Title: Book the Best Hotels with POOL in Winter Gardens in 2026 | Expedia.ca [Hotels in Winter Gardens](https://expedia.ca/Winter-Gardens-Hotels.d553248635975849967.Travel-Guide-Hotels)[Vacation Rentals in Winter Gardens](https://expedia.ca/Winter-Gardens-Vacation-Rentals.d553248635975849967.Travel-Guide-VacationRentals)[Winter Gardens Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Gardens.d553248635975849967.Car-Rental-Guide)[Winter Gardens Vacation Packages](https://expedia.ca/Winter-Gardens.d553248635975849967.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 Winter Gardens Hotels with a Pool Tonight [Jan 17 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635975849967&startDate=2026-01-17&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975849967&startDate=2026-01-18&endDate=2026-01-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635975849967&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975849967&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Gardens hotels with a pool ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/34000000/33670000/33661500/33661441/22ecf276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/34000000/33670000/33661500/33661441/250333ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/34000000/33670000/33661500/33661441/08cac484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/34000000/33670000/33661500/33661441/700997bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sycuan Casino Resort [](https://www.expedia.ca/El-Cajon-Hotels-Sycuan-Casino-Resort.h33661441.Hotel-Information) El Cajon 9.2/10 Wonderful (1,672 reviews) "Very clean resort. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Petrina [](https://www.expedia.ca/El-Cajon-Hotels-Sycuan-Casino-Resort.h33661441.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/580000/571600/571545/63c64f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/571600/571545/e79ecd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/580000/571600/571545/b4dcb6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/580000/571600/571545/48aa6044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza San Diego - Mission Valley by IHG [](https://www.expedia.ca/San-Diego-Hotels-Crowne-Plaza-San-Diego-Mission-Valley.h571545.Hotel-Information) Mission Valley 7.8/10 Good (1,003 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Viviann CA $129 CA $149 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/San-Diego-Hotels-Crowne-Plaza-San-Diego-Mission-Valley.h571545.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/60000/50100/50032/8fd57751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/60000/50100/50032/089f0b78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/60000/50100/50032/483e1c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/60000/50100/50032/8aabd9fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ayres Lodge Alpine [](https://www.expedia.ca/Alpine-Hotels-Ayres-Lodge-Alpine.h50032.Hotel-Information) Alpine 9.2/10 Wonderful (1,004 reviews) "Large rooms,very clean, wonderful breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Becky [](https://www.expedia.ca/Alpine-Hotels-Ayres-Lodge-Alpine.h50032.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445745/c8f010eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445745/e8bd879b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445745/2262c37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Bedrooms, Kitchen | Living area](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445745/dbbaed48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riviera Oaks Resort [](https://www.expedia.ca/Ramona-Hotels-Riviera-Oaks-Resort.h1445745.Hotel-Information) San Diego Country Estates 9.6/10 Exceptional (1,001 reviews) "Amazing facility stayed over a week laundry amd pool were amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Viri CA $90 CA $120 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Ramona-Hotels-Riviera-Oaks-Resort.h1445745.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/900/858/543624c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/900/858/c5325c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/900/858/c095adf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Corner](https://images.trvl-media.com/lodging/1000000/10000/900/858/721ac3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Mission Bay Spa and Marina [](https://www.expedia.ca/San-Diego-Hotels-Hyatt-Regency-Mission-Bay-Spa-And-Marina.h858.Hotel-Information) Mission Bay 8.4/10 Very good (1,586 reviews) "Beautiful grounds with lots of activities for all ages." