Title: Book the Best Hotels with POOL in Winter Garden in 2025 | Expedia.ca

 

[Winter Garden Travel Guide](https://expedia.ca/Winter-Garden.dx7898)[Hotels in Winter Garden](https://expedia.ca/Winter-Garden-Hotels.d7898.Travel-Guide-Hotels)[Vacation Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Winter Garden Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Garden.d7898.Car-Rental-Guide)[Winter Garden Vacation Packages](https://expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides)

![ARM53A Historic Downtown Area and Clock of Winter Garden Florida](https://images.trvl-media.com/place/7898/7f764596-9f01-406c-80eb-724285a48736.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Hotels with a Pool in Winter Garden, FL

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## Check availability on Winter Garden Hotels with a Pool

Tonight

[Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-08&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-09&endDate=2025-11-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Winter Garden Hotels with a Pool

![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/dd1719a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/65530f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/9ac51db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Bay Lake

9.4/10

Exceptional

(4169)

"Great location, breakfast and friendly staff "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alyssa

CA $157

CA $177 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information)

![Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9512806c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/ccd30aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

9.2/10

Wonderful

(4874)

"Very good place to stay."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Deval

CA $145

CA $163 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/8fc8f285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/668f020d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/94bf9252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/248f81fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

9.0/10

Wonderful

(2228)

"Great place to stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

CA $149

CA $167 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/06bb2a8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, dining tables](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/eef498cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 Bedroom Suite 1 King Bed and 2 Twin or 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/ac083e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

8.8/10

Excellent

(4040)

"Really nice place friendly staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Keith

CA $149

CA $207 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/8ee44865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/aca489c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/b4c1619d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/1265dd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

9.0/10

Wonderful

(1611)

"The flamingo bar and grill had excellent food and the hotel itself is located perfectly for any Disney trip"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Linda

CA $149

CA $167 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.Hotel-Information)

![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/b34205e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/87745296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/e4127451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/417121bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

9.6/10

Exceptional

(1942)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Windy Laine

CA $166

CA $187 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information)

![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/40f09a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/cf797e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/6dfc7c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/b5366c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

9.4/10

Exceptional

(2050)

"The hotel was very clean and the staff was helpful and friendly. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary Ann

CA $156

CA $176 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/f7ec0145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Building design](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/7966ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bars/lounges, 3 poolside bars](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/3e671931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Grove Resort & Water Park Orlando

Winter Garden

8.0/10

Very good

(8686)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Breanna

CA $233

CA $325 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/07be24f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f518be97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/020e0b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f7e25bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites By Hilton Winter Garden

Winter Garden

9.4/10

Exceptional

(341)

"Great hotel, grea"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michele

CA $172

CA $193 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/d7dd68d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/f34eeefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/350afb93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/7f4059be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Winter Garden

CA $177

CA $365 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Orlando-Hotels-Full-Apartment-W-King-Bed-Near-Parks.h119940746.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=2025-11-22&endDate=2025-11-23&regionId=7898&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Winter Garden Hotel Reviews

![Rosen Inn at Pointe Orlando](//images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg)

### Rosen Inn at Pointe Orlando

10/10 Excellent

"Friendly staff, clean rooms, very well maintained property and great location."

[](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information)

![CoCo Key Hotel and Water Resort ](//images.trvl-media.com/lodging/1000000/10000/300/228/73a42af2_y.jpg)

### CoCo Key Hotel and Water Resort 

10/10 Excellent

".."

[](https://expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.Hotel-Information) 

![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](//images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg)

### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Clean living space, friendly staff and they accommodated my request to stay in a room that has elevator access/mainfloor as we had a toddler and were using a stroller. We loved the pool and park for our little one! Would recommend and stay again !!"

[](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information)

![Hyatt Regency Orlando](//images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg)

### Hyatt Regency Orlando

10/10 Excellent

"Great, over-sized room...front desk, valet & bell service outstanding...conveniently located"

[](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information)

![DoubleTree by Hilton Hotel Orlando at SeaWorld](//images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg)

### DoubleTree by Hilton Hotel Orlando at SeaWorld

10/10 Excellent

"Pleasant "

[](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information)

![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](//images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg)

### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent

"Great place"

[](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information)

![Walt Disney World Dolphin](//images.trvl-media.com/lodging/1000000/20000/12800/12710/a6b6c49c_y.jpg)

### Walt Disney World Dolphin

10/10 Excellent

"I like all the pools and the convenient of everything."

