Title: Gaiole in Chianti Vacation Rentals from CA $77: Short-Term Rentals for 2025 | Expedia.ca [Gaiole in Chianti Travel Guide](https://expedia.ca/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Flights to Gaiole in Chianti](https://expedia.ca/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Things to do in Gaiole in Chianti](https://expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)[Gaiole in Chianti Car Rentals](https://expedia.ca/Car-Rentals-In-Gaiole-In-Chianti.d603149.Car-Rental-Guide)[Gaiole in Chianti Vacation Packages](https://expedia.ca/Gaiole-In-Chianti.d603149.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/a2c6ad675bceb2a96f21b753e5375ee0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Karen Dean # Gaiole in Chianti 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 Tonight [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-09-26&endDate=2025-09-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Gaiole in Chianti ![Chalet](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/6194b9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/dd9e6f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/c6c641a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Chalet](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/cb1fa073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hu Firenze Camping In Town Florence 8.8/10 Excellent (1538) "So many great facilities and great staff, bus takes you to town easy, decent quality restaurant with good value, no complaints!" CA $78 CA $98 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.Hotel-Information) ![2 bedrooms, cribs/infant beds, bed sheets](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/f6cba490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Chalet](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/e325c14e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bungalow](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/10c2f471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/8027b728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### hu Firenze Certosa camping in town Impruneta 8.0/10 Very good (45) "Hu Firenze Certosa is a nice retreat from the bustling tourist center. The swimming pool is nice, it is affordable, the rooms are nice and staff is great. " CA $65 CA $77 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3540000/3530100/3530075/dcea3a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Highchair](https://images.trvl-media.com/lodging/4000000/3540000/3530100/3530075/2a21ee53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chalet | Private kitchen](https://images.trvl-media.com/lodging/4000000/3540000/3530100/3530075/3c496c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/4000000/3540000/3530100/3530075/7ab139b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hu Norcenni Girasole Village Figline e Incisa Valdarno 8.6/10 Excellent (306) "Great friendly fun camp site" CA $76 CA $87 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Norcenni-Girasole-Village.h3530075.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/83d23b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/4fc98786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mobile Home | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/e765d51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/729a67a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camping Boschetto Di Piemma San Gimignano 8.8/10 Excellent (84) "The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano." CA $67 CA $91 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/San-Gimignano-Hotels-Camping-Boschetto-Di-Piemma.h27484300.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/32284d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/789c7666.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/17000000/16160000/16157300/16157250/b4cc24c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Mobile Home | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/9b90d038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camping Village Il Poggetto Rignano sull'Arno 8.0/10 Very good (60) "Second stay at this property but got a 3 bed 2 bath cabin this time. Happy with most things could have had more housekeeping for a ten day stay. Great base to explore Tuscany excellent bar especially the staff as well as a nice restaurant " CA $82 CA $94 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Camping-Village-Il-Poggetto.h16157250.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/c9efa80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/e66754fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/36e10829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/b741acfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Villa Olmo Impruneta 9.4/10 Exceptional (223) "Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!" CA $284 CA $318 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Impruneta-Hotels-Relais-Villa-Olmo.h797278.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/2319e7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/32add44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/f8dc820f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, desk, blackout drapes](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/c46ea340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ApartHotel Anghel Siena 8.4/10 Very good (327) "Enough space for a family. We were able to walk to restaurants, grocery and old city Siena. " CA $160 CA $183 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Siena-Hotels-ApartHotel-Anghel.h6583628.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/46c3ab32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/007eaefe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/e9ec6f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch TV with satellite channels](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/6795409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bosco della Spina Murlo 9.6/10 Exceptional (162) "We enjoyed the scenery and service! Clean and comfortable. " CA $131 CA $158 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Murlo-Hotels-Bosco-Della-Spina.h1206161.Hotel-Information) ![Royal Apartment | View from room](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/8b57b476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Apartment | Private kitchen](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/53d9424a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Apartment | Private kitchen](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/1808f82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/7fe98579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tuscasì Aparthotel Sovicille 9.2/10 Wonderful (21) "Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. " CA $100 CA $115 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Sovicille-Hotels-Tuscasi-Aparthotel.h105570206.Hotel-Information) ![Panoramic Suite, City View | View from room](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/f1ce4935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/8f897e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily continental breakfast (EUR 20 per person)](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/2f80a285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily continental breakfast (EUR 20 per person)](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/301cd527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza d'Epoca Palazzo Borghesi Siena City Centre 9.6/10 Exceptional (111) "Beautiful, unique property in central Siena. Sonia at reception was excellent! " CA $360 CA $403 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Siena-Hotels-Residenza-DEpoca-Palazzo-Borghesi.h17466559.