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $193 CA $296 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/San-Diego-Hotels-Hyatt-Regency-Mission-Bay-Spa-And-Marina.h858.Hotel-Information) ![Fountain](https://images.trvl-media.com/lodging/1000000/30000/24600/24548/3c748ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/24600/24548/98806736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/30000/24600/24548/681625f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/30000/24600/24548/6d2792e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westgate Hotel [](https://www.expedia.ca/San-Diego-Hotels-Westgate-Hotel.h24548.Hotel-Information) Downtown San Diego 9.0/10 Wonderful (1,005 reviews) "The hotel was a great stay. Beautiful lobby, large room and such a comfortable bed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victor CA $134 CA $204 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/San-Diego-Hotels-Westgate-Hotel.h24548.Hotel-Information) ![5 outdoor pools, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/d0f041ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/a9d5662a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Californian cuisine](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/7fe47de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Bayside Bungalow Bay) | Living area](https://images.trvl-media.com/lodging/1000000/10000/3800/3731/2fecbf54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Point Resort & Spa [](https://www.expedia.ca/San-Diego-Hotels-Paradise-Point-Resort-Spa.h3731.Hotel-Information) Mission Bay 8.6/10 Excellent (2,367 reviews) "Great facility and amenities. We look forward to taking our family back again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andy CA $169 CA $268 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/San-Diego-Hotels-Paradise-Point-Resort-Spa.h3731.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/17400/17302/w3840h2557x0y3-6d0b17aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17400/17302/w3833h2560x4y0-33c373fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/17400/17302/91ef67cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17400/17302/76ab713b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western San Diego/Miramar Hotel [](https://www.expedia.ca/San-Diego-Hotels-Best-Western-San-DiegoMiramar-Hotel.h17302.Hotel-Information) Miramar 7.8/10 Good (1,162 reviews) "Clean room Nice staff Comfortable travel experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian CA $117 CA $135 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/San-Diego-Hotels-Best-Western-San-DiegoMiramar-Hotel.h17302.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/590000/581100/581034/0f976e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/1000000/590000/581100/581034/9b2b3d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/590000/581100/581034/f06871e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/590000/581100/581034/075bf15f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay Hotel by Best Western San Diego Pacific Beach [](https://www.expedia.ca/San-Diego-Hotels-SureStay-Hotel-By-Best-Western-San-Diego-Pacific-Beach.h581034.Hotel-Information) Pacific Beach 8.0/10 Very good (1,474 reviews) "Clean room , good breakfast, convenient location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $110 CA $124 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/San-Diego-Hotels-SureStay-Hotel-By-Best-Western-San-Diego-Pacific-Beach.h581034.Hotel-Information) ![Outdoor pool, open 10:00 AM to 6:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/7000000/6640000/6636200/6636137/681c8bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/7000000/6640000/6636200/6636137/3cce0e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/7000000/6640000/6636200/6636137/63991bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6640000/6636200/6636137/0c49604b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Viejas Casino & Willows Hotel [](https://www.expedia.ca/Alpine-Hotels-Viejas-Casino-Willows-Hotel.h6636137.Hotel-Information) Alpine 9.2/10 Wonderful (1,003 reviews) "Great top notch..quiet and beds super comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe CA $155 CA $195 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Alpine-Hotels-Viejas-Casino-Willows-Hotel.h6636137.