Title: Val d'Elsa Villas | Expedia.ca [Val d'Elsa Travel Guide](https://expedia.ca/Val-DElsa.dx6047917)[Hotels in Val d'Elsa](https://expedia.ca/Val-DElsa-Hotels.d6047917.Travel-Guide-Hotels)[Vacation Rentals in Val d'Elsa](https://expedia.ca/Val-DElsa-Vacation-Rentals.d6047917.Travel-Guide-VacationRentals)[Flights to Val d'Elsa](https://expedia.ca/Cheap-Flights-To-Val-DElsa.d6047917.Travel-Guide-Flights)[Things to do in Val d'Elsa](https://expedia.ca/Things-To-Do-In-Val-DElsa.d6047917.Travel-Guide-Activities)[Val d'Elsa Car Rentals](https://expedia.ca/Car-Rentals-In-Val-DElsa.d6047917.Car-Rental-Guide)[Val d'Elsa Vacation Packages](https://expedia.ca/Val-DElsa.d6047917.Destination-Travel-Guides) ![Piazza della Cisterna showing café scenes, night scenes and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157905-San-Gimignano.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Val d'Elsa Villa Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](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 In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Val d'Elsa Villas ![Pool](https://images.trvl-media.com/lodging/106000000/105350000/105347600/105347550/792b75e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105350000/105347600/105347550/af826b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105350000/105347600/105347550/2a6c678e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105350000/105347600/105347550/20d8811a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "A Casa di Franca Villa con piscina" Gambassi Terme 10/10 Exceptional (1) "Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas... CA $1,069 CA $1,668 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Gambassi-Terme-Hotels-A-Casa-Di-Franca-Villa-Nel-Chianti-With-Private-Pool.h105347550.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/1e6c21a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/6703c11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/419c09ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/9188e7e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Milani with Shared Pool, Private Terrace & Wi-Fi Montespertoli 10/10 Exceptional (1) "The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!" CA $2,139 CA $2,142 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montespertoli-Hotels-Villa-Milani-With-Shared-Pool.h78165677.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74980000/74971800/74971743/a2b0192b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74980000/74971800/74971743/560aad70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74980000/74971800/74971743/4686944a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74980000/74971800/74971743/d541d63f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Vanna - Certaldo' with Garden & Wi-Fi Certaldo - Firenze CA $749 CA $947 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Certaldo-Hotels-Villa-Vanna-Certaldo-With-Garden-Wi-Fi.h74971743.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114510000/114506600/114506575/5657bedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114510000/114506600/114506575/a5994ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114510000/114506600/114506575/0fda685b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/115000000/114510000/114506600/114506575/1b7b71c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning Tavarnelle Val di Pesa CA $2,079 CA $2,515 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Villa-Virgilio-Colline-Del-Chianti-With-Mountain-View.h114506575.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96140000/96139500/96139408/6d16baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96140000/96139500/96139408/de29df70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/97000000/96140000/96139500/96139408/80e6ed4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96140000/96139500/96139408/87710dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa "Arnilù" with Private Pool & Wi-Fi San Gimignano CA $7,129 CA $7,731 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/San-Gimignano-Hotels-Villa-Arnilu-With-Private-Pool-Wi-Fi.h96139408.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/251b3fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/7d69769f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/e03b4424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/613e9801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24 Montalcino CA $9,662 CA $10,473 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104020000/104018800/104018713/49a93470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104020000/104018800/104018713/70e167d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104020000/104018800/104018713/01aa781a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104020000/104018800/104018713/a02faafc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villino Al Dotto Country House Lucca 2.0/10 (1) "Property was not clean (cobwebs everywhere, dirty floor, broken toilet seat) and bug infested. Avoid! We checked out after one night as we could not stay. Disappointed that Hotels.com have not been able to offer an immediate refund and compensation based on the photos provided. " CA $163 CA $208 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Lucca-Hotels-Villino-Al-Dotto-Country-House.h104018713.