Title: Osprey Village Villas from CA $300 | Expedia.ca [Osprey Village Travel Guide](https://expedia.ca/Osprey-Village.dx553248635976482375)[Hotels in Osprey Village](https://expedia.ca/Osprey-Village-Hotels.d553248635976482375.Travel-Guide-Hotels)[Vacation Rentals in Osprey Village](https://expedia.ca/Osprey-Village-Vacation-Rentals.d553248635976482375.Travel-Guide-VacationRentals)[Osprey Village Car Rentals](https://expedia.ca/Car-Rentals-In-Osprey-Village.d553248635976482375.Car-Rental-Guide)[Osprey Village Vacation Packages](https://expedia.ca/Osprey-Village.d553248635976482375.Destination-Travel-Guides) ![Osprey showing a bay or harbor](https://images.trvl-media.com/place/55888/4df1d5b3-0ca2-4dd3-91c6-479b5ebaf671.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Osprey Village Villa Rentals from CA $300 - ![](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 [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976482375&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) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976482375&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976482375&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 months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976482375&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Osprey Village Villas ![Exterior](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/55c79603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/e4e0411b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/e1476281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b1dba35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in South Village 10/10 Exceptional (37) "We arrived early and the owner was very communicative about when we could get in the space. He sent us a code beforehand, so we were able to go straight in, drop our bags, eat lunch across the street, and head to the beach. Everything is as shown. Super clean, stocked kitchen, plenty of beach gear, etc. We would definitely consider staying again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TATE J. CA $187 CA $543 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/78f56739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/9774e114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/412cb606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/f5f2631b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Casey Key 10/10 Exceptional (4) "Had a very relaxing time. Nice short walk to the beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitch K. CA $238 CA $355 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-DA-1-K-Bed-Villa-8.h56027252.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/a4b50094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/97e655f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/743edcc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/f6b6e3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in South Bradenton CA $119 CA $300 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/38d2d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/be9dde33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/99e91ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/b0cdaecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Central Sarasota 9.6/10 Exceptional (7) "Would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh R. CA $413 CA $692 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Sarasota-Hotels-Updated-Downtown-Sarasota-Villa.h100287155.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/9edd8dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/w1024h680x0y3-c285b828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/w1024h678x0y3-f9ccfe07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123350000/123347500/123347473/w1024h681x0y2-ba0b3b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Casey Key CA $644 CA $1,826 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Nokomis-Hotels-1-Beachfront-Mansion-Heated-Pool-Theater.h123347473.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/06e154e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/912c173e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/c6b89b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/4cf8f217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in South Village 10/10 Exceptional (35) "Perfect for our family, we will be back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan S. CA $174 CA $526 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Siesta-Key-Hotels-Newly-Remodeled-150-Yards-To-Beach-And-Restaurants.h67268187.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/a543b33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/367eb462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/4106445b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/3926e1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in South Bradenton CA $410 CA $1,128 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/3a0631f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/17360aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/c0d5c67a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/79741ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Casey Key CA $310 CA $535 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-K-Beds-Villa-9.h56027626.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/b6e143ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/bea73121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/5ec32e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027500/56027498/99ec3b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Casey Key 10/10 Exceptional (1) "Perfect getaway" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph K. CA $310 CA $535 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-2-K-Beds-Villa-4.h56027498.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/4d010c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/66585125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/6ae10106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027522/30992d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Casey Key 10/10 Exceptional (2) "Clean and updated cottage across the street from beach and walking distance to two restaurants. Responsive management and easy to work with. Quiet sleeping . Nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanne K. CA $310 CA $535 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-Villa-K-Beds-7.h56027522.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/0254bd94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/5721bcab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/f67f2d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/0861e15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Casey Key 10/10 Exceptional (1) "The escape at Casey key was a great place to stay , was clean rooms were nice and updated and look forward to next Memorial Day weekend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roger B. CA $482 CA $793 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-3-Bed-2-Bath-3K-Beds-Villa-5.h56027278.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=2025-12-22&endDate=2025-12-23®ionId=553248635976482375&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Osprey+Village%2C+Florida%2C+United+States+of+America®ionId=553248635976482375&latLong=27.195859%2C-82.487827&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-10&d2=2026-03-10&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Osprey+Village%2C+Florida%2C+United+States+of+America®ionId=553248635976482375&latLong=27.195859%2C-82.487827&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-10&d2=2026-03-10&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Osprey+Village%2C+Florida%2C+United+States+of+America®ionId=553248635976482375&latLong=27.195859%2C-82.487827&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-10&d2=2026-03-10&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Osprey+Village%2C+Florida%2C+United+States+of+America®ionId=553248635976482375&latLong=27.195859%2C-82.487827&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-10&d2=2026-03-10&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Osprey+Village%2C+Florida%2C+United+States+of+America®ionId=553248635976482375&latLong=27.195859%2C-82.487827&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-10&d2=2026-03-10&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Osprey+Village%2C+Florida%2C+United+States+of+America®ionId=553248635976482375&latLong=27.195859%2C-82.487827&adults=2&startDate=2026-03-07&d1=2026-03-07&endDate=2026-03-10&d2=2026-03-10&lodging=COTTAGE) ![](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-Village-Villas.d553248635976482375-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsprey-Village-Villas.d553248635976482375-aaVillas.Travel-Guide-Accommodation) ## Top Osprey Village Hotel Reviews ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "Room was good, service was good" [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![DoubleTree by Hilton Sarasota Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg) ### DoubleTree by Hilton Sarasota Bradenton Airport 10/10 Excellent "Close to airport! Clean and comfortable! " [](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![Carlisle Inn](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "Very courier very comfortable everything was good" [](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Hyatt Place Sarasota/Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec_y.jpg) ### Hyatt Place Sarasota/Bradenton Airport 10/10 Excellent "spotless largeroom " [](https://expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information) ![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg) ### The Westin Sarasota 10/10 Excellent "All of it!" [](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information) ![Siesta Key Palms Resort](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda_y.jpg) ### Siesta Key Palms Resort 10/10 Excellent "Beautiful venue! You know you are on vacation when you are there! " [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "Very clean and courteous staff" [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Wonderful trip! Great location! Great staff!" [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![SeaSpray Resort](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/62be52d5_y.jpg) ### SeaSpray Resort 10/10 Excellent "The place was very nicely furnished and spotless. The bedrooms were spacious and the beds and bedding were extremely comfortable. The living room furniture was the best I’ve seen in a rental. They had beach bags, chairs, wagons, and quality beach towels at our disposal. The unit is only a half of a block to the beach and a half of a mile to The Village with restaurants and bars." [](https://expedia.ca/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information) ## Find out more about Osprey Village ## Osprey Village Villas information | Number of reviews | 79 | | ----------------- | --------- | | Accommodation | 0 Villas | | Lowest Price | CA $300 | | Highest Price | CA $1,128 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - 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) - [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) - 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