A historic square with a prominent tower and statues.

Find Hotels with Pool in Pienza

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Check availability on Pienza Hotels with Pool

Tonight
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Pienza hotels with a pool

A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A modern bathroom with two sinks, a shower, and a toilet.
A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

1. 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.
£174
includes taxes & fees
25 Aug - 26 Aug
Hotel San Gregorio
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.
A stone building with a gravel pathway leading to the entrance.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.

2. 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.
£169
includes taxes & fees
27 Aug - 28 Aug
Agriturismo Il Macchione
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A cozy room with a fireplace, two armchairs, and a table.
A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

3. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travellers with loungers, umbrellas, and poolside drinks service.
£198
includes taxes & fees
21 Sept - 22 Sept
Tenuta Santo Pietro
A rectangular swimming pool with clear water, surrounded by a brick patio.
A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.
A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.
A sculpture in a grassy area with dense trees in the background.

4. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
£167
includes taxes & fees
25 Aug - 26 Aug
Hotel Rutiliano Centro Benessere
A pool with lounge chairs, a stone wall, and a view of rolling hills.
A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.
An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.
A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

5. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
£150
includes taxes & fees
23 Aug - 24 Aug
Podere Spedalone
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

6. L'Olmo

L'Olmo
Pienza
  • Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
£598
includes taxes & fees
29 Aug - 30 Aug
L'Olmo
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
A balcony with a view of a green landscape and a body of water.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A large estate with multiple buildings, a swimming pool, and expansive green fields.

7. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
  • Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.
£239
includes taxes & fees
27 Aug - 28 Aug
Borgo Sant'Ambrogio Resort
A pool area with lounge chairs and umbrellas, surrounded by a field of lavender.
A stone courtyard with a fountain, outdoor seating, and a view of the countryside.
A stone balcony with an arched view of a rural landscape, including fields and distant hills.
An arched doorway leading to a room with a large window, stone walls, and a potted plant outside.

8. Locanda Vesuna

Locanda Vesuna
Trequanda
£202
includes taxes & fees
6 Sept - 7 Sept
Locanda Vesuna
A cave-like interior with a central hot spring, rocky formations, and a staircase leading to a higher level.
A rustic stone house with ivy-covered walls, a gravel driveway, and outdoor lighting.
An indoor rock formation with a hot tub and a waterfall feature.
A glass-enclosed pool area with multiple levels and seating, surrounded by trees and stone walls.

9. Wellness Center Casanova Hotel e SPA

Wellness Center Casanova Hotel e SPA
San Quirico d'Orcia
  • Tuscan getaway elevates relaxation with a seasonal outdoor pool, tennis court, and spa services for a refreshing retreat.
£162
includes taxes & fees
31 Aug - 1 Sept
Wellness Center Casanova Hotel e SPA
An indoor swimming pool with a central circular platform, large columns, and a stone wall.
A modern hotel lobby with a stone wall, a seating area, and a glass partition.
A view from a window overlooking a landscape with a small building and hills.
A hotel room with a bed, a desk, a chair, and a view of the outdoors.

10. Albergo San Biagio

Albergo San Biagio
Montepulciano
  • Elegant indoor pool sanctuary with a dedicated kids' pool creates splashy holiday magic for all ages.
£54
includes taxes & fees
21 Sept - 22 Sept
Albergo San Biagio
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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

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.
A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

Hotel San Gregorio

Hotel San Gregorio
Pienza
£174
includes taxes & fees
25 Aug - 26 Aug
Hotel San Gregorio
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.
A stone building with a gravel pathway leading to the entrance.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
£169
includes taxes & fees
27 Aug - 28 Aug
Agriturismo Il Macchione
A cozy room with a fireplace, two armchairs, and a table.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
£198
includes taxes & fees
21 Sept - 22 Sept
Tenuta Santo Pietro
A modern interior with a stone wall, wooden paneling, and a television.
A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.
A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.
A rectangular swimming pool with clear water, surrounded by a brick patio.

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
£167
includes taxes & fees
25 Aug - 26 Aug
Hotel Rutiliano Centro Benessere
An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.
A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.
A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.
A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

Podere Spedalone

Podere Spedalone
Pienza
£150
includes taxes & fees
23 Aug - 24 Aug
Podere Spedalone
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

L'Olmo

L'Olmo
Pienza
£598
includes taxes & fees
29 Aug - 30 Aug
L'Olmo
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

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 4 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Nice staff great location wonderful breakfast"
shane 1-night trip
Posted 4 days ago
Hotel Corsignano
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Beautiful property and location."
Gary 1-night trip
Posted 7 days ago
Il Falconiere - Relais e Chateaux
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 7 days 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 12 days 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
Castello di Leonina Relais

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."
Anthony 2-night trip
Posted 2 months ago
Castello di Leonina Relais
Tenuta Santo Pietro

