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 $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 Holiday Hotels with a Pool Tonight [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-10-31&endDate=2025-11-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-01&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-07&endDate=2025-11-09&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) ![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) ![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 (1001) "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 $149 CA $167 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Port-Richey-Hotels-Fairfield-Inn-Suites-Holiday-Tarpon-Springs.h4272920.Hotel-Information) ![Outdoor pool, a heated 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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102220000/102213700/102213694/70f91bd5.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) ### Lakefront Paradise, with Heated Private Pool. Tahitian Development 10/10 Exceptional (12) "While it was "Florida Cold" during our brief stay the mornings had a nice mist/fog over the water and lots of activity on the lake. Very Cute remodel, nice art, and wonderful Owners." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim K. CA $174 CA $604 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Holiday-Hotels-Lakefront-Paradise.h102213694.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/123000000/122160000/122150300/122150214/7d20c66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/123000000/122160000/122150300/122150214/7c491c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122160000/122150300/122150214/989a84d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122160000/122150300/122150214/12bf5c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Family Retreat – Pool, Fire Pit & Fun! Holiday Lakes West CA $202 CA $530 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Holiday-Hotels-Coastal-Family-Retreat-Pool.h122150214.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) "Tastefully furnished, thoughtful arrival snacks well stocked kitchen for cooks" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean R. CA $208 CA $520 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Holiday-Hotels-Luxurious-Waterfront-Holiday-Home-With-Fully-Encompassing-Lakeview.h34337927.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) ![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) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/ad5475ff.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) "Clean, well, kept older home. Host very welcoming. Great view of the lake and it was very peaceful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joy L. CA $314 CA $827 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Holiday-Hotels-GREAT-LOCATION-WATERFRONT.h20157471.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/11dfb8e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; pool views](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/a05e0fe7.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) ### DoubleTree by Hilton Tampa Rocky Point Waterfront Rocky Point 8.2/10 Very good (1006) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rena CA $106 CA $121 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/a073fa3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/7b6d46dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/3ce82db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/d1e141cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn by Wyndham Clearwater Central Clearwater 8.8/10 Excellent (1712) "Great staff very friendly nice location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MATTHEW CA $127 CA $144 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-La-Quinta-Inn-By-Wyndham-Clearwater-Central.h15577.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2801/a40a6433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/2900/2801/cfd66274.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) ### Quality Inn & Suites Tarpon Springs South Tarpon Springs 8.0/10 Very good (1002) "Great stay, I stay there at least once a year " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Manuel CA $112 CA $126 total includes taxes & fees Nov 16 - Nov 17 [](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) ![Free daily full breakfast](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/84525a4e.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 (920) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ney CA $170 CA $191 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Port-Richey-Hotels-Hampton-Inn-Trinity.h40135268.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/1e256b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/cb7ee947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/235e82c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/e67b966e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier House 60 Clearwater Beach Marina Hotel Clearwater Beach 8.8/10 Excellent (1792) "Wonderful staff & clean rooms!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zoe CA $173 CA $254 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Pier-House-60-Clearwater-Beach-Marina-Hotel.h1622046.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=2025-11-14&endDate=2025-11-15®ionId=10343&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Holiday Hotel Reviews ![Clearwater Beach Sheraton Resort on Sand Key](//images.trvl-media.com/lodging/1000000/10000/9200/9173/99a85a23_y.jpg) ### Clearwater Beach Sheraton Resort on Sand Key 10/10 Excellent "Love it here!" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Sheraton-Sand-Key-Resort.h9173.Hotel-Information) ![Gulfview Hotel on the Beach](//images.trvl-media.com/lodging/1000000/20000/16400/16308/c5597092_y.jpg) ### Gulfview Hotel on the Beach 10/10 Excellent "This was my second time there I was celebrating my mom first anniversary in heaven me and my sister the front desk receptionist is really nice and the place is really clean and the pool and hot tub is clean and the room are clean and the beds are comfortable and the coffee is good I love it there and the beach is the best you don't want to miss anything you'll love it here I'll be back for sure 😊" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Gulfview-Hotel-On-The-Beach.h16308.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 "Just perfect " [](https://expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) ![Tampa Airport Marriott](//images.trvl-media.com/lodging/1000000/10000/2100/2098/ef072b02_y.jpg) ### Tampa Airport Marriott 10/10 Excellent "Newly renovated room. Comfortable beds. Easy access to airport gates" [](https://expedia.ca/Tampa-Hotels-Tampa-Airport-Marriott.h2098.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 "Everyone was really nice and helpful. Rooms were great." [](https://expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Hilton Clearwater Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6_y.jpg) ### Hilton Clearwater Beach Resort & Spa 10/10 Excellent "Excellent service including Taylor, Eric, & Larry. Fantastic access to the beach. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.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 "View was beautiful and the hotel was immaculate" [](https://expedia.ca/Tampa-Hotels-Grand-Hyatt-Tampa-Bay.h7558.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 "First time at the resort and will comeback soon, really nice and clean." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Shephards-Beach-Resort.h869973.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 "Excellent accommodation, staff were friendly & so helpful. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Holiday? > [Wyndham Grand Clearwater Beach](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information): Hotel, 3-minute walk from St. Petersburg - Clearwater Beaches. Features 3 restaurants, an outdoor pool, and a full-service spa. [Hilton Clearwater Beach Resort & Spa](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.Hotel-Information): Resort, 2-minute walk from St. Petersburg - Clearwater Beaches. Offers a private beach, 2 outdoor pools, and 3 restaurants. [DoubleTree by Hilton Tampa Rocky Point Waterfront](https://www.expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information): Hotel, 9-minute walk from Tampa Bay. Provides a snack bar/deli, an outdoor pool, and complimentary wired internet access. [JW Marriott Clearwater Beach Resort & Spa](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-JW-Marriott-Clearwater-Beach-Resort-Spa.h91782613.Hotel-Information): Resort, 1-minute walk from St. Petersburg - Clearwater Beaches. Features 3 restaurants, an outdoor pool, and a full-service spa. [Fairfield Inn & Suites by Marriott Clearwater Beach](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fairfield-Inn-Suites-By-Marriott-Clearwater-Beach.h17162550.Hotel-Information): Hotel, 3-minute walk from St. Petersburg - Clearwater Beaches. Offers 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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