Title: Book the Best Hotels with POOL in Holiday Isle in 2025 | Expedia.ca [Holiday Isle Travel Guide](https://expedia.ca/Destin-Holiday-Isle.dx553248635976472970)[Vacation Rentals in Destin](https://expedia.ca/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals)[Flights to Destin](https://expedia.ca/Cheap-Flights-To-Destin.d6906.Travel-Guide-Flights)[Things to do in Destin](https://expedia.ca/Things-To-Do-In-Destin.d6906.Travel-Guide-Activities)[Holiday Isle Car Rentals](https://expedia.ca/Car-Rentals-In-Holiday-Isle.d553248635976472970.Car-Rental-Guide)[Holiday Isle Vacations](https://expedia.ca/Holiday-Isle.d553248635976472970.Destination-Travel-Guides) ![Fun activities on sand bar](https://images.trvl-media.com/place/553248635976472970/968993c4-c645-4200-b4e8-c30451090524.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Holiday Isle, FL from CA $232 - ![](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 Isle Hotels with a Pool Tonight [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976472970&startDate=2025-11-21&endDate=2025-11-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976472970&startDate=2025-11-22&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976472970&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976472970&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Isle Hotels with a Pool ![A heated pool](https://images.trvl-media.com/lodging/74000000/73380000/73372400/73372374/ab1c0e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73380000/73372400/73372374/ac721b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73380000/73372400/73372374/3b5b3a90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/74000000/73380000/73372400/73372374/34d8a24d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Central condo with five Pools, three hot tubs, beach access, & free golf access Holiday Isle 9.8/10 Exceptional (127) "The space was great. Kitchen fully stocked with everything you could need. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marisa CA $100 CA $456 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Destin-Hotels-Central-Condo-With-Five-Pools.h73372374.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/35000000/34390000/34382900/34382808/0acbd6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34390000/34382900/34382808/ce3f1c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34390000/34382900/34382808/8dd79879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34390000/34382900/34382808/e29163d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Condo with heated pool, hot tub, tennis, & beach access Holiday Isle 9.0/10 Wonderful (73) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chelsea M. CA $79 CA $252 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Destin-Hotels-Coastal-Condo-With-Heated-Pool.h34382808.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/82000000/81050000/81044900/81044865/21b5eb4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81050000/81044900/81044865/a18367dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/82000000/81050000/81044900/81044865/9e97fbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/82000000/81050000/81044900/81044865/12df720e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in oceanfront complex w/pools, private beach access, and balcony Holiday Isle 9.2/10 Wonderful (12) "The condo was excellent!! The whole place was clean. Will be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary M. CA $107 CA $355 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Destin-Hotels-Condo-In-Oceanfront-Complex-Wpools.h81044865.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34590000/34581800/34581704/4a351f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34590000/34581800/34581704/ba30fadc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34590000/34581800/34581704/d6acb75c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34590000/34581800/34581704/7b1c837b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HIDDEN GEM 1BR/1BA BEACH PROPERTY AT JETTY EAST, DESTIN , FLORIDA Holiday Isle 9.6/10 Exceptional (171) "Great host and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam B. CA $174 CA $365 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Destin-Hotels-Hidden-GEM-1br1ba-Beach-Property-AT-Jetty-East.h34581704.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112870000/112862700/112862657/f2364290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112870000/112862700/112862657/14c1678e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112870000/112862700/112862657/1acad54e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/113000000/112870000/112862700/112862657/ae160b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandpiper Cove 3215 2 Bedroom 2 Bathroom Beach Getaway in Destin, FL FREE Beach Service Holiday Isle 10/10 Exceptional (1) CA $156 CA $641 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Destin-Hotels-Sandpiper-Cove-3215-2-Bedroom-2-Bathroom-Beach-Getaway-In-Destin.h112862657.