Title: Villa Vacation Rentals from $93: Search Short-Term Rentals | Expedia.com [Hotels in Villa](https://expedia.com/Villa-Hotels.d553248635118822693.Travel-Guide-Hotels)[Car Rentals in Villa](https://expedia.com/Car-Rentals-In-Villa.d553248635118822693.Car-Rental-Guide)[Villa Vacation Packages](https://expedia.com/Villa.d553248635118822693.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 [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=553248635118822693&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=553248635118822693&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=553248635118822693&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 four months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=553248635118822693&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) ## Our top choices for Villa vacation rentals ![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/b50d05a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/6055a736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/0dc1dfcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/7a95d976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Cassia di Baccano [](https://www.expedia.com/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) Loro Ciuffenna 9.4/10 Exceptional (23 reviews) "The staff were great and the villa was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ralphvincent $167 nightly $184 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) ![Room amenity](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/3d8bc861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/a8002544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/6ca01702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Premium bedding, individually decorated, desk, blackout drapes](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/a6e9d423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siena Vip [](https://www.expedia.com/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information) Siena City Centre 9.2/10 Wonderful (426 reviews) "Nice place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pavel $100 nightly $115 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/12ea27d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/f7bc825c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room, City View | In-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/f7c15fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/c5858744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Casa di Ines [](https://www.expedia.com/San-Gimignano-Hotels-La-Casa-Di-Ines.h117149866.Hotel-Information) San Gimignano City Centre 9.6/10 Exceptional (8 reviews) "Love this town. Location is great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William $88 nightly $102 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/San-Gimignano-Hotels-La-Casa-Di-Ines.h117149866.Hotel-Information) ![Tasting room](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/bc901666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view from property](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/391cb1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double or Twin Room, Air conditioning | Minibar, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/74f0dd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/163ec176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Battistero Siena - Residenza d'Epoca [](https://www.expedia.com/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information) Siena City Centre 9.6/10 Exceptional (196 reviews) "Great location and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parissa [](https://www.expedia.com/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/190e02d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/b53ae9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room | Premium bedding, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/914c3e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/64c8d4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Pozzo di Sant'Andrea [](https://www.expedia.com/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information) Siena 9.8/10 Exceptional (16 reviews) "Great host, lovely place near Siena" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Prem [](https://www.expedia.com/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/967d2c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/4f478603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/f623ffee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/bdcda4ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antica Pieve B&B [](https://www.expedia.com/Barberino-Tavarnelle-Hotels-Antica-Pieve-BB.h971821.Hotel-Information) Barberino Tavarnelle 9.4/10 Exceptional (14 reviews) "Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jessica $113 nightly $130 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Barberino-Tavarnelle-Hotels-Antica-Pieve-BB.h971821.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/4c3be6b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/c9ef69ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served, Italian cuisine, alfresco dining ](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/bfbda0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Memory foam beds, minibar, individually decorated](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/e7f84930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa il Fedino [](https://www.expedia.com/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Fedino.h2723529.Hotel-Information) San Casciano in Val di Pesa 9.6/10 Exceptional (99 reviews) "Great people, great location great service" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) James $141 nightly $160 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Fedino.h2723529.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/d72b3a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, free toiletries, hair dryer, bidet](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/66079b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/9202ac3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/5a73c489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Domus il Palio B&B [](https://www.expedia.com/Siena-Hotels-Domus-Il-Palio-BB.h20140609.Hotel-Information) Ravacciano 9.2/10 Wonderful (82 reviews) "Hotel clean comfortable. No elevator, no reception desk. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karin [](https://www.expedia.com/Siena-Hotels-Domus-Il-Palio-BB.h20140609.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/eab05df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/4366b9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 1 Double Bed | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/c7b333e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/bdf789e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa di Campagna in Toscana [](https://www.expedia.com/Sovicille-Hotels-Casa-Di-Campagna-In-Toscana.h12642590.Hotel-Information) Sovicille 9.4/10 Exceptional (21 reviews) "Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Alasdair [](https://www.expedia.com/Sovicille-Hotels-Casa-Di-Campagna-In-Toscana.h12642590.