
Find Hotels with a Pool in Pienza
- Upfront pricingOur total price for your stay includes taxes and fees
- Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member PricesLearn about One Key
- Be pickySearch almost a million properties worldwide
Check availability on Pienza Hotels with a Pool
Tonight
Aug 15 - Aug 16Tomorrow
Aug 16 - Aug 17Next weekend
Aug 21 - Aug 23In two weeks
Aug 28 - Aug 30Our 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.
$230 nightly
$260 total
Aug 27 - Aug 28
Total with taxes and fees




2. Tenuta Santo Pietro
Tenuta Santo PietroPienza
- Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
$246 nightly
$275 total
Aug 31 - Sep 1
Total with taxes and fees




3. Agriturismo Il Macchione
Agriturismo Il MacchionePienza
- Luxurious Tuscan retreat with outdoor pool, onsite winery, and cycling adventures amid rolling hills near Pienza Cathedral.
$202 nightly
$227 total
Aug 18 - Aug 19
Total with taxes and fees




4. Hotel Rutiliano Centro Benessere
Hotel Rutiliano Centro BenesserePienza
- Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
$201 nightly
$225 total
Aug 17 - Aug 18
Total with taxes and fees




5. Agriturismo Poggio Tobruk
Agriturismo Poggio TobrukPienza
- Soak in natural hot springs at a charming farm stay with indoor pool access and poolside bliss.
$184 nightly
$207 total
Aug 16 - Aug 17
Total with taxes and fees




6. Podere Spedalone
Podere SpedalonePienza
- Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
$183 nightly
$206 total
Aug 23 - Aug 24
Total with taxes and fees




7. L'Olmo
L'OlmoPienza
- Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
$726 nightly
$804 total
Aug 17 - Aug 18
Total with taxes and fees




8. Borgo Sant'Ambrogio Resort
Borgo Sant'Ambrogio ResortTrequanda
- Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.
$187 nightly
$209 total
Aug 18 - Aug 19
Total with taxes and fees
View all properties
Hotels with pools and free breakfast in Pienza
$230 nightly
$260 total
Aug 27 - Aug 28
Total with taxes and fees
$246 nightly
$275 total
Aug 31 - Sep 1
Total with taxes and fees
$202 nightly
$227 total
Aug 18 - Aug 19
Total with taxes and fees
$201 nightly
$225 total
Aug 17 - Aug 18
Total with taxes and fees
$183 nightly
$206 total
Aug 23 - Aug 24
Total with taxes and fees
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
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."
Fonteverde Thermal Spa Resort Tuscany
10/10 Excellent
"Wonderful place, great service and very good restaurant"
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."
Castello di Leonina Relais
8/10 Good
"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."
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."
Frequently asked questions
Explore a world of travel with Expedia
- Farmstay in Pienza
- Hotels with Restaurants in Val d'Orcia
- Luxury Hotels in Val d'Orcia
- Pet-Friendly Hotels in Pienza
- Golf Hotels in Val d'Orcia
- 3 Star Hotels in Pienza
- Hotels with a View in Val d'Orcia
- Hotels near Pienza Cathedral
- Pet-Friendly Hotels in San Quirico d'Orcia
- Romantic Hotels in Pienza
- Hotels near Palazzo Chigi
- Monticchiello Hotels
- Luxury Hotels in Pienza
- 5 Star Hotels in San Quirico d'Orcia
- Resorts & Hotels with Spas in San Quirico d'Orcia
- All-Inclusive Resorts in Pienza
- Villas in Pienza
- Villas in Val d'Orcia
- Hotels with Hot Tubs in Pienza
- Hotel Wedding Venues Hotels in Val d'Orcia
- Hotels with Free Parking in Pienza
- Family Hotels in Val d'Orcia
- Hotels with Tennis Courts in Pienza
- B&B in Monticchiello
- Winery Hotels in Monticchiello
- Historic Hotels in Val d'Orcia
- B&B in Val d'Orcia
- Hotels with Laundry Facilities in San Quirico d'Orcia
- Gay friendly Hotels in Pienza
- Pienza Hotels
- Resorts & Hotels with Spas in Val d'Orcia
- Hotels near Chapel of our Lady of Vitaleta
- 4 Star Hotels in Val d'Orcia
- Farmstay in Val d'Orcia
- Winery Hotels in Montepulciano
- Honeymoon Resorts & in Val d'Orcia
- 5 Star Hotels in Pienza
- Winery Hotels in Pienza
- Resorts & Hotels with Spas in Pienza
- Winery Hotels in San Quirico d'Orcia
- B&B in Pienza
- San Quirico d'Orcia Hotels
- Hotels with Restaurants in Pienza
- Romantic Hotels in Val d'Orcia
- Vacation Homes in Val d'Orcia
- Montepulciano Hotels
- 4 Star Hotels in Pienza
- Golf Hotels in Pienza
- Family Hotels in Pienza
- Inns in Val d'Orcia
- 5 Star Hotels in Val d'Orcia
- Winery Hotels in Val d'Orcia
- Horti Leonini
- Visit Pienza
- Visit Val d'Orcia
- Visit Montepulciano
- Visit Monticchiello
- Pienza Vacations
- Pieve di Corsignano
- Chapel of our Lady of Vitaleta
- All inclusive Vacation Packages Val d'Orcia
- Palazzo Borgia
- Palazzo Piccolomini
- Palazzo Chigi
- Collegiate Church of San Quirico
- Art Studio di Adelina Quadri
- Pienza Cathedral
- Visit San Quirico d'Orcia
- San Quirico d'Orcia Vacations
- Monticchiello Vacations
- Enoteca Di Ghino
- Palazzo Comunale
- Piscine Termali Theia
- Car rental San Quirico d'Orcia
- Europcar Rental Cars in Pienza
- Top Rent a Car Rental Cars in San Quirico d'Orcia
- Car rental Montepulciano
- Car rental Pienza
- Budget Rental Cars in Pienza
- Van Car Rentals in Pienza
- Hertz Rental Cars in San Quirico d'Orcia
- Avis Rental Cars in Pienza
- Car rental Monticchiello
- Hertz Rental Cars in Pienza












