Title: Book the Best Hotels with POOL in Milton in 2026 | Expedia.ca [Milton Travel Guide](https://expedia.ca/Milton.dx8633)[Hotels in Milton](https://expedia.ca/Milton-Hotels.d8633.Travel-Guide-Hotels)[Vacation Rentals in Milton](https://expedia.ca/Milton-Vacation-Rentals.d8633.Travel-Guide-VacationRentals)[Flights to Milton](https://expedia.ca/Cheap-Flights-To-Milton.d8633.Travel-Guide-Flights)[Things to do in Milton](https://expedia.ca/Things-To-Do-In-Milton.d8633.Travel-Guide-Activities)[Milton Car Rentals](https://expedia.ca/Car-Rentals-In-Milton.d8633.Car-Rental-Guide)[Milton Vacation Packages](https://expedia.ca/Milton.d8633.Destination-Travel-Guides) ![0_C782XN](https://images.trvl-media.com/place/8633/b558d8a9-f4c7-4c28-8aaa-5d0bf19fcf46.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Milton, FL - ![](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 Milton Hotels with a Pool Tonight [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8633&startDate=2025-12-20&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=8633&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8633&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=8633&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Milton hotels with a pool ![Seasonal outdoor pool, open 7 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/290000/281600/281600/bac4679a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/290000/281600/281600/4d3b9643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/281600/281600/edb63881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/290000/281600/281600/56d1860e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Milton East I-10 by IHG [](https://www.expedia.ca/Pensacola-Hotels-Holiday-Inn-Express-Hotel-Suites-Milton-East-I-10.h281600.Hotel-Information) Milton 8.6/10 Excellent (697) "Nice and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ben CA $159 CA $178 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Pensacola-Hotels-Holiday-Inn-Express-Hotel-Suites-Milton-East-I-10.h281600.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/793400/793325/a10bbbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/800000/793400/793325/00709685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/800000/793400/793325/763a4c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/793400/793325/3e20faa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn & Suites Pensacola East - Milton [](https://www.expedia.ca/Pensacola-Hotels-Red-Roof-Inn-Suites-Pensacola-East-Milton.h793325.Hotel-Information) Milton 7.6/10 Good (1000) "Clean place overall and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $103 CA $116 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Pensacola-Hotels-Red-Roof-Inn-Suites-Pensacola-East-Milton.h793325.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/130000/126700/126663/1c1ea614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/130000/126700/126663/7ad8b359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/130000/126700/126663/6ac70ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub (with Sofabed)](https://images.trvl-media.com/lodging/1000000/130000/126700/126663/bcab7939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Milton Inn [](https://www.expedia.ca/Pensacola-Hotels-Best-Western-Milton-Inn.h126663.Hotel-Information) Milton 8.2/10 Very good (963) "😍😍😍😍😍😍😍" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yenlay CA $133 CA $149 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Pensacola-Hotels-Best-Western-Milton-Inn.h126663.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/90000000/89470000/89461900/89461819/bece1f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89470000/89461900/89461819/50b32ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89470000/89461900/89461819/8cbf3da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89470000/89461900/89461819/7f85a0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Private Room-Queen&Full Bed, Hot Tub Pool Pets Welcome! [](https://www.expedia.ca/Milton-Hotels-Cozy-Private-Room-WSauna.h89461819.Hotel-Information) Milton 10/10 Exceptional (36) "Check-in instructions and other information easy to understand and complete. We are former Milton residents so a great location to get together with friends. Very enjoyable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth M. CA $93 CA $225 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Milton-Hotels-Cozy-Private-Room-WSauna.h89461819.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/16000000/15740000/15732300/15732273/34b0d781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/16000000/15740000/15732300/15732273/03b5f4eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15740000/15732300/15732273/1ebbdf56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/16000000/15740000/15732300/15732273/381f9801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regency Inn [](https://www.expedia.ca/Pensacola-Hotels-Regency-Inn.h15732273.Hotel-Information) Milton 6.8/10 (244) "Room was nice, staff was very helpful. Only drawback was my stay was during a major renovation. The hotel is located within walking distance to restuarants, Dollar store for those "I forgot to pack items"and the benefit from being off the frontage street with a good quiet sleep." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $108 CA $122 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Pensacola-Hotels-Regency-Inn.h15732273.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061131/c1435d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061131/aa65f755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061131/4e329756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061131/60fcac5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable (RENOVATED) Vintage Camper, good for stays of a few nights to a week for 2-3 people - possibly for a family of 4 with 2 SMALL children. Staying here entitles you to use of all the park's amenities. [](https://www.expedia.ca/Milton-Hotels-Adorable.h122061131.Hotel-Information) Pace CA $97 CA $136 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Milton-Hotels-Adorable.h122061131.