Title: Val d'Elsa Vacation Home Rentals : Search Top Private Vacation Homes for Rent | 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) # Val d'Elsa Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Val d'Elsa Vacation Homes ![Outdoor pool](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/39997d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/82776eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/fd084814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/028203d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Vacanze Le Case San Gimignano 9.0/10 Wonderful (8) "Situata in una posizione ideale per trascorrere un momento di relax accompagnati da una vista eccezionale. Davvero bella location." CA $134 CA $156 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/San-Gimignano-Hotels-Casa-Vacanze-Le-Case.h28401463.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/ce60d7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/9118fa7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, video library](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/03b61f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/da0c2295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside! casole d'elsa siena 10/10 Exceptional (43) "We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable." CA $295 CA $411 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Casole-DElsa-Hotels-La-Casetta.h33580667.Hotel-Information) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112480000/112477800/112477726/d6cca00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112480000/112477800/112477726/901e36a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112480000/112477800/112477726/943e57af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112480000/112477800/112477726/05c4a567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi Poggibonsi 10/10 Exceptional (2) "Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria" CA $144 CA $200 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Poggibonsi-Hotels-Holiday-Home-Piccolo-Angolo-Di-Tranquillita-With-Private-Garden-And-Wi-Fi.h112477726.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589849/6d595859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589849/a777a816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589849/fb2ca589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589849/a6521e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment 'Vernaccia Country House - Agriturismo' with Pool, Garden & Wi-Fi BARBERINO TAVARNELLE 10/10 Exceptional (1) "Das Objekt liegt zwischen Florenz und Siena umgeben von Olivenbäumen. Die Lage ist perfekt für Ausflüge." CA $408 CA $512 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Apartment-Vernaccia-Country-House-Agriturismo-With-Pool.h78589849.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35560000/35556300/35556207/9c1ff361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35560000/35556300/35556207/76c17147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35560000/35556300/35556207/4c866191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35560000/35556300/35556207/52351e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House with pool for 4 pax Casole d'Elsa 9.4/10 Exceptional (3) "Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli" CA $213 CA $434 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Casole-DElsa-Hotels-House-With-Pool-For-4-Pax.h35556207.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106010000/106004000/106003929/fdf431ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106010000/106004000/106003929/71637324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106010000/106004000/106003929/9d75a9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106010000/106004000/106003929/df47a6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi Certaldo 10/10 Exceptional (1) "Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm." CA $194 CA $279 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Certaldo-Hotels-Holiday-Home-Sandra-House-With-Private-Garden-And-Wi-Fi.h106003929.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103360000/103358200/103358164/c0f0fd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103360000/103358200/103358164/ccb10b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103360000/103358200/103358164/613bb3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, shampoo](https://images.trvl-media.com/lodging/104000000/103360000/103358200/103358164/9faa4b6b_edited_988b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Grotta di Leonardo a Vinci vinci CA $115 CA $180 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Vinci-Hotels-La-Grotta-Di-Leonardo-A-Vinci.h103358164.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/114000000/113800000/113799900/113799827/ec7e5c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113800000/113799900/113799827/54203855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113800000/113799900/113799827/af3693be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113800000/113799900/113799827/a3e1ea77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Ruben' with Shared Pool, Private Terrace and Wi-Fi Fucecchio CA $198 CA $343 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Fucecchio-Hotels-Wonderful-Holiday-Home-Villino-Ruben.h113799827.