Title: Holiday Rentals Pienza from £56: Find Short-Term Rentals & Holiday Accommodations | 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)[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://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157955-Pienza.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals 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 prices for these dates Tonight [10 Oct - 11 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [11 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [10 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Pienza ![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) ![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) ![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) ### Hotel San Gregorio Pienza 9.4/10 Exceptional (130) "Such friendly staff, loved Pienza and the property was such a good location! " £105 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33740000/33736700/33736684/7a01fd7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33740000/33736700/33736684/16ad62df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33740000/33736700/33736684/2c20aa4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33740000/33736700/33736684/f2e30cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany Pienza 9.6/10 Exceptional (17) "The view from the house is spectacular! What a great spot for a group of friends or a large family. Close to vineyards and shopping. We love sitting on the back patio having dinner. The dog and cats were an extra. Lily and her husband were very helpful and we really enjoyed having the meals cooked by the chef while we were there. The last night with the fish was the best!" [](https://www.expedia.co.uk/Pienza-Hotels-Whole-Big-Tuscan-Villa-With-Pool-Vineyards-In-The-Heart-Of-Tuscany.h33736684.Hotel-Information) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/37000000/36380000/36378600/36378551/3dd7b50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36380000/36378600/36378551/fa516210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/37000000/36380000/36378600/36378551/c886b883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36380000/36378600/36378551/0f8b36fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool Pienza 10/10 Exceptional (3) "Beautiful historic villa. Loved the vibe. Would definitely stay here again! " [](https://www.expedia.co.uk/Pienza-Hotels-Beautiful-Tuscan-Farmhouse-In-A-Great-Location-Near-Val-DOrcia-Private-Pool.h36378551.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44550000/44541000/44540981/b8f22b72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/45000000/44550000/44541000/44540981/2254d6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44550000/44541000/44540981/7ab081de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Bedrooms, Private Pool, Mountain View | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44550000/44541000/44540981/308ddd8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Privacy in the Heart of Tuscany Pienza [](https://www.expedia.co.uk/Pienza-Hotels-Luxury-Privacy-In-The-Heart-Of-Tuscany.h44540981.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/7dd03bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/ce312570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/b1604ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/7a16fc61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casanova - Panoramic Rooms and Suites San Quirico d'Orcia 9.0/10 Wonderful (71) "Delightful stay. The room was lovely, and the view from our private terrace was wonderful. Dinner was first rate. Easily walkable into San Quirico, short drive to Montalcino, Pienza, and Montalcino. Nice massage and spa. A very good value." £143 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information) ![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) ![Front of property – evening/night](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/38f51959.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) ![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 Trequanda 8.8/10 Excellent (160) "It was too cold for the swimming pool as it is mid October, there were people using the hot tub, but I have one in my room and the sauna so why bother it was so wonderful and the staff was super. Christina was the most wonderful ball." £56 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) ![Royal Apartment | View from room](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/8b57b476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Apartment | Private kitchen | Oven, stovetop, electric kettle](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/1808f82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/7fe98579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Apartment | Terrace/patio](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/c89c2c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tuscasì Aparthotel Sovicille 9.2/10 Wonderful (22) "Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. " £64 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Sovicille-Hotels-Tuscasi-Aparthotel.h105570206.