Title: Book the Best Hotels with POOL in The Villages in 2025 | 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) # Find Hotels with a Pool in The Villages, FL from CA $86 - ![](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 [Nov 7 - Nov 8](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2025-11-07&endDate=2025-11-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2025-11-08&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top The Villages Hotels with a Pool ![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/682cec17.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) ![Room, 1 King Bed, Lake View](https://images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/f56bf693.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) ### The Waterfront Inn Lake Sumter Landing 9.2/10 Wonderful (1240) "Excellent stay! Beautiful hotel and a fantastic location! Hope to be back soon! We loved The Waterfront Inn!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephan [](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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/acbbaec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/d422f3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/d5d3ba6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Lady Lake/The Villages Lady Lake 9.0/10 Wonderful (1002) "The hotel was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren CA $140 CA $150 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Leesburg-Hotels-Hampton-Inn-Suites-Lady-LakeThe-Villages.h1273403.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/92000000/91690000/91680200/91680114/1a47d0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91690000/91680200/91680114/da25d17e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/92000000/91690000/91680200/91680114/8cacaaaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91690000/91680200/91680114/8da97cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villages home with Lanai & Golf Cart - Perfect location, golfers paradise Chatham 8.4/10 Very good (6) "Fun" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kent S. CA $182 CA $452 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/The-Villages-Hotels-Villages-Perfect-Location.h91680114.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/111000000/110140000/110136200/110136150/74ebc687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110140000/110136200/110136150/0c5176b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110140000/110136200/110136150/b2e0d58f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110140000/110136200/110136150/3d8949db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Villa in The Villages – Private Yard, Free Golf Cart & Access to Pools Duval 10/10 Exceptional (4) "The home was clean and well maintained. Perfect location to Landing and Paddock Squares. Several great golf courses close by (Palmer and Glenview were great!). If you have a hound, the fenced in backyard was perfect! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason M. CA $128 CA $455 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/The-Villages-Hotels-Prime-Location-Courtyard-Villa-Private-Yard-Golf-Cart-In-The-Villages.h110136150.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105710000/105703700/105703634/w1279h900x368y304-c8035868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105710000/105703700/105703634/0f267997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105710000/105703700/105703634/w2014h1512x0y0-9ed56c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105710000/105703700/105703634/w1191h891x412y310-a75d4472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals. Sanibel 10/10 Exceptional (23) "We loved renting this house, it was beautiful and had everything we could ever need. The host went above and beyond to make sure our stay went perfectly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah K. CA $120 CA $617 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/The-Villages-Hotels-The-Villages-FL-Community-W-Elec-Golf-Cart-Restaurants.h105703634.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120030000/120029800/120029779/1c461059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120030000/120029800/120029779/3f982d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/121000000/120030000/120029800/120029779/e7caf300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120030000/120029800/120029779/34c3695d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "HOLIDAY SPECIAL! 5-Star Luxury HOME + GOLF CART Flex Cancel Nov-Dec" Alhambra CA $111 CA $349 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/The-Villages-Hotels-5-Star-Luxury-HOME-TOTALLY-REMODELED-WITH-GOLF-CART-Prime-Location-Top-Amenities.h120029779.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114740000/114739600/114739583/7cf2bcc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, computer monitors, printers](https://images.trvl-media.com/lodging/115000000/114740000/114739600/114739583/898d86bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114740000/114739600/114739583/53d7e5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114740000/114739600/114739583/2c531d1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house with AC, WiFi located in The Villages near Lake Sumter Belvedere CA $141 CA $478 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/The-Villages-Hotels-Charming-2-Bedroom-House-With-AC.h114739583.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120370000/120369600/120369507/872e8f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120370000/120369600/120369507/72734133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120370000/120369600/120369507/e3e5d482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120370000/120369600/120369507/ced9a885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Golf Front Luxury in The Villages – 3BR/2BA Gardenia in Winifred Winifred CA $239 CA $846 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/The-Villages-Hotels-Golf-Front-Luxury-In-The-Villages-3BR2BA-Gardenia-In-Winifred.h120369507.