[](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information)

![Universal's Cabana Bay Beach Resort](//images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg)

### Universal's Cabana Bay Beach Resort

10/10 Excellent

"Excellent property, one of my favourites. Gym just needs 24 hours access as you can't really attend when it's during park hours."

[](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information)

![DoubleTree by Hilton at the Entrance to Universal Orlando](//images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg)

### DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"Staff! 👍"

[](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information)

## Frequently asked questions

### What are the best hotels in Winter Garden with outdoor pools?

> The [Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information) is a fantastic choice for families seeking a refreshing getaway in Winter Garden. With an impressive traveller rating of 9.6, guests rave about its friendly staff and spacious, clean rooms. The outdoor pool area is particularly inviting, featuring sun loungers and a poolside bar where you can unwind while the kids splash around.
> 
>   
> 
> Another great option is the Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS Town Centre, which boasts a traveller rating of 9.4. Families appreciate the outdoor pool, complete with sun loungers and umbrellas for shade, making it a great spot for relaxation. The complimentary breakfast and helpful staff further enhance the overall experience, ensuring you start each day on the right foot.
> 
>   
> 
> For those seeking a bit of adventure, the [Homewood Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) offers a lovely outdoor pool with a waterslide, ideal for keeping children entertained. This hotel also shares a traveller rating of 9.4 and provides spacious rooms, making it a comfortable base for your family's holiday.
> 
>   
> 
> [Home2 Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information), with a traveller rating of 9.2, is another family-friendly choice. Its outdoor pool features a waterslide, and guests have noted the friendly staff and convenient location, great for exploring the local attractions.
> 
>   
> 
> Finally, the [Home2 Suites By Hilton Winter Garden](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information), also rated at 9.4, offers an outdoor pool that is great for family fun. With spacious rooms and a complimentary breakfast, this hotel ensures that you and your family have all the comforts and conveniences needed for a memorable stay.

### How much does a hotel with outdoor pool in Winter Garden cost?

> Enjoy staying in a hotel in Winter Garden with an outdoor pool. You can find a great deal on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

### What are some of the best Winter Garden hotels with outdoor pools and scenic views?

> [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) is a fantastic choice for travellers seeking a blend of adventure and relaxation in Winter Garden. This 4-star resort boasts an impressive outdoor pool area that includes a children's pool and even a thrilling waterslide, making it an ideal spot for families. Guests rave about the spacious and clean rooms, as well as the friendly and helpful staff, creating a friendly setting for all.
> 
>   
> 
> As you lounge by the pool, you can soak in beautiful lake views and water vistas, enhancing your overall experience. The resort also features poolside cabanas and sun loungers, great for enjoying the Florida sunshine, and a poolside bar to keep you refreshed throughout the day. With a traveller rating of 8.0, many visitors have commented on the amazing amenities and the comfortable beds, ensuring a pleasant stay for both adults and children alike.

### Are there hotels in Winter Garden with outdoor pool cabanas or loungers?

> [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) is an excellent choice for travellers seeking a hotel in Winter Garden with outdoor pool cabanas and loungers. This 4-star resort, which enjoys a favorable traveller rating of 8.0, offers an array of amenities that cater perfectly to families looking for both fun and relaxation.
> 
>   
> 
> Guests particularly appreciate the spacious and clean rooms, along with the welcoming and helpful staff that enhance the overall experience. The outdoor pool area is a highlight, featuring not only pool cabanas for lounging but also sun loungers that invite you to unwind under the Florida sun. Families can also take advantage of the children's pool and the exciting waterslide, ensuring that the little ones have just as much fun as the adults.
> 
>   
> 
> With a poolside bar available, you can enjoy refreshing drinks without having to stray far from your sun-soaked retreat.