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/822e6f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/3fbaa990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/4581bc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/0dd7cc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private and cozy retreat in Montalcino with private pool surrounded by vineyards Siena 9.4/10 Exceptional (66) "What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon." [](https://www.expedia.co.uk/Montalcino-Hotels-Private-And-Cozy-Retreat-In-Montalcino-With-Private-Pool-Surrounded-By-Vineyards.h35329902.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/46c3ab32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch TV with satellite channels](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/6795409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/f58a3308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/e9ec6f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bosco della Spina Murlo 9.6/10 Exceptional (164) "We enjoyed the scenery and service! Clean and comfortable. " [](https://www.expedia.co.uk/Murlo-Hotels-Bosco-Della-Spina.h1206161.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/b96fbe26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/ea7982e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/691c226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/c550d6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Montalcino, exclusive for you, stunning view!!! Montalcino 10/10 Exceptional (84) "Lovely villa in a beautiful location. " [](https://www.expedia.co.uk/Montalcino-Hotels-Villa-In-Montalcino.h90300061.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18767800/18767781/2ae00c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18767800/18767781/4d576b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18767800/18767781/36a0aef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18770000/18767800/18767781/8aebc409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun-Soaked Private View Terrace in the Historical Centre of Cortona. Cortona Old Town 9.6/10 Exceptional (71) "My husband and I loved our stay here! It was so close to town and the terrace was absolutely stunning. Would definitely stay here again! " [](https://www.expedia.co.uk/Cortona-Hotels-Sun-Soaked-Private-View-Terrace-In-The-Historical-Centre-Of-Cortona.h18767781.Hotel-Information) ![Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/18007833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/302bfcfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/85f0e899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/60c79c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bellarmino Boutique Apartments Montepulciano £93 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Montepulciano-Hotels-Bellarmino-Boutique-Apartments.h119052871.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18764200/18764107/7dffae86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18764200/18764107/d2c33991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/19000000/18770000/18764200/18764107/ce0b1bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18770000/18764200/18764107/8205fa6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS chiusi 10/10 Exceptional (53) "We had a very nice stay and a well organized pizza night in the villa. Glad to come again:) " [](https://www.expedia.co.uk/Chiusi-Hotels-PRIVATE-TUSCAN-VILLA-WITH-HEATED-SWIMMING-POOL-JACUZZI-SPA-SAUNA-EVENTS.h18764107.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/093ed3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/36720704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/124b8b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Suite, 2 Bedrooms | 2 bedrooms, premium bedding, individually decorated](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/c477a48b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza Fabroni Montepulciano 8.8/10 Excellent (90) "We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep." £76 includes taxes & fees 24 Oct - 25 Oct [](https://www.expedia.co.uk/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38390000/38385000/38384931/463354ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38390000/38385000/38384931/a3ffbf1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio | Balcony view](https://images.trvl-media.com/lodging/39000000/38390000/38385000/38384931/663ab820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/39000000/38390000/38385000/38384931/7534dada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Porta Pispini Residence Siena Historical Center 9.6/10 Exceptional (18) "That’s not a hotel room, that’s small apartment with guest room and kitchen with washer and dishwasher Amazing window view Free parking Very clean 3 minutes walk from the city wall More than reasonable price " £108 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Siena-Hotels-Porta-Pispini-Residence.h38384931.