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/101000000/100140000/100132100/100132030/e97f2827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100140000/100132100/100132030/68f12e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/101000000/100140000/100132100/100132030/dbf537fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100140000/100132100/100132030/22c17711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Destin Studio w/ Resort Amenities & Beach Access + Free Attraction Tickets! Holiday Isle 7.8/10 Good (12) "Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was somewhat unhappy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed our stay. It was nice and tidy. Easy access to the beach. It would have been helpful if there were some storage baggies and more toilet paper. I purchased more toilet paper and left it for the next occupants. Overall,... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bridgett S. CA $107 CA $395 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Destin-Hotels-Destin-Studio-With-Resort-Amenities-And-Private-Beach-Access.h100132030.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/72000000/72000000/71990900/71990838/a410d0f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/72000000/71990900/71990838/3c9f35ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/72000000/72000000/71990900/71990838/879eaf9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/72000000/72000000/71990900/71990838/49a84896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sparkling Studio with Shared Pools, Hot Tubs, Golf, Tennis, & a Private Beach Holiday Isle 8.4/10 Very good (52) "Right across the road from the beach. Located close to good restraunts and lots of activities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan W. CA $79 CA $232 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Destin-Hotels-Sparkling-Studio-With-Shared-Pools.h71990838.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/74000000/73470000/73463500/73463464/3cc24716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73470000/73463500/73463464/dc969750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/74000000/73470000/73463500/73463464/w1242h896x0y0-5f8b6bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/74000000/73470000/73463500/73463464/7c1767b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea La Vie \*Beachfront\* Heated Pool\*Hot tub Holiday Isle 10/10 Exceptional (46) "Thank you, Tammy. Place was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael H. CA $152 CA $471 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Destin-Hotels-Sea-La-Vie-Beachfront-Heated-PoolHot-Tub.h73463464.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/95000000/94780000/94773000/94772916/5a481a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/95000000/94780000/94773000/94772916/b64a2491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94780000/94773000/94772916/6b5e9cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/95000000/94780000/94773000/94772916/w1286h710x2y0-97b78aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Waters•AmazingView•OceanfrontProperty Holiday Isle 10/10 Exceptional (6) "My husband and I had the best time at this condo for our first of many trips as "empty nesters". The location was perfect and an easy quick walk to the most beautiful beach! Condo had everything we needed and had an amazing view. Host was kind and super accommodating. We loved every second and would definitely stay here again ❤️ " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $157 CA $478 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Destin-Hotels-Tranquil-WatersAmazingViewOceanfrontProperty.h94772916.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/86000000/85750000/85745700/85745604/da52f854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/86000000/85750000/85745700/85745604/e0ca08bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/86000000/85750000/85745700/85745604/5870e510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/86000000/85750000/85745700/85745604/c13bdbda_edited_a96c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful beach Condo at Sandpiper Cove Destin Florida 2 bedroom, 2 bath. Holiday Isle 10/10 Exceptional (21) "Beautiful condo in an ideal location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) j a. CA $252 CA $582 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Destin-Hotels-Conveniently-Located-In-Destin.h85745604.