Title: Book the Best Hotels with POOL in Winter Park in 2026 | Expedia.ca [Winter Park Travel Guide](https://expedia.ca/Wilmington-Winter-Park.dx896507152664047616)[Vacation Rentals in Wilmington](https://expedia.ca/Wilmington-Vacation-Rentals.d1587.Travel-Guide-VacationRentals)[Flights to Wilmington](https://expedia.ca/Cheap-Flights-To-Wilmington.d1587.Travel-Guide-Flights)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d896507152664047616.Car-Rental-Guide)[Winter Park Vacations](https://expedia.ca/Winter-Park.d896507152664047616.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 Winter Park Hotels with a Pool Tonight [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=896507152664047616&startDate=2026-02-06&endDate=2026-02-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 7 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=896507152664047616&startDate=2026-02-07&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=896507152664047616&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=896507152664047616&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Park hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/7500/7451/bc17a47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7500/7451/891ab732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/7500/7451/c7d802a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7500/7451/23e02ce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Wilmington [](https://www.expedia.ca/Wilmington-Hotels-Tru-By-Hilton-Wilmington.h7451.Hotel-Information) North Kerr 9.2/10 Wonderful (407 reviews) "Very clean, great location, wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan CA $125 CA $141 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Wilmington-Hotels-Tru-By-Hilton-Wilmington.h7451.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/15700/15691/1bd70fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/15700/15691/ef724293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/20000/15700/15691/f2952b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/15700/15691/a3e70b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trailborn Surf and Sound, Outdoor Collection by Marriott Bonvoy [](https://www.expedia.ca/Wilmington-Hotels-Blockade-Runner-Beach-Resort.h15691.Hotel-Information) Wrightsville Beach 8.6/10 Excellent (255 reviews) "Great stay - staff and facilities were spot on." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $185 CA $267 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Wilmington-Hotels-Blockade-Runner-Beach-Resort.h15691.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking, Pool View | View from room](https://images.trvl-media.com/lodging/16000000/15390000/15386700/15386624/276224cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/16000000/15390000/15386700/15386624/d36e6a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/16000000/15390000/15386700/15386624/7ce4ea66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/16000000/15390000/15386700/15386624/50efc78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Carolina Beach Oceanfront [](https://www.expedia.ca/Wilmington-Hotels-Hampton-Inn-Suites-By-Hilton-Carolina-Beach-Oceanfront.h15386624.Hotel-Information) Downtown 9.2/10 Wonderful (1,001 reviews) "Yes breakfast was fresh and the balcony view was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $152 CA $172 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Wilmington-Hotels-Hampton-Inn-Suites-By-Hilton-Carolina-Beach-Oceanfront.h15386624.Hotel-Information) ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/17800/17732/06cb182d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 2 Double Beds with Sofabed](https://images.trvl-media.com/lodging/1000000/20000/17800/17732/48b7db91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/20000/17800/17732/70bf1e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17732/677e4675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shell Island Resort - All Oceanfront Suites [](https://www.expedia.ca/Wilmington-Hotels-Shell-Island-Resort-All-Oceanfront-Suites.h17732.Hotel-Information) Shell Island 8.4/10 Very good (1,557 reviews) "Beautiful view. Great getaway" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles [](https://www.expedia.ca/Wilmington-Hotels-Shell-Island-Resort-All-Oceanfront-Suites.h17732.