A historic square with a prominent tower and statues.

Find Hotels with Pool in Pienza

Check availability on Pienza Hotels with Pool

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Pienza hotels with a pool

A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.
A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.
A hotel room with a bed, a shower, a TV, and a cabinet.
A buffet setup with various food items and condiments.

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
£112
includes taxes & fees
6 Oct - 7 Oct
Relais Cloister Pienza
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 hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

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.
£124
includes taxes & fees
28 Oct - 29 Oct
Hotel San Gregorio
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.
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.

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.
£200
includes taxes & fees
22 Oct - 23 Oct
Tenuta Santo Pietro
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.
A stone building with a gravel pathway leading to the entrance.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

4. 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.
£132
includes taxes & fees
5 Nov - 6 Nov
Agriturismo Il Macchione
A rectangular swimming pool with clear water, surrounded by a brick patio.
A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.
A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.
A villa with a tower, a swimming pool, and a well-maintained garden.

5. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
£166
includes taxes & fees
8 Oct - 9 Oct
Hotel Rutiliano Centro Benessere
A pool with lounge chairs, a stone wall, and a view of rolling hills.
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 rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

6. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
£132
includes taxes & fees
25 Oct - 26 Oct
Podere Spedalone
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

7. L'Olmo

L'Olmo
Pienza
  • Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
£377
includes taxes & fees
2 Nov - 3 Nov
L'Olmo
A serene outdoor pool area with a view of rolling hills and a sunset sky.
A bedroom with a bed, a chair, a desk, and a window with curtains.
Terrace/patio
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.

8. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
£226
includes taxes & fees
25 Oct - 26 Oct
Relais Val d'Orcia
Pool
Living area
Dining
Outdoor dining

9. Podere Manafiore - historical villa with swimming pool

Podere Manafiore - historical villa with swimming pool
Monticchiello
Podere Manafiore - historical villa with swimming pool
A pool area with lounge chairs and umbrellas, surrounded by a field of lavender.
A stone building with a brick pathway leading to an arched entrance.
An arched doorway leading to a room with a large window, stone walls, and a potted plant outside.
A stone balcony with an arched view of a rural landscape, including fields and distant hills.

10. Locanda Vesuna

Locanda Vesuna
Trequanda
£113
includes taxes & fees
8 Oct - 9 Oct
Locanda Vesuna
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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 living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.
A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.
A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.
A buffet setup with various food items and condiments.

Relais Cloister Pienza

Relais Cloister Pienza
Pienza
£112
includes taxes & fees
6 Oct - 7 Oct
Relais Cloister 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 hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.
A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

Hotel San Gregorio

Hotel San Gregorio
Pienza
£124
includes taxes & fees
28 Oct - 29 Oct
Hotel San Gregorio
An aerial view of a countryside property with a large house, a swimming pool, and surrounding gardens.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.
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.

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
£200
includes taxes & fees
22 Oct - 23 Oct
Tenuta Santo Pietro
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.
A stone building with a gravel pathway leading to the entrance.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
£132
includes taxes & fees
5 Nov - 6 Nov
Agriturismo Il Macchione
An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.
A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.
A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.
A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

Podere Spedalone

Podere Spedalone
Pienza
£132
includes taxes & fees
25 Oct - 26 Oct
Podere Spedalone
A modern interior with a stone wall, wooden paneling, and a television.
A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.
A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.
A villa with a tower, a swimming pool, and a well-maintained garden.

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
£166
includes taxes & fees
8 Oct - 9 Oct
Hotel Rutiliano Centro Benessere
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 bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

L'Olmo

L'Olmo
Pienza
£377
includes taxes & fees
2 Nov - 3 Nov
L'Olmo
Terrace/patio
A bedroom with a bed, a chair, a desk, and a window with curtains.
A serene outdoor pool area with a view of rolling hills and a sunset sky.
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.

Relais Val d'Orcia

Relais Val d'Orcia
Pienza
£226
includes taxes & fees
25 Oct - 26 Oct
Relais Val d'Orcia
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 properties

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
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 12 hours ago
Villa di Piazzano - Small Luxury Hotel of the World
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

8/10 Good
"Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside in between our terrace which should have never happen if it had been locked. He did that because he said my husbands iPad was too loud when in fact, his was too loud and my husband who had headphones on could not hear his show so took them off so he could hear it. Needless to say we avoided our terrace after that. Shout out to Chiara and Samantha who took a desert request seriously and made two of my evenings! Michael and David’s were also wonderful!"
Ellen 5-night trip
Posted 21 hours ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!"
Julia 5-night trip
Posted 7 days ago
Hotel Certosa Di Maggiano
La Bandita Townhouse

La Bandita Townhouse

10/10 Excellent
"Great 12 room boutique hotel in the heart of Pienza."
Robert 1-night trip
Posted 8 days ago
La Bandita Townhouse
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."
Julio 1-night trip
Posted 8 days ago
Hotel Villa Ricci
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 9 days ago
Castello di Velona Resort Thermal SPA & Winery
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 11 days ago
Hotel Corsignano

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 £49 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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