Title: Book the Best Hotels with POOL in Holiday in 2026 | 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) ![Lovely isolated spot with white sands and Gulf waters as far as the eye can see #wanderlust #Florida ](https://images.trvl-media.com/place/10343/aa86e6df-ca5f-46cf-a905-b6d11d47414b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Travel Ginger ![](https://images.trvl-media.com/place/10343/aa86e6df-ca5f-46cf-a905-b6d11d47414b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2026-01-13&endDate=2026-01-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Holiday hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4280000/4273000/4272920/6917af6e.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) ![Fitness facility](https://images.trvl-media.com/lodging/5000000/4280000/4273000/4272920/7f32af16.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) ### Fairfield Inn & Suites Holiday Tarpon Springs [](https://www.expedia.ca/Port-Richey-Hotels-Fairfield-Inn-Suites-Holiday-Tarpon-Springs.h4272920.Hotel-Information) Holiday 9.0/10 Wonderful (1,002 reviews) "Breakfast was very convenient, right on our way out. TV and streaming services work great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe CA $173 CA $194 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Port-Richey-Hotels-Fairfield-Inn-Suites-Holiday-Tarpon-Springs.h4272920.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/123000000/122160000/122150300/122150214/2f585233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122160000/122150300/122150214/2127005b.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122160000/122150300/122150214/0c531bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Family Retreat – Pool, Fire Pit & Fun! [](https://www.expedia.ca/Holiday-Hotels-Coastal-Family-Retreat-Pool.h122150214.Hotel-Information) Holiday Lakes West 10/10 Exceptional (1 review) "What a great place! Such a beautiful home. Beds were super comfortable. We came back from our event and enjoyed the outside fire pit! Had a great time and host was super accommodating! Will definitely stay again for our events down south of us and will definitely recommend to our friends and family from out of town! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosemarie O. CA $189 CA $494 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Holiday-Hotels-Coastal-Family-Retreat-Pool.h122150214.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/9edae288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/27353924.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) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/21000000/20160000/20157500/20157471/40f1f3b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE! [](https://www.expedia.ca/Holiday-Hotels-GREAT-LOCATION-WATERFRONT.h20157471.Hotel-Information) Holiday 9.8/10 Exceptional (84 reviews) "Nice house in a centrally located location. The pool is definitely a bonus in the Florida heat!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andy H. CA $312 CA $827 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Holiday-Hotels-GREAT-LOCATION-WATERFRONT.h20157471.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102220000/102213700/102213694/249841c6.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) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102220000/102213700/102213694/1309d41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102220000/102213700/102213694/fe710ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Paradise, with Heated Private Pool. [](https://www.expedia.ca/Holiday-Hotels-Lakefront-Paradise.h102213694.Hotel-Information) Tahitian Development 10/10 Exceptional (15 reviews) "We enjoyed staying in this home. It was clean, comfortable and had everything we needed. Would definitely book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie R. CA $298 CA $756 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Holiday-Hotels-Lakefront-Paradise.h102213694.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2801/a40a6433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking, Balcony](https://images.trvl-media.com/lodging/1000000/10000/2900/2801/a0cfe5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Tarpon Springs South [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Quality-Inn-Suites-Tarpon-Springs-South.h2801.Hotel-Information) Tarpon Springs 8.0/10 Very good (1,014 reviews) "Great hotel for the price. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $117 CA $133 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Quality-Inn-Suites-Tarpon-Springs-South.h2801.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92570000/92562500/92562405/58b87b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/93000000/92570000/92562500/92562405/9d4d4c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/93000000/92570000/92562500/92562405/00ae8be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92570000/92562500/92562405/9d307e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites New Port Richey Downtown District [](https://www.expedia.ca/New-Port-Richey-Hotels-Comfort-Inn-Suites.h92562405.Hotel-Information) New Port Richey 9.2/10 Wonderful (1,125 reviews) "Always a very nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raney CA $142 CA $159 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/New-Port-Richey-Hotels-Comfort-Inn-Suites.h92562405.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/f2515e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Port Richey North [](https://www.expedia.ca/Port-Richey-Hotels-Rodeway-Inn-Port-Richey-North.h19122.Hotel-Information) Bayonet Point 7.6/10 Good (1,004 reviews) "I love all the plants they have in lobby and on grounds" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) richard CA $83 CA $97 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Port-Richey-Hotels-Rodeway-Inn-Port-Richey-North.h19122.