A historic square with a prominent tower and statues.

Hotels with Pool & Resorts in Pienza from NZ$349

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Check availability on Pienza Hotels with Pool

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for Pienza hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (148 reviews)
  • cleanliness
    Serene Tuscan retreat boasts a seasonal outdoor pool surrounded by lush gardens, with lounge areas for soaking up the Italian sun.
The price is NZ$429
includes taxes & fees
15 July - 16 July
Hotel San Gregorio
Seasonal outdoor pool

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (46 reviews)
  • cleanliness
    Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
The price is NZ$414
includes taxes & fees
21 July - 22 July
Podere Spedalone
Seasonal outdoor pool

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.6 out of 10, Excellent, (9 reviews)
  • cleanliness
    Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
The price is NZ$413
includes taxes & fees
9 July - 10 July
Hotel Rutiliano Centro Benessere
View from property

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (70 reviews)
  • cleanliness
    Luxurious Tuscan retreat with outdoor pool, on-site winery, and cycling adventures amid rolling hills near Pienza Cathedral.
The price is NZ$349
includes taxes & fees
5 July - 6 July
Agriturismo Il Macchione
Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, pool loungers

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
  • cleanliness
    Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
The price is NZ$890
includes taxes & fees
27 July - 28 July
L'Olmo
Outdoor pool, open 8:00 AM to 7:30 PM, pool loungers

Agriturismo Bonello

Agriturismo Bonello
Pienza
9.4 out of 10, Exceptional, (27 reviews)
  • cleanliness
    Rural pool sanctuary invites travellers to soak up sunshine and unwind after hiking adventures.
The price is NZ$1,904
includes taxes & fees
9 July - 10 July
Agriturismo Bonello
BBQ/picnic Area

Agriturismo Poggio Tobruk

Agriturismo Poggio Tobruk
Pienza
9.8 out of 10, Exceptional, (29 reviews)
  • cleanliness
    Soak in natural hot springs at a charming farm stay with indoor pool access and poolside bliss.
Agriturismo Poggio Tobruk
Rooftop terrace

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (290 reviews)
  • cleanliness
    Luxurious indoor pool sanctuary awaits at this historic Cortona monastery, where relaxation flows from spa waters to garden views.
The price is NZ$651
includes taxes & fees
19 July - 20 July
Monastero di Cortona Hotel & Spa
Seasonal outdoor pool

Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (130 reviews)
  • cleanliness
    Tuscan retreat with seasonal outdoor pool and poolside bar, near Abbazia di Sant'Antimo.
The price is NZ$2,140
includes taxes & fees
19 July - 20 July
Castello Banfi - Il Borgo - Relais et Chateaux
Outdoor pool, pool loungers

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
Cortona
9.8 out of 10, Exceptional, (238 reviews)
  • cleanliness
    Tuscan escape with poolside lounging beneath cypress trees and vineyard views.
The price is NZ$1,344
includes taxes & fees
20 July - 21 July
Villa di Piazzano - Small Luxury Hotel of the World
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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Choose what matters most at hotels with a pool in Pienza

Breakfast included
4 stars

Hotels with pools and free breakfast in Pienza

View from property
Agriturismo Il Macchione

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (70)
The price is NZ$349
includes taxes & fees
5 July - 6 July
Agriturismo Il Macchione
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.
View all properties

Top Pienza Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

8/10 Good
"Is ok"
Martha C 3-night trip
Posted 1 day ago
Castello di Velona Resort Thermal SPA & Winery

Frequently asked questions

What's it like visiting Pienza?
If spending time by the pool is your idea of the perfect getaway, you may want to explore luxurious Pienza, which has 7 places to stay with pools. While you're visiting, you can explore sights such as Historic Centre of Pienza and Pienza Cathedral, and then relax and unwind poolside at one of the accommodation options in Pienza that guests like for their pools.
What are some hotels with pools in Pienza?
Hotel Corsignano: Offers complimentary wireless Internet access, a seasonal outdoor pool and Smart televisions. Hotel San Gregorio: Provides buffet, a seasonal outdoor pool and free self parking. Tenuta Santo Pietro: Features buffet, an outdoor pool and free self parking. Agriturismo Il Macchione: Offers buffet, a seasonal outdoor pool and free self parking. Podere Spedalone: Provides a rooftop terrace, an outdoor pool and full.
How many hotels with pools will I find in Pienza?
Expedia has 7 hotels in Pienza for your poolside break.
What is there to see and do in Pienza?
Make a point to visit attractions such as Historic Centre of Pienza and RI Crea RE. During your stay, visit sights such as Pienza Cathedral, Val di Chiana and Palazzo Piccolomini.
When is the best time to book a hotel with a pool in Pienza?
You may want to think about a place to stay with an outdoor swimming pool if you plan to visit Pienza in the warmest months of August, July or June, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 5°C.