Title: Longboat Key Cottages from CA $234 | Expedia.ca [Longboat Key Travel Guide](https://expedia.ca/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.ca/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Vacation Rentals in Longboat Key](https://expedia.ca/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Flights to Longboat Key](https://expedia.ca/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.ca/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Longboat Key Car Rentals](https://expedia.ca/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)[Longboat Key Vacation Packages](https://expedia.ca/Longboat-Key.d8409.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/ead9fbeb457abde1c17824ab53aacc80.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Longboat Key Cottage Rentals from CA $234 - ![](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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Longboat Key Cottages ![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/643b1018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/83aeeea9.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) ![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 Inn On Siesta Key Siesta Key 10/10 Exceptional (189) "Room was great!!! Staffa n owner awesome!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald CA $260 CA $372 total includes taxes & fees Nov 11 - Nov 12 [](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/84000000/83610000/83603900/83603845/3e6fb0fb.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) ### Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms Casey Key 9.2/10 Wonderful (68) "We so enjoy this little property loved the beach and it’s coziness would definitely refer ones to it and would stay again found lots of shells and sharks teeth" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobbie H. CA $383 CA $810 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-B.h83603845.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/48baa852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/a2523876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/700aea27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/979b4651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7mi to Anna Maria Newly Renovated Private Cottage Bradenton 10/10 Exceptional (2) "I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MO L. CA $126 CA $385 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/920c998b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/35e9b7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/3ef3b3c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/7beefd4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The "Grouper" Sunny Shores 9.2/10 Wonderful (41) "Very clean and nice place ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry S. CA $139 CA $299 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/09cad324.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/21000000/20140000/20139300/20139242/3cffd3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/8a6b5d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/89874f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village Sarasota 9.2/10 Wonderful (176) "clean, nice amenities and great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert K. CA $261 CA $540 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Beachside-Getaway-Cottage-Walking-Distance-To-Beach-And-Village.h20139242.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) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/32215648.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) ![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/c604265f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed 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 $167 CA $428 total includes taxes & fees Nov 11 - Nov 12 [](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/43000000/42570000/42561000/42560927/dabc6adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/43000000/42570000/42561000/42560927/e7d7fc92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42570000/42561000/42560927/452566e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42570000/42561000/42560927/df1f9aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to Beach+bikes VaCay getaway on PaG island Pass-a-Grille 9.8/10 Exceptional (19) "Super cute location and unit! Close parking and within walking distance to restaurants (dinner, lunch, breakfast) and soooo close to the beach! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shaunte W. CA $177 CA $364 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-To-Beachbikes-VaCay-Getaway-On-PaG-Island.h42560927.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/53fdb072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/8d9d80c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/406e8f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/fd0b5dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Cottage with Covered Balconies and Private Pool Anna Maria 9.6/10 Exceptional (41) "The location was perfect with close beach access and surrounded by a lot of fun businesses. We loved being over the pizza shop, could go down there and grab food or drinks! We enjoyed our stay very much!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah E. CA $317 CA $729 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.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) ![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) ![1 bedroom, 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) ### Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly Nokomis CA $133 CA $234 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Nokomis-Hotels-Waterfront-Venice-Nokomis-FL-Bay-View-Private-Guest-Suitehouse-Pet-Friendly.h121521090.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/f7169e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/2c1cb597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/2d305174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/8c87680d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny PaG Island rental w/bikes-just steps2beach Pass-a-Grille 9.0/10 Wonderful (18) "Wonderful stay. Everything was perfect. The location can’t be beat, 2 minute walk to a beautiful beach. 