
Hotels with Swimming Pool in Pienza, Tuscany
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Aug 22 - Aug 23Tomorrow
Aug 23 - Aug 24Next weekend
Aug 28 - Aug 30In two weeks
Sep 4 - Sep 6Our top choices for Pienza hotels with a pool




1. Hotel San Gregorio
Hotel San GregorioPienza
- Serene Tuscan retreat boasts a seasonal outdoor pool surrounded by lush gardens, with lounge areas for soaking up the Italian sun.
P11,621
P13,216 total
includes taxes & fees
Aug 25 - Aug 26




2. Agriturismo Il Macchione
Agriturismo Il MacchionePienza
- Luxurious Tuscan retreat with outdoor pool, onsite winery, and cycling adventures amid rolling hills near Pienza Cathedral.
P12,630
P14,182 total
includes taxes & fees
Aug 27 - Aug 28




3. Tenuta Santo Pietro
Tenuta Santo PietroPienza
- Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
P16,503
P18,442 total
includes taxes & fees
Sep 3 - Sep 4




4. Hotel Rutiliano Centro Benessere
Hotel Rutiliano Centro BenesserePienza
- Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
P12,539
P14,081 total
includes taxes & fees
Aug 25 - Aug 26




5. Podere Spedalone
Podere SpedalonePienza
- Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
P9,232
P10,444 total
includes taxes & fees
Aug 23 - Aug 24




6. L'Olmo
L'OlmoPienza
- Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
P45,384
P50,211 total
includes taxes & fees
Sep 14 - Sep 15




7. Borgo Sant'Ambrogio Resort
Borgo Sant'Ambrogio ResortTrequanda
- Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.
P10,245
P11,486 total
includes taxes & fees
Sep 22 - Sep 23
P14,932
P16,641 total
includes taxes & fees
Sep 17 - Sep 18
View all properties
Hotels with pools and free breakfast in Pienza
P11,621
P13,216 total
includes taxes & fees
Aug 25 - Aug 26
P12,630
P14,182 total
includes taxes & fees
Aug 27 - Aug 28
P16,503
P18,442 total
includes taxes & fees
Sep 3 - Sep 4
P12,539
P14,081 total
includes taxes & fees
Aug 25 - Aug 26
P9,232
P10,444 total
includes taxes & fees
Aug 23 - Aug 24
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 propertiesTop Pienza Hotel Reviews
Hotel Corsignano
8/10 Good
"A cute little hotel, room was a bit smaller. Breakfast was amazing and you cant beat the location."
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."
Il Falconiere - Relais e Chateaux
10/10 Excellent
"Beautiful property and location."
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."
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."
Castiglion del Bosco, A Rosewood Hotel
10/10 Excellent
"Best hotel ever."
Tenuta Santo Pietro
10/10 Excellent
"Beautiful room and property. Location was very convenient to many small hill towns. Staff were wonderful, especially Bertina. Will be back!"
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."













