Title: Castiglioncello del Trinoro Vacation Rentals from $98: Search Short-Term Rentals | Expedia.com [Castiglioncello del Trinoro Travel Guide](https://expedia.com/Castiglioncello-Del-Trinoro.dx3000028419)[Hotels in Castiglioncello del Trinoro](https://expedia.com/Castiglioncello-Del-Trinoro-Hotels.d3000028419.Travel-Guide-Hotels)[Car Rentals in Castiglioncello del Trinoro](https://expedia.com/Car-Rentals-In-Castiglioncello-Del-Trinoro.d3000028419.Car-Rental-Guide)[Castiglioncello del Trinoro Vacation Packages](https://expedia.com/Castiglioncello-Del-Trinoro.d3000028419.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=3000028419&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=3000028419&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=3000028419&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=3000028419&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Castiglioncello del Trinoro vacation rentals ![View from property](https://images.trvl-media.com/lodging/23000000/22250000/22240200/22240167/995e1594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/23000000/22250000/22240200/22240167/cef6f139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms (ROSMARINO) | Living area | Table tennis](https://images.trvl-media.com/lodging/23000000/22250000/22240200/22240167/0aa8a534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, a rooftop pool, sun loungers](https://images.trvl-media.com/lodging/23000000/22250000/22240200/22240167/d7a7d777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Acquapendente [](https://www.expedia.com/Acquapendente-Hotels-Agriturismo-Casale-Le-Crete.h22240167.Hotel-Information) 10/10 Exceptional (2 reviews) "Buongiorno, abbiamo soggiornato al Casale Le Crete per due notti e ci siamo trovati molto bene. Eline è stata molto accogliente e disponibile e ci ha messo subito a nostro agio e ci siamo sentiti subito a nostro agio! torneremo sicuramente" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Francesca [](https://www.expedia.com/Acquapendente-Hotels-Agriturismo-Casale-Le-Crete.h22240167.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/f0bca152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/5c9c109c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa | Living area | 24-inch flat-screen TV with satellite channels, DVD player](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/58622732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/65f08668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo resort in Trequanda [](https://www.expedia.com/Trequanda-Hotels-Luxury-Resort-In-The-Tuscan-Countryside.h100896059.Hotel-Information) [](https://www.expedia.com/Trequanda-Hotels-Luxury-Resort-In-The-Tuscan-Countryside.h100896059.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/2f7e4438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/58ae2bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/093f1a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/94cc9724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Pienza [](https://www.expedia.com/Pienza-Hotels-Relais-La-Saracina.h8195080.Hotel-Information) $329 nightly $367 total Mar 28 - Mar 29 Total with taxes and fees [](https://www.expedia.com/Pienza-Hotels-Relais-La-Saracina.h8195080.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/d732a716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/9d10099d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Terrace | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/93858826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Bathroom | Free toiletries, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/8842009b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Chiusi [](https://www.expedia.com/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information) 8.6/10 Excellent (9 reviews) "This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffery $117 nightly $132 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information) ![Panoramic Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/020483c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/e878f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/6e2ad2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Cottage, 1 Bedroom | Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/83ad69a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Pienza [](https://www.expedia.com/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information) 9.8/10 Exceptional (51 reviews) "This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lenise $128 nightly $146 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information) ![Food court](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/0263d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/26e5f82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner served; local cuisine, alfresco dining ](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/0ce3602b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/bfee31ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Montepulciano [](https://www.expedia.com/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information) 9.8/10 Exceptional (133 reviews) "Spotless, clean. Staff were friendly. Location and view was spectacular" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Kim $157 nightly $178 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/7be16d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/7838807c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/1f1554d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/6cc52516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Acquapendente [](https://www.expedia.com/Acquapendente-Hotels-Agriturismo-San-Filippo.h31527256.Hotel-Information) 8.6/10 Excellent (14 reviews) "Excellent experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard [](https://www.expedia.com/Acquapendente-Hotels-Agriturismo-San-Filippo.h31527256.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/124b8b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/12afb28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/1def40b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/17ae36fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence in Montepulciano [](https://www.expedia.com/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) 8.8/10 Excellent (96 reviews) "gorgeous historical property, very attentive host, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah $85 nightly $98 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Montepulciano-Hotels-Residenza-Fabroni.h8204306.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) ![Superior Double or Twin Room, 1 Bedroom | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/47a2d1db.