Title: Osprey Village Condo Rentals from CA $179 | 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) ![](https://images.trvl-media.com/place/55888/4df1d5b3-0ca2-4dd3-91c6-479b5ebaf671.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/55888/4df1d5b3-0ca2-4dd3-91c6-479b5ebaf671.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 prices for these dates In two weeks [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976482375&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976482375&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976482375&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 31 - Aug 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976482375&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Osprey Village condo rentals ![Terrace/patio](https://images.trvl-media.com/lodging/127000000/126900000/126893700/126893632/5e20c1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/127000000/126900000/126893700/126893632/f3887e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/127000000/126900000/126893700/126893632/2c6f9221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/127000000/126900000/126893700/126893632/9a36a069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Condo, Prime Beach Access, Manasota Key [](https://www.expedia.ca/Englewood-Hotels-Bayfront-Condo.h126893632.Hotel-Information) Manasota Key 10/10 Exceptional (1 review) "Everthing was great no problems" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William D. CA $234 CA $603 total includes taxes & fees Apr 27 - Apr 28 [](https://www.expedia.ca/Englewood-Hotels-Bayfront-Condo.h126893632.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/w1350h899x0y1-de204860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/w1349h899x1y1-5b522171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/w1350h899x0y1-fc3beeba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19890000/19887000/19886939/4c792532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset and beach view from your balcony Unit 403 [](https://www.expedia.ca/Sarasota-Hotels-Panoramic-Beach-View-And-Amazing-Sunset.h19886939.Hotel-Information) Longboat Key 9.8/10 Exceptional (113 reviews) "Beach view with sunset!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joseph l. CA $270 CA $602 total includes taxes & fees Apr 21 - Apr 22 [](https://www.expedia.ca/Sarasota-Hotels-Panoramic-Beach-View-And-Amazing-Sunset.h19886939.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/86000000/85210000/85206900/85206808/8297e652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/86000000/85210000/85206900/85206808/dc911d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/86000000/85210000/85206900/85206808/29e0522f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/86000000/85210000/85206900/85206808/9dab679a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turtle at Coastal Breeze | Peaceful 2nd Floor, Walk to Turtle Beach, On the Bay, Boat Dock, Fishing [](https://www.expedia.ca/Siesta-Key-Hotels-Walk-To-Beach-Street-View-Fishing.h85206808.Hotel-Information) Sarasota 10/10 Exceptional (21 reviews) "Will stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $282 CA $787 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Siesta-Key-Hotels-Walk-To-Beach-Street-View-Fishing.h85206808.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/45fb4271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/de8accab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/c7b23d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/14471e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Breeze Siesta - Turtle [](https://www.expedia.ca/Siesta-Key-Hotels-Coastal-Breeze-Siesta-Turtle.h118007589.Hotel-Information) Siesta Key 10/10 Exceptional (1 review) "Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob CA $317 CA $717 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Siesta-Key-Hotels-Coastal-Breeze-Siesta-Turtle.h118007589.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/62000000/61110000/61106200/61106139/80c14452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/62000000/61110000/61106200/61106139/d102776c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/62000000/61110000/61106200/61106139/d7fff6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61110000/61106200/61106139/21f9ff9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay! [](https://www.expedia.ca/Sarasota-Hotels-Sapphire-Shores-Arcadia-1bed1bath.h61106139.Hotel-Information) Indian Beach Sapphire Shores 9.8/10 Exceptional (58 reviews) "Everything was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maribel CA $104 CA $209 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Sarasota-Hotels-Sapphire-Shores-Arcadia-1bed1bath.h61106139.