Title: Book the Best Hotels with POOL in Florida in 2026 | Expedia.ca [Hotels in Florida](https://expedia.ca/Florida-Hotels.d553248634999031091.Travel-Guide-Hotels)[Vacation Rentals in Florida](https://expedia.ca/Florida-Vacation-Rentals.d553248634999031091.Travel-Guide-VacationRentals)[Florida Car Rentals](https://expedia.ca/Car-Rentals-In-Florida.d553248634999031091.Car-Rental-Guide)[Florida Vacation Packages](https://expedia.ca/Florida.d553248634999031091.Destination-Travel-Guides) ![Two beautiful cascades that combine and form several crystal clear pools along the stream. ](https://images.trvl-media.com/place/553248634999031091/a1407374-cf5a-4fd5-91c7-15f31fa15fae.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Chris Addams ![](https://images.trvl-media.com/place/553248634999031091/a1407374-cf5a-4fd5-91c7-15f31fa15fae.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 Florida Hotels with a Pool Tonight [Mar 2 - Mar 3](https://www.expedia.ca/Hotel-Search?regionId=553248634999031091&startDate=2026-03-02&endDate=2026-03-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 3 - Mar 4](https://www.expedia.ca/Hotel-Search?regionId=553248634999031091&startDate=2026-03-03&endDate=2026-03-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248634999031091&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248634999031091&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Florida hotels with a pool ![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/bbf5ae58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/67f64adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/a0514206_edited_9a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hideaway Inn Mt. Snow [](https://www.expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) West Dover 8.8/10 Excellent (65 reviews) "Clean cozy rooms, overall good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wade CA $184 CA $203 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/6df66696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/c0f1d776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/af22be9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/44727a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Corner Motel [](https://www.expedia.ca/Williamstown-Hotels-Cozy-Corner-Motel.h4595809.Hotel-Information) Williamstown 9.2/10 Wonderful (894 reviews) "Excellent service and a beautifully decorated property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivana CA $102 CA $120 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Williamstown-Hotels-Cozy-Corner-Motel.h4595809.Hotel-Information) ![Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/92f285fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/fb19d853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/1076a408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/f3854c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maple Terrace Motel [](https://www.expedia.ca/Williamstown-Hotels-Maple-Terrace-Motel.h13278987.Hotel-Information) Williamstown 9.6/10 Exceptional (596 reviews) "Cute place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $135 CA $151 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Williamstown-Hotels-Maple-Terrace-Motel.h13278987.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/7edde5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/e8fee166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/2aeb1a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, foosball](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/7864ec9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn At Quail Run [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information) Wilmington 9.0/10 Wonderful (72 reviews) "Property was just as described, it was great staying there, outdoors was beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tami CA $307 CA $338 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/5077b8c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cabin | Private kitchen](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/0e1c79b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite | Living area](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/7b34b671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Chalet | Living area](https://images.trvl-media.com/lodging/97000000/96610000/96600400/96600348/1e87f90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Bound Inn [](https://www.expedia.ca/Wilmington-Hotels-441-Coldbrook-Rd.h96600348.Hotel-Information) Wilmington 9.2/10 Wonderful (16 reviews) "Beautiful lodge very clean and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia CA $286 CA $315 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Wilmington-Hotels-441-Coldbrook-Rd.h96600348.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/439bea3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/5ca030cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Studio | Private kitchen](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/0716f688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/3d1e6eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knotty Pine [](https://www.expedia.ca/Bennington-Hotels-Knotty-Pine.h119106200.Hotel-Information) Bennington 8.8/10 Excellent (78 reviews) "Great property and a great value!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $151 CA $165 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Bennington-Hotels-Knotty-Pine.h119106200.