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) ### Residence in Pienza [](https://www.expedia.com/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) 9.4/10 Exceptional (134 reviews) "Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mark $134 nightly $154 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/d909396a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/e3578963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/d9f4c787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/644ef42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Castelnuovo dell'Abate [](https://www.expedia.com/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) 9.6/10 Exceptional (14 reviews) "Loved our stay...lovely and quiet..great location " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Lisa K. $159 nightly $164 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) ![1 treatment room, massages](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/9867dcf1.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/ba51ed0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Residence in San Quirico d'Orcia [](https://www.expedia.com/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information) 9.2/10 Wonderful (79 reviews) "Fantastic place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clifford $165 nightly $187 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/a4b435e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/90089355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/f4b5c97e.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/19000000/18980000/18976500/18976420/9d4401b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montalcino (SI) [](https://www.expedia.com/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information) 9.8/10 Exceptional (69 reviews) "This was a most wonderful and amazing place! Great location and beautiful furnishings." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremy H. $230 nightly $234 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/39e29e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 Double Bed | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/274ea02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/9c2d8838.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) ### Residence in Trequanda [](https://www.expedia.com/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) 8.8/10 Excellent (168 reviews) "Room was beyond expectations. Helpful staff and overall great experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $88 nightly $101 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/001e488b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Double Room, 1 Double Bed, Private Bathroom | Individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/ba266d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment | Private kitchen | Microwave](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/8c83167a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | Individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/708e241e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Montalcino [](https://www.expedia.com/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information) 9.4/10 Exceptional (105 reviews) "Excellent service, ideal location" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Nigel $157 nightly $182 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/19ef0175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/8121f492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room (L'Orologio) | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/e537c142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/4efc6252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Montalcino [](https://www.expedia.com/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information) 9.4/10 Exceptional (91 reviews) "Great location, nice room, and great host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris $108 nightly $124 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/ebbc46be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/35d091bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/f199e1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/bcab148b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Cetona [](https://www.expedia.com/Cetona-Hotels-La-Locanda-Di-Cetona.h42239240.Hotel-Information) 9.4/10 Exceptional (6 reviews) "A lovely hotel and very welcoming staff. Cetona is a delight. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Julian [](https://www.expedia.com/Cetona-Hotels-La-Locanda-Di-Cetona.h42239240.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/d9c4aea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/13261dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/38757a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/3b9ae1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montalcino [](https://www.expedia.com/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information) 9.6/10 Exceptional (17 reviews) "Love this apartment and the quiet little town. Great place to spend a week. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stan F. $230 nightly $234 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/8dbfb990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/236bbc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Apartment | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/7531d9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Apartment | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/c7f9cf0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Asciano [](https://www.expedia.com/Asciano-Hotels-Albergo-Diffuso-Borgo-Santo.h96934275.Hotel-Information) $254 nightly $285 total Mar 28 - Mar 29 Total with taxes and fees [](https://www.expedia.com/Asciano-Hotels-Albergo-Diffuso-Borgo-Santo.h96934275.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/4fa84c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/07ee2fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/d34ca53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/b0ed52b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Monterongriffoli [](https://www.expedia.com/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information) $338 nightly $350 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/w1068h1589x0y0-ab9335e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casa Olivieri, vista città, 1 piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/61781dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/d953c731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casa Olivieri, vista città, 1 piano senza ascensore | Private kitchen | Fridge, microwave, stovetop, electric kettle](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/f32e69c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Pienza [](https://www.expedia.com/Pienza-Hotels-Casa-Gioia-Casa-Olivieri.h115077012.Hotel-Information) $102 nightly $117 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Pienza-Hotels-Casa-Gioia-Casa-Olivieri.h115077012.