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061137/b13a675c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061137/07b0a49c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061137/8d2da910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061137/cd0771fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KY Derby-themed glamper nestled in a beautiful treed area of the park. Sleeps 2-3, futon + drop-down table for 2nd bed. Staying here entitles our guests to access all of the park's amenities like the sparkling pool and spa with waterfall and cave gro [](https://www.expedia.ca/Milton-Hotels-KY-Derby-Themed-Glamper-Nestled-In-A-Beautiful-Treed-Area-Of-The-Park-Sleeps-2-3.h122061137.Hotel-Information) Pace CA $110 CA $151 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Milton-Hotels-KY-Derby-Themed-Glamper-Nestled-In-A-Beautiful-Treed-Area-Of-The-Park-Sleeps-2-3.h122061137.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061148/950f6eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061148/4911bf52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061148/0de2f1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061148/9616f6c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The "Bunkhouse" (western-themed glamper) sleeps 2 to 4 avg size people. There's even a bar with real western saddles for barstools! All new electric appliances, so super-easy to "glamp" in a beautiful, treed area of the park. Access to the park's am [](https://www.expedia.ca/Milton-Hotels-The-Bunkhouse.h122061148.Hotel-Information) Pace CA $124 CA $167 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Milton-Hotels-The-Bunkhouse.h122061148.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061140/w1200h799x0y1-c4cd5040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061140/w1199h799x1y1-6f3a5a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061140/b02a0c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/123000000/122070000/122061200/122061140/w1199h799x1y1-5f54a141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super- fun camper with plenty of room for a full-size family, lots of comfy beds + full kitchen, bath, and separate bedroom for Mom & Dad. There's even a nice patio with outdoor kitchen and seating area for barbecues, bacon & eggs in the morning, et [](https://www.expedia.ca/Milton-Hotels-Super-Fun-Camper-With-Plenty-Of-Room-For-A-Full-Size-Family.h122061140.Hotel-Information) Pace CA $207 CA $259 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Milton-Hotels-Super-Fun-Camper-With-Plenty-Of-Room-For-A-Full-Size-Family.h122061140.Hotel-Information) ![Pillowtop beds, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/540000/539500/539492/d5dd12ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/540000/539500/539492/b0b4a332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/540000/539500/539492/w3837h2880x3y0-59db9e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/540000/539500/539492/a28f959e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western of Crestview [](https://www.expedia.ca/Crestview-Hotels-Best-Western-Of-Crestview.h539492.Hotel-Information) Crestview 8.6/10 Excellent (46) "Excellent accommodations, updated, very clean, close to everything and Varnit was a huge blessing. Great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lillian CA $91 CA $103 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Crestview-Hotels-Best-Western-Of-Crestview.h539492.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=2026-01-03&endDate=2026-01-04®ionId=8633&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Milton Hotel Reviews ## Frequently asked questions ### What are the best hotels in Milton with outdoor pools? > Another great option is the [Best Western Milton Inn](https://www.expedia.ca/Pensacola-Hotels-Best-Western-Milton-Inn.h126663.Hotel-Information), which has an inviting outdoor pool and a rating of 8.2\. Families love the spacious and clean rooms, along with the friendly and amazing staff who make every guest feel welcome. The complimentary breakfast is noted to be excellent, providing a hearty start to your day before heading out to enjoy local attractions or simply relaxing by the pool. > > > For a more budget-friendly option, consider the [Red Roof Inn & Suites Pensacola East - Milton](https://www.expedia.ca/Pensacola-Hotels-Red-Roof-Inn-Suites-Pensacola-East-Milton.h793325.Hotel-Information). This hotel features an outdoor pool and has a guest rating of 7.6\. Visitors often remark on the helpful and friendly staff, while the rooms are noted for being a good size and clean. Guests enjoy the continental breakfast, making it a convenient stay for families on the go. > > > Lastly, the [Regency Inn](https://www.expedia.ca/Pensacola-Hotels-Regency-Inn.h15732273.Hotel-Information) offers a more basic outdoor pool experience but is top for its quiet rooms and free Wi-Fi, making it a lovely spot for relaxation after a day of exploration. ### How much does a hotel with outdoor pool in Milton cost? ### Are there hotels with outdoor pools that are close to Blackwater Heritage State Trail? > In addition to the inviting outdoor pool, the Regency Inn offers complimentary WiFi and free parking, ensuring convenience for families and outdoor enthusiasts alike. The rooms are equipped with air conditioning and free toiletries, adding to the comfort and value of your stay. ### Is it cheaper to book flights and a hotel in Milton as a package? ### How can I save on a hotel in Milton with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [B&B in Allentown ](https://www.expedia.ca/Allentown-Bed-And-Breakfast.d553248635974904752-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in Allentown ](https://www.expedia.ca/Allentown-Hotels-Luxury-Hotel.0-0-d553248635974904752-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Allentown Hotels ](https://www.expedia.ca/Allentown-Hotels.d553248635974904752.Travel-Guide-Hotels) - [Lodges in Allentown ](https://www.expedia.ca/Allentown-Lodges.d553248635974904752-aaLodges.Travel-Guide-Accommodation) - [Motels in Allentown ](https://www.expedia.ca/Allentown-Motels.d553248635974904752-aaMotels.Travel-Guide-Accommodation) - 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