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/122000000/121320000/121314900/121314814/a2ef5fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/122000000/121320000/121314900/121314814/5c802eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121320000/121314900/121314814/5bdf6e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121320000/121314900/121314814/267c0765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Bright Retreat in The Villages St. James CA $183 CA $572 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/The-Villages-Hotels-Chesapeake-Bright-Retreat-In-The-Villages.h121314814.Hotel-Information) ![Room, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/13100/13021/a4abf0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/13100/13021/c86a7eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/13100/13021/aaf7e526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13100/13021/5afb9b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Ocala I-75 Ocala 8.2/10 Very good (232) "Clean rooms staff are great an patient love it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $77 CA $86 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Ocala-Hotels-Quality-Inn-Suites-I-75.h13021.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=2025-11-21&endDate=2025-11-22®ionId=6053731&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top The Villages Hotel Reviews ![Hampton Inn & Suites Lady Lake/The Villages](//images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/acbbaec3_y.jpg) ### Hampton Inn & Suites Lady Lake/The Villages 10/10 Excellent "Bed was really comfy. Convenient location. Nice staff" [](https://expedia.ca/Leesburg-Hotels-Hampton-Inn-Suites-Lady-LakeThe-Villages.h1273403.Hotel-Information) ![The Waterfront Inn](//images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/adafc576_y.jpg) ### The Waterfront Inn 10/10 Excellent "Very nice hotel, clean and friendly staff " [](https://expedia.ca/Leesburg-Hotels-The-Waterfront-Inn.h1790521.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in The Villages? > [The Waterfront Inn](https://www.expedia.ca/Leesburg-Hotels-The-Waterfront-Inn.h1790521.Hotel-Information): Features free self parking, an outdoor pool, and complimentary wireless internet access. [Hampton Inn & Suites Lady Lake/The Villages](https://www.expedia.ca/Leesburg-Hotels-Hampton-Inn-Suites-Lady-LakeThe-Villages.h1273403.Hotel-Information): Offers buffet, an outdoor pool, and complimentary wired internet access. [Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK](https://www.expedia.ca/The-Villages-Hotels-Comfortable-Cottage-With-A-Golf-Cart-NOT-LISTED-ON-FACEBOOK.h58766971.Hotel-Information): Provides complimentary wireless internet access, a communal pool, and kitchens. [The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.](https://www.expedia.ca/The-Villages-Hotels-The-Villages-FL-Community-W-Elec-Golf-Cart-Restaurants.h105703634.Hotel-Information): Features complimentary wireless internet access, a communal pool, and kitchens. [Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart](https://www.expedia.ca/The-Villages-Hotels-DOG-Friendly-Our-Village-Gem-Very-Popular-Location.h33507492.Hotel-Information): Offers complimentary wireless internet access, a communal pool, and kitchens. ### What is there to see and do in The Villages? > The picturesque setting of Lake Weir and Lake Griffin State Park showcase the area's natural beauty. Discover sights such as The Villages Market Square, Nancy Lopez Legacy Golf & Country Club, and Glenview Champions Country Club during your stay. Travelers love The Villages for its array of dining options. ### When is the best time to book a hotel with a pool in The Villages? > Taking into account the local weather in The Villages can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and February with an average of 62°F. 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[Casino Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Casino-Hotel.0-n553248635976473287-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Cheap-Hotels.0-n553248635976473287-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Couples-Resorts-Hotels.0-n553248635976473287-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Family-Hotel.0-n553248635976473287-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Golf-Hotel.0-n553248635976473287-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotel-With-Early-Check-In.0-n553248635976473287-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotel-With-Pool.0-n553248635976473287-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-A-Lazy-River.0-n553248635976473287-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976473287-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Free-Breakfast.0-n553248635976473287-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Free-Parking.0-n553248635976473287-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Hot-Tubs.0-n553248635976473287-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Kitchenettes.0-n553248635976473287-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Waterslides.0-n553248635976473287-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lake Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Lake-Hotels.0-n553248635976473287-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Luxury-Hotel.0-n553248635976473287-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Mountain-Hotels.0-n553248635976473287-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Oceanfront-Hotels.0-n553248635976473287-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - 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