Title: Siesta Key Chalets from CA $664 | Expedia.ca [Siesta Key Travel Guide](https://expedia.ca/Siesta-Key.dx6881)[Hotels in Siesta Key](https://expedia.ca/Siesta-Key-Hotels.d6881.Travel-Guide-Hotels)[Vacation Rentals in Siesta Key](https://expedia.ca/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)[Flights to Siesta Key](https://expedia.ca/Cheap-Flights-To-Siesta-Key.d6881.Travel-Guide-Flights)[Things to do in Siesta Key](https://expedia.ca/Things-To-Do-In-Siesta-Key.d6881.Travel-Guide-Activities)[Siesta Key Car Rentals](https://expedia.ca/Car-Rentals-In-Siesta-Key.d6881.Car-Rental-Guide)[Siesta Key Vacation Packages](https://expedia.ca/Siesta-Key.d6881.Destination-Travel-Guides) ![Siesta Key Public Beach featuring a sandy beach](https://images.trvl-media.com/place/6066003/d186efac-4013-4501-b81a-fe907f268f8f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Siesta Key from CA $664 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6881&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6881&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6881&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/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) ## Our top choices for Siesta Key chalets ![Property grounds](https://images.trvl-media.com/lodging/104000000/103070000/103064100/103064024/58a17c5f.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103070000/103064100/103064024/93266b43.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) ### Chalet in Siesta Key Village [](https://www.expedia.ca/Siesta-Key-Hotels-Beach-Chalet-Deck-Siesta-Key-Village-And-Beach-Walkable.h103064024.Hotel-Information) 10/10 Exceptional (5) "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. CA $918 CA $1,157 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Siesta-Key-Hotels-Beach-Chalet-Deck-Siesta-Key-Village-And-Beach-Walkable.h103064024.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103020000/103013100/103013017/9688cc9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103020000/103013100/103013017/f54100c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/104000000/103020000/103013100/103013017/871e0aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103020000/103013100/103013017/64afde33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Siesta Key Village [](https://www.expedia.ca/Siesta-Key-Hotels-Beach-Road-Condo-Private-Decks-Siesta-Key-Beach-Village-Walkability.h103013017.Hotel-Information) 10/10 Exceptional (2) "Location was terrific! Beach access was across the street and it was a short walk to restaurants and bars. Great set up for a family stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobbi M. CA $2,743 CA $3,458 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Siesta-Key-Hotels-Beach-Road-Condo-Private-Decks-Siesta-Key-Beach-Village-Walkability.h103013017.Hotel-Information) ![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) ![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) ![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) ### Chalet in Siesta Key Village [](https://www.expedia.ca/Siesta-Key-Hotels-Chalet-Condo-W-Private-Deck.h102825165.Hotel-Information) 9.6/10 Exceptional (5) "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. CA $899 CA $1,112 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Siesta-Key-Hotels-Chalet-Condo-W-Private-Deck.h102825165.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825161/c1f504ee.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) ### Chalet in Siesta Key Village [](https://www.expedia.ca/Siesta-Key-Hotels-Chalet-Style-Suite-Condo-Private-Deck-Siesta-Key-Village-Beach-Walkable.h102825161.Hotel-Information) 6.0/10 (1) "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. CA $524 CA $664 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Siesta-Key-Hotels-Chalet-Style-Suite-Condo-Private-Deck-Siesta-Key-Village-Beach-Walkable.h102825161.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825159/8aca4aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825159/5927ccc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825159/6f45b857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825159/d9dd09d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Siesta Key Village [](https://www.expedia.ca/Siesta-Key-Hotels-Chalet.h102825159.Hotel-Information) CA $1,749 CA $2,153 total includes taxes & fees Jan 22 - Jan 23, 2026 [](https://www.expedia.ca/Siesta-Key-Hotels-Chalet.h102825159.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=2026-01-05&endDate=2026-01-06®ionId=6881&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FSiesta-Key-Chalets.d6881-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSiesta-Key-Chalets.d6881-aaChalets.Travel-Guide-Accommodation) ## Top Siesta Key Hotel Reviews ![Twin Palms at Siesta](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/184f21fb_y.jpg) ### Twin Palms at Siesta 10/10 Excellent "Clean, quaint, close to the beach. Nice pool. Very nice host. Perfect for a couple. Would definitely go back " [](https://expedia.ca/Sarasota-Hotels-Twin-Palms-At-Siesta.h11795409.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 "The rooms were perfect, and the staff was great. The location was perfect and peaceful" [](https://expedia.ca/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.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 "Very good " [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information) ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Nice to come back to a clean room everyday. Location is perfect, walking distance to everything." [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Tropical Breeze Resort](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "Room was clean. The heated pool and Back patio was spacious with great amenities for sunbathing. 75” Samsung Smart TV was huge and was able to stream from my I-Phone to TV via Apple play." [](https://expedia.ca/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 "Amazing place, super clean and what an incredible bed! Definitely will be back! " [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Beachside-Villas.h9681036.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 "Very nice place to say" [](https://expedia.ca/Sarasota-Hotels-The-Capri-At-Siesta.h1602499.Hotel-Information) ![SeaSpray Resort](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/62be52d5_y.jpg) ### SeaSpray Resort 10/10 Excellent "Very nice room. Location excellent " [](https://expedia.ca/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information) ![Captiva Beach Resort](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg) ### Captiva Beach Resort 10/10 Excellent "Very nicely updated room that was clean and spacious with everything needed in the kitchen and bathroom. Very quiet, relaxing, safe neighborhood just steps from a beautiful white sand beach. It's a down low retro Florida vibe that recharges you. The Frog Hop is a free trolley that takes you around the island. It was so fun. A vibrant night life too." [](https://expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information) ## Find out more about Siesta Key ## Siesta Key Chalets information | Number of reviews | 12 | | ----------------- | --------- | | Accommodation | 8 Chalets | | Lowest Price | CA $664 | | Highest Price | CA $3,458 | ## Explore a world of travel with Expedia - Lodging - Packages - Cars - More ways to book - [5 Star Hotels in Siesta Key Village ](https://www.expedia.ca/5Star-Siesta-Key-Village-Siesta-Key-Hotels.s50-n6296072-0.Travel-Guide-Filter-Hotels) - [Apartments in Cape Coral ](https://www.expedia.ca/Cape-Coral-Apartments.d6521-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Cape Coral ](https://www.expedia.ca/Cape-Coral-Cabins.d6521-aaCabins.Travel-Guide-Accommodation) - [Chalets in Cape Coral ](https://www.expedia.ca/Cape-Coral-Chalets.d6521-aaChalets.Travel-Guide-Accommodation) - [Cottages in Cape Coral ](https://www.expedia.ca/Cape-Coral-Cottages.d6521-aaCottages.Travel-Guide-Accommodation) - 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