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27470000/27461900/27461842/72d49276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/28000000/27470000/27461900/27461842/bea6b45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27470000/27461900/27461842/4eeaf647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27470000/27461900/27461842/567a5988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns. Monteriggioni 10/10 Exceptional (12) "Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really... CA $397 CA $556 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Monteriggioni-Hotels-Pleasant-Characteristic-Hayloft-That-Has-Been-Renovated-Into-Holiday-Apartment-In-A-Part-Of-The-Chianti-That-Is-Ideal-For-Visiting-The-Most-Important-Towns.h27461842.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117980000/117970800/117970799/2b4341a9.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/118000000/117980000/117970800/117970799/7237a4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117980000/117970800/117970799/1e0656c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117980000/117970800/117970799/b6f51790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful apartment in the historic center of Fucecchio in the center of Tuscany Fucecchio 10/10 Exceptional (1) "El piso está a mitad de camino entre Pisa y Florencia. La calle en la que se encuentra es muy céntrica y no es difícil encontrar aparcamiento en los alrededores. El piso posee dos habitaciones, con dos camas de matrimonio. El baño está reformado, y en la ducha hay poco espacio pero poco se puede hacer. La cocina creemos que está limitado de menaje de cocina, hay un par de ollas y ya está, que es algo que te limita algo en familia, pero hay hervidor y cafetería. En definitiva, pasamos tres noches... CA $113 CA $146 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Fucecchio-Hotels-Vrbo-Property.h117970799.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424639/2e135327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424639/316fd642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424639/ca5e8871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424639/9d101137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Dimora Sotto la Rocca - Deluxe Double Room with Balcony San Miniato CA $197 CA $226 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/San-Miniato-Hotels-La-Dimora-Sotto-La-Rocca-Deluxe-Double-Room-With-Balcony.h111424639.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/96000000/95540000/95538700/95538644/f59aa4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95540000/95538700/95538644/196c906a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95540000/95538700/95538644/b1e3c029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/96000000/95540000/95538700/95538644/11255409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your nest in the Tuscany countryside Certaldo - Firenze CA $180 CA $342 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Certaldo-Hotels-Lendroit-Du-Coeur-En-Toscane.h95538644.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/116000000/115820000/115815000/115814937/909579a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/116000000/115820000/115815000/115814937/df38a57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115820000/115815000/115814937/f8ca1519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115820000/115815000/115814937/5bea1259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment 'Home Sweet Home' with Wi-Fi San Gimignano City Centre CA $121 CA $230 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/San-Gimignano-Hotels-Apartment-Home-Sweet-Home-With-Wi-Fi.h115814937.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120710000/120701700/120701601/bee7a042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120710000/120701700/120701601/9f6b2e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120710000/120701700/120701601/79582935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120710000/120701700/120701601/e29998ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'La Casa Di Leo' with Balcony, Wi-Fi and Air Conditioning Stabbia CA $131 CA $131 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Cerreto-Guidi-Hotels-Holiday-Home-La-Casa-Di-Leo-With-Balcony.h120701601.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35780000/35773400/35773392/f3d94be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35780000/35773400/35773392/c8a44fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35780000/35773400/35773392/faaf4135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35780000/35773400/35773392/652658c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE MONTERIGGIONI 10/10 Exceptional (1) "We absolutely loved Marcella & Enzo’s property. The pool was exactly what we needed to relax after a busy and hot few days in Rome & Venice. Just a 10 min drive from the train station. The home is set up very nicely with the 2 bedrooms and 2 bathrooms. We loved meeting the donkeys, having a quiet place to relax along with modern conveniences like a washing machine. We were treated like family. We hope to return in the future. Huge thank you! Breathtaking views. The cottage was picture perfect. " CA $441 CA $696 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Monteriggioni-Hotels-Apart-Charm.h35773392.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) ![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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114510000/114506600/114506575/24bd1fb6.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 $2,098 CA $2,537 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Villa-Virgilio-Colline-Del-Chianti-With-Mountain-View.h114506575.