2nd visit and we’ll be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie W. CA $185 CA $370 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Townhome.h50919454.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118950000/118942200/118942180/a1079f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118950000/118942200/118942180/14a610e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/119000000/118950000/118942200/118942180/6d9ee6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/119000000/118950000/118942200/118942180/4d81f3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK Palmetto CA $140 CA $347 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Palmetto-Hotels-Florida-Charm-Minifarm-HotTub-POOL-Chickens-Near-I75.h118942180.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) ### Nook Cottage Across street from beach and Heated Pool 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 $336 CA $858 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Siesta-Key-Hotels-Nook-Cottage-Across-Street-From-Beach-And-Heated-Pool.h60616412.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/e3bb4e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/a41d4a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/8920af24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/bd46b2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Island Getaway! Just Steps from the Beach Bradenton Beach 8.8/10 Excellent (3) "Although there are laundry facilities on property, the area is kept locked and this unit is not permitted access. We were unable to do any laundry unless we traveled two miles to Holmes Beach to the Laundromat. This property IS very quiet. The trolley stops are literally at the end of the driveway, but there are no shops or businesses within close walking distance. Also, there were beach chairs and towels, but THERE ARE NO EXTRAS here, which is unlike any other Vrbo/AirBnb we have visited. There... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $228 CA $527 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Romantic-Island-Getaway-Just-Steps-From-The-Beach.h108542882.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) ![Pool](https://images.trvl-media.com/lodging/104000000/103690000/103689000/103688935/d518c28d.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/d8b11db8.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) ### 5 star Guest House heated pool on the water! South Sarasota CA $351 CA $715 total includes taxes & fees Nov 11 - Nov 12 [](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) ![Interior](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/9c941b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/b570c7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom Casey Key 9.4/10 Exceptional (104) "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 $278 CA $640 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-A.h83603529.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/8fab23d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/ec468328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/489ba156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/93f0dfbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps 2 Beach-Island Cottage w/king bd+2bike+parking Pass-a-Grille 9.8/10 Exceptional (41) "Quiet neighborhood away from the tourist areas. 50 steps to a beautiful white sandy beach:) charming little place, very clean and comfortable. sunsets were beautiful and almost no rain all week:)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James C. CA $244 CA $480 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-2-Beach-Island-Cottage-Wking-Bd2bikeparking.h18980120.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/61000000/60620000/60616400/60616393/w1400h932x0y1-247a061e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/61000000/60620000/60616400/60616393/2a256c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/61000000/60620000/60616400/60616393/bfa560dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/61000000/60620000/60616400/60616393/00094393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nest Cottage Across street from beach and Heated Pool Siesta Key 10/10 Exceptional (2) "Clean, modern and staff is amazing. Room ready before noon received text notification from owners. This is now our new go to after 19 years of staying up the street. All of everything is provided in rooms and for beach life, well maintained and fun atmosphere no pressures except to make memories here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marti C. CA $374 CA $745 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Siesta-Key-Hotels-Nest-Cottage-Across-Street-From-Beach-And-Heated-Pool.h60616393.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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60620000/60615900/60615807/8580a5ad.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) ### Haven cottage Across street from beach and Heated Pool Siesta Key 9.8/10 Exceptional (7) "Enjoyed the property, a very nice little unit, very clean and enjoyable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael M. CA $376 CA $747 total includes taxes & fees Nov 18 - Nov 19 [](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=2025-11-24&endDate=2025-11-25®ionId=8409&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Cottages.d8409-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Cottages.d8409-aaCottages.Travel-Guide-Accommodation) ## Top Longboat Key Hotel Reviews ![Right on the beach.Renovated ground Floor unit 63.](//images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/73b3f930_y.jpg) ### Right on the beach.Renovated ground Floor unit 63. 