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/101000000/100050000/100040500/100040457/13aea1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100050000/100040500/100040457/38c66b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100050000/100040500/100040457/4ff7df2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100050000/100040500/100040457/7d0daad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Queen Room Hotel- 2 Pools, Near Beach/Boardwalk, No Pets Allowed [](https://www.expedia.ca/Carolina-Beach-Hotels-Queen-Room-Hotel-2-Pools.h100040457.Hotel-Information) Carolina Beach 10/10 Exceptional (2 reviews) "Relaxing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John M. CA $113 CA $158 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Carolina-Beach-Hotels-Queen-Room-Hotel-2-Pools.h100040457.Hotel-Information) ![Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/15400/15394/31df05f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15400/15394/946eaae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; pool views](https://images.trvl-media.com/lodging/1000000/20000/15400/15394/a58d3d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/20000/15400/15394/9e9195c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Resort Lumina on Wrightsville Beach by IHG [](https://www.expedia.ca/Wilmington-Hotels-Holiday-Inn-Resort-Wrightsville-Beach.h15394.Hotel-Information) Wrightsville Beach 9.0/10 Wonderful (1,001 reviews) "Room was spotless and beds were super comfortable. Everything about our stay was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $169 CA $214 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Wilmington-Hotels-Holiday-Inn-Resort-Wrightsville-Beach.h15394.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99270000/99268100/99268076/e29f7f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99270000/99268100/99268076/ed1e286c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/100000000/99270000/99268100/99268076/32198461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/100000000/99270000/99268100/99268076/9c2da9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Wilmington Medical Park Downtown [](https://www.expedia.ca/Wilmington-Hotels-Home2-Suites-By-Hilton-Wilmington-Medical-Park-Downtown.h99268076.Hotel-Information) Wilmington 9.2/10 Wonderful (575 reviews) "Room was spotless and breakfast was amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $124 CA $140 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Wilmington-Hotels-Home2-Suites-By-Hilton-Wilmington-Medical-Park-Downtown.h99268076.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/919200/919171/d0601510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/920000/919200/919171/cc6bf947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/1000000/920000/919200/919171/1deffe3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/920000/919200/919171/cfa93349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Carolina Beach Oceanfront [](https://www.expedia.ca/Wilmington-Hotels-Courtyard-By-Marriott-Carolina-Beach.h919171.Hotel-Information) Downtown 8.4/10 Very good (1,003 reviews) "Very clean, love the beach view and staff very friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony CA $138 CA $156 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Wilmington-Hotels-Courtyard-By-Marriott-Carolina-Beach.h919171.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105350000/105348600/105348554/3702ab0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 2 Queen Beds, Non Smoking, Pets Allowed](https://images.trvl-media.com/lodging/106000000/105350000/105348600/105348554/171d3d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/106000000/105350000/105348600/105348554/20d77c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Suite, 1 Queen Bed with Sofa bed, Non Smoking, Kitchen](https://images.trvl-media.com/lodging/106000000/105350000/105348600/105348554/ed61b479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabirds Motel At Kure Beach [](https://www.expedia.ca/Kure-Beach-Hotels-Seabirds-Motel-At-Kure-Beach.h105348554.Hotel-Information) Kure Beach 9.0/10 Wonderful (260 reviews) "Room was clean, everything we needed was provided and they even let us check out an hour late since it wasn't busy and didn't charge anything. It was a little too cold for beach activities, but honestly it's in a perfect walkable area when the season is right. The bed was SUPER comfortable and we got a fantastic night's sleep! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $102 CA $116 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Kure-Beach-Hotels-Seabirds-Motel-At-Kure-Beach.h105348554.