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/33000000/32160000/32150500/32150484/b6c6bc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/33000000/32160000/32150500/32150484/cbf7f710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32160000/32150500/32150484/65b50de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32160000/32150500/32150484/3739b659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Medieval tower experience with private rooftop, San Gimignano San Gimignano City Centre 10/10 Exceptional (5) "You can't be shy of small spaces and a lot of stairs. If you are ok with that and are into unique experiences in fairy tale fashion, then stay here and have the private chef dinner at sunset." CA $819 CA $1,008 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/San-Gimignano-Hotels-Medieval-11-Story-Tower.h32150484.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95290000/95283100/95283095/5447b5b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, toaster](https://images.trvl-media.com/lodging/96000000/95290000/95283100/95283095/bfeca0aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95290000/95283100/95283095/939ceffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95290000/95283100/95283095/72ca2940.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fornace di Bonazza - wonderful house among the Chianti hills Barberino Tavarnelle 10/10 Exceptional (1) "Great property and home!" [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Fornace-Di-Bonazza-Wonderful-House-Among-The-Chianti-Hills.h95283095.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/57000000/56520000/56515400/56515370/270-b092c986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56520000/56515400/56515370/08d83d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56520000/56515400/56515370/a2f999fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56520000/56515400/56515370/270-73678692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic and comfortable house Empoli 10/10 Exceptional (2) "We found the accommodations to be perfect in support of our plans to explore all of Tuscany" CA $197 CA $274 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Empoli-Hotels-Casa-Storica-E-Confortevole.h56515370.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165667/76bfb3d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165667/9f41201d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165667/699bdc9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165667/58c48d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi Montespertoli CA $400 CA $403 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Montespertoli-Hotels-Villa-Il-Frantoio-With-Shared-Pool.h78165667.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=2025-10-19&endDate=2025-10-20®ionId=6047917&adults=2&lodging=VACATION_HOME&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-Private-Vacation-Homes.d6047917-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FVal-DElsa-Private-Vacation-Homes.d6047917-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Val d'Elsa Hotel Reviews ![Hotel Casolare Le Terre Rosse](//images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/96e2a94a_y.jpg) ### Hotel Casolare Le Terre Rosse 10/10 Excellent "Amazing" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Casolare-Le-Terre-Rosse.h1834037.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 "This place felt like it wasn’t even real. " [](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) ![Villa Sabolini](//images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/72cf22f3_y.jpg) ### Villa Sabolini 10/10 Excellent "Beautiful location and hotel Staff were excellent - thank you" [](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information) ![La Cisterna](//images.trvl-media.com/lodging/3000000/2530000/2520300/2520221/0063883f_y.jpg) ### La Cisterna 10/10 Excellent "Loved everything about it!! " [](https://expedia.ca/San-Gimignano-Hotels-La-Cisterna.h2520221.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 "Perfect stay in San Gimiano - thank you! The reception staff are fantastic - polite and very helpful. We loved our balcony Will be back hopefully for longer " [](https://expedia.ca/San-Gimignano-Hotels-Relais-Santa-Chiara-Hotel.h897561.Hotel-Information) ![Hotel Pescille - Tuscany Charme](//images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/e08a63e0_y.jpg) ### Hotel Pescille - Tuscany Charme 10/10 Excellent "Beautiful views!!!" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Pescille.h2525287.Hotel-Information) ![Poderi Arcangelo](//images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/179b0486_y.jpg) ### Poderi Arcangelo 10/10 Excellent "Staff was wonderful, very helpful. Beautiful place, view was brethtaking. Food was delicious. " [](https://expedia.ca/San-Gimignano-Hotels-Poderi-Arcangelo.h1492186.Hotel-Information) ## Find out more about Val d'Elsa ## Val d'Elsa Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Casole d'Elsa](https://www.expedia.ca/4Star-Casole-DElsa-Hotels.s40-0-d603292.Travel-Guide-Filter-Hotels) - [4 Star Hotels in San Gimignano](https://www.expedia.ca/4Star-San-Gimignano-Hotels.s40-0-d11091.Travel-Guide-Filter-Hotels) - [Abbadia a Isola Hotels](https://www.expedia.ca/Abbadia-A-Isola-Hotels.d6361507.Travel-Guide-Hotels) - [Bibbiano Hotels](https://www.expedia.ca/Bibbiano-Hotels.d553248635149763194.Travel-Guide-Hotels) - [Campiglia Hotels](https://www.expedia.ca/Campiglia-Hotels.d553248622858799658.Travel-Guide-Hotels) - [Casole d'Elsa Hotels](https://www.expedia.ca/Casole-DElsa-Hotels.d603292.Travel-Guide-Hotels) - 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