Title: The 10 Best 5 Star Hotels in Gaiole in Chianti - 2025 Updated Prices | Expedia.co.uk [Gaiole in Chianti Travel Guide](https://expedia.co.uk/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.co.uk/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Holiday Rentals in Gaiole in Chianti](https://expedia.co.uk/Gaiole-In-Chianti-Holiday-Rentals.d603149.Travel-Guide-HolidayRentals)[Flights to Gaiole in Chianti](https://expedia.co.uk/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Things to do in Gaiole in Chianti](https://expedia.co.uk/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)[Gaiole in Chianti Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Gaiole-In-Chianti.d603149.Car-Hire-Guide)[Gaiole in Chianti Holidays](https://expedia.co.uk/Gaiole-In-Chianti.d603149.Holidays-City-Breaks) ![View over the hills from the Brolio Castle](https://images.trvl-media.com/place/603149/c6d3b602-5ecb-46fa-8174-b38eecda296b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Compare and book 5 Star hotels in Gaiole in Chianti, Tuscany - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Gaiole in Chianti 5 Star Hotels Tonight [27 Nov - 28 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=603149&startDate=2025-11-27&endDate=2025-11-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [28 Nov - 29 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=603149&startDate=2025-11-28&endDate=2025-11-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=603149&startDate=2025-11-28&endDate=2025-11-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=603149&startDate=2025-12-05&endDate=2025-12-07&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Gaiole in Chianti 5 Star Hotels ![Ballroom](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/02562aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Terrace | View from room](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/239d33c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/e5fc7e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Continental Siena – Starhotels Collezione Siena City Centre 9.2/10 Wonderful (573) "Great hotel / room, city center, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nebojsa £189 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Villa (Thesan) | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/4de54dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Castello di Casole) | Frette Italian sheets, premium bedding, down duvets, minibar](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/81b4a106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Castello di Casole) | Frette Italian sheets, premium bedding, down duvets, minibar](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/08b171fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/d115d568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Casole, A Belmond Hotel, Tuscany Casole d'Elsa 9.6/10 Exceptional (79) "Top-notch hotel. Everything, from the grounds, to the breakfast, to the pool, to the spa + gym, is perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £821 includes taxes & fees 28 Nov - 29 Nov [](https://www.expedia.co.uk/Casole-DElsa-Hotels-Castello-Di-Casole.h5058985.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; international cuisine ](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/96aac713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Heritage) | Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/48bd2186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/7f490258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COMO Castello Del Nero Barberino Tavarnelle 9.6/10 Exceptional (132) "Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew £698 includes taxes & fees 4 Dec - 5 Dec [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![2 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/1d958423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/133e09c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite | Living area | 55-inch LCD TV with satellite channels, TV](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/155c6de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/c9ee8535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Scopeto Wine & Country Relais Castelnuovo Berardenga 9.2/10 Wonderful (192) "Best in the world!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALFREDO [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Borgo-Scopeto-Relais.h1277546.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/76c30180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/9f7c196f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Terrace | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/9893307b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Spaltenna- Small Luxury Hotels of the World Gaiole in Chianti 9.6/10 Exceptional (261) "The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Catherine [](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/513e5451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Living area](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/97151d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Double Room | 1 bedroom, premium bedding, free minibar items, blackout curtains](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/3c8dbeb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room | Living area](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/dd719a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pieve Aldina - Fontenille Collection Radda in Chianti 10/10 Exceptional (32) "Gorgeous design, high quality, delicious food and wine, friendly and helpful staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lara [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Pieve-Aldina.h95114066.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/8d2f3252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/068bc6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/22162502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/89fdd299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Vescine Radda in Chianti 9.4/10 Exceptional (244) "This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs food choices were so wonderful. We would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherie [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Il-Borgo-Di-Vescine.h1180553.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/1b4933fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/cbac26e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lapina Suite | Terrace/patio](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/06ea4b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bellavista | Living area | 50-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/90000000/89240000/89237400/89237342/0461fb8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Club House Castelnuovo Berardenga 10/10 Exceptional (6) "Unbelievable stay. All amenities are included. The staff is very welcoming. Having traveled extensively, this luxury resort is among the most impressive run hotels. The grounds, food, and staff all A+" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-The-Club-House.h89237342.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/4e848a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/7bd8c16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/3260acda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, Terrace (double) | Hypo-allergenic bedding, minibar, in-room safe, individually furnished](https://images.trvl-media.com/lodging/2000000/1620000/1614900/1614881/8f6a8f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Le Fontanelle Castelnuovo Berardenga 9.8/10 Exceptional (95) "We had a perfect stay at this hotel! 