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/47b129c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/afd50901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/e94bf161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/564262ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Villa in the Florentine hills Florence 9.8/10 Exceptional (143) "Beautiful property and great experience " CA $568 CA $815 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Florence-Hotels-Luxury-Villa-In-The-Florentine-Hills.h18773430.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/d88438f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/w745h499x12y7-5d6f59fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/31ed4590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/cc6f8d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### panoramica casa con piscina privata siena 7.0/10 Good (10) "We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany.... CA $132 CA $242 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Chiusdino-Hotels-Panoramica-Casa-Con-Piscina-Privata.h27125149.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90190000/90189600/90189550/6c7fa5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90190000/90189600/90189550/af3ef658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90190000/90189600/90189550/1424f3bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90190000/90189600/90189550/27af464f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country House with heated pool near the center Careggi Rifredi 9.4/10 Exceptional (10) "The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. " CA $487 CA $779 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Florence-Hotels-Romantic-Villa-With-Private-Pool-Near-The-Center.h90189550.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108050000/108044000/108043978/b8f65e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108050000/108044000/108043978/ce82673e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108050000/108044000/108043978/e16e4ba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108050000/108044000/108043978/39c01d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Cattleya Casciana Terme 10/10 Exceptional (1) "Tout était impeccable. " CA $171 CA $229 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Casciana-Terme-Lari-Hotels-Vrbo-Property.h108043978.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33090000/33086300/33086208/7dd4167e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33090000/33086300/33086208/79ded7ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/34000000/33090000/33086300/33086208/b96fa96e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33090000/33086300/33086208/e3ff2cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25 Careggi Rifredi 10/10 Exceptional (1) "Staff went over and above for us. Food was wonderful service 5 stars" CA $15,458 CA $15,458 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Florence-Hotels-VILLA-MEDICEA-Seven-Bedroom-Villa.h33086208.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/fb472dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/b0d35dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/d6bd4f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/a8a01909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa con Piscina, Sauna, Jacuzzi Toscana 6.0/10 (2) "Beautiful property, highly recommended. " CA $450 CA $969 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Villa-Con-Piscina.h70364390.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/116000000/115910000/115909300/115909202/129066f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Villa, Hill View | Living area](https://images.trvl-media.com/lodging/116000000/115910000/115909300/115909202/9a3a96a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115910000/115909300/115909202/a408caff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Villa, Hill View | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115910000/115909300/115909202/81accbdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Apartments Florence Lawrence Scandicci CA $67 CA $447 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Scandicci-Hotels-Wine-Apartments-Florence-Lawrence.h115909202.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/55c68f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/d02d90eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/29c05483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/106000000/105600000/105595300/105595286/2610e960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Il Signorino GREVE IN CHIANTI 10/10 Exceptional (2) "Nice place 👌 " CA $511 CA $716 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Vrbo-Property.h105595286.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/118000000/117800000/117796000/117795925/e01ccf0a_edited_8d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117800000/117796000/117795925/0ee635b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117800000/117796000/117795925/49a49988_edited_f495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117800000/117796000/117795925/w3895h2734x0y187-cc92c6b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lucca | The Palazzaccio with Pool by TuscanyWeGo Lucca CA $281 CA $544 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Lucca-Hotels-Vrbo-Property.h117795925.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/f2af4ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/61b3ffc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/41d8a81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/aefeb852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi Gaiole in Chianti 10/10 Exceptional (7) "Country location but easy access to a great local winery/restaurant and the town of Gaiole." CA $1,267 CA $1,306 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Villa-Erbolino-With-Private-Garden.h83207211.