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/9d6a1945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/34cf9932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/88c51812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/6dfb61f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Studio – Cabana #5B by RVA [](https://www.expedia.ca/Sarasota-Hotels-Cabana-Beach-Club-5b-Suite1-BA-Resort-On-Longboat-Key-By-Rva.h23291227.Hotel-Information) Longboat Key 8.2/10 Very good (76 reviews) "Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) K M. CA $209 CA $432 total includes taxes & fees Apr 23 - Apr 24 [](https://www.expedia.ca/Sarasota-Hotels-Cabana-Beach-Club-5b-Suite1-BA-Resort-On-Longboat-Key-By-Rva.h23291227.Hotel-Information) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/96dfb133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/887af080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/654d6bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/63000000/62600000/62599100/62599089/6e62c16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverside Oasis 1Bed/1Bath [](https://www.expedia.ca/Sarasota-Hotels-Riverside-Oasis-1bed1bath.h62599089.Hotel-Information) Bayou Oaks 9.4/10 Exceptional (52 reviews) "This little getaway was an anniversary celebration and it felt like we were in the perfect place to celebrate 15 years of marriage .This beautiful little house was extra clean , cozy, well decorated and well equipped, with the strawberry on top being the peacefulness and tranquillity with a short 15 min ride to the nearest beach and city center. We highly recommend the place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan CA $85 CA $179 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/Sarasota-Hotels-Riverside-Oasis-1bed1bath.h62599089.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/73000000/72560000/72554200/72554196/w1170h1729x0y783-f86e30fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72560000/72554200/72554196/e0d88a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72560000/72554200/72554196/f7249eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72560000/72554200/72554196/7c15a28c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unlimited Golf with membership transfer- Lakewood National [](https://www.expedia.ca/Bradenton-Hotels-Lakewood-National-Resort-Life-Unlimited-Golf.h72554196.Hotel-Information) Bradenton 10/10 Exceptional (23 reviews) "Zoe was a great host and quick to answer any questions." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John K. CA $257 CA $945 total includes taxes & fees Apr 30 - May 1 [](https://www.expedia.ca/Bradenton-Hotels-Lakewood-National-Resort-Life-Unlimited-Golf.h72554196.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/27000000/26740000/26731600/26731597/dc25033b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26740000/26731600/26731597/f252e513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26740000/26731600/26731597/w1349h899x1y1-c63baca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26740000/26731600/26731597/w1349h899x1y1-c7b90c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best views of the beach from your balcony Unit 301 [](https://www.expedia.ca/Sarasota-Hotels-Beach-View-Year-Around-Balcony-Sunsets.h26731597.Hotel-Information) Longboat Key 9.8/10 Exceptional (89 reviews) "Breathtaking view- super clean. Easy access. Perfect spot for a few days away with my husband." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen L. CA $256 CA $579 total includes taxes & fees Apr 30 - May 1 [](https://www.expedia.ca/Sarasota-Hotels-Beach-View-Year-Around-Balcony-Sunsets.h26731597.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/c5fbc9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/5f418b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/8355b484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23058300/23058218/14c34a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Serenity – Unit 234 by RVA [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-234-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23058218.Hotel-Information) Longboat Key 9.4/10 Exceptional (30 reviews) " Great location, office staff are very pleasant, room was very spacious with everything you need" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) GLENNA M. CA $234 CA $491 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-234-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23058218.Hotel-Information) ![Luxury Condo, 2 Bedrooms, Non Smoking, Pets Allowed | Dining](https://images.trvl-media.com/lodging/128000000/127720000/127715900/127715802/182b1774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo, 2 Bedrooms, Non Smoking, Pets Allowed](https://images.trvl-media.com/lodging/128000000/127720000/127715900/127715802/23920616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/128000000/127720000/127715900/127715802/4c06aae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo, 2 Bedrooms, Non Smoking, Pets Allowed | Private kitchen](https://images.trvl-media.com/lodging/128000000/127720000/127715900/127715802/20943d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedar Run Resort - Roam Hospitality [](https://www.expedia.ca/Bradenton-Hotels-Cedar-Run-Resort-Roam-Hospitality.h127715802.Hotel-Information) South Bradenton CA $200 CA $482 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Bradenton-Hotels-Cedar-Run-Resort-Roam-Hospitality.h127715802.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/8eb985bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Large 2 Bedrooms, 1 Bath, Kitchen, Patio | Living area](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/95eba461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/e476cb32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/1ea9ff08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Venice Beach Villas [](https://www.expedia.ca/Sarasota-Hotels-Venice-Beach-Villas.h7806268.Hotel-Information) Venice Island 9.4/10 Exceptional (478 reviews) "Exceptional location both to the beach and restaurants. The facility has everything you need to augment your stay: bikes, beach chairs and umbrellas, coolers and pool floats. The room is immaculate too." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy CA $176 CA $198 total includes taxes & fees Apr 27 - Apr 28 [](https://www.expedia.ca/Sarasota-Hotels-Venice-Beach-Villas.h7806268.