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/cdb3c15d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Garden View | Premium bedding, memory foam beds, minibar, in-room safe](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/3a6f7416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family dining](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/56594a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | In-room dining](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/424f0a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Coroncina Lodging [](https://www.expedia.com/Siena-Hotels-La-Coroncina-Lodging.h15906915.Hotel-Information) Siena 10/10 Exceptional (42 reviews) "Fantastic place, and I highly recommend it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hassan $84 nightly $98 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Siena-Hotels-La-Coroncina-Lodging.h15906915.Hotel-Information) ![Triple Room, Balcony, City View | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10370000/10368500/10368436/06c17e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10370000/10368500/10368436/2913c817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room, Balcony, City View | View from room](https://images.trvl-media.com/lodging/11000000/10370000/10368500/10368436/ba72e787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/11000000/10370000/10368500/10368436/2bebc266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Al Mercato B&B [](https://www.expedia.com/Siena-Hotels-Al-Mercato-BB.h10368436.Hotel-Information) Siena City Centre 9.0/10 Wonderful (96 reviews) "Hotel is a one block from main square of the city also have a good restaurant around the corner " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Guillermo $76 nightly $88 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Siena-Hotels-Al-Mercato-BB.h10368436.Hotel-Information) ![Double Room | Minibar, desk, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/0827b07f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | Minibar, desk, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/1fe084e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/ba1a2f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | Living area | TV](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/03173438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PALAZZO DEL PAPA [](https://www.expedia.com/Siena-Hotels-Palazzo-Del-Papa-BB.h31785878.Hotel-Information) Siena City Centre 9.6/10 Exceptional (97 reviews) "Hamza was so wonderful and accommodating, would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elise $174 nightly $197 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Siena-Hotels-Palazzo-Del-Papa-BB.h31785878.Hotel-Information) ![Suite | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/205dcd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/69cfce95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/90a5d7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Courtyard View | Premium bedding, Select Comfort beds, minibar, in-room safe](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/51ef554e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Terrazza Sul Campo Rooming House [](https://www.expedia.com/Siena-Hotels-La-Terrazza-Sul-Campo.h15853500.Hotel-Information) Siena City Centre 9.8/10 Exceptional (239 reviews) "Huge room! Great location " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) karen [](https://www.expedia.com/Siena-Hotels-La-Terrazza-Sul-Campo.h15853500.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/3db308c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 1 Bedroom, Non Smoking, Kitchen | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/bdde45d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/45947cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 1 Bedroom, Non Smoking, Kitchen | In-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/61db7f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rocca Palazzaccio [](https://www.expedia.com/Impruneta-Hotels-Rocca-Palazzaccio.h39673326.Hotel-Information) Impruneta 9.0/10 Wonderful (14 reviews) "A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the... ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Lauren [](https://www.expedia.com/Impruneta-Hotels-Rocca-Palazzaccio.h39673326.Hotel-Information) ![City view from property](https://images.trvl-media.com/lodging/18000000/17790000/17789300/17789253/e799e671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, 1 Queen Bed with Sofa bed, City View | Individually decorated, individually furnished, desk, blackout drapes](https://images.trvl-media.com/lodging/18000000/17790000/17789300/17789253/36cb0f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 1 Queen Bed with Sofa bed | Individually decorated, individually furnished, desk, blackout drapes](https://images.trvl-media.com/lodging/18000000/17790000/17789300/17789253/802ed946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double or Twin Room, 1 Bedroom | Individually decorated, individually furnished, desk, blackout drapes](https://images.trvl-media.com/lodging/18000000/17790000/17789300/17789253/461cdcc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Birbo Bike Hospitality [](https://www.expedia.com/Siena-Hotels-BirBo-Siena.h17789253.Hotel-Information) Siena City Centre 8.0/10 Very Good (17 reviews) "Great location. Easier if travel light if you stay in top floors. Simple but clean. Good cost-benefit balance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos [](https://www.expedia.com/Siena-Hotels-BirBo-Siena.h17789253.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/3000000/2530000/2528600/2528599/c8735d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2530000/2528600/2528599/f3f0ec6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/3000000/2530000/2528600/2528599/0334e3a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2530000/2528600/2528599/d85447b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo al Torrione 2 [](https://www.expedia.com/San-Gimignano-Hotels-Palazzo-Al-Torrione-2.h2528599.Hotel-Information) San Gimignano City Centre 9.2/10 Wonderful (107 reviews) "Great location, beautiful room with a terrace and the best breakfast we had in Italy! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angel $117 nightly $134 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/San-Gimignano-Hotels-Palazzo-Al-Torrione-2.h2528599.