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106400000/106395500/106395493/bee6bf59.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/107000000/106400000/106395500/106395493/7d23d3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106400000/106395500/106395493/bd4b3a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106400000/106395500/106395493/6623ebf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa dei Renai by Rentbeat Signa CA $86 CA $409 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Signa-Hotels-Casa-Dei-Renai-By-Rentbeat.h106395493.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/6112d62c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/28509faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/23903394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/afb73a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28 Gaiole in Chianti CA $9,662 CA $10,473 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-CHIANTIGAIO-Fourteen-Bedroom-Villa.h33066451.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120440000/120436500/120436404/31acc4e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120440000/120436500/120436404/8d06a237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120440000/120436500/120436404/9f1c35d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120440000/120436500/120436404/18b0633e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Sunflowers' with Mountain View, Wi-Fi and Air Conditioning Cascina CA $203 CA $325 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Cascina-Hotels-Villa-Sunflowers-With-Mountain-View.h120436404.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.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30®ionId=6047917&adults=2&lodging=VILLA&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FVal-DElsa-Villas.d6047917-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FVal-DElsa-Villas.d6047917-aaVillas.Travel-Guide-Accommodation) ## Top Val d'Elsa Hotel Reviews ![Hotel Borgo San Luigi](//images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66_y.jpg) ### Hotel Borgo San Luigi 10/10 Excellent " ..," [](https://expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) ![RELAIS SANTA CHIARA - TUSCANY CHARME](//images.trvl-media.com/lodging/1000000/900000/897600/897561/98a56ee9_y.jpg) ### RELAIS SANTA CHIARA - TUSCANY CHARME 10/10 Excellent "Overall it’s good value." [](https://expedia.ca/San-Gimignano-Hotels-Relais-Santa-Chiara-Hotel.h897561.Hotel-Information) ![Poderi Arcangelo](//images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/179b0486_y.jpg) ### Poderi Arcangelo 10/10 Excellent "It was the BEST experience in Tuscany!!! I recommend book a pasta class , it is unforgettable. " [](https://expedia.ca/San-Gimignano-Hotels-Poderi-Arcangelo.h1492186.Hotel-Information) ![Mormoraia](//images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/1db616da_y.jpg) ### Mormoraia 10/10 Excellent "Beautiful property! " [](https://expedia.ca/San-Gimignano-Hotels-La-Mormoraia.h5126300.Hotel-Information) ![La Cisterna](//images.trvl-media.com/lodging/3000000/2530000/2520300/2520221/0063883f_y.jpg) ### La Cisterna 10/10 Excellent "Great landscapes " [](https://expedia.ca/San-Gimignano-Hotels-La-Cisterna.h2520221.Hotel-Information) ![Hotel Toscana Ambassador](//images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg) ### Hotel Toscana Ambassador 10/10 Excellent "The staff took great care of us. Found us a late night taxi to take us to and from wedding at wine villa. Served Beers after bar was closed (fyi— the bar was never open). Made up the room even with do not disturb on door. Easy, close parking! " [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) ![Hotel Leon Bianco](//images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/f531fd35_y.jpg) ### Hotel Leon Bianco 10/10 Excellent "Beautiful views; friendly and helpful staff" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information) ![Villa Petriolo](//images.trvl-media.com/lodging/49000000/48560000/48551800/48551747/9f6ea7c0_y.jpg) ### Villa Petriolo 10/10 Excellent "Everything about this property was exceptional!! We will definitely be back! Amazing experience!" [](https://expedia.ca/Cerreto-Guidi-Hotels-Villa-Petriolo.h48551747.Hotel-Information) ![Hotel Sovestro](//images.trvl-media.com/lodging/2000000/1530000/1521600/1521591/3fc35bbb_y.jpg) ### Hotel Sovestro 10/10 Excellent "I super place I recommend it" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Sovestro.h1521591.Hotel-Information) ## Find out more about Val d'Elsa ## Val d'Elsa Villas information | Number of reviews | | | --- | --- | | Accommodation | Villas | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### How much do villas in Val d'Elsa cost? > Prices for villas in Val d'Elsa range between and per night. Whatever your budget, you can find a place that fits your needs with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### How many villas are there in Val d'Elsa? > Val d'Elsa has villas to pick from. Find your next perfect stay quickly and easily by checking the "Villa" box under the "Property type" tab in our handy filter tool. ### Why book your villa in Val d'Elsa with Expedia? > Booking a villa in Val d'Elsa is as simple as clicking on your travel dates and selecting an option that has what you need. Seeking something