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=2026-01-31&endDate=2026-02-01®ionId=553248635975849967&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Gardens Hotel Reviews ![Best Western Plus Marina Gateway Hotel](https://images.trvl-media.com/lodging/3000000/2820000/2816700/2816688/f3777dfe_y.jpg) ### Best Western Plus Marina Gateway Hotel 10/10 Excellent "Very nice room, didn’t eat breakfast at hotel" [](https://expedia.ca/National-City-Hotels-Best-Western-Plus-Marina-Gateway-Hotel.h2816688.Hotel-Information) ![The DEXTRO Little Italy, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/180000/170400/170338/6fe441dd_y.jpg) ### The DEXTRO Little Italy, BW Premier Collection 10/10 Excellent "My stay was great, room was beautiful and we had breakfast which was actually pretty good. " [](https://expedia.ca/San-Diego-Hotels-Four-Points-By-Sheraton-San-Diego-Downtown-Little-Italy.h170338.Hotel-Information) ![Hilton San Diego Mission Valley](https://images.trvl-media.com/lodging/1000000/20000/16100/16019/w5586h3835x5y5-2b129a15_y.jpg) ### Hilton San Diego Mission Valley 10/10 Excellent "Room was clean, Hotel was in a great location to areas we wanted to visit, staff was courteous and was able to resolve issues with gate quickly" [](https://expedia.ca/San-Diego-Hotels-Hilton-San-Diego-Mission-Valley.h16019.Hotel-Information) ![DoubleTree by Hilton San Diego - Del Mar](https://images.trvl-media.com/lodging/1000000/20000/15300/15236/5afe6cec_y.jpg) ### DoubleTree by Hilton San Diego - Del Mar 10/10 Excellent "After some mix up due to our flight being delayed, we were able to enjoy our stay immensely. Staff was very kind and accommodating. From the front desk to the restaurant staff and housekeeping. Our room was kept clean and if we needed anything the front desk was more than welcome to assist us. Definitely recommend for your future stay! " [](https://expedia.ca/San-Diego-Hotels-DoubleTree-By-Hilton-San-Diego-Del-Mar.h15236.Hotel-Information) ![Sheraton San Diego Resort](https://images.trvl-media.com/lodging/1000000/20000/11200/11109/w4000h2662x0y0-91d299a1_y.jpg) ### Sheraton San Diego Resort 10/10 Excellent "Very nice room" [](https://expedia.ca/San-Diego-Hotels-Sheraton-San-Diego-Resort.h11109.Hotel-Information) ![DoubleTree by Hilton Hotel San Diego - Mission Valley](https://images.trvl-media.com/lodging/1000000/10000/400/332/8e34f752_y.jpg) ### DoubleTree by Hilton Hotel San Diego - Mission Valley 10/10 Excellent "Room was excellent. Very comfortable. I love the friendliness of the staff and the location does not get any better than this. the Trolley is right across the street, (a 5 minute walk). You can get to literally "any place" you need to go in San Diego from the trolley. I will definitely stay here next time i'm in San Diego. " [](https://expedia.ca/San-Diego-Hotels-DoubleTree-By-Hilton-Hotel-San-Diego-Mission-Valley.h332.Hotel-Information) ![Courtyard by Marriott San Diego Downtown Little Italy](https://images.trvl-media.com/lodging/1000000/20000/13300/13205/db3040ff_y.jpg) ### Courtyard by Marriott San Diego Downtown Little Italy 10/10 Excellent "i had an early check-in and received an upgraded room!! amazing staff!" [](https://expedia.ca/San-Diego-Hotels-The-Little-Italy-Hotel-In-Downtown-San-Diego.h13205.Hotel-Information) ![Hard Rock Hotel San Diego](https://images.trvl-media.com/lodging/2000000/1740000/1731600/1731557/fbbdfc57_y.jpg) ### Hard Rock Hotel San Diego 10/10 Excellent "Staff was outstanding, very welcoming. The room was clean and comfortable. Definitely will be staying again " [](https://expedia.ca/San-Diego-Hotels-Hard-Rock-Hotel-San-Diego.h1731557.Hotel-Information) ![Bay Club Hotel & Marina](https://images.trvl-media.com/lodging/1000000/10000/2600/2514/8c022c3d_y.jpg) ### Bay Club Hotel & Marina 10/10 Excellent "Great room." [](https://expedia.ca/San-Diego-Hotels-Bay-Club-Hotel-Marina.h2514.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Winter Gardens? ### What is there to see and do in Winter Gardens? ### When is the best time to book a hotel with a pool in Winter Gardens? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Camp Pendleton Marine Corps Base ](https://www.expedia.ca/Camp-Pendleton-Marine-Corps-Base-Hotels-Beach-Hotel.0-0-d6068523-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Camp Pendleton Marine Corps Base ](https://www.expedia.ca/Camp-Pendleton-Marine-Corps-Base-Hotels-Hotels-With-Indoor-Pool.0-0-d6068523-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Camp Pendleton Marine Corps Base ](https://www.expedia.ca/Camp-Pendleton-Marine-Corps-Base-Hotels-Oceanfront-Hotels.0-0-d6068523-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Ski Hotels in Camp Pendleton Marine Corps Base ](https://www.expedia.ca/Camp-Pendleton-Marine-Corps-Base-Hotels-Ski-Hotel.0-0-d6068523-tSkiHotel.Travel-Guide-Filter-Hotels) - 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