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.com/Hotel-Search?startDate=2026-03-26&endDate=2026-03-27®ionId=3000028419&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_3000028419) ## Find vacation rentals that suit your style Villas [](https://www.expedia.com/Hotel-Search?destination=Castiglioncello+del+Trinoro%2C+Sarteano%2C+Tuscany%2C+Italy®ionId=3000028419&latLong=42.991605%2C11.813106&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VILLA) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Castiglioncello+del+Trinoro%2C+Sarteano%2C+Tuscany%2C+Italy®ionId=3000028419&latLong=42.991605%2C11.813106&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Castiglioncello+del+Trinoro%2C+Sarteano%2C+Tuscany%2C+Italy®ionId=3000028419&latLong=42.991605%2C11.813106&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Castiglioncello+del+Trinoro%2C+Sarteano%2C+Tuscany%2C+Italy®ionId=3000028419&latLong=42.991605%2C11.813106&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Castiglioncello+del+Trinoro%2C+Sarteano%2C+Tuscany%2C+Italy®ionId=3000028419&latLong=42.991605%2C11.813106&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CONDO) Cottages [](https://www.expedia.com/Hotel-Search?destination=Castiglioncello+del+Trinoro%2C+Sarteano%2C+Tuscany%2C+Italy®ionId=3000028419&latLong=42.991605%2C11.813106&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=COTTAGE) Chalets [](https://www.expedia.com/Hotel-Search?destination=Castiglioncello+del+Trinoro%2C+Sarteano%2C+Tuscany%2C+Italy®ionId=3000028419&latLong=42.991605%2C11.813106&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CHALET) Residences [](https://www.expedia.com/Hotel-Search?destination=Castiglioncello+del+Trinoro%2C+Sarteano%2C+Tuscany%2C+Italy®ionId=3000028419&latLong=42.991605%2C11.813106&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=RESIDENCE) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCastiglioncello-Del-Trinoro-Vacation-Rentals.d3000028419.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCastiglioncello-Del-Trinoro-Vacation-Rentals.d3000028419.Travel-Guide-VacationRentals) ## Top Castiglioncello del Trinoro Hotel Reviews ![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/cd88e58c_y.jpg) ### Albergo San Biagio 10/10 Excellent "Room was a good size and had a lovely view of Montepulciano old town from the balcony. Staff were friendly. Evening meal in restaurant was good and therecwas a good choice for breakfast. Excellent location and vety good value for money. " [](https://expedia.com/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information) ![Mastrojanni Relais](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/eb100684_y.jpg) ### Mastrojanni Relais 10/10 Excellent "Perfect location and views. Close to Montalcino. Staff went above and beyond. " [](https://expedia.com/Montalcino-Hotels-Relais-Mastrojanni.h42576161.Hotel-Information) ![Fonteverde Lifestyle & Thermal Retreat](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/11ad8811_y.jpg) ### Fonteverde Lifestyle & Thermal Retreat 10/10 Excellent "Great place! Excellent service by everyone we encountered. " [](https://expedia.com/San-Casciano-Dei-Bagni-Hotels-Fonteverde.h908918.Hotel-Information) ![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 10/10 Excellent "A little tired, extremely clean, with an amazing staff" [](https://expedia.com/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.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 "Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!" [](https://expedia.com/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Borgo Sant'Ambrogio Resort](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/ec2d862b_y.jpg) ### Borgo Sant'Ambrogio Resort 10/10 Excellent "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!" [](https://expedia.com/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information) ![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/ba2de8ee_y.jpg) ### Hotel Corsignano 10/10 Excellent "Wonderful stay. Very welcoming staff and check in was quick and simple. Very convenient as parking provided. Room was spacious especially bathroom with great bathtub Breakfast was perfect" [](https://expedia.com/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![SI Montalcino Hotel](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/04b8b26d_y.jpg) ### SI Montalcino Hotel 8/10 Good "Beautiful ground, good breakfast, not much service, " [](https://expedia.com/Montalcino-Hotels-SI-Montalcino-Hotel-Restaurant.h8662747.Hotel-Information) ![Castello di Velona Resort Thermal SPA & Winery](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg) ### Castello di Velona Resort Thermal SPA & Winery 10/10 Excellent "The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing." [](https://expedia.com/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ## Find out more about Castiglioncello del Trinoro **Everything you need to know about Castiglioncello del Trinoro vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglioncello del Trinoro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Castiglioncello del Trinoro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Castiglioncello del Trinoro vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Castiglioncello del Trinoro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Castiglioncello del Trinoro in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $98 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Castiglioncello del Trinoro rentals** At Expedia, we put the best Castiglioncello del Trinoro vacation 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 Castiglioncello del Trinoro 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 Castiglioncello del Trinoro vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castiglioncello del Trinoro. 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.com - All accommodation types in Castiglioncello del Trinoro ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [Villas in Castiglioncello del Trinoro ](https://expedia.com/Castiglioncello-Del-Trinoro-Villas.d3000028419-aaVillas.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Castiglioncello del Trinoro? ### What are some of the best vacation home rentals in Castiglioncello del Trinoro? ### What’s there to see and do in Castiglioncello del Trinoro? ### What’s a vacation rental in Castiglioncello del Trinoro like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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