Title: Book the Best ADVENTURE Hotels in Diamond Isle in 2025 | 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) ![Sunset at Clearwater beach with Pier 60 fishing pier, white sand beach dramatic colorful sky](https://images.trvl-media.com/place/553248635976469351/4a55f94d-b018-4d6c-b15f-dd26cf6c74bc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Diamond Isle, FL from CA $155 - ![](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 & Resorts for Couples Tonight [Nov 7 - Nov 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-11-07&endDate=2025-11-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-11-08&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976469351&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Diamond Isle Hotels & Resorts for Couples ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/38c82250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/b254a185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/38108cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/7cc9252e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton St. Petersburg Carillon Park St. Petersburg 9.2/10 Wonderful (1001) "Very clean, staff was amazing, breakfast was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $156 CA $176 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-St-Petersburg-Carillon-Park.h1363982.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16000/15938/17629607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/1000000/20000/16000/15938/ab8b33d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/16000/15938/d117a0d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/16000/15938/1cad0a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beachcomber St. Pete Beach 8.0/10 Very good (1005) "The stay was great and the price was right." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $194 CA $280 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beachcomber-Beach-Resort.h15938.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589463/b6bf7a8e.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) ![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) ### Country Inn & Suites by Radisson, Tampa Airport North, FL Town 'n' Country 8.2/10 Very good (1132) "Staff was excellent, room was clean Definitely I will stay over again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Everett CA $143 CA $162 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Tampa-Hotels-Country-Inn-Suites-By-Radisson.h2589463.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/120000/116900/116834/40857053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/116900/116834/abe4013e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/120000/116900/116834/a6098401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/120000/116900/116834/61185922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Tampa-Rocky Point Island by IHG Rocky Point 8.2/10 Very good (1002) "Would stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $137 CA $155 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Tampa-Hotels-Holiday-Inn-Express-Hotel-Suites-Tampa-Rocky-Point-Island.h116834.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/735cf8c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/7128f3ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/78697dd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Alba, Tapestry Collection by Hilton Westshore 8.8/10 Excellent (2343) "Great stay! Clean and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $197 CA $223 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Tampa-Hotels-Hotel-Alba.h13705.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4280000/4273000/4272920/03d17d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/5000000/4280000/4273000/4272920/7126827c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/5000000/4280000/4273000/4272920/d6223a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4280000/4273000/4272920/49437acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Holiday Tarpon Springs Holiday 9.0/10 Wonderful (1000) "The gentleman at the front desk was awesome. Very friendly, helpful and professional. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nadine CA $138 CA $155 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Port-Richey-Hotels-Fairfield-Inn-Suites-Holiday-Tarpon-Springs.h4272920.Hotel-Information) ![Lunch and dinner served, pool views ](https://images.trvl-media.com/lodging/2000000/1520000/1511600/1511581/18ca7b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, down comforters, individually furnished](https://images.trvl-media.com/lodging/2000000/1520000/1511600/1511581/a87d6f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1511600/1511581/f5baa121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1520000/1511600/1511581/7622a324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beso Del Sol Resort Dunedin 8.6/10 Excellent (665) "Loved the bar/restaurant with the pool" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberta [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beso-Del-Sol-Resort.h1511581.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78350000/78342900/78342812/09b2758b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78350000/78342900/78342812/530499e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/79000000/78350000/78342900/78342812/2f7d4239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78350000/78342900/78342812/81708093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Green Castle Suite in Tampa Town 'n' Country 9.8/10 Exceptional (35) "We enjoyed our peaceful stay at the green castle. It was clean, smelled fresh and everything was new and well kept. Perfect spot for a short stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darcie R. CA $71 CA $164 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Tampa-Hotels-Green-Castle-Suite-In-Tampa.h78342812.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/30000000/29490000/29484600/29484557/6e124349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/30000000/29490000/29484600/29484557/0620d2b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/30000000/29490000/29484600/29484557/5e928087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29484600/29484557/569dddc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS Clearwater 9.6/10 Exceptional (53) "It was the best place I every stayed in while vacationing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roshando C. CA $112 CA $403 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-Condo-Minutes-From-Gorgeous-Beaches-AND-Lots-OF-Family-Attractions.h29484557.Hotel-Information) ![Two queen beds non-smoking](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376211/fe4391f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8 AM to 10 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376211/4ad996d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376211/15737904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376211/b91c016d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Largo Central Park District 9.0/10 Wonderful (1000) "Nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry CA $163 CA $184 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hampton-Inn-Suites-Largo.h1376211.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=2025-11-21&endDate=2025-11-22®ionId=553248635976469351&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Diamond Isle Hotel Reviews ![Bilmar Beach Resort](//images.trvl-media.com/lodging/1000000/10000/9900/9862/171d2adc_y.jpg) ### Bilmar Beach Resort 10/10 Excellent "We’ve been coming to BILMAR for the past 10 years and I highly recommend it. The staff is friendly, everything is clean, and there’s a fantastic bar downstairs — Sloppy Joe’s. Beautiful views and amazing sunsets. The only issue for me is the mattresses — they seem a bit too worn out or too soft. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Bilmar-Beach-Resort.h9862.Hotel-Information) ![Sailport Waterfront Suites](//images.trvl-media.com/lodging/1000000/50000/49600/49550/34325b63_y.jpg) ### Sailport Waterfront Suites 10/10 Excellent "Highly recommend Great environment Clean rooms Feels more like home Friendly staff " [](https://expedia.ca/Tampa-Hotels-Sailport-Waterfront-Suites.h49550.Hotel-Information) ![RumFish Beach at TradeWinds](//images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec_y.jpg) ### RumFish Beach at TradeWinds 10/10 Excellent "Excellent " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-RumFish-Beach-Resort-By-TradeWinds.h8544.Hotel-Information) ![Wyndham Grand Clearwater Beach](//images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg) ### Wyndham Grand Clearwater Beach 10/10 Excellent "room was spotless view was beautiful! " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![Hotel Alba, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c_y.jpg) ### Hotel Alba, Tapestry Collection by Hilton 10/10 Excellent "Great pro" [](https://expedia.ca/Tampa-Hotels-Hotel-Alba.h13705.Hotel-Information) ![Sirata St. Pete Beach](//images.trvl-media.com/lodging/1000000/910000/900100/900047/a5f3bce3_y.jpg) ### Sirata St. Pete Beach 10/10 Excellent "Clean room, the heated pool, hospitality was terrific and games for kids at pool was fun" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Sirata-Beach-Resort-St-Pete-Beach.h900047.Hotel-Information) ![The Westin Tampa Bay](//images.trvl-media.com/lodging/1000000/10000/1600/1557/5e6ee943_y.jpg) ### The Westin Tampa Bay 10/10 Excellent "I really enjoyed my stay. The room was spotless and smelled amazing. The hotel had a lovely smell as soon as you walk in I really love that they had their own private beach and the jet skis were fun. Will definitely be booking here in the future." [](https://expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.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 "I thought it was delicious" [](https://expedia.ca/Tampa-Hotels-Ramada-By-Wyndham-Tampa-Airport-Westshore.h27302.Hotel-Information) ![DoubleTree by Hilton Tampa Rocky Point Waterfront](//images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef_y.jpg) ### DoubleTree by Hilton Tampa Rocky Point Waterfront 10/10 Excellent "Very clean" [](https://expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Clearwater Beach](https://www.expedia.ca/Clearwater-Beach-Hotels-Adults-Only-Resorts.0-0-d10759-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Clearwater Beach](https://www.expedia.ca/Clearwater-Beach-Hotels-All-Inclusive-Hotel.0-0-d10759-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - 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