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) ![](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [6 Apr - 7 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-04-06&endDate=2026-04-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [7 Apr - 8 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-04-07&endDate=2026-04-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-04-17&endDate=2026-04-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pienza hotels with a pool ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/2f01bea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/77df39f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/505c05f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/9500aee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tenuta Santo Pietro [](https://www.expedia.co.uk/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information) Pienza 9.6/10 Exceptional (119 reviews) - Seasonal outdoor pool nestled among the vineyards welcomes summer travellers with loungers, umbrellas, and poolside drinks service. £209 includes taxes & fees 27 Apr - 28 Apr [](https://www.expedia.co.uk/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/24000000/23030000/23028100/23028080/174ef37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | 1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/24000000/23030000/23028100/23028080/8d561de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/24000000/23030000/23028100/23028080/421a86ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/24000000/23030000/23028100/23028080/42c0fbc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Poggio Tobruk [](https://www.expedia.co.uk/Pienza-Hotels-Agriturismo-Poggio-Tobruk.h23028080.Hotel-Information) Pienza 9.8/10 Exceptional (28 reviews) - Soak in natural hot springs at a charming farm stay with indoor pool access and poolside bliss. £138 includes taxes & fees 29 Apr - 30 Apr [](https://www.expedia.co.uk/Pienza-Hotels-Agriturismo-Poggio-Tobruk.h23028080.Hotel-Information) ![Outdoor pool, open 8:00 AM to 7:30 PM, pool loungers](https://images.trvl-media.com/lodging/10000000/9440000/9434400/9434339/528d18e0.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) ![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) ![Deluxe Suite | Premium bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/10000000/9440000/9434400/9434339/991fb6d2.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 reviews) - Rural pool sanctuary invites travellers to soak up sunshine and unwind after hiking adventures. [](https://www.expedia.co.uk/Pienza-Hotels-Agriturismo-Bonello.h9434339.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/99dc616f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/eb22fca2.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) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/c8bf5c62.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 (43 reviews) - Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool. £162 includes taxes & fees 23 Apr - 24 Apr [](https://www.expedia.co.uk/Pienza-Hotels-Podere-Spedalone.h34836233.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/a05f18a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/2b73bf10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/7d84ee76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tasting room](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/45f0e60b.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 (61 reviews) - Luxurious Tuscan retreat with outdoor pool, on-site winery, and cycling adventures amid rolling hills near Pienza Cathedral. £198 includes taxes & fees 7 May - 8 May [](https://www.expedia.co.uk/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/972c2d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Courtyard view](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/b9cf6769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/17f0963e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/w988h640x75y0-aad06d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Olmo [](https://www.expedia.co.uk/Pienza-Hotels-LOlmo.h12569107.Hotel-Information) Pienza 10/10 Exceptional (22 reviews) - Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access. £387 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Pienza-Hotels-LOlmo.h12569107.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/19000000/18660000/18654200/18654189/a681a42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18660000/18654200/18654189/0d103255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, pillow-top beds, minibar](https://images.trvl-media.com/lodging/19000000/18660000/18654200/18654189/99165480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/19000000/18660000/18654200/18654189/94bff947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A440 in Tuscany [](https://www.expedia.co.uk/Pienza-Hotels-A440-In-Tuscany.h18654189.Hotel-Information) Pienza 9.6/10 Exceptional (51 reviews) - Poolside bliss meets Tuscan charm at this rural farmstay with a 24-hour outdoor pool. £180 includes taxes & fees 20 Apr - 21 Apr [](https://www.expedia.co.uk/Pienza-Hotels-A440-In-Tuscany.h18654189.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/700440eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/f69d0e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/f1566451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Turkish bath/hammam, body treatments, aromatherapy, body wraps](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/be9fe06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Rutiliano Centro Benessere [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-Rutiliano-Centro-Benessere.h23541302.Hotel-Information) Pienza 8.6/10 Excellent (7 reviews) - Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary. £178 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-Rutiliano-Centro-Benessere.h23541302.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/45dfbbfc.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) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/2cdcc0a2.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 (637 reviews) - Tuscan poolside retreat at Hotel Relais II Chiostro di Pienza offers a refreshing escape in a historic setting. £69 includes taxes & fees 9 Apr - 10 Apr [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.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) ![Breakfast buffet](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/cd7670ac.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) ![Food and drink](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd.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 (140 reviews) - Serene Tuscan retreat boasts a seasonal outdoor pool surrounded by lush gardens, with lounge areas for soaking up the Italian sun. £154 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-San-Gregorio.h2692135.