Title: Book the Best Hotels with POOL in The Villages in 2026 | Expedia.ca [The Villages Travel Guide](https://expedia.ca/The-Villages.dx6053731)[Hotels in The Villages](https://expedia.ca/The-Villages-Hotels.d6053731.Travel-Guide-Hotels)[Vacation Rentals in The Villages](https://expedia.ca/The-Villages-Vacation-Rentals.d6053731.Travel-Guide-VacationRentals)[Flights to The Villages](https://expedia.ca/Cheap-Flights-To-The-Villages.d6053731.Travel-Guide-Flights)[Things to do in The Villages](https://expedia.ca/Things-To-Do-In-The-Villages.d6053731.Travel-Guide-Activities)[The Villages Car Rentals](https://expedia.ca/Car-Rentals-In-The-Villages.d6053731.Car-Rental-Guide)[The Villages Vacation Packages](https://expedia.ca/The-Villages.d6053731.Destination-Travel-Guides) ![A6FC8H The Villages Orlando Florida planned golf and sports retirement community. Image shot 2007. Exact date unknown.](https://images.trvl-media.com/place/6053731/8d2d684f-af77-41c7-94ce-07117185f8a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6053731/8d2d684f-af77-41c7-94ce-07117185f8a5.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 The Villages Hotels with a Pool Tonight [Feb 11 - Feb 12](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2026-02-11&endDate=2026-02-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 12 - Feb 13](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2026-02-12&endDate=2026-02-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for The Villages hotels with a pool ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125020000/125019800/125019726/24ed7ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125020000/125019800/125019726/8e4dcec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125020000/125019800/125019726/4b55c9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/126000000/125020000/125019800/125019726/33f08b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Mi to Spanish Springs: Peaceful Retreat w/ Perks [](https://www.expedia.ca/The-Villages-Hotels-3-Mi-To-Spanish-Springs-Peaceful-Retreat-W-Perks.h125019726.Hotel-Information) Alhambra CA $91 CA $356 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/The-Villages-Hotels-3-Mi-To-Spanish-Springs-Peaceful-Retreat-W-Perks.h125019726.Hotel-Information) ![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/8a0caa27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/421ba82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/4dc98f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room](https://images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/bca24cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Waterfront Inn [](https://www.expedia.ca/Leesburg-Hotels-The-Waterfront-Inn.h1790521.Hotel-Information) Lake Sumter Landing 9.2/10 Wonderful (1,320 reviews) "Great hotel, and restaurant. The location cannot be beat!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William [](https://www.expedia.ca/Leesburg-Hotels-The-Waterfront-Inn.h1790521.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/8775e443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/31676daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/44358362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/c514d7c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Lady Lake/The Villages [](https://www.expedia.ca/Leesburg-Hotels-Hampton-Inn-Suites-Lady-LakeThe-Villages.h1273403.Hotel-Information) Lady Lake 9.0/10 Wonderful (1,000 reviews) "Our room was perfect! Staff extremely friendly and location perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana CA $210 CA $225 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Leesburg-Hotels-Hampton-Inn-Suites-Lady-LakeThe-Villages.h1273403.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83700000/83691300/83691282/b5bd0519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83700000/83691300/83691282/92b5d3f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83700000/83691300/83691282/45e1baec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83700000/83691300/83691282/5cf105a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart. [](https://www.expedia.ca/The-Villages-Hotels-Village-Of-Mallory.h83691282.Hotel-Information) Mallory Square 9.2/10 Wonderful (53 reviews) "Location was great. One of the toilets should have been repaired before we arrived. Batteries in the front door lock should have been installed before arrival. Overall, it was a good stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David R. CA $380 CA $724 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/The-Villages-Hotels-Village-Of-Mallory.h83691282.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/125000000/124540000/124531900/124531899/c8c152fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124540000/124531900/124531899/7c95ca63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124540000/124531900/124531899/8bebe0fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124540000/124531900/124531899/24beda0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Caddy Shack, Heated Pool, 4 seater golf cart [](https://www.expedia.ca/The-Villages-Hotels-The-Caddy-Shack.h124531899.Hotel-Information) Bonnybrook CA $378 CA $747 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/The-Villages-Hotels-The-Caddy-Shack.h124531899.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/27200/27152/d868e6f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27200/27152/8ea1560b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/27200/27152/62f99e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/30000/27200/27152/9f32775e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Equus Inn Ocala [](https://www.expedia.ca/Ocala-Hotels-Equus-Inn-Ocala.h27152.Hotel-Information) Ocala 9.0/10 Wonderful (1,845 reviews) "Excellent hotel, and a very reasonable cost." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne CA $114 CA $127 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Ocala-Hotels-Equus-Inn-Ocala.h27152.Hotel-Information) ![Suite, 1 King Bed, Non Smoking, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/122000000/121310000/121303200/121303135/271d107b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/122000000/121310000/121303200/121303135/72732dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Bathtub Grab Bars, Non Smoking](https://images.trvl-media.com/lodging/122000000/121310000/121303200/121303135/0da49f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121310000/121303200/121303135/8ab2a719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Eastport [](https://www.expedia.ca/Wildwood-Hotels-Hotel-Eastport.h121303135.Hotel-Information) Wildwood 9.6/10 Exceptional (18 reviews) "The hotel was new and clean, staff very pleasant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karmela CA $218 CA $233 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Wildwood-Hotels-Hotel-Eastport.h121303135.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057662/cb544f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057662/w2877h1919x0y0-94bdbba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057662/b781f870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057662/4d77a964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mission Resort and Club [](https://www.expedia.ca/Leesburg-Hotels-Mission-Inn-Resort-Club.h2057662.Hotel-Information) Howey-in-the-Hills 8.8/10 Excellent (748 reviews) "Great room, great view, great food, great course!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) EARL CA $182 CA $247 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Leesburg-Hotels-Mission-Inn-Resort-Club.h2057662.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1190000/1184000/1183971/8b286b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1184000/1183971/0bba19b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1190000/1184000/1183971/f72ebe07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/2000000/1190000/1184000/1183971/42e74358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Tavares North [](https://www.expedia.ca/Leesburg-Hotels-Comfort-Inn-Suites-Tavares-North.h1183971.Hotel-Information) Tavares 8.2/10 Very good (1,001 reviews) "Perfect one day stay or longer " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) FRANCISCO CA $145 CA $161 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Leesburg-Hotels-Comfort-Inn-Suites-Tavares-North.h1183971.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1200000/1199200/1199197/96a3d0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1200000/1199200/1199197/36e4aa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1200000/1199200/1199197/af1a9632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1200000/1199200/1199197/2a82f64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn and Suites - Ocala / Belleview [](https://www.expedia.ca/Ocala-Hotels-Sleep-Inn-And-Suites-Ocala-Belleview.h1199197.Hotel-Information) Ocala 8.0/10 Very good (1,000 reviews) "Clean bed, polite staff, good breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rayann CA $106 CA $118 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Ocala-Hotels-Sleep-Inn-And-Suites-Ocala-Belleview.h1199197.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=2026-02-25&endDate=2026-02-26®ionId=6053731&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in The Villages Breakfast included Hot tub Spa 4 stars Ocean view ## Top The Villages Hotel Reviews ![The Waterfront Inn](https://images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/adafc576_y.jpg) ### The Waterfront Inn 10/10 Excellent "I really I’m satisfied " [](https://expedia.ca/Leesburg-Hotels-The-Waterfront-Inn.h1790521.Hotel-Information) ![Hampton Inn & Suites Lady Lake/The Villages](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/acbbaec3_y.jpg) ### Hampton Inn & Suites Lady Lake/The Villages 10/10 Excellent "All staff was great " [](https://expedia.ca/Leesburg-Hotels-Hampton-Inn-Suites-Lady-LakeThe-Villages.h1273403.Hotel-Information) ## Frequently asked questions ### What are the best hotels in The Villages with outdoor pools? > Another excellent option is the [Hampton Inn & Suites Lady Lake/The Villages](https://www.expedia.ca/Leesburg-Hotels-Hampton-Inn-Suites-Lady-LakeThe-Villages.h1273403.Hotel-Information), also a 3-star establishment, featuring a lovely outdoor pool where families can relax and enjoy quality time together. Rated 9.0 by guests, this hotel is praised for its spacious and clean rooms, as well as its wonderful complimentary breakfast that fuels your family's adventures. The friendly and helpful staff further enhance the experience, ensuring a comfortable stay in a convenient and quiet location. ### How much does a hotel with outdoor pool in The Villages cost? ### What are some of the best The Villages hotels with outdoor pools and scenic views? > Guests rave about the breathtaking lake views, which offer a picturesque backdrop while you relax by the pool. The hotel's clean and comfortable rooms, along with the friendly and accommodating staff, enhance the overall experience. Free coffee adds a nice touch for those early mornings, making it a convenient choice for families looking for quality and value. ### Are there hotels with outdoor pools that are close to The Villages Market Square? > The inviting outdoor pool is complemented by sun loungers and umbrellas, great for soaking up the Florida sunshine while enjoying a picturesque lake view. The secure pool area adds an extra layer of peace of mind, making it suitable for families and those looking to unwind in a serene environment. ### Is it cheaper to book flights and a hotel in The Villages as a package? ### How can I save on a hotel in The Villages with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Business Hotels in Belle Aire ](https://www.expedia.ca/Belle-Aire-The-Villages-Hotels-Business-Hotel.0-n553248635976481681-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Belle Aire ](https://www.expedia.ca/Belle-Aire-The-Villages-Hotels-Couples-Resorts-Hotels.0-n553248635976481681-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Bonnybrook ](https://www.expedia.ca/Bonnybrook-The-Villages-Hotels-Pet-Friendly-Hotel.0-n553248635976482080-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - 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