: Features a snack bar/deli, 2 outdoor pools, and buffet. Hotel Continentale: Offers 2 restaurants, a seasonal outdoor pool, and a full-service spa.

What is there to see and do in Penna?

Make a point to visit attractions like Piazza Guido Monaco and Fattoria La Vialla. Discover sights such as San Pietro a Gropina, 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 offers an outdoor pool if you're planning to visit Penna in the warmest months of August, July, or June when the average temperature is 71°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 42°F.

Find Hotels with a Pool in Penna

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Our top choices for Penna hotels with a pool

1. Villa Casagrande Resort & SPA

2. Relais Villa Belpoggio - Residenza d'Epoca

3. Villa Barberino

4. Villa Cassia di Baccano

5. Hotel Fattoria degli Usignoli

6. A Point Arezzo Park Hotel

7. Il Borro - Relais & Châteaux

8. Casale La Gora

9. Villa La Borghetta Resort

10. Casa Vacanze Le Fornaci

Choose what matters most at hotels with a pool in Penna

Top Penna Hotel Reviews

Relais Villa Belpoggio - Residenza d'Epoca

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Penna?

What is there to see and do in Penna?

When is the best time to book a hotel with a pool in Penna?