Title: The Best Siesta Key, FL Chalets from $1,521 | Expedia.com [Siesta Key Travel Guide](https://expedia.com/Siesta-Key.dx6881)[Hotels in Siesta Key](https://expedia.com/Siesta-Key-Hotels.d6881.Travel-Guide-Hotels)[Vacation Rentals in Siesta Key](https://expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)[Flights to Siesta Key](https://expedia.com/Cheap-Flights-To-Siesta-Key.d6881.Travel-Guide-Flights)[Things to do in Siesta Key](https://expedia.com/Things-To-Do-In-Siesta-Key.d6881.Travel-Guide-Activities)[Car Rentals in Siesta Key](https://expedia.com/Car-Rentals-In-Siesta-Key.d6881.Car-Rental-Guide)[Siesta Key Vacation Packages](https://expedia.com/Siesta-Key.d6881.Destination-Travel-Guides) ![Siesta Key Public Beach showing a sandy beach](https://images.trvl-media.com/place/6066003/d186efac-4013-4501-b81a-fe907f268f8f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6066003/d186efac-4013-4501-b81a-fe907f268f8f.jpg?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 [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6881&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6881&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 three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6881&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) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6881&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Siesta Key chalets ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825165/w1276h854x4y0-631b5ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library, stereo](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825165/f9ae06d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825165/8a17245f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825165/b95c27ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Siesta Key Village [](https://www.expedia.com/Siesta-Key-Hotels-Chalet-Condo-W-Private-Deck.h102825165.Hotel-Information) 9.8/10 Exceptional (6 reviews) "Owner provided all the beach items and the place was clean and well kept." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John P. $1,364 nightly $1,521 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Chalet-Condo-W-Private-Deck.h102825165.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=2026-03-26&endDate=2026-03-27®ionId=6881&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=AA_SPRING_PROMO_6881) ## Find vacation rentals that suit your style Condos [](https://www.expedia.com/Hotel-Search?destination=Siesta+Key%2C+Florida%2C+United+States+of+America®ionId=6881&latLong=27.275028%2C-82.564293&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CONDO) Cottages [](https://www.expedia.com/Hotel-Search?destination=Siesta+Key%2C+Florida%2C+United+States+of+America®ionId=6881&latLong=27.275028%2C-82.564293&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Siesta+Key%2C+Florida%2C+United+States+of+America®ionId=6881&latLong=27.275028%2C-82.564293&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VACATION_HOME) Villas [](https://www.expedia.com/Hotel-Search?destination=Siesta+Key%2C+Florida%2C+United+States+of+America®ionId=6881&latLong=27.275028%2C-82.564293&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VILLA) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Siesta+Key%2C+Florida%2C+United+States+of+America®ionId=6881&latLong=27.275028%2C-82.564293&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Siesta+Key%2C+Florida%2C+United+States+of+America®ionId=6881&latLong=27.275028%2C-82.564293&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APARTMENT) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Siesta+Key%2C+Florida%2C+United+States+of+America®ionId=6881&latLong=27.275028%2C-82.564293&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.com/Hotel-Search?destination=Siesta+Key%2C+Florida%2C+United+States+of+America®ionId=6881&latLong=27.275028%2C-82.564293&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CABIN) Residences [](https://www.expedia.com/Hotel-Search?destination=Siesta+Key%2C+Florida%2C+United+States+of+America®ionId=6881&latLong=27.275028%2C-82.564293&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&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%2FSiesta-Key-Chalets.d6881-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSiesta-Key-Chalets.d6881-aaChalets.Travel-Guide-Accommodation) ## Top Siesta Key Hotel Reviews ![Azul Resort Siesta Key](https://images.trvl-media.com/lodging/124000000/123480000/123471600/123471528/3f0a51ef_y.jpg) ### Azul Resort Siesta Key 10/10 Excellent "Very comfy and relaxing stay. Staff were awesome " [](https://expedia.com/Siesta-Key-Hotels-Azul-Siesta-Key.h123471528.Hotel-Information) ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/f85b62a5_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Short walk to beach, rooms very clean and well maintained. Nice pool." [](https://expedia.com/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![The Ringling Beach House](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/d705f490_y.jpg) ### The Ringling Beach House 10/10 Excellent "Confusing process to check-in because I didnt get the email msg, heated pool was 86° & Perfect! A 2-3 block walk to beach & restaurants, garage had a beach wagon, low chairs, Nicely stocked full kitchen :) " [](https://expedia.com/Sarasota-Hotels-The-Ringling-Beach-House.h5452904.Hotel-Information) ![SeaSpray Resort](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/5b42b650_y.jpg) ### SeaSpray Resort 8/10 Good "The overall experience was friendly and relaxing. The staff were extremely courteous and helpful. The pool was lovely and always tranquil. The umbrellas and chairs and wagons for the beach were easy to access and always available. The only issue seemed to be that there was very, very little water pressure in our bathroom and kitchen sinks, and the hot water took a good 10 minutes to heat up. The air conditioner in our bedroom made a very loud rattling noise, which was sometimes frustrating in the middle of the night. But overall, we had a lovely stay. Despite how close to Siesta Key Beach it was, it was very, very quiet." [](https://expedia.com/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information) ![The Residences at Siesta Key Beach by Hyatt Vacation Club](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/417808cc_y.jpg) ### The Residences at Siesta Key Beach by Hyatt Vacation Club 10/10 Excellent "Perfext" [](https://expedia.com/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information) ![Siesta Key Island Rentals](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/d4eb4c6b_y.jpg) ### Siesta Key Island Rentals 10/10 Excellent "We had a wonderful time-perfect location to beach and village. Was nice to come back to a very comfortable and relaxing home. Definitely recommend-5 stars! " [](https://expedia.com/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information) ![Siesta Palms By the Beach](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/ae35116d_y.jpg) ### Siesta Palms By the Beach 8/10 Good "All was clean and welcoming" [](https://expedia.com/Sarasota-Hotels-Siesta-Palms-By-The-Beach.h11897601.Hotel-Information) ![Siesta Key Beach Resort and Suites](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/36292117_y.jpg) ### Siesta Key Beach Resort and Suites 10/10 Excellent "This place was right in the middle of the action. " [](https://expedia.com/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information) ![The Capri at Siesta](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602499/ade782f0_y.jpg) ### The Capri at Siesta 10/10 Excellent "The Capri is a quaint little motel type room and is a great value. Access to a private beach and pool within a minute or two is really nice. The room was clean and we had access to coolers, chairs and other beach/pool related items. Overall definitely 5 stars for the money. Looking forward to booking again. " [](https://expedia.com/Sarasota-Hotels-The-Capri-At-Siesta.h1602499.Hotel-Information) ## Find out more about Siesta Key ## Siesta Key Chalets information | Number of reviews | 6 | | ----------------- | --------- | | Accommodation | 8 Chalets | | Lowest Price | $1,521 | | Highest Price | $1,521 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hilton Hotels in Siesta Key Village ](https://www.expedia.com/Siesta-Key-Village-Siesta-Key-Hotels-Hilton-Hotels.0-n6296072-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Hotels near Siesta Key Village ](https://www.expedia.com/Siesta-Key-Village-Siesta-Key-Hotels.0-n6296072-0.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Siesta Key Village ](https://www.expedia.com/Siesta-Key-Village-Siesta-Key-Hotels-Oceanfront-Hotels.0-n6296072-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [La Quinta Inn & Suites Hotels in Siesta Key Village ](https://www.expedia.com/Siesta-Key-Village-Siesta-Key-Hotels-La-Quinta-Inn-Suites.0-n6296072-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - 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