Title: Osprey Cottages from CA $215 | 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) ![Great Heron](https://images.trvl-media.com/place/55888/92c919ca-2448-4c40-b1eb-f9207c3d50df.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Osprey Cottage Rentals from CA $215 - ![](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=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) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=55888&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=55888&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=55888&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 Cottages ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165481/bdbb7839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165481/c1b2481c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165481/58ec187b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165481/6f04d48b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in North Port CA $101 CA $310 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/North-Port-Hotels-Relax-In-Hot-Tub.h122165481.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/6bac86e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/82d5f3c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/7ac2a9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/75202b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Warm Mineral Springs 9.0/10 Wonderful (8) "Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jake R. CA $83 CA $215 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/North-Port-Hotels-3-Small-House-Walking-Distance-To-Warm-Mineral-Spring.h112257831.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/5a3a0e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/364b5edc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/ca9e4b80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/81337e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Warm Mineral Springs 9.2/10 Wonderful (10) "Property was perfect for the price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William M. CA $83 CA $215 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/North-Port-Hotels-Charming-Cottage-For-2-Across-Warm-Mineral-Springs-Park.h112257306.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121530000/121521100/121521090/e0297ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121530000/121521100/121521090/8c57d5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/122000000/121530000/121521100/121521090/50b02c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121530000/121521100/121521090/4e5c36d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Nokomis 10/10 Exceptional (2) "Host was very accommodating and kind. The cottage was cozy and well kept. Waking up with the ocean breeze off the river and the quiet neighborhood was so relaxing. I would highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael A. CA $139 CA $247 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Nokomis-Hotels-Waterfront-Venice-Nokomis-FL-Bay-View-Private-Guest-Suitehouse-Pet-Friendly.h121521090.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122350000/122348400/122348349/d87dc760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122350000/122348400/122348349/bcbcde8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122350000/122348400/122348349/604022e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122350000/122348400/122348349/3b5d3f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Englewood Central CA $101 CA $297 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Englewood-Hotels-Charming-2-Bedroom-Cottage-In-Englewood-Minutes-To-The-Gulf-Beaches-Dog-Friendly.h122348349.Hotel-Information) ![The Lookout, 1 King Bedroom 1 Bath | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/29488658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e9ce27d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Living area](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/66da17bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/1bfe228b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Siesta Key 10/10 Exceptional (190) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos CA $320 CA $439 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/7c7c5a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/2b2c6b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/b074c4f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83610000/83603900/83603845/f1ddc786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Casey Key 9.2/10 Wonderful (69) "Quiet beautiful beachfront location! We had a wonderful stay and plan on coming back! Thank you very much!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine Z. CA $232 CA $610 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-B.h83603845.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/ddfb4834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/c604265f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/7c1b1696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/22bf9f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Siesta Key 9.2/10 Wonderful (5) "We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rolly N. CA $166 CA $421 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Sanctuary-Pool-Kayaks-TikiHut-King-Bed.h100405851.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/8d8cbf3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/226a3a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/1e74dce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/8496dec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Manasota Key 10/10 Exceptional (1) "This was a great stay. It was very clean and seemed like a brand new renovation. They provide plenty to do from two bicycles for cruising, a few kayaks and indoor games. The kitchen was stocked if you chose to stay in and cook. Lastly, the hosts were great to work with. We will stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John C. CA $214 CA $613 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Englewood-Hotels-Explore-Manasota-Key.h118008626.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/f81eae92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/b4faed62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/474995aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/6e40dd80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Manasota Key 8.0/10 Very good (1) "Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10\. I would recommend"" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anabel P. CA $193 CA $587 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Englewood-Hotels-Walk-To-Beach.h118400266.