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18770000/18768900/18768895/06ac7272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18768900/18768895/632252a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18768900/18768895/15e9955b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/19000000/18770000/18768900/18768895/5c9fc364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gite Montemirello, with garden and swimming pool Casciano di Murlo - Siena 9.8/10 Exceptional (59) "Very nice stay and very nuce Host :)" [](https://www.expedia.co.uk/Murlo-Hotels-Gite-Montemirello.h18768895.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/6a82a5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/8099b959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/ff9693c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/f6eed317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Poggio dell'Eremita Sinalunga 10/10 Exceptional (57) "Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular." £123 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/3e489ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 2 Queen Beds, City View | Premium bedding, down duvets, memory-foam beds, free minibar items](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/fe06c21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/e6496db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/6fa7b9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Tosco Montepulciano 10/10 Exceptional (112) "The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy " £231 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Montepulciano-Hotels-Il-Tosco.h6309554.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95250000/95240100/95240092/7ee71db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Aria | Premium bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95250000/95240100/95240092/b9161434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95250000/95240100/95240092/6f74c993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast ](https://images.trvl-media.com/lodging/96000000/95250000/95240100/95240092/4522b02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delcorto Suites Montepulciano 10/10 Exceptional (28) "Exceptional service great building felt like a Medici!" £157 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Montepulciano-Hotels-Delcorto-Suites.h95240092.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18780000/18772500/18772459/3729a37b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18780000/18772500/18772459/717b04bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18780000/18772500/18772459/996fa31c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18780000/18772500/18772459/a76f358b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view! Montisi 10/10 Exceptional (56) "Beautiful property comfortable beds. Amazing views room two sit outside and enjoy sunsets." [](https://www.expedia.co.uk/Montalcino-Hotels-Montalcino-Private-Villa-In-The-Heart-Of-Tuscany-With-Private-Pool.h18772459.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=2025-10-24&endDate=2025-10-25®ionId=6023645&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPienza-Holiday-Rentals.d6023645.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPienza-Holiday-Rentals.d6023645.Travel-Guide-HolidayRentals) ## Top Pienza Hotel Reviews ![Tenuta Santo Pietro](//images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/4fa44438_y.jpg) ### Tenuta Santo Pietro 10/10 Excellent "Great countryside stay" [](https://expedia.co.uk/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information) ![Hotel Relais II Chiostro di Pienza](//images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg) ### Hotel Relais II Chiostro di Pienza 10/10 Excellent "The perfect location. Gorgeous property. Excellent breakfast. " [](https://expedia.co.uk/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ![Hotel Certosa Di Maggiano](//images.trvl-media.com/lodging/1000000/530000/528500/528470/4c3dd1ab_y.jpg) ### Hotel Certosa Di Maggiano 10/10 Excellent "A wonderfully peaceful hotel in the middle of Tuscany. Amazing views. Great staff - friendly, professional and very helpful & accommodating. " [](https://expedia.co.uk/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Fonteverde Lifestyle & Thermal Retreat](//images.trvl-media.com/lodging/1000000/910000/909000/908918/f6fb188e_y.jpg) ### Fonteverde Lifestyle & Thermal Retreat 10/10 Excellent "Fine" [](https://expedia.co.uk/San-Casciano-Dei-Bagni-Hotels-Fonteverde.h908918.Hotel-Information) ![Nuovo