Title: Sint Maarten Hotels with a Pool from CA $336: Book the Right Hotels with a Pool Room in Sint Maarten, Caribbean - Expedia.ca [Sint Maarten Travel Guide](https://expedia.ca/Sint-Maarten.dx6143274)[Sint Maarten Hotels](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Hotel-Destinations)[Vacation Rentals in Sint Maarten](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-Destinations)[Sint Maarten Flights](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Flight-Destinations)[Sint Maarten Car Rentals](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Car-Rental-Destinations)[Sint Maarten Vacations](https://expedia.ca/Sint-Maarten.d6143274.Destination-Travel-Guides) ![Cupecoy which includes landscape views, tropical scenes and a sandy beach](https://images.trvl-media.com/place/602829/904d6c1a-f901-4bb5-a277-ae4c807f73b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Sint Maarten Hotels with a Pool from CA $336 - ![](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 Sint Maarten Hotels with a Pool Tonight [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2025-12-22&endDate=2025-12-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6143274&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Sint Maarten hotels with a pool ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/651e7935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/d20974d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; barbecue](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/015555a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/1cd581cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simpson Bay Resort, Marina & Spa [](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) Pelican Key 9.0/10 Wonderful (1540) "Clean and the staff is so pleasant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy Andre CA $319 CA $383 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/8b76561e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/4a5ba391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/a25e1bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio King Plus with Pool View](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/4d5e314e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Flamingo Beach St. Maarten [](https://www.expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) Pelican Key 9.0/10 Wonderful (1375) "Clean room, great amenities, great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claudia CA $409 CA $466 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/be955587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/de88e85b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/84639663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, beach cabanas, beach umbrellas](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/8b1a8cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Bay Beach Resort, Casino & Spa [](https://www.expedia.ca/Philipsburg-Hotels-Great-Bay-Beach-Resort.h527117.Hotel-Information) Philipsburg 7.4/10 Good (486) "Food was great! A majority of the staff was great! Tried the rooms with Bali beds out front and that was a waste of money. No view and filled with ants. Get a higher room with an ocean view. The beach was useless as it is steep and ground seashells for sand. That said, you cannot beat the view of Simpson Bay. Great island and will be back when they rebuild. I would just stay at a sister property near the airport next time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) madaged [](https://www.expedia.ca/Philipsburg-Hotels-Great-Bay-Beach-Resort.h527117.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/d24a309e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed (1 Bedroom Ocean View Suite)](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/9646922f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/w3837h2557x3y3-72b43127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/w3840h2556x0y4-8ba71e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) Lowlands 8.0/10 Very good (2787) "Great place to visit " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lakeram CA $558 CA $675 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/4d352891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/fef404a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/d293fec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villas at Simpson Bay Resort [](https://www.expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) Simpson Bay 9.2/10 Wonderful (1338) " Great location, nice rooms, good food options, very nice pool" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Simone CA $427 CA $512 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/d586056b.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/1000000/810000/807900/807815/dfa126bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ce7eaf7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Royal Palm St. Maarten [](https://www.expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) Simpson Bay 9.0/10 Wonderful (1164) "One of my favorite places to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos CA $529 CA $591 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/19c532b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lighthouse 3 Bedroom Condo with Private Pool 1A | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/d74c3fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![40-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/7fe32732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/aac4e9fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oyster Bay Beach Resort [](https://www.expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) Oyster Pond 8.6/10 Excellent (979) "Good property and staff was very good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $280 CA $336 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) ![3 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3837h2556x3y4-c2a46bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3840h2557x0y3-1395d269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3837h2557x3y3-1469a1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Ocean View (Roof Top Butler Suite)](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/24722772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Ocean Point All Inclusive, Adults Only Resort [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Ocean-Point-All-Inclusive.h8822353.Hotel-Information) Lowlands 8.6/10 Excellent (1002) "The staff was friendly, the food was unbelievable and they provided the peaceful vacation we wanted. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $843 CA $1,021 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Ocean-Point-All-Inclusive.h8822353.Hotel-Information) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/584363fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/3ac27572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/fa6b3ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/c4ec9aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Divi Little Bay Beach Resort [](https://www.expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) Philipsburg 8.4/10 Very good (1005) "Room was very clean! We loved the casita it gave us so much space and it was in a really good area of the resort. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $559 CA $707 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/2af67816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/1db99c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/be21ba8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, Select Comfort beds, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/a949420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Princess Heights Luxury Boutique Condo Hotel [](https://www.expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information) Oyster Pond 9.2/10 Wonderful (986) "Clean with wonderful friendly staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) James [](https://www.expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.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=2026-01-04&endDate=2026-01-05®ionId=6143274&adults=2&amenities=POOL&sort=RECOMMENDED&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%2FDestinations-In-Sint-Maarten-Hotel-With-Pool.0-0-d6143274-tHotelwithPool.Hotel-Filter-Destinations)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Sint-Maarten-Hotel-With-Pool.0-0-d6143274-tHotelwithPool.Hotel-Filter-Destinations) ## Top Sint Maarten Hotel Reviews ![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg) ### Divi Little Bay Beach Resort 10/10 Excellent "We stayed in a queen, 1 bedroom room. The room was clean and comfortable. The only issue we had, which was shared by other guests, was TV reception is next to nothing. Make sure you have your streaming services passwords." [](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg) ### The Villas at Simpson Bay Resort 10/10 Excellent "Great accommodations and ocean view from the balcony. Close to great restaurants and bars. Overall a wonderful vacation. " [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg) ### The Morgan Resort Spa Village 10/10 Excellent "Room was spotless , friendly staff" [](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![Royal Islander Resort La Plage](https://images.trvl-media.com/lodging/92000000/91180000/91176800/91176794/d9e0c970_y.jpg) ### Royal Islander Resort La Plage 10/10 Excellent "Great view, nice pool, hot tub, nice beach with chairs, right next to the airport, fun watching planes land and take off!!! We loved this resort!!" [](https://expedia.ca/Lowlands-Hotels-Royal-Islander-Resort-La-Plage.h91176794.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "Great location at Simpsons Bay. Restaurants were very tasty. The shower in the room could have been better but overall. The beach is a bit rocky to enter but then it was all sand. I would come back again. " [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "My stay at Hilton Vacation Club Flamingo Beach St. Maarten was absolutely wonderful. The resort is beautifully maintained, the beachfront views are stunning, and the staff made every interaction warm and welcoming. The room was clean, comfortable, and perfectly situated for relaxing by the water. I truly enjoyed the peaceful atmosphere and the convenience of having everything I needed right on the property. I would happily return for another stay." [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "From arrival to my departure staff was courteous and super helpful. Good food and beverages around the clock. Clean and spacious. Beach and pool areas were immaculate. Completely safe." [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Fourteen at Mullet Bay](https://images.trvl-media.com/lodging/83000000/82870000/82868300/82868222/7de7c76b_y.jpg) ### Fourteen at Mullet Bay 10/10 Excellent "Excellent place to stay, great room with kitchen and amenities " [](https://expedia.ca/Lowlands-Hotels-Fourteen-At-Mullet-Bay.h82868222.Hotel-Information) ![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg) ### Hilton Vacation Club Royal Palm St. Maarten 10/10 Excellent "The room was new and clean as well as the rest of the resort. Staff was also friendly and professional. " [](https://expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [3 Star Hotels in Oyster Pond ](https://www.expedia.ca/3Star-Oyster-Pond-Hotels.s30-0-d6025558.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Philipsburg ](https://www.expedia.ca/4Star-Philipsburg-Hotels.s40-0-d3331.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Philipsburg ](https://www.expedia.ca/5Star-Philipsburg-Hotels.s50-0-d3331.Travel-Guide-Filter-Hotels) - [Almond Grove Hotels ](https://www.expedia.ca/Almond-Grove-Cole-Bay-Hotels.0-n553248635976400158-0.Travel-Guide-Filter-Hotels) - [Cay Bay Hill Hotels ](https://www.expedia.ca/Cay-Bay-Hill-Hotels.d553248635976196227.Travel-Guide-Hotels) - [Cole Bay Hotels ](https://www.expedia.ca/Cole-Bay-Hotels.d602866.Travel-Guide-Hotels) - [Cul de Sac Hotels ](https://www.expedia.ca/Cul-De-Sac-Hotels.d11649.Travel-Guide-Hotels) - [Dawn Beach Estates Hotels ](https://www.expedia.ca/Dawn-Beach-Estates-Oyster-Pond-Hotels.0-n553248635976659260-0.Travel-Guide-Filter-Hotels) - 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