Top 10 Hotels with Pool & Accommodation in Windermere from AU$121

Q: What are some hotels with pools in Windermere?

Hyatt Regency Orlando International Airport : Features 2 restaurants, an outdoor pool and complimentary wireless Internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando : Aparthotel located near Orlando Vineland Premium Outlets. Offers 6 outdoor swimming pools, a children's pool and 3 restaurants. The Grove Resort & Water Park Orlando : Resort located near Flamingo Crossings Town Center. Provides 6 outdoor swimming pools, a children's pool and free water park access. Universal's Cabana Bay Beach Resort : Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor swimming pools and 2 restaurants. Rosen Inn Lake Buena Vista : Hotel located near Disney Springs™. Offers 2 outdoor swimming pools, a children's pool and a snack bar/deli.

A lakeside community with houses and boats.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Windermere Hotels with Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Windermere hotels with a pool

DoubleTree by Hilton at the Entrance to Universal Orlando

Florida Center

Splash into Florida sunshine at the entrance to Universal Orlando with a poolside cocktail and refreshing spa pool.

includes taxes & fees

10 Aug - 11 Aug

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

Hampton Inn closest to Universal Orlando

Florida Center

Dive into poolside serenity at this Orlando hotel, where sun-drenched relaxation awaits just minutes from Universal Studios.

includes taxes & fees

23 Aug - 24 Aug

Outdoor pool, open 7:00 AM to 11:00 PM, pool loungers

Holiday Inn Express & Suites, International Drive by IHG

International Drive District

includes taxes & fees

10 Aug - 11 Aug

Holiday Inn Orlando International Dr-ICON by IHG

International Drive District

Refreshing outdoor pool beckons with sun loungers and umbrellas, steps away from ICON Park and exciting Orlando attractions.

includes taxes & fees

12 Aug - 13 Aug

Spark by Hilton Orlando near Universal

Florida Center

Luxurious pool near Universal provides refreshing escape after theme park adventures.

includes taxes & fees

19 Aug - 20 Aug

Poolside Family Suite - Exterior Entry (Includes Early Park Admission*) | View from room

Universal's Cabana Bay Beach Resort

Florida Center

Dive into double the fun with 2 outdoor pools, spa pools, and a lazy river paradise.

includes taxes & fees

17 Aug - 18 Aug

Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, pool loungers

Courtyard by Marriott across Universal Orlando

Florida Center

includes taxes & fees

18 Aug - 19 Aug

Element by Marriott Orlando Universal Blvd.

International Drive District

includes taxes & fees

5 Aug - 6 Aug

View all properties

Choose what matters most at hotels with a pool in Windermere

Breakfast included

4 stars

Top Windermere Hotel Reviews

Holiday Inn Resort Orlando Suites - Waterpark by IHG

8/10 Good

"Enjoyed pool,slides and the big bucket soaker. Enjoyed The Florider and the specialty drinks being served.The kitchen was small and we had issues with our room closet and hot tub was out of service in one of the two, so it was packed! Hopefully, the resort can repair those concerns for future guests."

DoubleTree by Hilton at the Entrance to Universal Orlando

8/10 Good

"The property is decent. It’s in a good location if you’re trying to get to other parks using rideshare. My only issue is the room that we were assigned to the bed line was dirty. We had to request for housekeeping to come and change the linen out."

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

8/10 Good

"The room was exactly what you needed. Great!. Wish we could have stayed longer as the amenities were nice. Pools and gym was great. The only thing that bothered me was the parking fee $30 a day. Its like Florida resident we’re getting penalized. Use uber pay for a ride, bring your car pay for parking because paying for the hotel stay isn't enough. 🙄"

Frequently asked questions

What are some hotels with pools in Windermere?

Hyatt Regency Orlando International Airport: Features 2 restaurants, an outdoor pool and complimentary wireless Internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Orlando Vineland Premium Outlets. Offers 6 outdoor swimming pools, a children's pool and 3 restaurants. The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Provides 6 outdoor swimming pools, a children's pool and free water park access. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor swimming pools and 2 restaurants. Rosen Inn Lake Buena Vista: Hotel located near Disney Springs™. Offers 2 outdoor swimming pools, a children's pool and a snack bar/deli.

What is there to see and do in Windermere?

Explore places such as Universal Studios Florida, Universal Orlando Resort and Universal's Volcano Bay while you're in the area. Spend some time experiencing the great outdoors at Lake Butler and Tibet Butler Preserve.

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

You may want to consider accommodation that has an outdoor pool if you're planning to visit Windermere in the driest months of November, February or December, when the average rainfall is 49 mm. Accommodation with an indoor pool may be what you want if you come to town during the rainiest months of August, July and September when the average rainfall is 194 mm.

Explore a world of travel with Expedia

Orlando Holiday Rentals

Activities in Orlando

Book Hotels with Pool in Windermere on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Windermere Hotels with Pool

Our top choices for Windermere hotels with a pool