Title: Book the Best Hotels with POOL in Whitby in 2026 | Expedia.ca [Whitby Travel Guide](https://expedia.ca/Whitby.dx6047939)[Hotels in Whitby](https://expedia.ca/Whitby-Hotels.d6047939.Travel-Guide-Hotels)[Vacation Rentals in Whitby](https://expedia.ca/Whitby-Vacation-Rentals.d6047939.Travel-Guide-VacationRentals)[Flights to Whitby](https://expedia.ca/Cheap-Flights-To-Whitby.d6047939.Travel-Guide-Flights)[Whitby Car Rentals](https://expedia.ca/Car-Rentals-In-Whitby.d6047939.Car-Rental-Guide)[Whitby Vacation Packages](https://expedia.ca/Whitby.d6047939.Destination-Travel-Guides) ![View along rocky tropical Caribbean shoreline with turquoise blue ocean in Turks and Caicos](https://images.trvl-media.com/place/6047939/6451014d-05c8-49a1-8871-e423f8734fcb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Whitby from CA $386 - ![](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 Whitby Hotels with a Pool Tonight [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=6047939&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=6047939&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6047939&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6047939&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Whitby hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4790000/4784700/4784676/1ce63688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4790000/4784700/4784676/f941cae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seafan](https://images.trvl-media.com/lodging/5000000/4790000/4784700/4784676/610a99e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Bedrooms](https://images.trvl-media.com/lodging/5000000/4790000/4784700/4784676/073af657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Beach Hotel [](https://www.expedia.ca/Whitby-Hotels-Pelican-Beach-Hotel.h4784676.Hotel-Information) Whitby 9.4/10 Exceptional (94) "This property was clean and quiet. The staff was very nice and the restaurant on the property had very good food. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Russell CA $443 CA $541 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Whitby-Hotels-Pelican-Beach-Hotel.h4784676.Hotel-Information) ![Outdoor pool, open 7:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/101000000/100050000/100049300/100049255/ba9f7a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100050000/100049300/100049255/6159fa67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100050000/100049300/100049255/506863b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100050000/100049300/100049255/9991f571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Breeze Resort [](https://www.expedia.ca/Whitby-Hotels-Ocean-Breeze-Resort.h100049255.Hotel-Information) Whitby 8.0/10 Very good (15) "This hotel is a 10/10 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ayanna CA $428 CA $544 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Whitby-Hotels-Ocean-Breeze-Resort.h100049255.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/100000000/99670000/99663000/99662916/85668a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Villa, 5 Bedrooms (Ocean Estate Reef 10) | Living area](https://images.trvl-media.com/lodging/100000000/99670000/99663000/99662916/f93fdc9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Resort view](https://images.trvl-media.com/lodging/100000000/99670000/99663000/99662916/0814361e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Villa, 7 bedrooms (Ocean Estate Banks 13) | Beach/ocean view](https://images.trvl-media.com/lodging/100000000/99670000/99663000/99662916/8754e3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### South Bank [](https://www.expedia.ca/Providenciales-Hotels-South-Bank.h99662916.Hotel-Information) Long Bay 9.8/10 Exceptional (10) "Wonderful experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $1,662 CA $2,111 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Providenciales-Hotels-South-Bank.h99662916.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/39000000/38340000/38338100/38338087/356328ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/39000000/38340000/38338100/38338087/05043bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, 2 Queen Beds, Balcony, Pool View](https://images.trvl-media.com/lodging/39000000/38340000/38338100/38338087/dfa42a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/39000000/38340000/38338100/38338087/95883019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grace Bay Suites [](https://www.expedia.ca/Providenciales-Hotels-THE-ALL-NEW-GRACE-BAY-SUITES.h38338087.Hotel-Information) Grace Bay 8.6/10 Excellent (1006) "Good value for the location and amenities" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Oscar CA $302 CA $387 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Providenciales-Hotels-THE-ALL-NEW-GRACE-BAY-SUITES.h38338087.