Title: Book the Best Hotels with POOL in Holiday in 2025 | Expedia.ca [Hotels in Holiday](https://expedia.ca/Holiday-Hotels.d10343.Travel-Guide-Hotels)[Vacation Rentals in Holiday](https://expedia.ca/Holiday-Vacation-Rentals.d10343.Travel-Guide-VacationRentals)[Flights to Holiday](https://expedia.ca/Cheap-Flights-To-Holiday.d10343.Travel-Guide-Flights)[Things to do in Holiday](https://expedia.ca/Things-To-Do-In-Holiday.d10343.Travel-Guide-Activities)[Holiday Car Rentals](https://expedia.ca/Car-Rentals-In-Holiday.d10343.Car-Rental-Guide)[Holiday Vacation Packages](https://expedia.ca/Holiday.d10343.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c4221532ba8f88da254cbbe6b5c950e3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Travel Ginger # Find Hotels with a Pool in Holiday, FL from CA $104 ![](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 Holiday Hotels with a Pool Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-10-13&endDate=2025-10-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Hotels with a Pool ![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) ![Lobby](https://images.trvl-media.com/lodging/5000000/4280000/4273000/4272920/67647598.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) ![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 (1004) "Great place " CA $150 CA $168 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Port-Richey-Hotels-Fairfield-Inn-Suites-Holiday-Tarpon-Springs.h4272920.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102220000/102213700/102213694/bfd31127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102220000/102213700/102213694/1309d41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/103000000/102220000/102213700/102213694/56b10971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/103000000/102220000/102213700/102213694/b4b0c47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Paradise, with Private Pool. Tahitian Development 10/10 Exceptional (12) "We had a wonderful time. The location was very convenient to Tarpon Springs, Clearwater and Crystal River. The commute to and from the airport was an easy drive. " CA $175 CA $584 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Holiday-Hotels-Lakefront-Paradise.h102213694.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/5a8ba631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/6b5d52ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/628aa3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/a25de0d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE! Holiday 9.8/10 Exceptional (83) "Nice house in a centrally located location. The pool is definitely a bonus in the Florida heat!!" CA $245 CA $752 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Holiday-Hotels-GREAT-LOCATION-WATERFRONT.h20157471.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34340000/34338000/34337927/6d5619b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34340000/34338000/34337927/5c70bf49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34340000/34338000/34337927/1671c6c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34340000/34338000/34337927/cc52cdb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview Holiday 9.8/10 Exceptional (122) "What a wonderful place! Beautiful and clean Our hosts anticipated all of our needs with plenty of supplies and towels We will definitely stay again" CA $209 CA $529 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Holiday-Hotels-Luxurious-Waterfront-Holiday-Home-With-Fully-Encompassing-Lakeview.h34337927.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/0070872c.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) ### DoubleTree by Hilton Tampa Rocky Point Waterfront Rocky Point 8.2/10 Very good (1009) "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) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/72599012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/cc79499d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/383d28fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/ec3240c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Yacht Harbor Inn Downtown Dunedin 8.8/10 Excellent (1021) "Love the hotel and the area, great place to relax and plenty to do. " CA $123 CA $139 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Best-Western-Plus-Yacht-Harbor-Inn.h25423.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/19200/19122/4edd5bd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19200/19122/ccde7d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19200/19122/51e51bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/20000/19200/19122/2081f051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Port Richey North Bayonet Point 7.4/10 Good (1013) "Staff always pleasant and helpful. " CA $89 CA $104 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Port-Richey-Hotels-Rodeway-Inn-Port-Richey-North.h19122.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2900/2801/d89cb1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2900/2801/43d2a13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/10000/2900/2801/a0c57070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2801/a40a6433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Tarpon Springs South Tarpon Springs 8.0/10 Very good (1011) "Great stay, I stay there at least once a year " CA $112 CA $127 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Quality-Inn-Suites-Tarpon-Springs-South.h2801.