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/de055795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/a6da00b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/c64b6123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23280000/23279700/23279677/1c1599c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift & Dune – Longboat Beachfront #101 RVA [](https://www.expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-101-1-BR-Den2-BA-Resort-On-Longboat-Key-By-RVA.h23279677.Hotel-Information) Longboat Key 8.6/10 Excellent (78 reviews) "Fantastic location right on the beach! The unit was very clean and came equipped with everything we needed. We will stay there again :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $295 CA $617 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-101-1-BR-Den2-BA-Resort-On-Longboat-Key-By-RVA.h23279677.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/a6b424e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/bdbecc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/c4a5ffc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/69552d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax at Gulf – Silver Sands Resort #232, Longboat [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-232-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23032191.Hotel-Information) Longboat Key 9.2/10 Wonderful (78 reviews) "Was good. Decent place to work remotely. Open to better rate in the future to stay for a month." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan S. CA $235 CA $494 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-232-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23032191.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/83643405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/b8c072df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/e323e842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/d7c19303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Bliss on Longboat Key- Steps to the sand [](https://www.expedia.ca/Longboat-Key-Hotels-Beachfront-Bliss-On-Longboat-Key-Steps-To-The-Sand.h116546614.Hotel-Information) Longboat Key 8.6/10 Excellent (14 reviews) "Great locale right on the beach " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carole CA $249 CA $493 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/Longboat-Key-Hotels-Beachfront-Bliss-On-Longboat-Key-Steps-To-The-Sand.h116546614.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/bba1574f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/27056cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/f6415e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/f46262c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun-Kissed Memories! [](https://www.expedia.ca/Sarasota-Hotels-Beachfront-Condo-On-Beautiful-Longboat-Key.h57669720.Hotel-Information) Longboat Key 10/10 Exceptional (121 reviews) "Great hostess, very thoughtful and kind. She thought of everything, we didn’t have to leave the premises. The location is unbelievable and the condo is gorgeous. We will definitely stay again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy K CA $313 CA $593 total includes taxes & fees Apr 26 - Apr 27 [](https://www.expedia.ca/Sarasota-Hotels-Beachfront-Condo-On-Beautiful-Longboat-Key.h57669720.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/112000000/111680000/111672200/111672131/9ed1865d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111680000/111672200/111672131/8fb74e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111680000/111672200/111672131/897512cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111680000/111672200/111672131/8af39a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand. [](https://www.expedia.ca/Longboat-Key-Hotels-Charming-1-Bedroom.h111672131.Hotel-Information) Longboat Key 8.4/10 Very good (17 reviews) "Amazing property with direct beach access. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) maria m. CA $278 CA $496 total includes taxes & fees May 3 - May 4 [](https://www.expedia.ca/Longboat-Key-Hotels-Charming-1-Bedroom.h111672131.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/cf50a77b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/2d4a120b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/554d8cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/6b6b32c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Comfort – Silver Sands Resort #233 by RVA [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-233-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23099822.Hotel-Information) Longboat Key 9.0/10 Wonderful (32 reviews) "Great location. Friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $225 CA $481 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-233-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23099822.Hotel-Information) ![Beachside One Bedroom Suite](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/31f9068d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beachside One Bedroom Suite | Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c6914d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/fa86635e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/6e093d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Beach Retreat [](https://www.expedia.ca/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information) Casey Key 9.2/10 Wonderful (618 reviews) "Love this place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marialis