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57400000/57395200/57395119/c291a1a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57400000/57395200/57395119/ab754365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/58000000/57400000/57395200/57395119/da3f9b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, free beach shuttle, beach towels](https://images.trvl-media.com/lodging/58000000/57400000/57395200/57395119/46922883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zenza Boutique Hotel [](https://www.expedia.ca/Providenciales-Hotels-Zenza-Hotel.h57395119.Hotel-Information) Turtle Cove 9.4/10 Exceptional (627) "They made sure the rooms was clean beautiful hotel and great staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jovan CA $386 CA $490 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Providenciales-Hotels-Zenza-Hotel.h57395119.Hotel-Information) ![Beachfront Villa Eos](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731458/bbfda3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beachfront Villa Eos | Living area](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731458/027b4c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731458/72d1e570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beachfront Villa Hyperion](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731458/w5000h3329x0y0-57029968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Long Bay Beach Club [](https://www.expedia.ca/Providenciales-Hotels-Long-Bay-Highway.h95731458.Hotel-Information) Long Bay 10/10 Exceptional (3) "I’ve been to Turks with friends and family several times, but this was the first time I rented a beachfront property with concierge service and it was an amazing experience. The concierge service at Long Bay Beach Club coordinated VIP airport entrance and transportation to the villa and we skiped the long line. We also opted for gourmet chef service, and it was a fantastic experience. The villa was impeccably clean, with high-quality towels, shampoo, and all the amenities we could imagine.... ![Spain](https://a.travel-assets.com/egds/marks/flags/es.svg) Alberto CA $48,247 CA $54,036 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Providenciales-Hotels-Long-Bay-Highway.h95731458.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/916200/916114/63fea685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean Front Suite | Terrace/patio](https://images.trvl-media.com/lodging/1000000/920000/916200/916114/a9fa4473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/920000/916200/916114/b3724994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/1000000/920000/916200/916114/c83a01e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Cay, Turks and Caicos [](https://www.expedia.ca/Pine-Cay-Hotels-The-Meridian-Club.h916114.Hotel-Information) Pine Cay 9.8/10 Exceptional (6) "New staff from last year. We recognized only two - front desk and massuse (sp?). Food was excellent, but very slow. 90 minute wait for lunch special. Two hours at one dinner and still waiting for main course. Sailboat broken and paddle boards broken by bartenders who should not have been using. Our room had a broken door. We pointed it out and housekeeper said it had been on maintenance’s radar for a while. However. Maintenance came in two days and repaired it completely. These are... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurel CA $2,616 CA $3,351 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Pine-Cay-Hotels-The-Meridian-Club.h916114.Hotel-Information) ![Villa | Exterior detail](https://images.trvl-media.com/lodging/102000000/101300000/101292000/101291985/727c5205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa | Private kitchen](https://images.trvl-media.com/lodging/102000000/101300000/101292000/101291985/da6858e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa | Interior](https://images.trvl-media.com/lodging/102000000/101300000/101292000/101291985/c23b874e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/102000000/101300000/101292000/101291985/a736d432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Serenity- Water View Suite - Sleeps 3 -pool [](https://www.expedia.ca/Providenciales-Hotels-Villa-Serenity-Water-View-Suite.h101291985.Hotel-Information) Discovery Bay 9.0/10 Wonderful (2) "The owner is very friendly!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veniel CA $262 CA $386 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Providenciales-Hotels-Villa-Serenity-Water-View-Suite.h101291985.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/112000000/111800000/111795500/111795470/697bf1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111800000/111795500/111795470/1d517281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111800000/111795500/111795470/a2016ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111800000/111795500/111795470/df8ca9e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 5 - Charming Secluded Cottage, Large pool, Tennis, Private Community [](https://www.expedia.ca/Sandy-Point-Hotels-Charming-Secluded-Cottage-With-Large-Pool.h111795470.Hotel-Information) Sandy Point CA $291 CA $465 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Sandy-Point-Hotels-Charming-Secluded-Cottage-With-Large-Pool.h111795470.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/560000/552000/551998/7cbce1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House (Beach House) | View from room](https://images.trvl-media.com/lodging/1000000/560000/552000/551998/ef207390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/560000/552000/551998/5e6db40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 Bedroom Beach House](https://images.trvl-media.com/lodging/1000000/560000/552000/551998/a2b787cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COMO Parrot Cay [](https://www.expedia.ca/Parrot-Cay-Hotels-COMO-Parrot-Cay.h551998.Hotel-Information) Parrot Cay 9.2/10 Wonderful (131) "Another Amazing Trip to Parrot Cay! Unbelievable service! Thank you again!