Title: TOP Hotels with Pools in Pienza for 2026 - Pienza Hotels with a Pool | Expedia.co.uk [Pienza Travel Guide](https://expedia.co.uk/Pienza.dx6023645)[Hotels in Pienza](https://expedia.co.uk/Pienza-Hotels.d6023645.Travel-Guide-Hotels)[Holiday Rentals in Pienza](https://expedia.co.uk/Pienza-Holiday-Rentals.d6023645.Travel-Guide-HolidayRentals)[Flights to Pienza](https://expedia.co.uk/Cheap-Flights-To-Pienza.d6023645.Travel-Guide-Flights)[Things to do in Pienza](https://expedia.co.uk/Things-To-Do-In-Pienza.d6023645.Travel-Guide-Activities)[Pienza Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pienza.d6023645.Car-Hire-Guide)[Pienza Holidays](https://expedia.co.uk/Pienza.d6023645.Holidays-City-Breaks) ![Pienza featuring heritage architecture, a small town or village and a monument](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Pienza - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pienza Hotels with Pool Tonight [3 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-01-03&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [4 Jan - 5 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-01-04&endDate=2026-01-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pienza hotels with a pool ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/06a2992b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/537f8719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/6ed54e03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/e5a8fbb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Relais II Chiostro di Pienza [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) Pienza 8.8/10 Excellent (633) "A little tired, extremely clean, with an amazing staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlotta [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/10000000/9440000/9434400/9434339/38d1b669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | Premium bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/10000000/9440000/9434400/9434339/6b8f868e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/10000000/9440000/9434400/9434339/23b5b92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/9440000/9434400/9434339/57af3eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Bonello [](https://www.expedia.co.uk/Pienza-Hotels-Agriturismo-Bonello.h9434339.Hotel-Information) Pienza 9.4/10 Exceptional (25) "Our stay was magnificent and well located within Tuscany. The owners take good care of their guests and premises. Very professional. Thank you Luca Sylvain and Sara" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sylvain [](https://www.expedia.co.uk/Pienza-Hotels-Agriturismo-Bonello.h9434339.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/44c52963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/48aac8a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dishwasher, coffee/tea maker, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/a19596f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/4cc1ef4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Il Macchione [](https://www.expedia.co.uk/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information) Pienza 9.6/10 Exceptional (56) "The owners and staff are hospitable .and accommodating very warm people " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) aileen £129 includes taxes & fees 31 Jan - 1 Feb [](https://www.expedia.co.uk/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/4a89a1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/882d4e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fountain](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/2d2d56ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel San Gregorio [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) Pienza 9.4/10 Exceptional (134) "Such friendly staff, loved Pienza and the property was such a good location! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Bethan £143 includes taxes & fees 5 Jan - 6 Jan [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/w1054h560x8y0-f0629e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/e4e326c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/fe865a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/3907ca23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Spedalone [](https://www.expedia.co.uk/Pienza-Hotels-Podere-Spedalone.h34836233.Hotel-Information) Pienza 9.4/10 Exceptional (42) "Amazing food, amazing views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan £157 includes taxes & fees 5 Jan - 6 Jan [](https://www.expedia.co.uk/Pienza-Hotels-Podere-Spedalone.h34836233.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/32000000/31160000/31159200/31159153/56ef693c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, 1 King Bed, Non Smoking, Hill View | Premium bedding, Select Comfort beds, minibar, in-room safe](https://images.trvl-media.com/lodging/32000000/31160000/31159200/31159153/2535fffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/32000000/31160000/31159200/31159153/09b5670b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31160000/31159200/31159153/3923b706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Val d'Orcia [](https://www.expedia.co.uk/Pienza-Hotels-Relais-Val-DOrcia.h31159153.Hotel-Information) Pienza 10/10 Exceptional (53) "Fantastic stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittanie [](https://www.expedia.co.uk/Pienza-Hotels-Relais-Val-DOrcia.h31159153.Hotel-Information) ![Games room](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/a2d4428e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/0197a690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/bd574044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Italian