Title: Book the Best Osprey FAMILY FRIENDLY Hotels from CA $151 - Kid-Friendly Hotels in Osprey, FL | 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) ![](https://images.trvl-media.com/place/55888/92c919ca-2448-4c40-b1eb-f9207c3d50df.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 availability on Osprey Family Hotels Tonight [Feb 26 - Feb 27](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-02-26&endDate=2026-02-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Feb 27 - Feb 28](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-02-27&endDate=2026-02-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) This weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Our top choices for Osprey family-friendly hotels ![Beach towels](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/68ecfea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/fc1eb47f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/24f433bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/9ce5bade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Osprey Home [](https://www.expedia.ca/Osprey-Hotels-Charming-Osprey-Home.h120681763.Hotel-Information) Bay Acres 10/10 Exceptional (1 review) CA $383 CA $706 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Osprey-Hotels-Charming-Osprey-Home.h120681763.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/93021f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/04230bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/68922696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Room](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/21b61591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casey Key Resorts - Mainland [](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) Osprey 8.8/10 Excellent (1,137 reviews) CA $435 CA $551 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/93000000/92410000/92408200/92408147/edcab928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92410000/92408200/92408147/c49363b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92410000/92408200/92408147/a528ee56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/93000000/92410000/92408200/92408147/2262ed13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Nokomis Sarasota South by IHG [](https://www.expedia.ca/Nokomis-Hotels-Holiday-Inn-Express-Suites-Nokomis-Sarasota-South.h92408147.Hotel-Information) Nokomis 9.6/10 Exceptional (402 reviews) CA $213 CA $240 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Nokomis-Hotels-Holiday-Inn-Express-Suites-Nokomis-Sarasota-South.h92408147.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/fe1fcac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/w4000h2196x0y0-722bffee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/f28582f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/66000000/65550000/65549500/65549419/4ffe13e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Close to Siesta Key beach with a hot tub and a large garden [](https://www.expedia.ca/Sarasota-Hotels-5-Minutes-To-Siesta-And-Cresent-Beaches-In-Sarasota.h65549419.Hotel-Information) Sarasota 9.8/10 Exceptional (118 reviews) CA $167 CA $361 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Sarasota-Hotels-5-Minutes-To-Siesta-And-Cresent-Beaches-In-Sarasota.h65549419.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/b3475201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/ecddcd25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/c4b1f65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/8c1f559d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Venice, FL [](https://www.expedia.ca/Sarasota-Hotels-Motel-6-Venice.h1000717.Hotel-Information) Gateway 8.2/10 Very good (439 reviews) CA $130 CA $151 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Sarasota-Hotels-Motel-6-Venice.h1000717.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/cf55be23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/b4e6de67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/e4384efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/1d70e05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal duplex with private beach access & deck - dog-friendly [](https://www.expedia.ca/Englewood-Hotels-Coastal-Duplex-With-Easement-Access-To-Private-Beach-Deck-Dog-Friendly.h86141519.Hotel-Information) Manasota Key 8.6/10 Excellent (13 reviews) CA $142 CA $553 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Englewood-Hotels-Coastal-Duplex-With-Easement-Access-To-Private-Beach-Deck-Dog-Friendly.h86141519.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/92000000/91830000/91822100/91822014/d13b9e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91830000/91822100/91822014/70a4b566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91830000/91822100/91822014/502c2001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/92000000/91830000/91822100/91822014/4e9f5982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Beach Cottage [](https://www.expedia.ca/Englewood-Hotels-Cozy-Beach-Cottage.h91822014.Hotel-Information) Manasota Beach 9.4/10 Exceptional (24 reviews) CA $271 CA $686 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Englewood-Hotels-Cozy-Beach-Cottage.h91822014.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/105c6d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/7dab4f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/3e26fcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/aa27a0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chadwick Cove Resort & Marina [](https://www.expedia.ca/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information) Manasota Key 10/10 Exceptional (16 reviews) - Beachside family paradise at Chadwick Cove offers kayaking, beachfront dining, and seven restaurants steps from Englewood Beach. CA $192 CA $832 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/101000000/100470000/100460700/100460636/b34722ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100470000/100460700/100460636/bfce384d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/101000000/100470000/100460700/100460636/986859b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100470000/100460700/100460636/389e910c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PLACE TO BE. we have everything you need [](https://www.expedia.ca/North-Port-Hotels-PLACE-TO-BE-We-Have-Everything-You-Need.h100460636.Hotel-Information) Warm Mineral Springs 9.6/10 Exceptional (8 reviews) CA $163 CA $469 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/North-Port-Hotels-PLACE-TO-BE-We-Have-Everything-You-Need.h100460636.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/96000000/95710000/95700300/95700299/w1008h683x8y0-7a6d3e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95710000/95700300/95700299/w1015h674x9y4-1f52fcf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/96000000/95710000/95700300/95700299/w1024h674x0y4-b925a421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms](https://images.trvl-media.com/lodging/96000000/95710000/95700300/95700299/w1024h674x0y4-5804bbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 2 Bedroom Farmhouse [](https://www.expedia.ca/Venice-Hotels-Modern-2-Bedroom-Farmhouse.h95700299.Hotel-Information) South Venice 9.2/10 Wonderful (7 reviews) CA $245 CA $573 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Venice-Hotels-Modern-2-Bedroom-Farmhouse.h95700299.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=2026-03-12&endDate=2026-03-13®ionId=55888&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at family-friendly hotels in Osprey Breakfast included Pool All-inclusive 4 stars 5 stars ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_55888) ## Top Osprey Hotel Reviews ![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9_y.jpg) ### Casey Key Resorts - Mainland 10/10 Excellent "The rooms were so clean, the staff were outstanding and we really enjoyed the poolside room with a table and chairs on our patio. " [](https://expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.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 "the room was clean, the pool and bar were great. Bartender was so friendly and recommended some great places to visit. It the perfect hotel right across from Siesta Key. " [](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 "clean room, staff was extremely friendly and helpful, was able to hold our luggage all day once we checked out. Property was clean and so close to beach!" [](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 "Everything was amazing! Walking distance to anything you need. Staff was very accommodating and nice. My only wish is that there would have been a floor mirror in the room. Other than that, it was a perfect trip! " [](https://expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg) ### The Westin Sarasota 10/10 Excellent "Room was spotless and the service was amazing. Love this Westin! Always will book a stay. " [](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.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 "Great location of the hotel and room itself, enjoyed relaxing by the pool, and a staff member was super helpful - saved us a parking spot for check in on a busy Saturday night!" [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.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 "The room was very clean, as well as rhe grounds. Very spacious. " [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "Staff was very friendly and helpful. The room was easy to access. We enjoyed being pool side and having our own patio chairs! Free drinks and Karaoke kept us entertained!" [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Lido Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg) ### Lido Beach Resort 10/10 Excellent "Highly recommend for families " [](https://expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ## Frequently asked questions ### What's Osprey like for family-friendly vacations? ### When's the best time to book a family-friendly vacation in Osprey? ### What's there to see and do with your family in Osprey? ## Explore a world of travel with Expedia - Lodging - 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) - [Beach Hotel Hotels in Casey Key ](https://www.expedia.ca/Casey-Key-Hotels-Beach-Hotel.0-0-d6167273-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Casey Key ](https://www.expedia.ca/Casey-Key-Hotels-Boutique-Hotel.0-0-d6167273-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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