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) ![](https://mediaim.expedia.com/destination/2/4913db49416c903aec0087628eb80db9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Brent Hill # Find Hotels with a Pool in Holiday Isle, FL from CA $271 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976472970&startDate=2025-10-07&endDate=2025-10-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976472970&startDate=2025-10-08&endDate=2025-10-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976472970&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976472970&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Isle Hotels with a Pool ![Exterior](https://images.trvl-media.com/lodging/106000000/105780000/105772400/105772396/bc8e2be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/106000000/105780000/105772400/105772396/0913ace3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105780000/105772400/105772396/9ea4c081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/106000000/105780000/105772400/105772396/ad8aad58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandpiper Cove Unit 2063 1 Bedroom in Destin, FL Holiday Isle 10/10 Exceptional (2) "We had a great!!!" CA $186 CA $616 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Destin-Hotels-Sandpiper-Cove-Unit-2063-1-Bedroom-Destin.h105772396.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107270000/107265200/107265185/b69404b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/108000000/107270000/107265200/107265185/28c39876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/108000000/107270000/107265200/107265185/c834a16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107270000/107265200/107265185/40756832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JETTY VIEW AT JETTY EAST! 1 FREE BEACH CHAIR SET UP EACH DAY OF YOUR STAY! Holiday Isle 10/10 Exceptional (1) "We love Jetty East! This has become a yearly vacation for us. We love the pool and beach with such easy access!! Thank you for a wonderful trip!!" CA $267 CA $652 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Destin-Hotels-JETTY-VIEW-AT-JETTY-EAST-1-FREE-BEACH-CHAIR-SET-UP-EACH-DAY-OF-YOUR-STAY.h107265185.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) ![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) ![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) ![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) ### Tranquil Waters•AmazingView•OceanfrontProperty Holiday Isle 10/10 Exceptional (5) "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 ❤️ " CA $180 CA $498 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Destin-Hotels-Tranquil-WatersAmazingViewOceanfrontProperty.h94772916.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/dc16506f.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" CA $123 CA $382 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Destin-Hotels-Condo-In-Oceanfront-Complex-Wpools.h81044865.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34390000/34382900/34382808/3cab0b30.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) ![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) "Loved our stay here would highly recommend to friends and family" CA $92 CA $267 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Destin-Hotels-Coastal-Condo-With-Heated-Pool.h34382808.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/108000000/107480000/107474200/107474171/63b5cee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/108000000/107480000/107474200/107474171/f0e87297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107480000/107474200/107474171/e978bfe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107480000/107474200/107474171/3b88a253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandpiper Cove 8140 :: 500 Feet to the Beach :: Pool in the back yard!! Holiday Isle 10/10 Exceptional (9) "Josh was a great host and very responsive. The place was perfect for us and so close to the beach and all restaurants. " CA $132 CA $325 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Destin-Hotels-NEW-OWNER-DISCOUNT-Sandpiper-Cove-8140-Free-Beach-Set-Up-500ft-To-The-Beach.h107474171.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/106000000/105540000/105532600/105532559/cf795119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach](https://images.trvl-media.com/lodging/106000000/105540000/105532600/105532559/d179da6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 Queen Bed, Patio, Garden View (Sandpiper Cove 8120 - No Pets Allowed) | Private kitchen](https://images.trvl-media.com/lodging/106000000/105540000/105532600/105532559/d5b920e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 Queen Bed, Patio, Garden View (Sandpiper Cove 8120 - No Pets Allowed) | Living area](https://images.trvl-media.com/lodging/106000000/105540000/105532600/105532559/9d6d20e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Destin Studio With Resort Amenities and Private Beach Access Holiday Isle CA $162 CA $465 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Destin-Hotels-Sandpiper-Cove.h105532559.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119440000/119431200/119431182/48ea0c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/120000000/119440000/119431200/119431182/a9a58a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119440000/119431200/119431182/5a5afffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119440000/119431200/119431182/4ab81d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandpiper Cove Unit 1038 Holiday Isle CA $124 CA $543 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Destin-Hotels-Welcome-To-Kitzis-Corner-Pet-Friendly-1BR-Retreat-With-FREE-Beach-Service.h119431182.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/92000000/91690000/91682600/91682551/e6d60904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91690000/91682600/91682551/c5b7321d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91690000/91682600/91682551/ae59b6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91690000/91682600/91682551/c7aa7105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Surfs Up" #624- Beachfront Condo-Sleeps 6 Holiday Isle 7.4/10 Good (3) "It was an amazing short vacation in a good place. I will be there again. Recommended " CA $190 CA $982 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Surfs-Up-624-Beachfront-Condo-Sleeps-6.h91682551.Hotel-Information) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73372400/73372374/8c770e9e.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 (126) "The space was great. Kitchen fully stocked with everything you could need. " CA $119 CA $481 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Destin-Hotels-Central-Condo-With-Five-Pools.h73372374.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=2025-10-21&endDate=2025-10-22®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 located near Big Kahuna's Water and Adventure Park. Features free self parking and 5 outdoor pools. [HARBOR OASIS-WATERFRONT/BOAT/PWC SLIPS/Dock/Pool/Spa/ Kayaks/Bikes/Volleyball++](https://www.expedia.ca/Destin-Hotels-HARBOR-OASIS-WATERFRONTBOATPWC-SLIPSDockPoolSpa-KayaksBikesVolleyball.h78811324.Hotel-Information): Vacation home located near Big Kahuna's Water and Adventure Park. Offers a water park, a pool, and sun loungers. [Best Gulf-Front Beach View in Destin! Best designed condo 2015*](https://www.expedia.ca/Destin-Hotels-Best-Gulf-Front-Beach-View-In-Destin-Best-Designed-Condo-2015.h34334753.Hotel-Information): Condo located near Big Kahuna's Water and Adventure Park. Provides a water park, a communal pool, and sun loungers. [Classic luxury on the beach in Destin](https://www.expedia.ca/Destin-Hotels-Classic-Luxury-On-The-Beach-In-Destin.h33574830.Hotel-Information): Condo located near Big Kahuna's Water and Adventure Park. Features Smart TVs, a communal pool, and air conditioning. [Anchors Up Heated Pool & Private Beach Access](https://www.expedia.ca/Destin-Hotels-Anchors-Up-HeatedPool.h113950132.Hotel-Information): Vacation home, 12-minute walk from Big Kahuna's Water and Adventure Park. Offers a water park, a communal pool, and kitchens. ### What is there to see and do in Holiday Isle? > The picturesque setting of Destin Harbor and Choctawhatchee Bay showcase the area's natural beauty. Discover sights such as HarborWalk Marina, HarborWalk Village, and Big Kahuna's Water and Adventure Park 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)