### Which Winter Garden hotels with outdoor pools are near Orlando, FL (MCO-Orlando Intl.)?

> [Home2 Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) is an excellent choice for families seeking a delightful stay near Orlando. This 3-star hotel boasts an inviting outdoor pool complete with a waterslide, making it a hit among kids and adults alike. Guests have praised the spacious and clean rooms, and with an outstanding score of 9.2, it's clear that travellers appreciate the friendly and helpful staff. The complimentary breakfast adds to the convenience, ensuring a great start to your day before heading out for adventures.
> 
>   
> 
> Another fantastic option is the Fairfield by Marriott Inn & Suites Orlando at Flamingo Crossings, which has earned an impressive rating of 9.4. This hotel features an outdoor pool with a poolside bar, superb for relaxing while enjoying the Florida sunshine. Families will find the rooms both nice and clean, and the attentive staff ensure a pleasant experience. The free breakfast is a nice touch, providing a straightforward way to fuel up for a day of exploration.
> 
>   
> 
> For those looking for a little extra space, the [Homewood Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) also offers an outdoor pool and has received a stellar review score of 9.4. Guests appreciate the spacious rooms and the fantastic breakfast options. The friendly staff is often highlighted for their helpfulness, making this a comfortable choice for families.
> 
>   
> 
> Lastly, consider [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information), a 4-star hotel that features an outdoor pool with cabanas and a separate children's pool, creating a fun and relaxing environment for family outings. With a review rating of 8.0, guests have enjoyed the spacious rooms and excellent amenities, including a heated pool and waterslides, making it an ideal spot for family adventures.

### Which Winter Garden hotels offer poolside service for food and drinks?

> The [Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information) is a fantastic choice for families seeking a delightful poolside experience. Guests rave about the friendly staff and the spacious, clean rooms, all while enjoying the beautiful outdoor pool. With a poolside bar available, you can easily sip on refreshing drinks and snack on tasty bites without leaving your lounge chair. The hotel boasts an impressive traveller review score of 9.6, offering its excellent location and great amenities.
> 
>   
> 
> Another great option is the Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS® Town Centre. This hotel not only offers a nice outdoor pool but also features a poolside bar, enhancing the relaxation and fun for families. Reviewers have noted the friendly and helpful staff, and the complimentary breakfast options make it a convenient choice for busy mornings. With a rating of 9.4, it's a favorite among travellers.
> 
>   
> 
> For those looking for a bit more space, the [SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) is a great pick. Offering an outdoor pool with a poolside bar, this hotel ensures that families can enjoy a leisurely day by the water. Guests appreciate the clean and comfortable rooms, and the excellent location makes it easy to explore nearby attractions. This hotel has an admirable review score of 9.0, showcasing its appeal.
> 
>   
> 
> Lastly, the [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) stands out with its family-friendly amenities, including a resort-style outdoor pool complete with a poolside bar. Travellers have highlighted the beautiful surroundings and convenient location, along with spacious rooms that cater well to families. With a traveller rating of 8.8, this hotel is another excellent choice for those wanting to relax by the pool while enjoying refreshments.

### Are there hotels with outdoor pools that are close to Walt Disney World® Resort?

> The [Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information) is an excellent option for families seeking a hotel with an outdoor pool near Walt Disney World®®® Resort. Rated an impressive 9.6 by guests, this 3-star hotel offers a warm and welcoming atmosphere, highlighted by a spacious pool area equipped with sun loungers, umbrellas, and a poolside bar. Travellers rave about the friendly staff and the great complimentary breakfast, making it a top choice for convenience and comfort.
> 
>   
> 
> Another fantastic family-friendly option is the Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS® Town Centre. With a review score of 9.4, this hotel features an inviting outdoor pool along with a variety of free breakfast options, ensuring your mornings start off right. Guests appreciate the clean, well-maintained rooms and the helpful staff, which adds to the overall value of your stay.
> 
>   
> 
> For those looking for a blend of affordability and amenities, the [Home2 Suites By Hilton Winter Garden](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information), also rated at 9.4, offers a delightful outdoor pool and complimentary breakfast. Families enjoy the spacious rooms and the friendly atmosphere, great for unwinding after a day at the parks.
> 
>   
> 
> The [SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) stands out with its outdoor pool and poolside bar, earning a rating of 9.0. Guests have praised the excellent location and the helpful staff, making it a wonderful base for your adventures.
> 
>   
> 
> Lastly, the [TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.Hotel-Information), rated 9.0, complements your experience with a lovely outdoor pool and free breakfast options. Families appreciate the comfortable and clean rooms, along with the convenient amenities that cater to every traveller's needs.