Etruria Resort](//images.trvl-media.com/lodging/114000000/113750000/113748300/113748275/5960f205_y.jpg) ### Nuovo Etruria Resort 10/10 Excellent "Such an oasis of calm and relaxation. The room was large and cool with a very comfortable bed. The pool was beautiful and very refreshing. The staff were very friendly and helpful. A wonderful setting and just a short walk from the beautiful town and many fantastic restaurants. Would definitely recommend this hotel to others visiting Montepulciano." [](https://expedia.co.uk/Montepulciano-Hotels-Nuovo-Etrurua-Resort.h113748275.Hotel-Information) ![Precise Tale Poggio Alla Sala](//images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/8fbdd5cc_y.jpg) ### Precise Tale Poggio Alla Sala 10/10 Excellent "Property is very well maintained with amazing views. The main building is gorgeous with a beautiful dining area. Overall an amazing experience and one i really want to repeat" [](https://expedia.co.uk/Montepulciano-Hotels-Precise-Tale-Poggio-Alla-Sala.h90888666.Hotel-Information) ![Monastero di Cortona Hotel & Spa](//images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg) ### Monastero di Cortona Hotel & Spa 10/10 Excellent "Beautiful, unique property! Stunning views of the countryside. The staff were all very helpful and friendly. We will definitely recommend!" [](https://expedia.co.uk/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![Hotel Corsignano](//images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/e0c5b2be_y.jpg) ### Hotel Corsignano 10/10 Excellent "Wonderful hotel! Beautiful, very clean, staff was great, friendly and helpful. Perfect location for seeing the town and hiking to amazing views. Loved it!" [](https://expedia.co.uk/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Precise House Montaperti Siena](//images.trvl-media.com/lodging/2000000/1120000/1110900/1110834/2f957dff_y.jpg) ### Precise House Montaperti Siena 8/10 Good "Lovely staff. Misleading advertisement regarding queen bed and single bed in the apartment. There are 2 single beds and a pull out couch." [](https://expedia.co.uk/Asciano-Hotels-Precise-House-Montaperti-Siena.h1110834.Hotel-Information) ## Find out more about Pienza **Everything you need to know about** **Pienza** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pienza holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pienza holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Pienza holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Pienza. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pienza holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pienza holiday rentals we have selected for you start as low as £56 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Pienza rentals** At Expedia, we put the best Pienza holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Pienza rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pienza holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pienza. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Pienza ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) - [Apartments in Pienza](https://expedia.co.uk/Pienza-Apartments.d6023645-aaApartments.Travel-Guide-Accommodation) - [Villas in Pienza](https://expedia.co.uk/Pienza-Villas.d6023645-aaVillas.Travel-Guide-Accommodation) - [Holiday Homes in Pienza](https://expedia.co.uk/Pienza-Private-Holiday-Homes.d6023645-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [B&B in Pienza](https://expedia.co.uk/Pienza-Bed-And-Breakfasts.d6023645-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Town Houses in Pienza](https://expedia.co.uk/Pienza-Town-Houses.d6023645-aaTownHouses.Travel-Guide-Accommodation) - [Serviced Apartments in Pienza](https://expedia.co.uk/Pienza-Apart-Hotels.d6023645-aaApartHotels.Travel-Guide-Accommodation) - [Chalets in Pienza](https://expedia.co.uk/Pienza-Chalets.d6023645-aaChalets.Travel-Guide-Accommodation) - [Hostels in Pienza](https://expedia.co.uk/Pienza-Hostels.d6023645-aaHostels.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a holiday rental in Pienza? > Yes, there are holiday rentals in Pienza close to RI Crea RE, or you can select a more secluded option if you're looking for a relaxing stay. Pienza is known for its churches and wineries. Make sure you have time to check out the temples while you're in the area. ### How many holiday rentals are there in Pienza? > Expedia has 32 holiday rentals for your stay in Pienza. ### What’s there to see and do in Pienza? > Cultural attractions include Palazzo Borgia and Artemisia Gallery, whereas Historic Centre of Pienza and Val di Chiana are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Palazzo Piccolomini and Pienza Cathedral. ### What’s a holiday rental in Pienza like? > Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pienza. Holiday rentals feature amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering. ### Expedia's