10/10 Excellent "Host was exceptional and all vacation needs were met" [](https://expedia.ca/Sarasota-Hotels-Beach-Front-Condo-Paradise-Ground-Floor.h68153868.Hotel-Information) ![ Flash sale 5-floor penthouse 60 feet from water, 150+ reviews](//images.trvl-media.com/lodging/33000000/32810000/32806800/32806785/9e2f14c8_y.jpg) ### Flash sale 5-floor penthouse 60 feet from water, 150+ reviews 10/10 Excellent "I’ve owned rental property in both the Caribbean and Costa Rica and I have to say that Jim’s communication is top notch. He is very quick to respond and very through from check-in to check-out. The unit was nicely renovated, clean and centrally located on LBK. The staff is very friendly and the common areas and grounds are well maintained. I wouldn’t hesitate to recommend Jim and his properties. Thanks Jim!" [](https://expedia.ca/Sarasota-Hotels-Penthouse-5th-Floor-Drop-Dead-Gorgeous-Private-Island-Beach-100reviews.h32806785.Hotel-Information) ![The St. Regis Longboat Key Resort](//images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg) ### The St. Regis Longboat Key Resort 10/10 Excellent "Can’t be better! Just a greatest experience " [](https://expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ![Zota Beach Resort](//images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg) ### Zota Beach Resort 10/10 Excellent "An absolute pleasure the resort was beautiful. Everybody was very nice. I will definitely be back." [](https://expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![Charming 1-bedroom, beachfront condo in marvelous Longboat Key](//images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/d6a766cd_y.jpg) ### Charming 1-bedroom, beachfront condo in marvelous Longboat Key 10/10 Excellent "Beautiful beach, very relaxing " [](https://expedia.ca/Longboat-Key-Hotels-Charming-1-Bedroom.h111700208.Hotel-Information) ![Beach front 2 bed-2 bath private balcony, modern with Gulf front views](//images.trvl-media.com/lodging/112000000/111690000/111680700/111680669/b8fb2c4f_y.jpg) ### Beach front 2 bed-2 bath private balcony, modern with Gulf front views 10/10 Excellent "You can't go wrong at this rental!" [](https://expedia.ca/Longboat-Key-Hotels-Beach-Front-2-Bed-2-Bath-Private-Balcony.h111680669.Hotel-Information) ![Sea Club I Beach Resort](//images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb_y.jpg) ### Sea Club I Beach Resort 10/10 Excellent "Clean room, quiet and safe, right on the beach. " [](https://expedia.ca/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information) ![Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach](//images.trvl-media.com/lodging/112000000/111710000/111700700/111700640/e8d93a47_y.jpg) ### Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach 10/10 Excellent "This was amazing ! It was just as pictured! Everything was new and clean on the property and the beach was 10 feet outside your door. " [](https://expedia.ca/Longboat-Key-Hotels-Charming-1-Bedroom.h111700640.Hotel-Information) ![THE BEACH CONDO #107 BEACHFRONT FULL VIEW](//images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/9273c908_y.jpg) ### THE BEACH CONDO #107 BEACHFRONT FULL VIEW 10/10 Excellent "Had a wonderful time at this condo. It was a great location and was kept very clean. The owner was very nice and helpful. Will definitely be back! " [](https://expedia.ca/Longboat-Key-Hotels-THE-BEACH.h35541645.Hotel-Information) ## Find out more about Longboat Key ## Longboat Key Cottages information | Number of reviews | 577 | | --- | --- | | Accommodation | 23 Cottages | | Lowest Price | CA $234 | | Highest Price | CA $858 | ## Frequently asked questions ### Are there any family-friendly cottages in Longboat Key? > Put your feet up at [Queen's Gate Resort](https://www.expedia.ca/Sarasota-Hotels-Queens-Gate-Resort.h7009010.Hotel-Information), a 2.5-star cottage just a short drive from downtown. Conveniences here include a nearby beach and WiFi. Another family-friendly option where you can swap the concrete jungle for wide open spaces is [105b 12th Street South Front 2 Bedroom Apts By Redawning](https://www.expedia.ca/Sarasota-Hotels-105b-12th-Street-South-Front-2-Bedroom-Apts.h22664928.Hotel-Information). A barbecue grill and WiFi help make this 3-star cottage a guest favourite. After checking in and chilling in your comfortable new digs, it's time to head out and start exploring. [Coquina Beach](https://www.expedia.ca/Coquina-Beach-Bradenton-Beach.d6296222.Vacation-Attraction) and [Cortez Beach](https://www.expedia.ca/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction) are among the best family-friendly attractions in Longboat Key. ### Why book your cottage in Longboat Key with Expedia? > Booking a cottage in Longboat Key is as easy as deciding on your travel dates and selecting your ideal place for outdoor recreation and relaxation. From high-end retreats to affordable properties and cottages that come with amenities like a kitchenette, Expedia has something for all traveler tastes. As for the best deals around? We've got them too! ### How can I find cheap cottages in Longboat Key? > Expedia is here to help you track down cheap cottages in Longboat Key. 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[Sunny Shores Hotels](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels.0-n553248635976469851-0.Travel-Guide-Filter-Hotels) - [Flights from Toronto (YYZ) to Sarasota (SRQ)](https://www.expedia.ca/lp/flights/yyz/srq/toronto-to-sarasota) - [Visit Bayshore Gardens](https://www.expedia.ca/Bradenton-Bayshore-Gardens.dx553248623282278434) - [Coquina Baywalk](https://www.expedia.ca/Coquina-Baywalk-Bradenton-Beach.d6295818.Vacation-Attraction) - [Cortez Beach](https://www.expedia.ca/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction) - [Historic Bridge Street Pier](https://www.expedia.ca/Historic-Bridge-Street-Pier-Bradenton-Beach.d6295814.Vacation-Attraction) - [Img Academy](https://www.expedia.ca/IMG-Academy-Bradenton.d6296268.Vacation-Attraction) - [Img Bollettieri Tennis Academy](https://www.expedia.ca/IMG-Bollettieri-Tennis-Academy-Bradenton.d6128286.Vacation-Attraction) - [Visit Longbeach Village](https://www.expedia.ca/Longboat-Key-Longbeach-Village.dx553248635976481697) - [Car rentals near Bayshore Gardens](https://www.expedia.ca/Car-Rentals-In-Bayshore-Gardens.d553248623282278434.Car-Rental-Guide) - [Cortez Vacation Rentals](https://www.expedia.ca/Cortez-Vacation-Rentals.d553248623461959293.Travel-Guide-VacationRentals) - [Book Cottages in Longboat Key on Expedia.com](https://www.expedia.com/Longboat-Key-Cottages.d8409-aaCottages.Travel-Guide-Accommodation)