Title: Osprey Chalets from CA $601 | Expedia.ca [Hotels in Osprey](https://expedia.ca/Osprey-Hotels.d55888.Travel-Guide-Hotels)[Vacation Rentals in Osprey](https://expedia.ca/Osprey-Vacation-Rentals.d55888.Travel-Guide-VacationRentals)[Flights to Osprey](https://expedia.ca/Cheap-Flights-To-Osprey.d55888.Travel-Guide-Flights)[Osprey Car Rentals](https://expedia.ca/Car-Rentals-In-Osprey.d55888.Car-Rental-Guide)[Osprey Vacation Packages](https://expedia.ca/Osprey.d55888.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495790-osprey.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Osprey from CA $601 ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Osprey Chalets ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103020000/103013100/103013017/9688cc9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](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/104000000/103020000/103013100/103013017/8886e179.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 Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr & Studio Siesta Key Village 10/10 Exceptional (2) "Property was well taken care of. Extras like coffee, shampoo, soaps, laundry, dishwasher, etc. was unexpected and very welcomed. Nice location and walk to beach was key to our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shellie K. CA $1,032 CA $1,298 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Siesta-Key-Hotels-Beach-Road-Condo-Private-Decks-Siesta-Key-Beach-Village-Walkability.h103013017.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) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825157/1221cc56.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/ba14fe27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio Siesta Key Village 9.8/10 Exceptional (6) "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 CA $584 CA $739 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/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/104000000/103070000/103064100/103064031/f2036189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103070000/103064100/103064031/e592d4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/104000000/103070000/103064100/103064031/31bc4fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library](https://images.trvl-media.com/lodging/104000000/103070000/103064100/103064031/8f479638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr & Studio Siesta Key Village [](https://www.expedia.ca/Siesta-Key-Hotels-Beach-Chalet-Condo-Ocean-View-Siesta-Key-Beach-Village-Walkability.h103064031.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825148/2e42fdb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825148/fc7b1e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825148/264c0268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825148/ff67d976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio Siesta Key Village 8.0/10 Very good (4) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah H. CA $477 CA $601 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Siesta-Key-Hotels-Beach-Road-Condo-Private-Deck-Siesta-Key-Village-Beach-Walkable.h102825148.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825161/da3b1cb6.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/b8314b80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825161/c3cf09ab.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 Siesta Key Village 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 $857 CA $1,082 total includes taxes & fees Nov 15 - Nov 16 [](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/f57fc95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825159/61094937.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/afe28a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/103000000/102830000/102825200/102825159/e83df062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr & Studio Siesta Key Village CA $2,145 CA $2,706 total includes taxes & fees Nov 15 - Nov 16 [](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=2025-11-03&endDate=2025-11-04®ionId=55888&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%2FOsprey-Chalets.d55888-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsprey-Chalets.d55888-aaChalets.Travel-Guide-Accommodation) ## Top Osprey Hotel Reviews ![Kompose Boutique Hotel](//images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "The rooms are well maintained & cleaned. The staff is friendly and provides quick check in which is appreciated. Absolutely appreciate the little market for snacks or supplies. " [](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Golden Host Resort - Sarasota](//images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "All good" [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Tropical Beach Resorts](//images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "We have been going to Tropical Beach resort for several years now and love it. We have invited friends for the last several years and they love it as much as we do. It is a small family friendly location with beautiful property and amazing beach access. Clean, comfortable rooms with amazing staff. We LOVE this place." [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Extended Stay America Premier Suites - Bradenton](//images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/92d26979_y.jpg) ### Extended Stay America Premier Suites - Bradenton 10/10 Excellent "NO HAIR DRYER! NO COFFEE MAKER, NO CUPS! Yes, they don’t even give you a plastic cup in your room. That is insane!! Place was clean, newly remodeled but will NEVER EVER SAY HERE AGAIN! Tight wad owners for sure! " [](https://expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information) ![Lantern Inn & Suites](//images.trvl-media.com/lodging/1000000/450000/448500/448416/4f77412a_y.jpg) ### Lantern Inn & Suites 10/10 Excellent "The room was very clean, and the ac worked very well. The staff was very friendly. I would highly recommend this hotel " [](https://expedia.ca/Sarasota-Hotels-Lantern-Inn-Suites.h448416.Hotel-Information) ![Hyatt Place Sarasota/Bradenton Airport](//images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec_y.jpg) ### Hyatt Place Sarasota/Bradenton Airport 10/10 Excellent "Good" [](https://expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information) ![Carlisle Inn](//images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "Beautiful and immaculately maintained hotel!" [](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Ameniti Bay, BW Signature Collection](//images.trvl-media.com/lodging/39000000/38800000/38796200/38796114/79763f71_y.jpg) ### Ameniti Bay, BW Signature Collection 10/10 Excellent "Nice hotel, convenient, good price. Would stay there again. " [](https://expedia.ca/Sarasota-Hotels-Ameniti-Bay.h38796114.Hotel-Information) ![Tropical Breeze Resort](//images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "Beautiful rooms and comfortable right on the beach shore " [](https://expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ## Find out more about Osprey ## Osprey Chalets information | Number of reviews | 12 | | --- | --- | | Accommodation | 9 Chalets | | Lowest Price | CA $601 | | Highest Price | CA $2,706 | ## Explore a world of travel with Expedia - Lodging - Packages - Vacation Rental - Other - More ways to book - [Beach Hotel Hotels in Bay Acres](https://www.expedia.ca/Bay-Acres-Osprey-Hotels-Beach-Hotel.0-n553248635976472153-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Bay Acres Hotels](https://www.expedia.ca/Bay-Acres-Osprey-Hotels.0-n553248635976472153-0.Travel-Guide-Filter-Hotels) - [Apartments in Cape Coral](https://www.expedia.ca/Cape-Coral-Apartments.d6521-aaApartments.Travel-Guide-Accommodation) - 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[Casey Key Vacation Rentals](https://www.expedia.ca/Casey-Key-Vacation-Rentals.d6167273.Travel-Guide-VacationRentals) - [Things to do in Casey Key](https://www.expedia.ca/Things-To-Do-In-Casey-Key.d6167273.Travel-Guide-Activities) - [Book Chalets in Osprey on Expedia.com](https://www.expedia.com/Osprey-Chalets.d55888-aaChalets.Travel-Guide-Accommodation)