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355660/9f0fe229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Kitchen, Oceanfront | Beach/ocean view](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355660/62c99515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355660/21410c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355660/53590135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beach House [](https://www.expedia.ca/Carolina-Beach-Hotels-The-Beach-House.h92355660.Hotel-Information) Carolina Beach 8.6/10 Excellent (501 reviews) "Staff courteous and nice location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $132 CA $154 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Carolina-Beach-Hotels-The-Beach-House.h92355660.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=2026-02-20&endDate=2026-02-21®ionId=896507152664047616&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Winter Park Breakfast included 4 stars Ocean view 5 stars Hot tub ## Top Winter Park Hotel Reviews ![Hampton Inn & Suites Carolina Beach Oceanfront](https://images.trvl-media.com/lodging/16000000/15390000/15386700/15386624/e181a36f_y.jpg) ### Hampton Inn & Suites Carolina Beach Oceanfront 10/10 Excellent "Everyone was friendly, my room was spacious with an ocean view, and the breakfast was wonderful, lots of choices." [](https://expedia.ca/Wilmington-Hotels-Hampton-Inn-Suites-By-Hilton-Carolina-Beach-Oceanfront.h15386624.Hotel-Information) ![DoubleTree by Hilton Wilmington, NC](https://images.trvl-media.com/lodging/1000000/20000/14500/14430/w3836h2559x4y0-2a3360e9_y.jpg) ### DoubleTree by Hilton Wilmington, NC 10/10 Excellent "Clean room, nice hotel, great staff" [](https://expedia.ca/Wilmington-Hotels-DoubleTree-By-Hilton-Wilmington.h14430.Hotel-Information) ![Comfort Inn University](https://images.trvl-media.com/lodging/1000000/10000/8700/8639/e1db9a01_y.jpg) ### Comfort Inn University 10/10 Excellent "All wascgood" [](https://expedia.ca/Wilmington-Hotels-Comfort-Inn-University.h8639.Hotel-Information) ![Hotel Ballast Wilmington, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/13800/13731/28fdfbf0_y.jpg) ### Hotel Ballast Wilmington, Tapestry Collection by Hilton 10/10 Excellent "Perfect stay" [](https://expedia.ca/Wilmington-Hotels-Hotel-Ballast-Wilmington.h13731.Hotel-Information) ![Holiday Inn Resort Lumina on Wrightsville Beach by IHG](https://images.trvl-media.com/lodging/1000000/20000/15400/15394/31df05f3_y.jpg) ### Holiday Inn Resort Lumina on Wrightsville Beach by IHG 10/10 Excellent "Room was spotless and beds were super comfortable. Everything about our stay was excellent." [](https://expedia.ca/Wilmington-Hotels-Holiday-Inn-Resort-Wrightsville-Beach.h15394.Hotel-Information) ![Courtyard Carolina Beach Oceanfront](https://images.trvl-media.com/lodging/1000000/920000/919200/919171/cc6bf947_y.jpg) ### Courtyard Carolina Beach Oceanfront 10/10 Excellent "Staff was great, room was roomy and quiet! " [](https://expedia.ca/Wilmington-Hotels-Courtyard-By-Marriott-Carolina-Beach.h919171.Hotel-Information) ![Sleep Inn](https://images.trvl-media.com/lodging/1000000/50000/42800/42717/87da506d_y.jpg) ### Sleep Inn 10/10 Excellent "Courteous staff, room clean " [](https://expedia.ca/Wilmington-Hotels-Sleep-Inn.h42717.Hotel-Information) ![Shell Island Resort - All Oceanfront Suites](https://images.trvl-media.com/lodging/1000000/20000/17800/17732/70bf1e41_y.jpg) ### Shell Island Resort - All Oceanfront Suites 10/10 Excellent "Beautiful view. Great getaway" [](https://expedia.ca/Wilmington-Hotels-Shell-Island-Resort-All-Oceanfront-Suites.h17732.Hotel-Information) ![Best Western Plus Wilmington/Wrightsville Beach](https://images.trvl-media.com/lodging/1000000/120000/117100/117096/cb0213e0_y.jpg) ### Best Western Plus Wilmington/Wrightsville Beach 10/10 Excellent "Staff was great! Room was clean. Price was right" [](https://expedia.ca/Wilmington-Hotels-Best-Western-Plus-WilmingtonWrightsville-Beach.h117096.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Winter Park? ### What is there to see and do in Winter Park? ### When is the best time to book a hotel with a pool in Winter Park? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Hotels near Airlie Gardens ](https://www.expedia.ca/Airlie-Gardens-Hotels.0-l6066255-0.Travel-Guide-Filter-Hotels) - [Family Hotels in Airlie ](https://www.expedia.ca/Airlie-Wilmington-Hotels-Family-Hotel.0-n553248635976478493-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Airlie Hotels ](https://www.expedia.ca/Airlie-Wilmington-Hotels.0-n553248635976478493-0.Travel-Guide-Filter-Hotels) - [Avondale Hotels ](https://www.expedia.ca/Avondale-Wilmington-Hotels.0-n553248635976471555-0.Travel-Guide-Filter-Hotels) - [Hotels near Cape Fear Museum ](https://www.expedia.ca/Cape-Fear-Museum-Hotels.0-l6066251-0.Travel-Guide-Filter-Hotels) - 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