cuisine](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/95cc2a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Sant'Ambrogio Resort [](https://www.expedia.co.uk/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information) Trequanda 9.8/10 Exceptional (99) "It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan Carlos £122 includes taxes & fees 4 Jan - 5 Jan [](https://www.expedia.co.uk/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27600000/27595600/27595541/848f7fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/28000000/27600000/27595600/27595541/a7630545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27600000/27595600/27595541/da921a30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/28000000/27600000/27595600/27595541/34edd4d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terre di GIORGIO - Agriturismo Villa la Palazzetta [](https://www.expedia.co.uk/Castiglione-DOrcia-Hotels-Villa-La-Palazzetta.h27595541.Hotel-Information) Castiglione d'Orcia 9.6/10 Exceptional (9) "Beautiful property, clean and nice rooms. Our hosts were very helpful and the food amazing! Breakfast containing fresh fruits, local products and freshly baked cakes was fantastic. Pool and relaxing area with a view of Monte Amiata. " ![Switzerland](https://a.travel-assets.com/egds/marks/flags/ch.svg) Alexandra £145 includes taxes & fees 4 Jan - 5 Jan [](https://www.expedia.co.uk/Castiglione-DOrcia-Hotels-Villa-La-Palazzetta.h27595541.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/118000000/118000000/117999600/117999573/8e65bdc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, Garden View | Free WiFi](https://images.trvl-media.com/lodging/118000000/118000000/117999600/117999573/0b4b368c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, Garden View | Free WiFi](https://images.trvl-media.com/lodging/118000000/118000000/117999600/117999573/8ca2562c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, Garden View | Free WiFi](https://images.trvl-media.com/lodging/118000000/118000000/117999600/117999573/354e32ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Beata Vanna [](https://www.expedia.co.uk/Fabro-Hotels-Agriturismo-Beata-Vanna.h117999573.Hotel-Information) Fabro 10/10 Exceptional (2) "Bra och trevlig service Fantastisk omgivning och miljö" ![Sweden](https://a.travel-assets.com/egds/marks/flags/se.svg) Pelle £97 includes taxes & fees 31 Jan - 1 Feb [](https://www.expedia.co.uk/Fabro-Hotels-Agriturismo-Beata-Vanna.h117999573.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/1594fa8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/cd3bbebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/80de574a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/a6535507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Abbadia Sicille Relais [](https://www.expedia.co.uk/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) Trequanda 8.8/10 Excellent (166) "Room was beyond expectations. Helpful staff and overall great experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £63 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) 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](https://expedia.co.uk/Hotel-Search?startDate=2026-01-17&endDate=2026-01-18®ionId=6023645&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Pienza Hotel Reviews ## Frequently asked questions ### What are the best hotels in Pienza with outdoor pools? > One standout option is the [Relais Val d'Orcia](https://www.expedia.co.uk/Pienza-Hotels-Relais-Val-DOrcia.h31159153.Hotel-Information), 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](https://www.expedia.co.uk/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information), 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](https://www.expedia.co.uk/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information), 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](https://www.expedia.co.uk/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information), 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? ### Are there hotels in Pienza that have private outdoor pools? > 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? > 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? > 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? > Another fantastic option is [A440 in Tuscany](https://www.expedia.co.uk/Pienza-Hotels-A440-In-Tuscany.h18654189.Hotel-Information), 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](https://www.expedia.co.uk/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) 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](https://www.expedia.co.uk/Pienza-Hotels-Hotel-Rutiliano-Centro-Benessere.h23541302.Hotel-Information) 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. ### Is it cheaper to book flights and a hotel in Pienza as a package? ### How can I save on a hotel in Pienza with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [4 Star Hotels in Montisi ](https://www.expedia.co.uk/4Star-Montisi-Hotels.s40-0-d3000027304.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Val d'Orcia ](https://www.expedia.co.uk/4Star-Val-DOrcia-Hotels.s40-0-d6047918.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Montepulciano ](https://www.expedia.co.uk/5Star-Montepulciano-Hotels.s50-0-d601351.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Val d'Orcia ](https://www.expedia.co.uk/5Star-Val-DOrcia-Hotels.s50-0-d6047918.Travel-Guide-Filter-Hotels) - [Spa Hotels in Bagno Vignoni ](https://www.expedia.co.uk/Bagno-Vignoni-Hotels-Spa-Hotels.0-0-d6142908-tSpaHotels.Travel-Guide-Filter-Hotels) - 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