Latest Trends Hotels - [Winery Hotels in Montepulciano](https://expedia.co.uk/Montepulciano-Hotels-Winery-Hotels.0-0-d601351-tWineryHotels.Travel-Guide-Filter-Hotels) - [Hotels in Viareggio](https://expedia.co.uk/Viareggio-Hotels.d4894.Travel-Guide-Hotels) - [Hotels in Barga](https://expedia.co.uk/Barga-Hotels.d6123404.Travel-Guide-Hotels) - [5 Star Volterra Accommodation](https://expedia.co.uk/5Star-Volterra-Hotels.s50-0-d603154.Travel-Guide-Filter-Hotels) - [Hotels in Siena](https://expedia.co.uk/Siena-Hotels.d9821.Travel-Guide-Hotels) - [Beach Resorts & Hotels in Livorno](https://expedia.co.uk/Livorno-Hotels-Beach-Hotels.0-0-d178013-tBeachHotels.Travel-Guide-Filter-Hotels) - [Hotels in Lucca](https://expedia.co.uk/Lucca-Hotels.d8481.Travel-Guide-Hotels) - [Hotels in Pisa](https://expedia.co.uk/Pisa-Hotels.d2877.Travel-Guide-Hotels) - [Hotels in Florence](https://expedia.co.uk/Florence-Hotels.d1222.Travel-Guide-Hotels) - [Hotels in San Gimignano](https://expedia.co.uk/San-Gimignano-Hotels.d11091.Travel-Guide-Hotels) Flights - [Flights to Lucca](https://expedia.co.uk/Cheap-Flights-To-Lucca.d8481.Travel-Guide-Flights) - [Flights to Pisa](https://expedia.co.uk/Cheap-Flights-To-Pisa.d2877.Travel-Guide-Flights) - [Flights to Florence](https://expedia.co.uk/Cheap-Flights-To-Florence.d1222.Travel-Guide-Flights) - [Flights to Livorno](https://expedia.co.uk/Cheap-Flights-To-Livorno.d178013.Travel-Guide-Flights) - [Flights to Montepulciano](https://expedia.co.uk/Cheap-Flights-To-Montepulciano.d601351.Travel-Guide-Flights) - [Flights to Montecarlo](https://expedia.co.uk/Cheap-Flights-To-Montecarlo.d6123159.Travel-Guide-Flights) Cars - [Car hire in Pisa](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pisa.d2877.Car-Hire-Guide) Activities - [Things to do in San Vincenzo](https://expedia.co.uk/Things-To-Do-In-San-Vincenzo.d6034161.Travel-Guide-Activities) - [Things to do in Montecatini Terme](https://expedia.co.uk/Things-To-Do-In-Montecatini-Terme.d4956.Travel-Guide-Activities) - [Things to do in Pisa](https://expedia.co.uk/Things-To-Do-In-Pisa.d2877.Travel-Guide-Activities) - [Things to do in Viareggio](https://expedia.co.uk/Things-To-Do-In-Viareggio.d4894.Travel-Guide-Activities) - [Things to do in Forte dei Marmi](https://expedia.co.uk/Things-To-Do-In-Forte-Dei-Marmi.d4943.Travel-Guide-Activities) - [Things to do in Piombino](https://expedia.co.uk/Things-To-Do-In-Piombino.d6034142.Travel-Guide-Activities) Packages - [Pisa Holidays](https://expedia.co.uk/Pisa.d2877.Holidays-City-Breaks) - [Florence Holidays](https://expedia.co.uk/Florence.d1222.Holidays-City-Breaks) - [Viareggio Holidays](https://expedia.co.uk/Viareggio.d4894.Holidays-City-Breaks) - [Lucca Holidays](https://expedia.co.uk/Lucca.d8481.Holidays-City-Breaks) - [Siena Holidays](https://expedia.co.uk/Siena.d9821.Holidays-City-Breaks) General - [Visit Follonica](https://expedia.co.uk/Follonica.dx6123914) - [Visit Castiglione della Pescaia](https://expedia.co.uk/Castiglione-Della-Pescaia.dx6035388) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFQklEQVR4Xu3bMXbbOhBGYea4UJklcCleGrU0LcVLSJnCx3ieHwPMkKKjTJFXyPc2oUcAPnWwbGdp/0PLcfAvAikFUgqkFEgpkFIgpUBKgZQCKQVSCqQUSCmQUiClQEqBlAIpBVIKpBRIKZBSIKVASoGUAikFUgqkFEiphLwvh1Ybbf3F23Kxf95svrVffcHnyJfOUeQbLRAFkgMZoxmIAsmBjNHsWZEtvmqGfHb9XP/DkM8cWZaffcnvPnqx51+2arY/C0SBRCAKBKSBgPgL+fZebZqR1DjRv7SNsWoF6fMZCIgFArKAgIxF8XiCxOi1X+i+KvK30kBAQEDGongE6Q8gIEWk2R3/s30Yot7sxW1u6aP4iA0CAtJAQCIQkL9FooQ0237pY38rceKSkBkISAMBOb4AklbNQEDex6bRujvx0t2vR4e2OBnkZHRoi5NBTkaHtjgZ5GR0aIuTQU5Gh7Y4GeRkdGiLk0FORoe2ODkh5/kd39rv6ebmR+w/BQJyHkgOBOQ8kNzzIn57Kz/REaUTr0v8ydccxVuxf97/eMeDgIDYPyAKZB/I90P8Bf02OdZmxN2t6fO0Vnk2+nFcFfviEQQEZL8q9sUjCAjIflXsi8enQk5O9NFtnjffirfay9fFr/2LbZyrxlHxCGIvXxcQkFg1jopHEHv5uoCAxKpxVDw+D3LeNSGtvfXtfqH7dwIPe7gKJPdwFUju4SqQ3MNVILmHq0ByD1eB5NKqd9sezTtet7ePlK3SHa8Lfe2vuav8rcxAQED6ayAgIGMEMtOJutBzdsd/zB9673/BfOlL8lvxVSAgDQQEpIHkQL5AvHGit43bW9t14nEU3eY2EBAQkBmIdQsDBOQOuTvR+jG3r2NdfisvaeNpICAKBKSB3AUCohP1eXr20j9iK7lv6cRbX7P2lwOx0ftXdzxIfxkEBKSB9Ek8gvSXvyOyNd3eyqeGaHSZ2+2tKLm+St8JaAQC4oEoEBCQHsgXiNJ/G/ZWG/j22xhp+/5C1yp3fQQCYpN4VCAgICAgYxKP0W25zGfb/mE/zm7HE+XOdSpvTIFoFYgCAQHZBaJV3xrZ38txoneZI0uuf572Vbr29an7zebbWAoCAgLSAwEBGSXEG9ttbfw22fORVsn1E62BeNvcBAIyAgEBAfFAZn7Ha7ta+1zIzQa+cH7q1olr3+irPl3fbWd5ICAgIL21z0F8dQMBUddFV7WfqAvdRoufmEZ5lXJXabTFsSAg7X47iA22OBYEpN1vB7HBFsc+JXJ3Va997n/ydZmrvOke8reSAllAQA6BWCANRH1z5CSdqD/mUtON/OCtf3ULaoy0KB5PAkkjLYrHk0DSSIvi8SSQNNKieDwJJI20KB5PAkkjLYrHk0DSSIviUSfmVptel/2H55f5Ebv1O14b5zcH0dZ3WCAgICC91aYgIA1kj2zxlS70u9Hc/mEPlz6OVfpsvh9ZICB3J4LsRhYIyN2JILuR9bxI/DjbEe81rVoWferOJ8400ncCKZAGAgICAtJ7TatArBOkzc/TN5v69v3INyq5/YQxskBAQEBAQPYngsxOEN/+Me/4t749Vk1XPwf35kYPZKwC8e0gCwiIBzJWfXMksrXNtvuFLlflVXv3dYxedktAIhAFohEISAPJfWNk39rn++1KP+HW33d5W9N3AjkbeSAKJLf2OUhfY4EokNza5yB9jfWUyL8LpBRIKZBSIKVASoGUAikFUgqkFEgpkFIgpUBKgZQCKQVSCqQUSCmQUiClQEqBlAIpBVIKpBRIKZBSIKWeB/kPCCF25jrrzzUAAAAASUVORK5CYII=)