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $1,789 CA $2,907 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Parrot-Cay-Hotels-COMO-Parrot-Cay.h551998.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=2025-12-30&endDate=2025-12-31®ionId=6047939&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Whitby Hotel Reviews ![Royal West Indies Resort](https://images.trvl-media.com/lodging/2000000/1080000/1070200/1070109/f12c0ac8_y.jpg) ### Royal West Indies Resort 10/10 Excellent "Nice and clean room, beautiful landscaping, fantastic pool, beach, and restaurant - get the jerk chicken skewers!! Would definitely recommend and stay again! " [](https://expedia.ca/Providenciales-Hotels-Royal-West-Indies-Resort.h1070109.Hotel-Information) ![Ocean Club Resort](https://images.trvl-media.com/lodging/1000000/900000/897700/897661/d1544509_y.jpg) ### Ocean Club Resort 10/10 Excellent "The resort was beautiful, including the beach, and very well maintained. " [](https://expedia.ca/Providenciales-Hotels-Ocean-Club-Resort.h897661.Hotel-Information) ![The Palms Turks and Caicos](https://images.trvl-media.com/lodging/2000000/1170000/1161700/1161674/52b38064_y.jpg) ### The Palms Turks and Caicos 10/10 Excellent "The room was beautiful along with the Ocean view. The staff was so sweet and welcoming. Everyone made the trip well worth the stay." [](https://expedia.ca/Providenciales-Hotels-The-Palms-Turks-And-Caicos.h1161674.Hotel-Information) ![The Oasis at Grace Bay](https://images.trvl-media.com/lodging/14000000/13230000/13220400/13220314/79780e1e_y.jpg) ### The Oasis at Grace Bay 10/10 Excellent "Very beautiful place. Check in with was smooth and extremely accommodating with a cold towel, yummy beverage and quick tour. Rooms feel extra safe since the doors require a code for entry. Great pools and lovely Christmas decorations. Staff is extremely friendly and helpful. Comfortable bed and pillows. Robes, slippers, makeup towels. Restaurant is good and the beach shuttle is super convenient. Great location too. Only inconvenience was my room directly faced the construction noise and they start early in the day. " [](https://expedia.ca/Providenciales-Hotels-The-Oasis-At-Grace-Bay.h13220314.Hotel-Information) ![Windsong on the Reef](https://images.trvl-media.com/lodging/3000000/2430000/2422200/2422198/12b8b359_y.jpg) ### Windsong on the Reef 10/10 Excellent "Great place" [](https://expedia.ca/Providenciales-Hotels-Windsong-On-The-Reef.h2422198.Hotel-Information) ![Wymara Resort and Villas](https://images.trvl-media.com/lodging/3000000/2440000/2431400/2431321/d3c2645e_y.jpg) ### Wymara Resort and Villas 10/10 Excellent "Wymara was perfect ! I was celebrating my birthday and the staff were very nice and accommodating. Upon check in a birthday cake was waiting for me in my room with a lovely bottle of wine. The spa located on the property was an amazing experience. My husband and I loved the Indigo restaurant, the food was delicious. Also the land and sea restaurant offered an amazing ocean view with delicious food. Chef Andrew stopped to talk to my husband and I at both restaurants and was very nice and added a special touch to our dining experience. The pink bar and pool area was excellent as well along with the staff. The ocean view room with balcony was the best, I enjoyed a latte every morning while soaking in the beach view " [](https://expedia.ca/Providenciales-Hotels-Wymara-Resort-And-Villas.h2431321.Hotel-Information) ![West Bay Club](https://images.trvl-media.com/lodging/3000000/2430000/2425600/2425554/94695257_y.jpg) ### West Bay Club 10/10 Excellent "We had great time at the resort. Room was clean and updated, staff was friendly and really helpful. Highly recommended!" [](https://expedia.ca/Providenciales-Hotels-West-Bay-Club.h2425554.Hotel-Information) ![Alexandra Resort - All-Inclusive](https://images.trvl-media.com/lodging/1000000/990000/981100/981089/8ffb9d8f_y.jpg) ### Alexandra Resort - All-Inclusive 10/10 Excellent "The staff were wonderful and the resort was beautiful!! " [](https://expedia.ca/Providenciales-Hotels-Alexandra-Resort-ALL-INCLUSIVE.h981089.Hotel-Information) ![The Sands at Grace Bay](https://images.trvl-media.com/lodging/1000000/400000/396200/396128/86eecbb9_y.jpg) ### The Sands at Grace Bay 10/10 Excellent "I stayed at Sands in 2018 and went back with my sister November 2025\. Everything was exactly as I remembered it!!! The best thing about the Sands is the staff. Front desk and Hemingways are super, but a special shout-out to Jose and the guys on the beach! I lost my phone (with all of my son's wedding photos that I hadn't had a chance to back up) in the ocean in a waterproof cover. They jumped in with snorkel gear, and Jose came up with it.....I have never been so relieved! They turned what could have been a disaster of a vacation into a relaxing, enjoyable time. They didn't want any money, but were happy to help me. I will DEFINITELY go back (already planning for next November), perfect weather!" [](https://expedia.ca/Providenciales-Hotels-The-Sands-At-Grace-Bay.h396128.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Whitby? ### What is there to see and do in Whitby? ### When is the best time to book a hotel with a pool in Whitby?