Title: Book the Best Diamond Isle Hotels with Early Check-in in 2025 from CA $121 | Expedia.ca [Diamond Isle Travel Guide](https://expedia.ca/St-Petersburg-Clearwater-Diamond-Isle.dx553248635976469351)[Vacation Rentals in St. Petersburg - Clearwater](https://expedia.ca/St-Petersburg-Clearwater-Vacation-Rentals.d178310.Travel-Guide-VacationRentals)[Flights to St. Petersburg - Clearwater](https://expedia.ca/Cheap-Flights-To-St-Petersburg-Clearwater.d178310.Travel-Guide-Flights)[Things to do in St. Petersburg - Clearwater](https://expedia.ca/Things-To-Do-In-St-Petersburg-Clearwater.d178310.Travel-Guide-Activities)[Diamond Isle Car Rentals](https://expedia.ca/Car-Rentals-In-Diamond-Isle.d553248635976469351.Car-Rental-Guide)[Diamond Isle Vacations](https://expedia.ca/Diamond-Isle.d553248635976469351.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) # Find Hotels with Early Check-in in Diamond Isle, FL from CA $121 ![](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 Diamond Isle Hotels with Early Check-in Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Diamond Isle Hotels with Early Check-in ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/11dfb8e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/0070872c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/546cd88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Tampa Rocky Point Waterfront Rocky Point 8.2/10 Very good (1006) "Staff was very helpful and the location was close to all the areas we needed to get to." CA $107 CA $121 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/3e0be467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/2e9b21b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/b44f852a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/5ed4ed6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Tampa Airport Avion Park Westshore Westshore 9.2/10 Wonderful (2517) "Enjoyed our stay, close to everything convenient for us during our short stay." CA $171 CA $194 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Tampa-Hotels-Hampton-Inn-Suites-Tampa-Airport-Avion-Park-Westshore.h15816033.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/b5ac7f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 King Bed, Terrace, Garden View | View from room](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/405c0fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/d4c55211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12940000/12933300/12933229/04103da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crystal Bay Historic Hotel La Vista 9.6/10 Exceptional (1395) "Classic "old Florida" hotel. Full breakfast every morning, exceptional staff, short drive to the beach " CA $169 CA $191 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Crystal-Bay-Hotel.h12933229.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589463/7d045838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589463/0de92d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589463/27d56f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589463/b6bf7a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Tampa Airport North, FL Town 'n' Country 8.2/10 Very good (1115) "The check-in staff was very courteous and the property was newly remodeled and lovely." CA $125 CA $142 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Tampa-Hotels-Country-Inn-Suites-By-Radisson.h2589463.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/30000/23200/23117/59a5426c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/23200/23117/1715c36f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room, 1 Queen Bed, Harbour View](https://images.trvl-media.com/lodging/1000000/30000/23200/23117/235bd569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/23200/23117/6c337c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clearwater Beach Hotel Clearwater Beach 8.0/10 Very good (1451) "Clean, convenient, able to walk to the beach and a variety of restaurants. Great place!" [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Clearwater-Beach-Hotel.h23117.Hotel-Information) ![City view](https://images.trvl-media.com/lodging/1000000/30000/26000/25911/a950245e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/30000/26000/25911/7891875b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26000/25911/407c381b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/30000/26000/25911/afd3e08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Tampa Westshore Westshore 8.8/10 Excellent (1004) "Amazing stay" CA $213 CA $242 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Tampa-Hotels-Marriott-Tampa-Westshore.h25911.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/50000000/49150000/49148700/49148639/ec3ae967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/50000000/49150000/49148700/49148639/b0dda57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/50000000/49150000/49148700/49148639/2bdb755c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/50000000/49150000/49148700/49148639/3c8d1518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton St. Petersburg Downtown Central Ave, FL Downtown St. Petersburg 9.0/10 Wonderful (1004) "Breakfast was very nice." CA $137 CA $154 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Tru-By-Hilton-St-Petersburg-Downtown-Central-Ave.h49148639.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/26000000/25780000/25778800/25778716/8130b891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/26000000/25780000/25778800/25778716/36f322b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/26000000/25780000/25778800/25778716/21201646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/26000000/25780000/25778800/25778716/w4000h2658x0y9-ade53c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Tampa Northwest/Veterans Expressway Citrus Park 9.2/10 Wonderful (1007) "Food was close by and the staff was really friendly " CA $142 CA $161 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Tampa-Hotels-Courtyard-By-Marriott-Tampa-NorthwestVeterans-Expressway.h25778716.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/20100/20039/bec82b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/20100/20039/17795323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20100/20039/aa8a9001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One King Bed, Non-Smoking](https://images.trvl-media.com/lodging/1000000/30000/20100/20039/4c64e862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Tampa-International Airport/Westshore Westshore 8.4/10 Very good (1022) "Close to downtown and airport area." CA $132 CA $150 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Tampa-Hotels-Hampton-Inn-Tampa-AirportWestshore.h20039.Hotel-Information) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/18000000/17170000/17162600/17162550/326c4157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/18000000/17170000/17162600/17162550/70a933db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17170000/17162600/17162550/c6d24926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17170000/17162600/17162550/093688b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Clearwater Beach Clearwater Beach 9.0/10 Wonderful (1028) "The staff was very friendly and the breakfast was great." CA $170 CA $192 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fairfield-Inn-Suites-By-Marriott-Clearwater-Beach.h17162550.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=2025-10-26&endDate=2025-10-27®ionId=553248635976469351&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Top Diamond Isle Hotel Reviews ![Hyatt Regency Clearwater Beach Resort & Spa](//images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/d01b652e_y.jpg) ### Hyatt Regency Clearwater Beach Resort & Spa 10/10 Excellent "I stay here every time i visit clearwater beach. It is my favorite place. The staff is wonderful, the food is great and i always feel safe and welcome. The sunset view from the rooftop or even from the pool area is phenominal. Thank you for always providing great rooms and warm hospitality. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.Hotel-Information) ![The Westshore Grand, A Tribute Portfolio Hotel, Tampa](//images.trvl-media.com/lodging/1000000/10000/5800/5781/bb4afd26_y.jpg) ### The Westshore Grand, A Tribute Portfolio Hotel, Tampa 10/10 Excellent "Ava in the bar was exceptional " [](https://expedia.ca/Tampa-Hotels-The-Westshore-Grand.h5781.Hotel-Information) ![Treasure Island Hotel and Marina](//images.trvl-media.com/lodging/1000000/430000/429400/429342/2418ced1_y.jpg) ### Treasure Island Hotel and Marina 10/10 Excellent "I like that there is washer and dryer available to your guests. However the dryer was not drying the clothes. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Treasure-Bay-Resort-Marina.h429342.Hotel-Information) ![Ramada by Wyndham Tampa Westshore Airport South](//images.trvl-media.com/lodging/1000000/30000/27400/27302/cfa6c456_y.jpg) ### Ramada by Wyndham Tampa Westshore Airport South 10/10 Excellent "Good clean hotel. Friendly helpful staff. 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