### Are there hotels in Winter Garden with outdoor pool activities or events?

> Winter Garden, Florida, is a delightful destination for families and adventure-seekers alike, particularly due to its fantastic array of hotels featuring outdoor pool activities. The area is known for its vibrant setting and family-friendly amenities, making it an ideal spot for those seeking sun-soaked fun.
> 
>   
> 
> [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) stands out as a premier choice, boasting multiple outdoor pools and an exciting water park. Families can enjoy a host of activities, from family trivia and arts and crafts to ice cream socials, all designed to foster a lively community spirit. The resort's activity calendar ensures there's always something happening, whether it's a poolside event or a family-friendly competition.
> 
>   
> 
> For those preferring a more relaxed vibe, [Home2 Suites By Hilton Winter Garden](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information) offers inviting outdoor pools that cater to both relaxation and play. With shallow ends and water slides, it's superb for little ones. Similarly, [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) provides a family-friendly atmosphere with its own outdoor pool facilities, designed to keep everyone entertained.
> 
>   
> 
> In summary, Winter Garden is brimming with hotels that offer a variety of outdoor pool activities and events, ideal for families looking to create memorable experiences together in the sunshine.

### Is it cheaper to book flights and a hotel in Winter Garden as a package?

> Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides).

### How can I save on a hotel in Winter Garden with Expedia?

> Before booking your Winter Garden hotel, remember to join Expedia's free travel rewards program—[One Key™](https://www.expedia.ca/welcome-one-key). Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

### Can I cancel my hotel reservation on Expedia?

> Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Winter Garden for you.

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-   [Oceanfront Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Oceanfront-Hotels.0-n553248635976473287-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Pet-Friendly-Hotel.0-n553248635976473287-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Romantic-Hotel.0-n553248635976473287-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Spa-Hotel.0-n553248635976473287-0-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Waterpark Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Waterpark-Hotels.0-n553248635976473287-0-tWaterparkHotels.Travel-Guide-Filter-Hotels)
-   [Business Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Business-Hotel.0-0-d178294-tBusinessHotel.Travel-Guide-Filter-Hotels)
-   [Hotels & Resorts for Couples in Orlando](https://www.expedia.ca/Orlando-Hotels-Couples-Resorts-Hotels.0-0-d178294-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Green Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Green-Sustainable.0-0-d178294-tGreenSustainable.Travel-Guide-Filter-Hotels)
-   [Historic Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Historic-Hotel.0-0-d178294-tHistoricHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with Bar in Orlando](https://www.expedia.ca/Orlando-Hotels-Hotels-With-Bar.0-0-d178294-tHotelswithBar.Travel-Guide-Filter-Hotels)
-   [Hotels with Childcare in Orlando](https://www.expedia.ca/Orlando-Hotels-Hotels-With-Childcare.0-0-d178294-tHotelswithChildcare.Travel-Guide-Filter-Hotels)
-   [Lake Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Lake-Hotels.0-0-d178294-tLakeHotels.Travel-Guide-Filter-Hotels)
-   [Mountain Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Mountain-Hotels.0-0-d178294-tMountainHotels.Travel-Guide-Filter-Hotels)
-   [Scuba Diving Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Scuba-Diving-Vacations.0-0-d178294-tscubadivingvacations.Travel-Guide-Filter-Hotels)
-   [Ski Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Ski-Hotel.0-0-d178294-tSkiHotel.Travel-Guide-Filter-Hotels)
-   [Hotel Wedding Venues Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Wedding-Hotels.0-0-d178294-tWeddingHotels.Travel-Guide-Filter-Hotels)
-   [Winery Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Winery-Hotel.0-0-d178294-tWineryHotel.Travel-Guide-Filter-Hotels)

-   [Book Hotels with a Pool in Winter Garden on Expedia.com](https://www.expedia.com/Winter-Garden-Hotels-Hotel-With-Pool.0-0-d7898-tHotelwithPool.Travel-Guide-Filter-Hotels)