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/7e336ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/86cd748c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/a00997c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/35e78bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti [](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information) Monteaperti 10/10 Exceptional (2 reviews) "We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian F. $193 nightly $199 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/c29b122f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/f6d98a46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room | Desk, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/ea9a7603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room | Desk, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/c5611619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Locanda di Pietracupa [](https://www.expedia.com/Barberino-Tavarnelle-Hotels-La-Locanda-Di-Pietracupa.h9407590.Hotel-Information) Barberino Tavarnelle 9.4/10 Exceptional (35 reviews) "Great place, wonderful restaurant" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Isabell [](https://www.expedia.com/Barberino-Tavarnelle-Hotels-La-Locanda-Di-Pietracupa.h9407590.Hotel-Information) ![Romantic Double Room, 1 Bedroom, Non Smoking | View from room](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/43bf3cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Double Room, 1 Bedroom, Non Smoking | In-room safe, desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/410d45f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Apartment, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/3afcffb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Double Room, 1 Bedroom, Non Smoking | Living area](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/68007f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Palazzo Tortoli [](https://www.expedia.com/San-Gimignano-Hotels-BB-Palazzo-Tortoli.h24124035.Hotel-Information) San Gimignano City Centre 9.2/10 Wonderful (60 reviews) "This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) April $128 nightly $147 total Feb 13 - Feb 14 Total with taxes and fees [](https://www.expedia.com/San-Gimignano-Hotels-BB-Palazzo-Tortoli.h24124035.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/994aad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/aba3f4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, soundproofing, free WiFi](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/2b26409c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/735b790e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L' Eroico [](https://www.expedia.com/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information) Gaiole in Chianti 10/10 Exceptional (12 reviews) "Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Perry [](https://www.expedia.com/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.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=2026-02-25&endDate=2026-02-26®ionId=553248635118822693&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_553248635118822693) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Villa%2C+Radda+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248635118822693&latLong=43.49123%2C11.390555&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Villa%2C+Radda+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248635118822693&latLong=43.49123%2C11.390555&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Villa%2C+Radda+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248635118822693&latLong=43.49123%2C11.390555&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VILLA) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Villa%2C+Radda+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248635118822693&latLong=43.49123%2C11.390555&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Villa%2C+Radda+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248635118822693&latLong=43.49123%2C11.390555&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=COTTAGE) Chalets [](https://www.expedia.com/Hotel-Search?destination=Villa%2C+Radda+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248635118822693&latLong=43.49123%2C11.390555&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CHALET) Residences [](https://www.expedia.com/Hotel-Search?destination=Villa%2C+Radda+in+Chianti%2C+Tuscany%2C+Italy®ionId=553248635118822693&latLong=43.49123%2C11.390555&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&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%2FVilla-Vacation-Rentals.d553248635118822693.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FVilla-Vacation-Rentals.d553248635118822693.Travel-Guide-VacationRentals) ## Top Villa Hotel Reviews ![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 10/10 Excellent "Perfect location … great quality/value … nice staff" [](https://expedia.com/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "Great hotel, beautiful view and excellent service from the personnel. " [](https://expedia.com/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "Room, bathroom and breakfast were wonderful. WiFi was not great. Lovely location and pretty property. " [](https://expedia.com/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Excellent location, very clear instructions to get into the city for those coming in by car, a warm welcome by the staff, a super comfy bed and a great breakfast, what more could we ask for! All in all a great stay at the Palazzo." [](https://expedia.com/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Radisson Blu Hotel, Florence](https://images.trvl-media.com/lodging/1000000/20000/14500/14476/91a79091_y.jpg) ### Radisson Blu Hotel, Florence 10/10 Excellent "Lovely brand new hotel couldn’t fault a thing - easy to get to from the main motorways arrived very late Friday early hours sat morning the chap on reception was super nice and very friendly . Swimming pool outside will be lovely in the summer to cold in January . Recommend this hotel ." [](https://expedia.com/Florence-Hotels-Conference-Florentia-Hotel.h14476.Hotel-Information) ![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg) ### La Certosa di Pontignano 10/10 Excellent "Remarkable historic monastery well maintained in an extraordinary location. Food: superb Tuscan cuisine." [](https://expedia.com/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "Nice clean room. Close to train/bus station. Very good breakfast " [](https://expedia.com/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![Hotel Minerva](https://images.trvl-media.com/lodging/1000000/800000/800000/799995/bc9bd928_y.jpg) ### Hotel Minerva 10/10 Excellent "Helpful staff and overall vibe. " [](https://expedia.com/Siena-Hotels-Hotel-Minerva.h799995.Hotel-Information) ![Hotel Borgo San Luigi](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66_y.jpg) ### Hotel Borgo San Luigi 10/10 Excellent "Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! " [](https://expedia.com/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) ## Find out more about Villa **Everything you need to know about Villa 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 Villa 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 Villa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Villa vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Villa. 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 Villa 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 $93 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 Villa rentals** At Expedia, we put the best Villa 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 Villa 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 Villa 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 Villa. 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 ### 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) ## Frequently asked questions ### Can I find a vacation rental in Villa? ### What's the top vacation rental in Villa? ### What’s there to see and do in Villa? ### What’s a vacation rental in Villa 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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