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/e5c35199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/c341d493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/4108e65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/b43cefc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilltop house in the heart of Tuscany with private pool Montisi 9.8/10 Exceptional (92) "Wonderful, quiet, beautiful. Everything you could want in country stay near a small village." [](https://www.expedia.ca/Montalcino-Hotels-Hilltop-House-In-The-Heart-Of-Tuscany-With-Private-Pool.h34024116.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/b96fbe26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/691c226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/c550d6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/ea7982e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Montalcino, exclusive for you, stunning view!!! Montalcino 10/10 Exceptional (84) "Lovely villa in a beautiful location. " [](https://www.expedia.ca/Montalcino-Hotels-Villa-In-Montalcino.h90300061.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/ac3b72f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/38bf92ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/50a7852c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/924790f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camping Siena Colleverde Scacciapensieri 8.2/10 Very good (155) "Safe, great proximity to Siena without being too close, nice pool." [](https://www.expedia.ca/Siena-Hotels-Camping-Siena-Colleverde.h6574698.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/cd8d91ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/d808b9e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/7066b059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/fd9dd70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views Castellina in Chianti 10/10 Exceptional (63) "We had booked the villa for our wedding week to host 23 of our closest friends and family. It exceeded expectations in everyway, the views are breathtaking, the outside living areas are perfect for hosting large lunches and dinners, all the rooms are beautiful, and Raffaella and her team made sure we had everything we needed and more during our stay. It is so peaceful and quiet to enjoy the true beauty of Tuscany but also so close to the local town for dinners and shopping. The list of... [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Isola-Serena-New-Private-Luxury-Villa-Chianti-Pool-Stunning-Views.h18760840.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/27000000/26850000/26843000/26842916/50e81115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26850000/26843000/26842916/b3f886d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/27000000/26850000/26843000/26842916/c48cf86c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26850000/26843000/26842916/b4275cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tuscan villa with infinity salt private pool and jacuzzi on breathtaking view Pelago 9.8/10 Exceptional (106) "Awesome stay, everything needed was there and very friendly easy going host. " [](https://www.expedia.ca/Pelago-Hotels-Tuscan-Villa-With-Infinity-Salt-Private-Pool-And-Jacuzzi-On-Breathtaking-View.h26842916.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/266fd5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/b10e2694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/f6bec757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/c3290bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa with large garden in the Chianti hills Siena 9.6/10 Exceptional (73) "Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany." [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Villa-With-Large-Garden-In-The-Chianti-Hills.h30357304.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/52700ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/c754aba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/25158c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/06cf3b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view San Gimignano 10/10 Exceptional (101) "The location and views were absolutely spectacular! Alessandro was EXTREMELY helpful and accommodating. He helped arrange for chef and wine tasting at the villa and they were memorable. " [](https://www.expedia.ca/San-Gimignano-Hotels-San-Gimignano-Villa-With-Pool.h33595546.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/7adfb34e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/7e5228ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/a852118a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/3b7932fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C. San Casciano in Val di Pesa 10/10 Exceptional (119) "We spent 2 weeks in this beautiful villa with close access to Florence and the easy trains of Italy. Bea and Jacapo were wonderful hosts and meals at the villa were delicious. The pool was a great relief at the end of warm and busy traveling days. We highly recommend this beautiful villa. " [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Charming-Villa-Torre-In-Chianti.h18768614.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) ![Exterior](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/c5858744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/ea72e2d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room, City View | View from room](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/e6860394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Casa di Ines San Gimignano City Centre 10/10 Exceptional (2) "Habitación limpia en buenas condiciones tranquila sin ruido y muy bien ubicada" CA $106 CA $125 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/San-Gimignano-Hotels-La-Casa-Di-Ines.h117149866.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/823021fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/156bd335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/ebff15c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/52973642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chianti Village Morrocco Barberino Tavarnelle 8.6/10 Excellent (103) "Front desk was very helpful and very comfortable room. " CA $126 CA $142 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Chianti-Village-Morrocco.h5273860.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=2025-10-09&endDate=2025-10-10®ionId=603149&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FGaiole-In-Chianti-Vacation-Rentals.d603149.