Winter Garden Hotels with Pool, Florida: Winter Garden Hotel Guide

Q: What are some accommodation options with pools in Winter Garden?

The Grove Resort & Water Park Orlando : Resort located near Flamingo Crossings Town Center. Features 6 outdoor swimming pools, a children's pool and free water park access. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center : Hotel, 1-minute walk from Flamingo Crossings Town Center. Offers buffet, an outdoor pool and complimentary wireless Internet access. Hilton Vacation Club Aqua Sol Orlando West : Hotel located near Flamingo Crossings Town Center. Provides 2 outdoor swimming pools, a children's pool and free water park access. TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance : Hotel, 4-minute walk from Flamingo Crossings Town Center. Features a snack bar/deli, a pool and buffet.

Check availability on Winter Garden Hotels with Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Winter Garden hotels with a pool

Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

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

Bay Lake

Splash into endless fun with an outdoor pool and sunny loungers just steps from Disney magic.

includes taxes & fees

14 Jun - 15 Jun

Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Splash into holiday mode at this family resort featuring a sun-soaked pool area and thrilling waterslide.

includes taxes & fees

23 Jun - 24 Jun

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

Bay Lake

Dive into this heated outdoor oasis with poolside bar service, minutes from Disney parks and offering daily theme park shuttles.

includes taxes & fees

25 May - 26 May

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

Bay Lake

Heated outdoor pool paradise with hot tub sanctuary offers the perfect retreat after exploring nearby Disney theme parks.

includes taxes & fees

8 Jun - 9 Jun

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Sun-soaked pool sanctuary with poolside bar offers leisurely holiday escape in a serene setting.

includes taxes & fees

9 Jun - 10 Jun

The Grove Resort & Water Park Orlando

Winter Garden

Splash into paradise at this resort with 6 outdoor pools, a lazy river, and a complimentary water park for endless aquatic fun.

includes taxes & fees

26 May - 27 May

Home2 Suites By Hilton Winter Garden

Winter Garden

Sunny poolside retreats at the heart of Winter Garden offer a cool oasis after exploring.

includes taxes & fees

31 May - 1 Jun

Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Dive into poolside bliss with loungers and a thrilling waterslide at this spotless Orlando retreat.

includes taxes & fees

9 Jun - 10 Jun

View all properties

Choose what matters most at hotels with a pool in Winter Garden

Breakfast included

Hot tub

Hotels with pools and free breakfast in Winter Garden

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

Bay Lake

includes taxes & fees

14 Jun - 15 Jun

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

includes taxes & fees

23 Jun - 24 Jun

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

Bay Lake

includes taxes & fees

25 May - 26 May

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

Bay Lake

includes taxes & fees

8 Jun - 9 Jun

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

includes taxes & fees

9 Jun - 10 Jun

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

includes taxes & fees

9 Jun - 10 Jun

Home2 Suites By Hilton Winter Garden

Winter Garden

includes taxes & fees

31 May - 1 Jun

View all properties

Hotels with pools and hot tubs in Winter Garden

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

Bay Lake

includes taxes & fees

8 Jun - 9 Jun

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

Bay Lake

includes taxes & fees

25 May - 26 May

The Grove Resort & Water Park Orlando

Winter Garden

includes taxes & fees

26 May - 27 May

2 outdoor pools, pool umbrellas, pool loungers

Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

includes taxes & fees

31 May - 1 Jun

Spacious 3BR Family Getaway w Pool near Disney

Winter Garden

includes taxes & fees

4 Jun - 5 Jun

1-Bedroom Villa Near Disney w/ Pool & Lazy River

Kissimmee

includes taxes & fees

1 Jun - 2 Jun

View all properties

Top Winter Garden Hotel Reviews

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

8/10 Good

"Bien"

Hilton Vacation Club Aqua Sol Orlando West

6/10 Okay

"If Aqua Sol did not have an excellent maintenance staff I would've gave it two stars. The maintenance staff saved this for me the elevator in building 400 broke several times in the week I was here. Luckily every time it went down, I found a maintenance person, and it was back up and running later, but it kept being a problem throughout the week. The property is well maintained and the staff is excellent. It's a little dated I will admit that. That doesn't make it bad it gives it an old Florida charm that I appreciated. I will say there is a terrible issue with the water pressure here. My shower always felt like it was struggling to push water out and the soaking tub took 20 minutes to fill up. Everything else about the hotel was fine. It's in a great location and while I don't see people spending a whole lot of time on the property there is stuff for you to do if you're having a day in Orlando that isn't filled with the Mouse. A lot more kid friendly so if you have a family, this might be the place for you. Overall, I enjoyed my stay but I probably wouldn't stay here again"

Frequently asked questions

What's it like visiting Winter Garden?

If lounging by a pool is your idea of the perfect getaway, you may want to consider family-friendly Winter Garden, which has 54 places to stay with pools. During your trip, you can explore sights such as Universal Studios Florida and Universal Orlando Resort, and then unwind poolside at one of the accommodation options in Winter Garden that guests like for their pools.

What are some accommodation options with pools in Winter Garden?

The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Features 6 outdoor swimming pools, a children's pool and free water park access. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center: Hotel, 1-minute walk from Flamingo Crossings Town Center. Offers buffet, an outdoor pool and complimentary wireless Internet access. Hilton Vacation Club Aqua Sol Orlando West: Hotel located near Flamingo Crossings Town Center. Provides 2 outdoor swimming pools, a children's pool and free water park access. TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance: Hotel, 4-minute walk from Flamingo Crossings Town Center. Features a snack bar/deli, a pool and buffet.

How many pool hotels will I find in Winter Garden?

Expedia's 54 hotels in Winter Garden give you a great choice for your poolside getaway.

What is there to see and do in Winter Garden?

Explore places such as Universal Studios Florida, Universal Orlando Resort and Universal's Volcano Bay while you're in the area. Make a point to visit attractions such as Lake Butler and Surfari Water Park. Winter Garden appeals to visitors with its array of dining options, fun-filled attractions and major shopping area.

When is the best time to book a hotel with a pool in Winter Garden?

Taking the local weather in Winter Garden into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Garden are August, July, September and June, with each month seeing an average of 217 mm of rainfall.

Winter Garden Hotel Guide - Hotels with Pool in Winter Garden, Florida

Change your mind

Treat yourself

Be picky

Check availability on Winter Garden Hotels with Pool

Our top choices for Winter Garden hotels with a pool

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

Home2 Suites by Hilton Orlando at Flamingo Crossings

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

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

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

The Grove Resort & Water Park Orlando

Home2 Suites By Hilton Winter Garden

Homewood Suites by Hilton Orlando at Flamingo Crossings

Hilton Vacation Club Aqua Sol Orlando West

Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room

Choose what matters most at hotels with a pool in Winter Garden

Hotels with pools and free breakfast in Winter Garden

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

Hotels with pools and hot tubs in Winter Garden

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

Top Winter Garden Hotel Reviews

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Frequently asked questions