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/75dd794b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/b71bd58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/984d1f55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/155a7c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Odessa Trinity Trinity 9.6/10 Exceptional (911) "Easy check-in, accommodating, nice breakfast, great staff!" CA $155 CA $174 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Port-Richey-Hotels-Hampton-Inn-Trinity.h40135268.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/26000000/25780000/25778800/25778716/996d6cc3.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) ![Property amenity](https://images.trvl-media.com/lodging/26000000/25780000/25778800/25778716/c10cd935.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) ### Courtyard by Marriott Tampa Northwest/Veterans Expressway Citrus Park 9.2/10 Wonderful (1009) "Food was close by and the staff was really friendly " CA $142 CA $161 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Tampa-Hotels-Courtyard-By-Marriott-Tampa-NorthwestVeterans-Expressway.h25778716.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=2025-10-27&endDate=2025-10-28®ionId=10343&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Holiday Hotel Reviews ![Wyndham Grand Clearwater Beach](//images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg) ### Wyndham Grand Clearwater Beach 10/10 Excellent "Everything is amazing. It there are not enough outlets. Ie on both sides of the bed and next to the mirror outside the bathroom. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![Shephard's Beach Resort](//images.trvl-media.com/lodging/1000000/870000/870000/869973/95dee199_y.jpg) ### Shephard's Beach Resort 10/10 Excellent " Very enjoyable " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Shephards-Beach-Resort.h869973.Hotel-Information) ![Grand Hyatt Tampa Bay](//images.trvl-media.com/lodging/1000000/10000/7600/7558/4855c91c_y.jpg) ### Grand Hyatt Tampa Bay 10/10 Excellent "Clean rooms" [](https://expedia.ca/Tampa-Hotels-Grand-Hyatt-Tampa-Bay.h7558.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 "Hotel room was clean comfortable beds and staff very friendly. Excellent hotel" [](https://expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) ![Sandpearl Resort](//images.trvl-media.com/lodging/1000000/10000/1500/1460/4779675f_y.jpg) ### Sandpearl Resort 10/10 Excellent "Amazing resort we were very pleased!!!" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Sandpearl-Resort.h1460.Hotel-Information) ![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) ![Sailport Waterfront Suites](//images.trvl-media.com/lodging/1000000/50000/49600/49550/34325b63_y.jpg) ### Sailport Waterfront Suites 10/10 Excellent "beautiful sceanery" [](https://expedia.ca/Tampa-Hotels-Sailport-Waterfront-Suites.h49550.Hotel-Information) ![Fairfield Inn & Suites by Marriott Clearwater Beach](//images.trvl-media.com/lodging/18000000/17170000/17162600/17162550/326c4157_y.jpg) ### Fairfield Inn & Suites by Marriott Clearwater Beach 10/10 Excellent "Good" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Fairfield-Inn-Suites-By-Marriott-Clearwater-Beach.h17162550.Hotel-Information) ![Opal Sands Resort](//images.trvl-media.com/lodging/1000000/20000/14200/14189/c4ab1506_y.jpg) ### Opal Sands Resort 10/10 Excellent "The beach view and room furniture were incredible!" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Opal-Sands-Resort.h14189.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Holiday? > [Hilton Clearwater Beach Resort & Spa](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.Hotel-Information): Resort, 4-minute walk from Clearwater Beach. Features a private beach, 2 outdoor pools, and 3 restaurants. [The Westin Tampa Bay](https://www.expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information): Hotel, 9-minute walk from Tampa Bay. Provides a snack bar/deli, an outdoor pool, and complimentary wired internet access. [DoubleTree by Hilton Tampa Rocky Point Waterfront](https://www.expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information): Hotel, 10-minute walk from Clearwater Beach. Features 3 restaurants, an outdoor pool, and a full-service spa. [Wyndham Grand Clearwater Beach](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information): Hotel located near Tampa Bay. Offers 2 restaurants, 2 outdoor pools, and complimentary wireless internet access. [Grand Hyatt Tampa Bay](https://www.expedia.ca/Tampa-Hotels-Grand-Hyatt-Tampa-Bay.h7558.Hotel-Information): Hotel, 5-minute walk from Clearwater Beach. Features daily, an outdoor pool, and complimentary wireless internet access. ### What is there to see and do in Holiday? > The picturesque setting of Anclote River Park and Key Vista Nature Park showcase the area's natural beauty. Discover sights such as Tarpon Springs Sponge Docks, Lake Tarpon, and Sunset Beach during your stay. You'll also discover lots of options for restaurants in Holiday. ### When is the best time to book a hotel with a pool in Holiday? > Taking into account the local weather in Holiday is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 64°F. 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[Hotels & Resorts for Couples in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Couples-Resorts-Hotels.0-n553248635976473287-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Family-Hotel.0-n553248635976473287-0-tFamilyHotel.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 Early Check-in in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotel-With-Early-Check-In.0-n553248635976473287-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotel-With-Pool.0-n553248635976473287-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-A-Lazy-River.0-n553248635976473287-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - 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