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=2026-04-20&endDate=2026-04-21®ionId=6023645&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## 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 ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/77df39f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/1f4e227d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/505c05f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/2f01bea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tenuta Santo Pietro [](https://www.expedia.co.uk/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information) Pienza 9.6/10 Exceptional (119) £209 includes taxes & fees 27 Apr - 28 Apr [](https://www.expedia.co.uk/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/3ffbc3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/eb22fca2.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) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/c8bf5c62.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 (43) £162 includes taxes & fees 23 Apr - 24 Apr [](https://www.expedia.co.uk/Pienza-Hotels-Podere-Spedalone.h34836233.Hotel-Information) ![Turkish bath/hammam, body treatments, aromatherapy, body wraps](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/f1d9e007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Turkish bath/hammam, body treatments, aromatherapy, body wraps](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/be9fe06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/fc49cce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/24000000/23550000/23541400/23541302/700440eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Rutiliano Centro Benessere [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-Rutiliano-Centro-Benessere.h23541302.Hotel-Information) Pienza 8.6/10 Excellent (7) £178 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-Rutiliano-Centro-Benessere.h23541302.Hotel-Information) ![Deluxe Suite | Premium bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/10000000/9440000/9434400/9434339/991fb6d2.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) ![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) ![Deluxe Suite | Bathroom | Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/10000000/9440000/9434400/9434339/21aaead4.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) [](https://www.expedia.co.uk/Pienza-Hotels-Agriturismo-Bonello.h9434339.Hotel-Information) ![Building design](https://images.trvl-media.com/lodging/19000000/18660000/18654200/18654189/94bff947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18660000/18654200/18654189/0d103255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, pillow-top beds, minibar](https://images.trvl-media.com/lodging/19000000/18660000/18654200/18654189/99165480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/19000000/18660000/18654200/18654189/a681a42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A440 in Tuscany [](https://www.expedia.co.uk/Pienza-Hotels-A440-In-Tuscany.h18654189.Hotel-Information) Pienza 9.6/10 Exceptional (51) £180 includes taxes & fees 20 Apr - 21 Apr [](https://www.expedia.co.uk/Pienza-Hotels-A440-In-Tuscany.h18654189.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/a05f18a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/2b73bf10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/7d84ee76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tasting room](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/45f0e60b.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 (61) £198 includes taxes & fees 7 May - 8 May [](https://www.expedia.co.uk/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information) ![Food and drink](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Breakfast buffet](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/cd7670ac.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 (140) £154 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Suite, 2 Bedrooms | Courtyard view](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/b9cf6769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/972c2d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/17f0963e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/w988h640x75y0-aad06d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Olmo [](https://www.expedia.co.uk/Pienza-Hotels-LOlmo.h12569107.Hotel-Information) Pienza 10/10 Exceptional (22) £387 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Pienza-Hotels-LOlmo.h12569107.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/45dfbbfc.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) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/2cdcc0a2.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 (637) £69 includes taxes & fees 9 Apr - 10 Apr [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.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=2026-04-20&endDate=2026-04-21®ionId=6023645&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Top Pienza Hotel Reviews ![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/45dfbbfc_y.jpg) ### Hotel Relais II Chiostro di Pienza 6/10 Okay "The room was full of ants and other small insects. I was staying in the middle of Tuscany wine country, I would expect my room to have a corkscrew and at least glass glasses. The room only had flimsy plastic cups. " [](https://expedia.co.uk/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ![Hotel San Gregorio](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd_y.jpg) ### Hotel San Gregorio 10/10 Excellent "Room was large and very clean. Bed was king sized and comfortable. Check-in was easy with underground parking for a nominal fee. Hotel is right outside downtown area, making it super walkable. Breakfast was great with many options. " [](https://expedia.co.uk/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/ba2de8ee_y.jpg) ### Hotel Corsignano 10/10 Excellent "The heat in the room and bath were not working. Fortunately there were extra blankets ! " [](https://expedia.co.uk/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/cd1e0f87_y.jpg) ### Relais Villa Grazianella - UNA Esperienze 10/10 Excellent "Absolutely breathtaking property. The staff was extremely welcoming and helpful. Truly such a beautiful experience. Highly recommend to anyone " [](https://expedia.co.uk/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Fonteverde Lifestyle & Thermal Retreat](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/f6fb188e_y.jpg) ### Fonteverde Lifestyle & Thermal Retreat 10/10 Excellent "Great place! Excellent service by everyone we encountered. " [](https://expedia.co.uk/San-Casciano-Dei-Bagni-Hotels-Fonteverde.h908918.Hotel-Information) ![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/c358cc6c_y.jpg) ### Villa di Piazzano - Small Luxury Hotel of the World 10/10 Excellent "Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly " [](https://expedia.co.uk/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Tenuta Santo Pietro](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/77df39f9_y.jpg) ### Tenuta Santo Pietro 6/10 Okay "We had to buy a bottle of wine before they would give us 2 wine glasses so we could sit outside to enjoy the view! Expecting a little more for the rate. " [](https://expedia.co.uk/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information) ## 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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