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/108000000/107990000/107989000/107988963/2b7b8c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107990000/107989000/107988963/c05b2437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, wheelchair access](https://images.trvl-media.com/lodging/108000000/107990000/107989000/107988963/323b7487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107990000/107989000/107988963/accfa8af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to our charming studio, perfectly located near Tampa Bay's attractions. [](https://www.expedia.ca/Tampa-Hotels-Welcome-To-Our-Charming-Studio.h107988963.Hotel-Information) Pinecrest West Park 9.4/10 Exceptional (45 reviews) "Very quiet place, I went solo for work,,and it was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carline CA $60 CA $159 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Tampa-Hotels-Welcome-To-Our-Charming-Studio.h107988963.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113670000/113669200/113669197/e0666e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113670000/113669200/113669197/b0add372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/114000000/113670000/113669200/113669197/91cee8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/114000000/113670000/113669200/113669197/a47008da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The J Hotel Dunedin Clearwater, an Ascend Collection Hotel [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-J-Hotel-Suites.h113669197.Hotel-Information) Causeway 9.4/10 Exceptional (83 reviews) "Good value " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gwen CA $144 CA $162 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-J-Hotel-Suites.h113669197.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/6b816245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/85ff7441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking, Jetted Tub | Living area](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/5d2480b3.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 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Best-Western-Plus-Yacht-Harbor-Inn.h25423.Hotel-Information) Downtown Dunedin 8.8/10 Excellent (1,008 reviews) "Nice place in a great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $233 CA $264 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Best-Western-Plus-Yacht-Harbor-Inn.h25423.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=2026-01-27&endDate=2026-01-28®ionId=10343&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Holiday Hotel Reviews ![Hilton Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6_y.jpg) ### Hilton Clearwater Beach Resort & Spa 10/10 Excellent "Great hotel. Really nice staff. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.Hotel-Information) ![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg) ### Wyndham Grand Clearwater Beach 10/10 Excellent "front desk staff were great" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![Gulfview Hotel on the Beach](https://images.trvl-media.com/lodging/1000000/20000/16400/16308/c5597092_y.jpg) ### Gulfview Hotel on the Beach 10/10 Excellent "Yes" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Gulfview-Hotel-On-The-Beach.h16308.Hotel-Information) ![Opal Sands Resort](https://images.trvl-media.com/lodging/1000000/20000/14200/14189/c4ab1506_y.jpg) ### Opal Sands Resort 10/10 Excellent "Great property,great food and great service " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Opal-Sands-Resort.h14189.Hotel-Information) ![The Beachview Inn Clearwater Beach](https://images.trvl-media.com/lodging/1000000/810000/800700/800687/3368b7e6_y.jpg) ### The Beachview Inn Clearwater Beach 10/10 Excellent "Friendly staff Great location" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-The-Beachview-Hotel.h800687.Hotel-Information) ![Dolphin Sands Clearwater Beach, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/16500/16488/w2877h1920x3y0-af2c5ccb_y.jpg) ### Dolphin Sands Clearwater Beach, an Ascend Collection Hotel 10/10 Excellent "Friendly staff, clean, very pleasant Parking is a hidden fee tho but managers waived it ! " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Winter-The-Dolphins-Beach-Club.h16488.Hotel-Information) ![Pelican Pointe Clearwater Beach Hotel](https://images.trvl-media.com/lodging/3000000/2550000/2544400/2544356/e27dc235_y.jpg) ### Pelican Pointe Clearwater Beach Hotel 10/10 Excellent "Was great to have a kitchenette, including a toaster and basic dishes and silverware. Room was attractively decorated and functional. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Pelican-Pointe-Hotel-By-Sunsational-Beach-Rentals-LLC.h2544356.Hotel-Information) ![Hyatt Regency Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/c3ff81f1_y.jpg) ### Hyatt Regency Clearwater Beach Resort & Spa 10/10 Excellent "The room was amazing. The view was fantastic. The restaurant pool area and distance to the beach was exactly what we were looking for." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.Hotel-Information) ![Shephard's Beach Resort](https://images.trvl-media.com/lodging/1000000/870000/870000/869973/95dee199_y.jpg) ### Shephard's Beach Resort 10/10 Excellent "Amazing location, staff and amenities. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Shephards-Beach-Resort.h869973.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Holiday? ### What is there to see and do in Holiday? ### When is the best time to book a hotel with a pool in Holiday? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Family Hotels in Aloha Gardens ](https://www.expedia.ca/Aloha-Gardens-Holiday-Hotels-Family-Hotel.0-n553248635976478423-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Aloha Gardens ](https://www.expedia.ca/Aloha-Gardens-Holiday-Hotels-LGBT-Friendly-Hotel.0-n553248635976478423-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Beckett Bay ](https://www.expedia.ca/Beckett-Bay-St-Petersburg-Clearwater-Hotels-LGBT-Friendly-Hotel.0-n553248635976469169-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Buena Vista ](https://www.expedia.ca/Buena-Vista-Holiday-Hotels-Adults-Only-Resorts.0-n553248635976471869-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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