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/9fde074c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/1495f28f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/6cfdbbaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/0d5e7c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vervana, Trademark Collection by Wyndham [](https://www.expedia.ca/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information) Bennington 8.2/10 Very good (1,003 reviews) "The staff was courteous and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chui CA $161 CA $176 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/45b65286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 3 Bedrooms, Mountainside | Living area](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/2f0dc604_edited_9c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/67ad98ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/9722ad97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Springs Motel [](https://www.expedia.ca/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information) New Ashford 9.4/10 Exceptional (93 reviews) "I’ve stayed here a few times. Super quaint and a reasonable distance to lots of great places. Very affordable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $175 CA $192 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/7884a10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/b8d928ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/c7a3db42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/aadd5504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Bennington [](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-Bennington.h1191981.Hotel-Information) Bennington 8.6/10 Excellent (1,002 reviews) "Clean rooms, friendly staff, good breakfast, comfy beds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $178 CA $194 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-Bennington.h1191981.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/b82005ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/be5c7e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/5214ab64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/fca3b093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Nutmeg [](https://www.expedia.ca/Wilmington-Hotels-The-Nutmeg.h1482719.Hotel-Information) Wilmington 9.4/10 Exceptional (423 reviews) "very accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jarrod CA $230 CA $254 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Wilmington-Hotels-The-Nutmeg.h1482719.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=2026-03-16&endDate=2026-03-17®ionId=553248634999031091&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Florida Breakfast included 4 stars 5 stars Hot tub Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_553248634999031091) ## Top Florida Hotel Reviews ![Hampton Inn Bennington](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/aadd5504_y.jpg) ### Hampton Inn Bennington 10/10 Excellent "Courteous staff. Clean, comfortable room. " [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-Bennington.h1191981.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "The rooms were spacious, the staff are super friendly. This is our second time staying and we will continue to book in the future. The pool and hot tub was nice. " [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "What a great place! Really gracious staff and good food." [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![Hampton Inn & Suites Greenfield](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/72e137d6_y.jpg) ### Hampton Inn & Suites Greenfield 10/10 Excellent "We got in late and they were very accommodating. The beds were comfortable and breakfast was delicious! " [](https://expedia.ca/Greenfield-Hotels-Hampton-Inn-Suites-Greenfield.h1601018.Hotel-Information) ![The Porches Inn at Mass MoCA](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/dcf42e0d_y.jpg) ### The Porches Inn at Mass MoCA 10/10 Excellent "Excellent " [](https://expedia.ca/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information) ![Howard Johnson by Wyndham Williamstown](https://images.trvl-media.com/lodging/2000000/1500000/1498700/1498642/f5e7ded9_y.jpg) ### Howard Johnson by Wyndham Williamstown 10/10 Excellent "Clean, comfortable, well run" [](https://expedia.ca/Williamstown-Hotels-Howard-Johnson-By-Wyndham-Williamstown.h1498642.Hotel-Information) ![Hotel Vervana, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/b33626c2_y.jpg) ### Hotel Vervana, Trademark Collection by Wyndham 10/10 Excellent "Great rooms. Friendly staff. " [](https://expedia.ca/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Bathroom had somebody’s hair on the door and shower " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Mount Snow Grand Summit Resort](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/57303655_y.jpg) ### Mount Snow Grand Summit Resort 10/10 Excellent "Ski on skis off fantastic. Ski valet right on it " [](https://expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Florida? ### What is there to see and do in Florida? ### When is the best time to book a hotel with a pool in Florida? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in North Adams ](https://www.expedia.ca/4Star-North-Adams-Hotels.s40-0-d9137.Travel-Guide-Filter-Hotels) - [Farmstay in Adams ](https://www.expedia.ca/Adams-Agritourism.d6005393-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Adams ](https://www.expedia.ca/Adams-Apart-Hotels.d6005393-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Adams ](https://www.expedia.ca/Adams-Bed-And-Breakfast.d6005393-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Adams ](https://www.expedia.ca/Adams-Chalets.d6005393-aaChalets.Travel-Guide-Accommodation) - 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