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/9191ae4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/9e8f75c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/28df27df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/019281da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Siesta Key Village CA $179 CA $773 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Siesta-Key-Hotels-Blue-Dolphin-Cottage-Steps-From-The-Beach.h105465281.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/11b164a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/e0d4cce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/8d5cad24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/ba5110e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Sarasota CA $214 CA $482 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Sarasota-Hotels-Gulf-Gate-Escape-Near-Siesta.h120979087.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364420/621ffa15.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/118000000/117370000/117364500/117364420/ad8f5200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364420/c57d6616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364420/f39d1f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Siesta Key Village CA $188 CA $736 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Siesta-Key-Hotels-Yellow-Palm-Cottage-Steps-From-The-Beach.h117364420.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364430/9f46bd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364430/9c06fbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364430/eaa312d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364430/4577c97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Siesta Key Village CA $188 CA $744 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Siesta-Key-Hotels-Pink-Mango-Cottage-Steps-From-The-Beach.h117364430.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60250000/60246800/60246793/565e32df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/61000000/60250000/60246800/60246793/0964ad0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/61000000/60250000/60246800/60246793/d7451be1.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/61000000/60250000/60246800/60246793/8ddbdef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Siesta Key 10/10 Exceptional (5) "Wonderful property and fantastic location. Everything you need at your fingertips for an enjoyable beach stay without ever having to leave the island!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meghan J. CA $395 CA $1,337 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Siesta-Key-Hotels-Cabana-Cottage-Across-Street-From-Beach-And-Heated-Pool.h60246793.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60620000/60616500/60616412/2c01ef53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/61000000/60620000/60616500/60616412/e82eda2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/61000000/60620000/60616500/60616412/072a31d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/61000000/60620000/60616500/60616412/f8040a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Siesta Key 10/10 Exceptional (4) "They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek N. CA $373 CA $899 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Siesta-Key-Hotels-Nook-Cottage-Across-Street-From-Beach-And-Heated-Pool.h60616412.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103690000/103689000/103688935/aebd8a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/104000000/103690000/103689000/103688935/w1100h682x0y85-62172e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103690000/103689000/103688935/f78399da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/104000000/103690000/103689000/103688935/d518c28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in South Sarasota CA $345 CA $694 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Sarasota-Hotels-5-Star-Guest-House-Heated-Pool-On-The-Water.h103688935.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/6e5d4ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/5a4e0474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/3cde7e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/9c941b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Casey Key 9.4/10 Exceptional (107) "Great stay, right on a beautiful private beach. Casey key is a great place, highly recommend this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen P. CA $232 CA $574 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-A.h83603529.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60620000/60615900/60615807/6c9ab713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/61000000/60620000/60615900/60615807/af5f94a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/61000000/60620000/60615900/60615807/3cb25a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/61000000/60620000/60615900/60615807/b2c0ac9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Siesta Key 9.8/10 Exceptional (7) "It was a beautiful place. Great staff. Awesome experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas M. CA $372 CA $728 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Siesta-Key-Hotels-Haven-Cottage-Across-Street-From-Beach-And-Heated-Pool.h60615807.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=2025-12-20&endDate=2025-12-21®ionId=55888&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%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=VILLA) ![](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-Cottages.d55888-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsprey-Cottages.d55888-aaCottages.Travel-Guide-Accommodation) ## Top Osprey Hotel Reviews ![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) ![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) ![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 "Room clean, and comfortable. Personnel friendly. " [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information) ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "Excelente " [](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Tropical Breeze Resort](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "Great stay, walking distance to the beach and restaurants! " [](https://expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ## Find out more about Osprey ## Osprey Cottages information | Number of reviews | 398 | | ----------------- | ------------ | | Accommodation | 325 Cottages | | Lowest Price | CA $215 | | Highest Price | CA $1,337 | ## Frequently asked questions ### How much do cottages in Osprey cost? ### What are the best cottages in Osprey? ### How many cottages are there in Osprey? ### Are there any family-friendly cottages in Osprey? ### Why book your cottage in Osprey with Expedia? ### How can I find cheap cottages in Osprey? ### What is there to do in Osprey near my cottage? ## 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) - 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