Title: The Best Siesta Key, FL Chalets from $606 | 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 [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=6881&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6881&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6881&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6881&startDate=2026-05-29&endDate=2026-05-31&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) ![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) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825165/64964fce.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 Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr [](https://www.expedia.com/Siesta-Key-Hotels-Chalet-Condo-W-Private-Deck.h102825165.Hotel-Information) Siesta Key Village 9.6/10 Exceptional (5 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. $931 nightly $1,038 total Feb 11 - Feb 12 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Chalet-Condo-W-Private-Deck.h102825165.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825157/ab65f2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825157/43e30509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825157/107e4072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825157/dddbac26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio [](https://www.expedia.com/Siesta-Key-Hotels-Chalet-Condo-Private-Deck-Ocean-View-Siesta-Key-Village-Beach-Walkable.h102825157.Hotel-Information) Siesta Key Village 9.6/10 Exceptional (8 reviews) "Great location to beach, food and entertainment. All within walking distance. Unit was like home aeay from home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda $542 nightly $606 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Chalet-Condo-Private-Deck-Ocean-View-Siesta-Key-Village-Beach-Walkable.h102825157.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103070000/103064100/103064024/58a17c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/104000000/103070000/103064100/103064024/62480ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library, stereo](https://images.trvl-media.com/lodging/104000000/103070000/103064100/103064024/ae608647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103070000/103064100/103064024/0d39daa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr [](https://www.expedia.com/Siesta-Key-Hotels-Beach-Chalet-Deck-Siesta-Key-Village-And-Beach-Walkable.h103064024.Hotel-Information) Siesta Key Village 10/10 Exceptional (6 reviews) "We had a great time at Siesta key and this house was fantastic! Super easy check in/out, very clean, loves the beach chairs and umbrella - great touch!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy L. $869 nightly $969 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Beach-Chalet-Deck-Siesta-Key-Village-And-Beach-Walkable.h103064024.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825143/437a5498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library, stereo](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825143/093d2125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825143/05b64e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825143/d7d1972f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr [](https://www.expedia.com/Siesta-Key-Hotels-Chalet-Style-Private-Deck-Condo.h102825143.Hotel-Information) Siesta Key Village 9.4/10 Exceptional (6 reviews) "All the beach items were available for use , the room was clean , the staff was amazing, definitely will stay again . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie $943 nightly $1,050 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Chalet-Style-Private-Deck-Condo.h102825143.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825161/0bafc1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825161/5a5c4e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825161/1d9838e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825161/8a02dc58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio [](https://www.expedia.com/Siesta-Key-Hotels-Chalet-Style-Suite-Condo-Private-Deck-Siesta-Key-Village-Beach-Walkable.h102825161.Hotel-Information) Siesta Key Village 6.0/10 (1 review) "Price point was really high for what you get. Small Great location! no ocean view Great communication uncomfortable bed fridge froze some of produce trees overgrown all over electrical wires within inches of the balcony very dangerous unsecure wifi unless reached out to " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason B. $621 nightly $693 total Feb 21 - Feb 22 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Chalet-Style-Suite-Condo-Private-Deck-Siesta-Key-Village-Beach-Walkable.h102825161.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=2026-02-20&endDate=2026-02-21®ionId=6881&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## 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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA) 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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT) 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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL) 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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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 ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "When we first drove up we thought this facility was going to be subpar because it looked rather old. However, the rooms were adorable and it was just a short was just a short walk down to Siesta Beach. " [](https://expedia.com/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Siesta Key Beach Resort and Suites](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/993b4c27_y.jpg) ### Siesta Key Beach Resort and Suites 10/10 Excellent "Excellent location great staff and nice rooms. Can’t wait to return" [](https://expedia.com/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information) ![The Residences at Siesta Key Beach by Hyatt Vacation Club](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce_y.jpg) ### The Residences at Siesta Key Beach by Hyatt Vacation Club 10/10 Excellent "Everything was wonderful" [](https://expedia.com/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information) ![Captiva Beach Resort](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg) ### Captiva Beach Resort 10/10 Excellent "The front desk staff was professional and friendly. " [](https://expedia.com/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information) ![SeaSpray Resort](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/62be52d5_y.jpg) ### SeaSpray Resort 10/10 Excellent "Clean, comfortable, well stocked. Staff made our stay a breeze. Would definitely come back again." [](https://expedia.com/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information) ![Tropical Breeze Resort](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "Everyone was wonderful" [](https://expedia.com/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![Siesta Key Beachside Villas](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/62df108c_y.jpg) ### Siesta Key Beachside Villas 10/10 Excellent "The room and grounds were well kept and clean. Proximity to beach and many restaurants was excellent. Pool was warm and clean. Use of chairs and beach towels was an awesome perk and free water bottles, ice and cooler (to use) was an added bonus. Only thing I was surprised about was no room cleaning, even mid-stay on 5 nights, and that might have been explained but I wasn’t aware until I asked. Would definitely stay again!" [](https://expedia.com/Sarasota-Hotels-Siesta-Key-Beachside-Villas.h9681036.Hotel-Information) ![Bright & Beachy - Steps to the water!](https://images.trvl-media.com/lodging/38000000/37230000/37224800/37224706/2513da79_y.jpg) ### Bright & Beachy - Steps to the water! 10/10 Excellent "Bright & Beachy was just that. It was charming, well-stocked and just a very short walk to the white sands of Siesta beach. Host was great and responsive. " [](https://expedia.com/Siesta-Key-Hotels-Bright-Beachy-Steps-To-The-Water.h37224706.Hotel-Information) ![The Capri at Siesta](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602499/7a1011ff_y.jpg) ### The Capri at Siesta 10/10 Excellent "The room was clean and the location is excellent. The private beach is a 5-10 min. walk away. A lot of great food and shopping options within a 30 min. drive. The staff was very helpful whenever I had a question or concern. " [](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 | 23 | | ----------------- | --------- | | Accommodation | 8 Chalets | | Lowest Price | $606 | | Highest Price | $1,050 | ## 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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