Title: Book the Best Hotels with POOL in Bay Island in 2026 | Expedia.ca [Flights to Siesta Key](https://expedia.ca/Cheap-Flights-To-Siesta-Key.d6881.Travel-Guide-Flights)[Things to do in Siesta Key](https://expedia.ca/Things-To-Do-In-Siesta-Key.d6881.Travel-Guide-Activities)[Bay Island Car Rentals](https://expedia.ca/Car-Rentals-In-Bay-Island.d553248635976194864.Car-Rental-Guide)[Bay Island Vacations](https://expedia.ca/Bay-Island.d553248635976194864.Destination-Travel-Guides) ![sunset over the bay, water, sky, red, intense, swirls, clouds, landscape, island, horizon, tropical, Siesta Key, Florida](https://images.trvl-media.com/place/553248635976194864/b2a5a03c-7b86-4d7a-9c34-4c8d8b677b76.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Bay Island, FL from CA $89 - ![](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 Bay Island Hotels with a Pool Tonight [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976194864&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976194864&startDate=2025-12-18&endDate=2025-12-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976194864&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976194864&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Bay Island hotels with a pool ![Outdoor pool, a heated pool, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/1234b7ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/4d4e5779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/b452d46d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/d8baa37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at the Beach [](https://www.expedia.ca/Sarasota-Hotels-Inn-At-The-Beach.h911761.Hotel-Information) Venice Island 9.8/10 Exceptional (1018) "Very nice employees, great continental breakfast and very close to everything " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $172 CA $231 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Sarasota-Hotels-Inn-At-The-Beach.h911761.Hotel-Information) ![Outdoor pool, open 9:00 AM to 6:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745513/1e44f415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745513/35ef17f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745513/4967eafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745513/6c740597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway [](https://www.expedia.ca/Sarasota-Hotels-Island-Sun-Inn-Suites-Venice.h2745513.Hotel-Information) Venice Island 7.6/10 Good (1003) "Price, clean and friendly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $76 CA $89 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Sarasota-Hotels-Island-Sun-Inn-Suites-Venice.h2745513.Hotel-Information) ![Suite, 1 Bedroom, Pool View | View from room](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/3bbab93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, pool views ](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/e1f2d8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/29811144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Compass Hotel by Margaritaville Anna Maria Sound [](https://www.expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) Bradenton 9.4/10 Exceptional (1884) "Very nice stay; wonderful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $210 CA $276 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/01ed8c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/d81d6192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/8db4d91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/2279042b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Ambassador Suites Venice [](https://www.expedia.ca/Sarasota-Hotels-Best-Western-Plus-Ambassador-Suites-Venice.h117009.Hotel-Information) Venice 9.0/10 Wonderful (1000) "The room was spotless and the staff were terrific." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorraine CA $133 CA $151 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Sarasota-Hotels-Best-Western-Plus-Ambassador-Suites-Venice.h117009.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/0ef16925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/5269498e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Siesta Suite (1 Queen Bed and 1 Sofabed)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/c31401f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/0e0af5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Palms Resort [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) Sarasota 9.2/10 Wonderful (1006) "Tiki bar was a definite plus" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) thomas CA $95 CA $178 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/2fa7c591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/be5b5636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/337b4953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/e9208c79.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 8.4/10 Very good (373) "We enjoyed the service and the room and the staff it was excellent Thank you ☺️ " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fred CA $80 CA $93 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Sarasota-Hotels-Motel-6-Venice.h1000717.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/c2a1ef6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/9cc80f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/1e027384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/3006ffef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Hotel [](https://www.expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) Sarasota 9.2/10 Wonderful (4784) "Would happily stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) STYLIANOS CA $76 CA $102 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/0817b12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/6dc32504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/ac0f26dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Golden Host Resort - Sarasota [](https://www.expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) North Trail 8.4/10 Very good (2169) "Great Place To Stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pete CA $103 CA $116 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/f9d77025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/cfa0f723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/0e0257b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Beach Resorts [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) South Village 9.4/10 Exceptional (5154) "Great place, easy beach access and property was beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $174 CA $228 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/165ab285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/a3458664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/03ad611d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Breeze Resort [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) Siesta Key Village 9.0/10 Wonderful (1008) "Great stay, walking distance to the beach and restaurants! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $220 CA $278 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.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=2025-12-31&endDate=2026-01-01®ionId=553248635976194864&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Bay Island Hotel Reviews ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "The room was immaculate. We loved the sundeck outside our unit, and the pool was special. We could walk to the beach and several great restaurants. We will be back in June!" [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.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 "Very nice hotel, friendly staff, pool, hot tub, outdoor patios. " [](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg) ### The Westin Sarasota 10/10 Excellent "Great roof top bar! Good views, service, and heaters for the first chilly night of the season" [](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.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 "Was good" [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.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 "It is located near the places I need to visit when I'm in Sarasota. Its clean, safe and staff is very friendly. It has a funky 60s retro style and I don't need much more for a quick trip. Great price!" [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Hibiscus Suites - Gateway to Siesta Key](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07_y.jpg) ### Hibiscus Suites - Gateway to Siesta Key 10/10 Excellent "Was wonderful stay and I will back. Large rooms well updated " [](https://expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.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 "Staff was very kind and welcoming " [](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 "Yes!" [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![Lido Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg) ### Lido Beach Resort 10/10 Excellent "Excellent service, everything was spotless. Staff was ready to help and very courteous " [](https://expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Bay Island? ### What is there to see and do in Bay Island? ## Explore a world of travel with Expedia - Lodging - More ways to book - [All Inclusive Resorts and in Bay Isle ](https://www.expedia.ca/Bay-Isle-Siesta-Key-Hotels-All-Inclusive-Hotel.0-n553248635976469819-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in Bay Isle ](https://www.expedia.ca/Bay-Isle-Siesta-Key-Hotels-Family-Hotel.0-n553248635976469819-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Bay Isle ](https://www.expedia.ca/Bay-Isle-Siesta-Key-Hotels-Oceanfront-Hotels.0-n553248635976469819-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Bay Isle ](https://www.expedia.ca/Bay-Isle-Siesta-Key-Hotels-Pet-Friendly-Hotel.0-n553248635976469819-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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[Adults Only Resorts & in Orange Lake ](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Adults-Only-Resorts.0-n553248635976473287-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Orange Lake ](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-All-Inclusive-Hotel.0-n553248635976473287-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Orange Lake ](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Golf-Hotel.0-n553248635976473287-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Orange Lake ](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976473287-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Orange Lake ](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Hot-Tubs.0-n553248635976473287-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Orange Lake ](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Oceanfront-Hotels.0-n553248635976473287-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Business Hotels in Sarasota ](https://www.expedia.ca/Sarasota-Hotels-Business-Hotel.0-0-d602719-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Sarasota ](https://www.expedia.ca/Sarasota-Hotels-Green-Sustainable.0-0-d602719-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Sarasota ](https://www.expedia.ca/Sarasota-Hotels-Hotel-With-Pool.0-0-d602719-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Sarasota ](https://www.expedia.ca/Sarasota-Hotels-Hotels-With-Smoking-Rooms.0-0-d602719-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Siesta Key ](https://www.expedia.ca/Siesta-Key-Hotels-Beach-Hotel.0-0-d6881-tBeachHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in South Sarasota ](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Adults-Only-Resorts.0-n553248635975871203-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in South Sarasota ](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels-Beach-Hotel.0-n553248635975871203-0-tBeachHotel.Travel-Guide-Filter-Hotels) - 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