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGaiole-In-Chianti-Vacation-Rentals.d603149.Travel-Guide-VacationRentals) ## Top Gaiole in Chianti Hotel Reviews ![Villa Olmi Firenze](//images.trvl-media.com/lodging/2000000/1450000/1441600/1441538/09965ee7_y.jpg) ### Villa Olmi Firenze 10/10 Excellent "Beautiful property giving perfect Tuscany vibe Clean n Good" [](https://expedia.ca/Bagno-A-Ripoli-Hotels-Villa-Olmi-Firenze.h1441538.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 "Best stay we had in Italy. Staff is top notch and extremely helpful. All food options were great and location/views could not be better for the area" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Pescille.h2525287.Hotel-Information) ![Hotel Mulino di Firenze, WorldHotels Crafted](//images.trvl-media.com/lodging/4000000/3620000/3620000/3619961/e8804f70_y.jpg) ### Hotel Mulino di Firenze, WorldHotels Crafted 10/10 Excellent "The property and staff were incredible! The only dislike was the drinks at the bar were VERY expensive. Otherwise a great experience, delicious food and fantastic staff. I sent the staff several questions before our arrival and they were very responsive. They also helped us set up an airport ride in the morning." [](https://expedia.ca/Florence-Hotels-Mulino-Di-Firenze.h3619961.Hotel-Information) ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Stayed a very enjoyable three nights. Double room w/ garden view. “garden view” yes but also a stunning view of the Tuscan countryside. Breakfast buffet was bountiful and offered many options. Would stay again in a heartbeat!" [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Hu Firenze Camping In Town](//images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/6194b9bd_y.jpg) ### Hu Firenze Camping In Town 10/10 Excellent "So many great facilities and great staff, bus takes you to town easy, decent quality restaurant with good value, no complaints!" [](https://expedia.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](//images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "If you pay attention to the hotel’s driving instructions, everything else will be 5 star. All of the staff is very accommodating to your every need. The rooms are European elegance with totally updated amenities. Breakfast buffet is fresh and hot with ample selections. Location is in the heart of beautiful Siena. " [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Castello di Spaltenna- Small Luxury Hotels of the World](//images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg) ### Castello di Spaltenna- Small Luxury Hotels of the World 10/10 Excellent "Of all the beautiful places we stayed on our Italy trip, this was, hands down our favorite. From the moment we pulled up, we were met by staff to take our luggage and drive us to the reception area for check in. We were greeted by a friendly staff members, given a tour of the property and information we might need for our stay. The property is breathtakingly stunning. Our room was absolutely beautiful and the perfect blend of luxury and rustic, Tuscan charm. The dinner we had at one of their restaurants was incredible and the staff attentive in the best way possible- while allowing us the time to savor the delicious meal, converse and just take in all the beautiful atmosphere. We booked time together at their Spa, which we enjoyed, and my husband had a relaxing sports massage. The breakfast in the morning had the greatest variety, attentive staff and quality choices that we have ever experienced. We can’t recommend Castelló di Spaltenna enough, truly a magical place, nestled in the heart of the Chianti region." [](https://expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![Hotel Italia](//images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "Loved this cute hotel that had everything we needed. Excellent breakfast delicious coffee sweet room, gorgeous views, ideal location." [](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![Villa I Barronci Resort & Spa](//images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg) ### Villa I Barronci Resort & Spa 10/10 Excellent "Wonderful place to stay to soak in the views of Tuscany. The pool area with views are gorgeous. Breakfast was fantastic. Rooms were clean, property was quiet. There are a lot of dining options a 10 min drive away in the town of San Casciano. You definately need a car here. Absoltuely wonderful stay, the highlight of my trip!" [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ## Find out more about Gaiole in Chianti **Everything you need to know about** **Gaiole in Chianti** **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 Gaiole in Chianti vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gaiole in Chianti vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Gaiole in Chianti vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Gaiole in Chianti. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gaiole in Chianti vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gaiole in Chianti vacation rentals we have selected for you start as low as CA $77 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Gaiole in Chianti rentals** At Expedia, we put the best Gaiole in Chianti 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 Gaiole in Chianti 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 Gaiole in Chianti 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 Gaiole in Chianti. 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.ca ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) ## Frequently asked questions ### Can I find vacation rentals in Gaiole in Chianti? > Yes, we have vacation rentals close to the most popular attractions in Gaiole in Chianti, or you can choose a more secluded option if you're looking for relaxation. The spas and wineries are several reasons why visitors like Gaiole in Chianti. Make sure you have time to check out the monuments while you're in the area. ### What are some of the best vacation rentals that Gaiole in Chianti has to offer? > [Borgo Argiano](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Borgo-Argiano.h21114825.Hotel-Information): Visitors like this Gaiole in Chianti vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an espresso maker. You can relax into your vacation with a garden and a library. ### How many vacation rentals are there in Gaiole in Chianti? > With 50 Expedia vacation rentals, you're sure to find just the right place for your Gaiole in Chianti stay. ### What’s there to see and do in Gaiole in Chianti? > Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Chianti Sculpture Park. Meleto Castle and Badia a Coltibuono are other places to visit while you're in town. ### What’s a vacation rental in Gaiole in Chianti like? > Vacation rentals are private properties you can stay in for a few weeks or just a few days in Gaiole in Chianti. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points 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. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)