luxurious or affordable, or a stay that also features a pool? Use Expedia's search filters to narrow your results and find the perfect fit. ### How can I find cheap villas in Val d'Elsa? > Expedia is here to help you track down cheap villas in Val d'Elsa. Simply use our filter tool to select star rating, budget and amenities to refine your search and find an amazing place to stay in a matter of clicks. ### What is there to do near my villa in Val d'Elsa? > Whatever you love doing, Val d'Elsa has plenty to keep you on the move. [San Lucchese Convent](https://www.expedia.ca/San-Lucchese-Convent-Poggibonsi.d553248621562140744.Vacation-Attraction), [Magione Castle](https://www.expedia.ca/Magione-Castle-Poggibonsi.d553248621562140746.Vacation-Attraction) and [Fountain of Fate](https://www.expedia.ca/Fountain-Of-Fate-Poggibonsi.d553248621562140745.Vacation-Attraction) are on many travelers' itineraries. Don't forget to explore [Church of San Lorenzo](https://www.expedia.ca/Church-Of-San-Lorenzo-Poggibonsi.d553248621562140758.Vacation-Attraction), [Piazza Arnolfo di Cambio](https://www.expedia.ca/Piazza-Arnolfo-Di-Cambio-Colle-di-Val-dElsa.d6318571.Vacation-Attraction) and [Tenuta Torciano Winery](https://www.expedia.ca/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction) either. 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[Hostels in Volterra](https://www.expedia.ca/Volterra-Hostels.d603154-aaHostels.Travel-Guide-Accommodation) - [Palaces in Volterra](https://www.expedia.ca/Volterra-Palaces.d603154-aaPalaces.Travel-Guide-Accommodation) - [Vacation Homes in Volterra](https://www.expedia.ca/Volterra-Private-Vacation-Homes.d603154-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Volterra](https://www.expedia.ca/Volterra-Resort-Hotels.d603154-aaResortHotels.Travel-Guide-Accommodation) - [Villas in Volterra](https://www.expedia.ca/Volterra-Villas.d603154-aaVillas.Travel-Guide-Accommodation) - [Flights to San Gimignano](https://www.expedia.ca/Cheap-Flights-To-San-Gimignano.d11091.Travel-Guide-Flights) - [Flights from San Gimignano](https://www.expedia.ca/lp/flights/11091/flights-from-san-gimignano) - [Flights from Colle di Val d'Elsa](https://www.expedia.ca/lp/flights/4935/flights-from-colle-di-val-delsa) - [Flights from Poggibonsi](https://www.expedia.ca/lp/flights/4964/flights-from-poggibonsi) - [Visit Casole d'Elsa](https://www.expedia.ca/Casole-DElsa.dx603292) - [Visit Casone](https://www.expedia.ca/Casone.dx553248635149961913) - [Visit Castel San Gimignano](https://www.expedia.ca/Castel-San-Gimignano.dx6285675) - [Visit Castellina Scalo](https://www.expedia.ca/Castellina-Scalo.dx6139999) - [Visit Colle di Val d'Elsa](https://www.expedia.ca/Colle-Di-Val-DElsa.dx4935) - [Collegiate Church of Santa Maria Assunta](https://www.expedia.ca/Collegiate-Church-Of-Santa-Maria-Assunta-San-Gimignano-City-Centre.d6105346.Vacation-Attraction) - [Medieval Criminal and Torture Museum](https://www.expedia.ca/Medieval-Criminal-And-Torture-Museum-San-Gimignano-City-Centre.d6287299.Vacation-Attraction) - [Monteriggioni Castle](https://www.expedia.ca/Monteriggioni-Castle-Monteriggioni.d6258231.Vacation-Attraction) - [Visit Monteriggioni](https://www.expedia.ca/Monteriggioni.dx5722) - [Visit Pancole](https://www.expedia.ca/Pancole.dx6361505) - [Piazza della Cisterna](https://www.expedia.ca/Piazza-Della-Cisterna-San-Gimignano-City-Centre.d6105348.Vacation-Attraction) - [Piazza Luigi Pecori](https://www.expedia.ca/Piazza-Luigi-Pecori-San-Gimignano-City-Centre.d553248635976772612.Vacation-Attraction) - [Visit Poggibonsi](https://www.expedia.ca/Poggibonsi.dx4964) - [San Gimignano Vacations](https://www.expedia.ca/San-Gimignano.d11091.Destination-Travel-Guides) - [Visit San Gimignano](https://www.expedia.ca/San-Gimignano.dx11091) - [Tenuta Torciano Winery](https://www.expedia.ca/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction) - [Visit Vico d'Elsa](https://www.expedia.ca/Vico-DElsa.dx3000025842) - [Car rental Colle di Val d'Elsa](https://www.expedia.ca/Car-Rentals-In-Colle-Di-Val-DElsa.d4935.Car-Rental-Guide) - [Car rental Monteriggioni](https://www.expedia.ca/Car-Rentals-In-Monteriggioni.d5722.Car-Rental-Guide) - [Car rental Poggibonsi](https://www.expedia.ca/Car-Rentals-In-Poggibonsi.d4964.Car-Rental-Guide) - [Car rentals near San Gimignano City Centre](https://www.expedia.ca/Car-Rentals-In-San-Gimignano-City-Centre.d553248635810302977.Car-Rental-Guide) - [Car rentals near San Gimignano Pro Loco Association](https://www.expedia.ca/Car-Rentals-In-San-Gimignano-Pro-Loco-Association.d553248635974599856.Car-Rental-Guide) - [Car rental San Gimignano](https://www.expedia.ca/Car-Rentals-In-San-Gimignano.d11091.Car-Rental-Guide) - [Convertible Car Rentals in Casole d'Elsa](https://www.expedia.ca/Convertible-Car-Rentals-In-Casole-DElsa.d603292-tConvertible.Car-Rental-Guide-Class) - [Things to do in Colle di Val d'Elsa](https://www.expedia.ca/Things-To-Do-In-Colle-Di-Val-DElsa.d4935.Travel-Guide-Activities) - [Things to do in Monteriggioni](https://www.expedia.ca/Things-To-Do-In-Monteriggioni.d5722.Travel-Guide-Activities) - [Things to do in Pancole](https://www.expedia.ca/Things-To-Do-In-Pancole.d6361505.Travel-Guide-Activities) - [Things to do in San Gimignano](https://www.expedia.ca/Things-To-Do-In-San-Gimignano.d11091.Travel-Guide-Activities) - [Things to do in Ulignano](https://www.expedia.ca/Things-To-Do-In-Ulignano.d6342128.Travel-Guide-Activities) - [Book Villas in Val d'Elsa on Expedia.it](https://www.expedia.it/Val-DElsa-Ville.d6047917-aaVille.Guida-Viaggi-Alloggi)