A historic square with a prominent tower and statues.

Find Hotels with a Pool in Pienza

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Check availability on Pienza Hotels with a Pool

Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Pienza hotels with a pool

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
$131 nightly
$151 total
Oct 7 - Oct 8
Total with taxes and fees
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.
$199 nightly
$225 total
Oct 6 - Oct 7
Total with taxes and fees
Hotel San Gregorio

3. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
$210 nightly
$236 total
Oct 24 - Oct 25
Total with taxes and fees
Tenuta Santo Pietro

4. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Luxurious Tuscan retreat with outdoor pool, onsite winery, and cycling adventures amid rolling hills near Pienza Cathedral.
$217 nightly
$243 total
Oct 15 - Oct 16
Total with taxes and fees
Agriturismo Il Macchione

5. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
$199 nightly
$224 total
Sep 28 - Sep 29
Total with taxes and fees
Hotel Rutiliano Centro Benessere

6. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
$169 nightly
$191 total
Oct 13 - Oct 14
Total with taxes and fees
Podere Spedalone

7. L'Olmo

L'Olmo
Pienza
  • Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
$721 nightly
$798 total
Oct 18 - Oct 19
Total with taxes and fees
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. Locanda Vesuna

Locanda Vesuna
Trequanda
$152 nightly
$170 total
Sep 28 - Sep 29
Total with taxes and fees
Locanda Vesuna

10. AgriHotel Villa Ambra

AgriHotel Villa Ambra
Montepulciano
  • Sip and swim through Tuscan vineyard paradise at this wine-connected hotel with 24-hour pool access.
$73 nightly
$85 total
Oct 22 - Oct 23
Total with taxes and fees
AgriHotel Villa Ambra
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Choose what matters most at hotels with a pool in Pienza

Breakfast included
4 stars
5 stars
Spa
Hot tub

Hotels with pools and free breakfast in Pienza

Hotel San Gregorio

Hotel San Gregorio
Pienza
$199 nightly
$225 total
Oct 6 - Oct 7
Total with taxes and fees
Hotel San Gregorio

Relais Cloister Pienza

Relais Cloister Pienza
Pienza
$131 nightly
$151 total
Oct 7 - Oct 8
Total with taxes and fees
Relais Cloister Pienza

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
$217 nightly
$243 total
Oct 15 - Oct 16
Total with taxes and fees
Agriturismo Il Macchione

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
$210 nightly
$236 total
Oct 24 - Oct 25
Total with taxes and fees
Tenuta Santo Pietro

L'Olmo

L'Olmo
Pienza
$721 nightly
$798 total
Oct 18 - Oct 19
Total with taxes and fees
L'Olmo

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
$199 nightly
$224 total
Sep 28 - Sep 29
Total with taxes and fees
Hotel Rutiliano Centro Benessere

Podere Spedalone

Podere Spedalone
Pienza
$169 nightly
$191 total
Oct 13 - Oct 14
Total with taxes and fees
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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
Melanie 2-night trip
Posted 9 hours ago
Castello di Velona Resort Thermal SPA & Winery
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Beren 2-night trip
Posted 3 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel San Gregorio

Hotel San Gregorio

8/10 Good
"Quaint but modern hotel walking distance to all - good breakfast and service in hotel restaurant. Spacious rooms with air conditioning (which gets turned off when staff cleans room - call desk to turn back on), safe, and bathroom with tub- but no shower curtain- took a while to learn how to negotiate using the shower handle. Pool area is restful. Enjoyed our stay"
JANET 3-night trip
Posted 6 days ago
Hotel San Gregorio
Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Beautiful place to stay halfway between Pienza and Montepulciano. The food was some of the best we had during our entire time in Italy and we loved spending our afternoon by the pool with a drink."
Jenny 2-night trip
Posted 8 days ago
Tenuta Santo Pietro
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 10 days ago
Castiglion del Bosco, A Rosewood Hotel
La Bandita Townhouse

La Bandita Townhouse

10/10 Excellent
"Fantastic venue! Loved Pienza! The Inn was beautiful and the staff extremely friendly and welcoming. We would love to go back"
Ross 1-night trip
Posted 3 weeks ago
La Bandita Townhouse

Frequently asked questions

How much does a hotel with outdoor pool in Pienza cost?
Enjoy staying in a hotel in Pienza with an outdoor pool. You can find a great deal from $85 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Pienza that have private outdoor pools?
If you're searching for a serene getaway in Pienza, the "House with private pool with beautiful view Val d'Orcia" could be your great choice. This stunning property boasts a private outdoor pool, allowing you to soak in the sun while enjoying breathtaking views of the Val d'Orcia landscape. With a remarkable review rating of 9.8, it's clear that guests are captivated by the beauty and tranquility this house offers.Beyond the pool, this charming accommodation features a well-equipped kitchen, making it convenient for families to prepare meals together. Outdoor enthusiasts will appreciate nearby mountain biking opportunities and the secure yard, great for children to play in. The deck and patio areas provide ample space for relaxation, ensuring that your stay is both comfortable and enjoyable.
What are some of the best Pienza hotels with outdoor pools and scenic views?
One exceptional option for travellers seeking a hotel with an outdoor pool and stunning views in Pienza is the "House with Private Pool with Beautiful View Val d'Orcia." Rated an impressive 9.8 by guests, this charming property offers not only a beautiful pool but also breathtaking vistas of the Val d'Orcia landscape.Imagine lounging by the pool while soaking in the scenic beauty that surrounds you, or perhaps enjoying a meal on the deck or patio, where the views are as delightful as the food. The house features a fully equipped kitchen, great for families who appreciate the convenience of preparing their meals. Additionally, for those who love adventure, nearby mountain biking trails offer an exciting way to explore the area's natural beauty.
Is it cheaper to book flights and a Pienza hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Pienza for you.

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