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!"
Judy 7-night trip
Posted 2 months ago
Tenuta Santo Pietro
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 are the best hotels in Pienza with outdoor pools?
When it comes to enjoying the serene beauty of Tuscany, Pienza boasts some excellent hotels featuring outdoor pools that are great for travellers.One standout option is the Relais Val d'Orcia, which has earned an impressive traveller rating of 10.0. Guests rave about its inviting pool area, complete with sun loungers, making it an ideal spot for relaxation after a day of exploring. The hotel also offers complimentary local breakfast, free WiFi, and self-parking, ensuring a convenient and enjoyable stay for families.Another top choice is Tenuta Santo Pietro, rated 9.6 by visitors. This hotel not only features a lovely pool with a poolside bar but also provides a buffet breakfast at no extra cost. Families appreciate the helpful staff and the great location, along with the added perks of free WiFi and an airport shuttle service. Guests often highlight the quality of the food and coffee, making it a delightful place to unwind.For those seeking a more private experience, the "House with private pool with beautiful view Val d'Orcia" offers a tranquil retreat with a pool, kitchen, and stunning views of the surrounding mountains. With a rating of 9.8, it's great for families wanting a home-away-from-home atmosphere.Hotel San Gregorio, a charming 3-star option with a rating of 9.4, also features a pool area and provides convenient services such as a 24-hour airport shuttle and mountain biking onsite. Guests appreciate the attentive service, making it a cozy choice for families.Lastly, Agriturismo Il Macchione, rated 9.6, offers an outdoor pool and a beautiful garden setting. Families love the complimentary breakfast and the availability of cribs, making it a family-friendly environment.
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 £54 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?
The House with Private Pool with Beautiful View Val d'Orcia is a stunning option for travellers seeking a serene getaway in Pienza. This charming property boasts a private outdoor pool, allowing guests to relax and enjoy breathtaking views of the surrounding Val d'Orcia landscape in a secure setting.In addition to the inviting pool, the house features a well-equipped kitchen, superb for families who value convenience and want to prepare their own meals. Guests can also take advantage of the spacious outdoor areas, including a lovely porch, deck, and balcony, ideal for soaking up the Tuscan sun or enjoying an evening of stargazing.
What are some of the best Pienza hotels with outdoor pools and scenic views?
One standout option for travellers seeking both outdoor pools and breathtaking views in Pienza is the House with Private Pool with Beautiful View Val d'Orcia. This charming property boasts a stunning outdoor pool surrounded by the picturesque landscapes of the Val d'Orcia, making it an ideal retreat for travellers.With a remarkable review rating of 9.8, guests rave about not only the pool but also the spacious kitchen and secure yard, superb for family gatherings or relaxed evenings after a day of exploring. The house features multiple outdoor spaces, including a porch and a deck, where you can soak in the stunning mountain views or enjoy al fresco dining under the Tuscan sun.For those interested in outdoor activities, the location offers convenient access to mountain biking trails nearby, ensuring that both relaxation and adventure are at your fingertips.
Which Pienza hotels offer poolside service for food and drinks?
Tenuta Santo Pietro is a stunning hotel in Pienza, Tuscany, that offers delightful poolside service, making it an ideal choice for families seeking relaxation and adventure. With a remarkable traveller rating of 9.6, guests rave about the attentive and helpful staff who enhance the overall experience.Imagine lounging on the sun loungers by the pool, sipping a refreshing drink from the poolside bar, while the kids enjoy a splash in the water. This hotel ensures convenience with a complimentary buffet breakfast, free WiFi, and even cribs for little ones at no extra charge. The beautiful setting combined with excellent amenities makes Tenuta Santo Pietro a great retreat for families looking to unwind and enjoy quality time together.
Are there hotels with outdoor pools that are close to Historic Centre of Pienza?
Hotel San Gregorio is a charming 3-star hotel that features a delightful outdoor pool, superb for families looking to relax after a day of exploring. Guests rave about the top service, giving it an impressive review rating of 9.4, and the location allows for easy access to the Historic Centre of Pienza.Another fantastic option is A440 in Tuscany, which boasts a lovely outdoor pool surrounded by sun loungers, ideal for soaking up the Tuscan sun. With a traveller rating of 9.6, visitors appreciate the generous free breakfast and the helpful staff, ensuring a pleasant stay for travellers.For those seeking a slightly more upscale experience, Hotel Relais II Chiostro di Pienza offers a 4-star experience with an outdoor pool. Rated 8.8 by guests, it stands out for its convenient location and clean, quiet rooms, making it a great choice for families wanting to explore the nearby historic sites while enjoying quality amenities.Lastly, Hotel Rutiliano Centro Benessere combines relaxation with luxury, featuring a serene outdoor pool alongside a full-service spa. With a review score of 8.6, families can unwind with various spa treatments after a day of sightseeing in the stunning region of Tuscany.
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 with an outdoor pool in Pienza for you.
How can I save on a hotel in Pienza with Expedia?
Before booking your Pienza hotel, remember to join One Key™, Expedia's free travel rewards programme. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Is it cheaper to book flights and a hotel in Pienza as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. 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 travel package. *Savings vary and are not available on all flight and hotel bookings.

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