A historic square with a prominent tower and statues.

Pienza Hotel Guide - Hotels with Pool in Pienza, Tuscany

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Check availability on Pienza Hotels with Pool

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Pienza hotels with a pool

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
€132
includes taxes & fees
6 Sept - 7 Sept
Relais Cloister Pienza

2. Hotel San Gregorio

Hotel San Gregorio
Pienza
  • Serene Tuscan retreat boasts a seasonal outdoor pool surrounded by lush gardens, with lounge areas for soaking up the Italian sun.
€214
includes taxes & fees
30 Aug - 31 Aug
Hotel San Gregorio

3. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Luxurious Tuscan retreat with outdoor pool, on-site winery, and cycling adventures amid rolling hills near Pienza Cathedral.
€197
includes taxes & fees
24 Sept - 25 Sept
Agriturismo Il Macchione

4. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travellers with loungers, umbrellas, and poolside drinks service.
€231
includes taxes & fees
29 Sept - 30 Sept
Tenuta Santo Pietro

5. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
€206
includes taxes & fees
26 Sept - 27 Sept
Hotel Rutiliano Centro Benessere

6. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
€212
includes taxes & fees
11 Sept - 12 Sept
Podere Spedalone

7. L'Olmo

L'Olmo
Pienza
  • Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
€697
includes taxes & fees
14 Sept - 15 Sept
L'Olmo

8. Podere Manafiore - historical villa with swimming pool

Podere Manafiore - historical villa with swimming pool
Monticchiello
Podere Manafiore - historical villa with swimming pool

9. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
  • Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.
€240
includes taxes & fees
22 Sept - 23 Sept
Borgo Sant'Ambrogio Resort

10. Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
San Quirico d'Orcia
  • Dive into garden poolside paradise with sparkling waters amid charming historical villa setting.
€132
includes taxes & fees
30 Aug - 31 Aug
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
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Choose what matters most at hotels with a pool in Pienza

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Pienza

Relais Cloister Pienza

Relais Cloister Pienza
Pienza
€132
includes taxes & fees
6 Sept - 7 Sept
Relais Cloister Pienza

Hotel San Gregorio

Hotel San Gregorio
Pienza
€214
includes taxes & fees
30 Aug - 31 Aug
Hotel San Gregorio

L'Olmo

L'Olmo
Pienza
€697
includes taxes & fees
14 Sept - 15 Sept
L'Olmo

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
€197
includes taxes & fees
24 Sept - 25 Sept
Agriturismo Il Macchione

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
€231
includes taxes & fees
29 Sept - 30 Sept
Tenuta Santo Pietro

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
€206
includes taxes & fees
26 Sept - 27 Sept
Hotel Rutiliano Centro Benessere

Podere Spedalone

Podere Spedalone
Pienza
€212
includes taxes & fees
11 Sept - 12 Sept
Podere Spedalone
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 Pienza Hotel Reviews

Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Such a wonderful stay. The view is breathtaking and Bertina and her team delightful. Our favorite place in Tuscany."
Annie 2-night trip
Posted 3 days ago
Tenuta Santo Pietro
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Yan Bo 1-night trip
Posted 12 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."
Amy 2-night trip
Posted 2 weeks ago
Castello di Velona Resort Thermal SPA & Winery
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."
Karen 4-night trip
Posted 3 weeks ago
Agriturismo La Sovana
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 1 month ago
Castiglion del Bosco, A Rosewood Hotel
Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed about. The breakfast was average, too many sweet dessert choices for my taste, but there were eggs and and a nice yogurt bar. The pool area looks nicer in the pictures than it does in person but the pool itself was nice and refreshing. They could have furnished the pool area nicer considering the area we were in! The staff were helpful and friendly, hotel was very convenient with lots of parking and it was very clean."
Traci 2-night trip
Posted 3 months ago
Hotel San Gregorio

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 8 places to stay with pools. While you're visiting, you can explore sights such as Palazzo Piccolomini and Historic Centre of Pienza, 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, an outdoor pool and free self parking. Agriturismo Il Macchione: Features buffet, a seasonal outdoor pool and free self parking. Tenuta Santo Pietro: Features buffet, a seasonal outdoor pool and free self parking. Sant'Anna in Camprena Agriturismo: Offers spa services, a seasonal outdoor pool and daily.
How many hotels with pools will I find in Pienza?
Expedia has 8 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 Art Studio di Adelina Quadri. During your stay, visit sights such as Palazzo Piccolomini, Pienza Cathedral and Val di Chiana.
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.