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=2025-12-06&endDate=2025-12-07®ionId=553248635976472970&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Holiday Isle Hotel Reviews ## Frequently asked questions ### What are some accommodations with pools in Holiday Isle? > [Sandpiper Cove](https://www.expedia.ca/Destin-Hotels-Sandpiper-Cove.h100902819.Hotel-Information): Condo resort, 1-minute walk from Destin Beaches. Features free self parking and 5 outdoor pools. ### What is there to see and do in Holiday Isle? > The picturesque setting of Destin Beaches and Destin Harbor showcase the area's natural beauty. Discover sights such as Choctawhatchee Bay during your stay. ### When is the best time to book a hotel with a pool in Holiday Isle? > You may want to think about an accommodation that offers an outdoor if you plan to visit in the hottest months of August, July, or June when the average temperature is 82°F. Lodging offering an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temp is 58°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Big Kahuna's Water and Adventure Park](https://www.expedia.ca/Big-Kahunas-Water-And-Adventure-Park-Hotels.0-l6127787-0.Travel-Guide-Filter-Hotels) - [Hotels near Crab Island](https://www.expedia.ca/Crab-Island-Hotels.0-l884738105958092800-0.Travel-Guide-Filter-Hotels) - [Hotels near Destin Beaches](https://www.expedia.ca/Destin-Beaches-Hotels.0-l553248635976496925-0.Travel-Guide-Filter-Hotels) - [Hotels near Destin Harbor Boardwalk](https://www.expedia.ca/Destin-Harbor-Boardwalk-Hotels.0-l553248621558114339-0.Travel-Guide-Filter-Hotels) - [Hotels near Destin Harbor](https://www.expedia.ca/Destin-Harbor-Hotels.0-l553248635976468285-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Destin](https://www.expedia.ca/Destin-Hotels-Adults-Only-Resorts.0-0-d6906-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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[Wyndham Extra Holidays Hotels in Emerald Coast](https://www.expedia.ca/Emerald-Coast-Hotels-Wyndham-Extra-Holidays.0-0-d553248635975748129--bWyndhamExtraHolidays.Travel-Guide-Filter-Hotels) - [Emerald Coast Hotels](https://www.expedia.ca/Emerald-Coast-Hotels.d553248635975748129.Travel-Guide-Hotels) - [Vacation Homes in Emerald Coast](https://www.expedia.ca/Emerald-Coast-Private-Vacation-Homes.d553248635975748129-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Emerald Coast](https://www.expedia.ca/Emerald-Coast-Resort-Hotels.d553248635975748129-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Emerald Coast](https://www.expedia.ca/Emerald-Coast-Townhomes.d553248635975748129-aaTownhomes.Travel-Guide-Accommodation) - [Hotels near HarborWalk Marina](https://www.expedia.ca/HarborWalk-Marina-Hotels.0-l553248621532653469-0.Travel-Guide-Filter-Hotels) - [Hotels near HarborWalk Village](https://www.expedia.ca/HarborWalk-Village-Hotels.0-l6306885-0.Travel-Guide-Filter-Hotels) - 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[Flights from Ottawa (YOW) to Destin (DSI)](https://www.expedia.ca/lp/flights/yow/dsi/ottawa-to-destin) - [Flights from Moncton (YQM) to Destin (DSI)](https://www.expedia.ca/lp/flights/yqm/dsi/moncton-to-destin) - [Flights from Regina (YQR) to Destin (DSI)](https://www.expedia.ca/lp/flights/yqr/dsi/regina-to-destin) - [Flights from Montreal (YUL) to Destin (DSI)](https://www.expedia.ca/lp/flights/yul/dsi/montreal-to-destin) - [Flights from Vancouver (YVR) to Destin (DSI)](https://www.expedia.ca/lp/flights/yvr/dsi/vancouver-to-destin) - [Flights from Winnipeg (YWG) to Destin (DSI)](https://www.expedia.ca/lp/flights/ywg/dsi/winnipeg-to-destin) - [Flights from Calgary (YYC) to Destin (DSI)](https://www.expedia.ca/lp/flights/yyc/dsi/calgary-to-destin) - [Flights from Toronto (YYZ) to Destin (DSI)](https://www.expedia.ca/lp/flights/yyz/dsi/toronto-to-destin) - [Destin Harbor Boardwalk](https://www.expedia.ca/Destin-Harbor-Boardwalk-Destin.d553248621558114339.Vacation-Attraction) - [Destin Vacations](https://www.expedia.ca/Destin.d6906.Destination-Travel-Guides) - [Emerald Coast Vacations](https://www.expedia.ca/Emerald-Coast.d553248635975748129.Destination-Travel-Guides) - [Harborwalk Village](https://www.expedia.ca/HarborWalk-Village-Destin.d6306885.Vacation-Attraction) - [Rental cars Destin-Fort Walton Beach airport](https://www.expedia.ca/Car-Rentals-In-Destin-Fort-Walton-Beach.d6027463.Car-Rental-Guide) - [Car rentals near Emerald Coast](https://www.expedia.ca/Car-Rentals-In-Emerald-Coast.d553248635975748129.Car-Rental-Guide) - [Hawk Rental Cars in Emerald Coast](https://www.expedia.ca/Hawk-Car-Rentals-In-Emerald-Coast.d553248635975748129-c1076.Car-Rental-Guide-Suppliers) - [Record Rent A Car Rental Cars in Emerald Coast](https://www.expedia.ca/Record-Rent-A-Car-Car-Rentals-In-Emerald-Coast.d553248635975748129-c30.Car-Rental-Guide-Suppliers) - [Things to do in Destin](https://www.expedia.ca/Things-To-Do-In-Destin.d6906.Travel-Guide-Activities) - [Things to do in Emerald Coast](https://www.expedia.ca/Things-To-Do-In-Emerald-Coast.d553248635975748129.Travel-Guide-Activities) - [Book Hotels in Holiday Isle on Expedia.com](https://www.expedia.com/Holiday-Isle-Destin-Hotels-Hotel-With-Pool.0-n553248635976472970-0-tHotelwithPool.Travel-Guide-Filter-Hotels)