100% recommend. " ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Andreea [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Hotel-Le-Fontanelle.h1614881.Hotel-Information) ![2 restaurants, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/61bcbebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, body scrubs, facials, manicures and pedicures, massages](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/f78cd5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/ca53ff62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Loggia | Garden](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/d88fe9ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo San Felice Resort Castelnuovo Berardenga 9.8/10 Exceptional (79) "One of our favorite places we’ve ever stayed at. 100% recommend. Hopefully we can visit again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria D [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Hotel-Borgo-San-Felice.h528471.Hotel-Information) ![Couples treatment room(s), Turkish bath/hammam, body treatments](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/b16ad5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/e302ad8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/f854e266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/9db7bc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castel Monastero - The Leading Hotels of the World Castelnuovo Berardenga 8.8/10 Excellent (144) "Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) John £477 includes taxes & fees 20 Dec - 21 Dec [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Castel-Monastero.h2589383.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/7a08f6e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/8d678584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/703b7751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/09bb57ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa La Massa Bagno a Ripoli 9.4/10 Exceptional (108) "We stayed here for one night and it was a lovely stay! Very comfortable, nice restaurant and great service! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Elisabeth [](https://www.expedia.co.uk/Bagno-A-Ripoli-Hotels-Villa-La-Massa.h535995.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/90365739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/314f62c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/803b047d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Horse riding](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/d0ff253a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Bagnaia Golf & Spa Resort Siena, Curio Murlo 8.4/10 Very good (116) "Golf course is very nice but not very close to resort. Resort is not 5-star resort and there’s no much to do. Pool area was very basic and same with pool bar. We had dinner in restaurant and it was good but nothing special. Worth to visit because of golf but don’t expect any 5-star experience in resort. " ![Finland](https://a.travel-assets.com/egds/marks/flags/fi.svg) Juuso [](https://www.expedia.co.uk/Murlo-Hotels-Royal-Golf-La-Bagnaia.h1150311.Hotel-Information) ![Luxury Apartment, 5 Bedrooms, Air conditioning, Hill View | Living area | 60-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/w3567h2417x0y0-b64b8d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/606bcadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/efb60018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun deck](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/37bfb34e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Cavalbianco Monte San Savino 10/10 Exceptional (4) "Everything was perfect. The breakfast is excellent, the location and the appartment/rooms are amazing. Couldn’t expect more" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edith [](https://www.expedia.co.uk/Monte-San-Savino-Hotels-Podere-Cavalbianco.h109750159.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/efe45d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/f917eaa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, 6 Bedrooms, Kitchen, Valley View | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/832ceb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/af4169fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo San Fabiano Monteroni d'Arbia 10/10 Exceptional (1) "I can't imagine a better home-like experience than what we experienced here. Our hosts were charming and, more importantly, gave us a great window into what living in Tuscany is all about. We can't wait to go back! And for a much longer stay..." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James [](https://www.expedia.co.uk/Monteroni-DArbia-Hotels-Agriturismo-San-Fabiano.h2524548.Hotel-Information) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Gaiole-In-Chianti-Hotels.s50-0-d603149.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Gaiole-In-Chianti-Hotels.s50-0-d603149.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Gaiole in Chianti. ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Athena P Mascagni 55 Siena SI £73 17 Dec - 18 Dec includes taxes & fees 9.2/10 Wonderful! (1,004 reviews) [](https://expedia.co.uk/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Hotel Ristorante Alcide](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Ristorante Alcide Viale Marconi, 67/A Poggibonsi SI £42 19 Dec - 20 Dec includes taxes & fees 8/10 Very Good! (460 reviews) [](https://expedia.co.uk/Poggibonsi-Hotels-Hotel-Ristorante-Alcide.h1402058.Hotel-Information) ![RELAIS SANTA CHIARA - TUSCANY CHARME](https://images.trvl-media.com/lodging/1000000/900000/897600/897561/98a56ee9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### RELAIS SANTA CHIARA - TUSCANY CHARME Via Giacomo Matteotti, 15 San Gimignano SI [Get rates](https://expedia.co.uk/Hotel-Search?startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&selected=897561&PinnedHotelID=897561&HadPinnedHotel=true®ionId=603149) 8.6/10 Excellent! (418 reviews) [](https://expedia.co.uk/San-Gimignano-Hotels-Relais-Santa-Chiara-Hotel.h897561.Hotel-Information) Still don't see what you're looking for? [See all properties in Gaiole in Chianti.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=603149&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=603149&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=603149&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=603149&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=603149&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=603149&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Gaiole in Chianti Medieval stone buildings house family-run wine shops where you can taste Chianti Classico from surrounding vineyards. Join locals at Piazza Ricasoli's cafés before exploring L'Eroica cycling route that winds through nearby hilltop villages. [See all hotels in Gaiole in Chianti](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-11&endDate=2025-12-12&adults=2®ionId=603149) ![View over the hills from the Brolio Castle](https://images.trvl-media.com/place/603149/c6d3b602-5ecb-46fa-8174-b38eecda296b.jpg?impolicy=fcrop&w=900&h=309&p=1&q=high) ## Top Gaiole in Chianti Hotel Reviews ![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 "The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps away. A perfect blend of luxury and authentic Tuscan character, this hotel transforms a stay in Siena into something truly unforgettable. The foods were yummy took! " [](https://expedia.co.uk/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Castello di Spaltenna- Small Luxury Hotels of the World](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg) ### Castello di Spaltenna- Small Luxury Hotels of the World 10/10 Excellent "The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! " [](https://expedia.co.uk/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ## Find out more about Gaiole in Chianti ## Frequently asked questions ### What are the best 5-star hotels in Gaiole in Chianti? > Get ready for 5-star opulence at [Castello di Spaltenna](https://www.expedia.co.uk/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information), [Pieve Aldina](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Pieve-Aldina.h95114066.Hotel-Information) or [Borgo San Felice Resort](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Hotel-Borgo-San-Felice.h528471.Hotel-Information). These are some of the most popular escapes in Gaiole in Chianti according to Expedia guest reviews. Choose one and enjoy a taste of the good life! ### How much does it cost to stay in a 5-star hotel in Gaiole in Chianti? > The amount you pay for a 5-star hotel in Gaiole in Chianti can vary depending on when you decide to travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to score the best deal on a luxurious stay. > > > > - Search for the lowest price per night from £42 ### What makes a hotel 5 stars in Gaiole in Chianti? > From fine dining restaurants and all-day gyms to swimming pools and the finest bedding, the 5-star experience in Gaiole in Chianti is all about comfort and indulgence. But it calls for more than just top-notch perks to receive a 5-star rating. 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