CA $237 CA $267 total includes taxes & fees May 3 - May 4 [](https://www.expedia.ca/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/94000000/93050000/93043500/93043436/92840f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/94000000/93050000/93043500/93043436/219d40cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library](https://images.trvl-media.com/lodging/94000000/93050000/93043500/93043436/ced68b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library](https://images.trvl-media.com/lodging/94000000/93050000/93043500/93043436/644b5c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🏝Beachfront Condo Overlooking Gulf of America🏝 [](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Condo-Overlooking-Gulf-Of-Mexico-Jetties-Pointe-Cottage-5.h93043436.Hotel-Information) Casey Key 9.8/10 Exceptional (26 reviews) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lee M. CA $344 CA $704 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Condo-Overlooking-Gulf-Of-Mexico-Jetties-Pointe-Cottage-5.h93043436.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=2026-04-21&endDate=2026-04-22®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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APART_HOTEL) 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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VACATION_HOME) 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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APARTMENT) 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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=COTTAGE) 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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VILLA) Cabins [](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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CABIN) ![](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-Condos.d553248635976482375-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsprey-Village-Condos.d553248635976482375-aaCondos.Travel-Guide-Accommodation) ## Top Osprey Village Hotel Reviews ![Siesta Key Palms Resort](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/0ef16925_y.jpg) ### Siesta Key Palms Resort 10/10 Excellent "Very nice, beachy vibe. Great location. Convenient to the beach." [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.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 "Good option, clean, updated and friendly staff" [](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![The Ritz-Carlton, Sarasota](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_y.jpg) ### The Ritz-Carlton, Sarasota 10/10 Excellent "Great location and a quick shuttle ride to the beautiful Lido beach. The staff at the beach club were great, especially Lea! I went for a girls trip but definitely couples and family friendly. I will definitely be back." [](https://expedia.ca/Sarasota-Hotels-The-Ritz-Carlton.h806101.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 6/10 Okay "Rooms are small and pool was dirty There was a bandaide left by the pool the entire time we were there. " [](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/f85b62a5_y.jpg) ### Tropical Beach Resorts 8/10 Good "We traveled in 5, apartment was very nice, pool and surrounding beautiful " [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/6dc32504_y.jpg) ### Golden Host Resort - Sarasota 6/10 Okay "A bit run down, but enjoyed the 60’s vibe. Pool area was nice. Could use a deep clean and fresh paint." [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Carlisle Inn](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/edd6ba5c_y.jpg) ### Carlisle Inn 10/10 Excellent "Beautiful Hotel, Fresh cookies, excellent food, Very friendly staff " [](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/2384a13f_y.jpg) ### The Westin Sarasota 10/10 Excellent "Beautiful property - amazing staff!! Can’t wait to return!! " [](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information) ![Lido Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg) ### Lido Beach Resort 8/10 Good "The good: staff was over the top friendly, cheerful, helpful, couldn’t do enough for you. The restaurant Drift is amazing. Bar is great, food is excellent, service above and beyond. The not so good: Beach chairs are reserved at 7am when they open but aren’t physically sat in until 10:30-11:00\. We got to the beach at 8:30 and got chairs but not along the waters edge while we watched the chairs in front of us sitting empty for 3 hours. Doesn’t seem right or fair to me. Our room was immaculate however we were given a 1st floor standard room with no view - shame on me for using Hotels.com and not understanding which building my room was in. We were in the older building and it was noisy as the occupants above us were stomping around late into the night. Always ask for the NEW tower when booking a room. Our room was equipped with a full kitchen which was a surprise but of no use to us for a one night stay. It’s a fantastic family oriented resort and I highly recommend it for families with young children. " [](https://expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ## Find out more about Osprey Village ## Osprey Village Condo Rentals information | Number of reviews | 1,372 | | ----------------- | ------------------ | | Accommodation | 3371 Condo Rentals | | Lowest Price | CA $179 | | Highest Price | CA $945 | ## 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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