Hotels with Swimming Pool, Windermere Orlando

Q: What are some hotels with pools in Windermere?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando : Aparthotel located near Disney Springs™. Features 6 outdoor pools, a children's pool, and 3 restaurants. Hyatt Regency Orlando International Airport : Offers 2 restaurants, an outdoor pool, and complimentary wireless internet access. The Grove Resort & Water Park Orlando : Resort located near Flamingo Crossings Town Center. Provides 6 outdoor 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 pools, and 2 restaurants. DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel : Hotel, 10-minute walk from CoCo Key Water Resort. Offers a children's pool, an outdoor pool, and buffet.

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Our top choices for Windermere hotels with a pool

Kompose Boutique Resort at Theme Parks

Kissimmee

Splash down the waterslide or bask poolside at this modern family resort with two hot tubs.

Sundeep

P6,212 total

includes taxes & fees

May 26 - May 27

Vacation Village Orlando, Celebration

Kissimmee

Float through 7 outdoor pools or unwind in hot tubs at this family-friendly resort.

Victor

P6,080 total

includes taxes & fees

May 27 - May 28

Hampton Inn & Suites Orlando Airport @ Gateway Village

Airport North

Vibrant pool oasis near Orlando Airport beckons travelers to dive in after a day exploring nearby attractions.

Danielle

P6,773 total

includes taxes & fees

May 26 - May 27

Outdoor pool, pool umbrellas, sun loungers

La Quinta Inn & Suites by Wyndham Orlando Airport

Airport North

Relaxing poolside retreat awaits with sun loungers, umbrellas, and a luxurious hot tub experience.

Jason

P5,415 total

includes taxes & fees

Jun 1 - Jun 2

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

Fairfield Inn By Marriott Orlando Airport

Airport North

Splash into this refreshing outdoor retreat with crystal-clear waters and a rejuvenating hot tub after airport arrivals.

Eileen

P5,717 total

includes taxes & fees

Jun 22 - Jun 23

Wingate by Wyndham - Orlando International Airport

Airport North

Refreshing outdoor pool oasis with sun loungers offers relaxation after exploring nearby shopping and dining options.

Dawn

P5,497 total

includes taxes & fees

May 26 - May 27

Hyatt House Orlando Airport

Airport North

Refreshing outdoor pool sanctuary awaits near Florida Mall, with a firepit and poolside lounging for a sunny getaway experience.

Jillian

P7,288 total

includes taxes & fees

Jun 7 - Jun 8

Ramada by Wyndham Suites Orlando Airport

Airport North

Poolside paradise awaits with sun loungers, umbrellas, and a refreshing outdoor oasis.

Jennifer

P6,185 total

includes taxes & fees

May 25 - May 26

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Choose what matters most at hotels with a pool in Windermere

Breakfast included

4 stars

Top Windermere Hotel Reviews

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

10/10 Excellent

"Great hotel worth the money for it. Rooms are clean and spacious, parking is easy. Close to everything as well."

Holiday Inn Resort Orlando Suites - Waterpark by IHG

6/10 Okay

"Staff were kind and helpful. Called several days in advance to ensure waterpark was open. I was informed the kiddie area was closed. When I arrived, they stated the large water area was closed. A practice drill was conducted without advance noticed, resulting in the family having to rush out the room. Staff met us in the hallway, apologizing saying it’s just a drill. Another staff passing by passed us a letter warning us of the drill. Obviously it was too late; seems the letter was supposed to be passed out prior to the drill. Bathroom door wouldn’t stay closed. Had to call on the second day for room service. One day the pool did not have towels - we had to walk all the way back to the room (opposite side of the hotel) and grab our room towels. Overall not the worse, but not the best."

Drury Plaza Hotel Orlando - Disney Springs Area

6/10 Okay

"Beneficial for families. Bus service to parks were varied hours, not conducive to certain schedules. Food was ok. As non-child guests, didn't take advantage of breakfast and repeated dinner items. Overall, good for price and location for families/larger groups."

Frequently asked questions

What are some hotels with pools in Windermere?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Disney Springs™. Features 6 outdoor pools, a children's pool, and 3 restaurants. Hyatt Regency Orlando International Airport: Offers 2 restaurants, an outdoor pool, and complimentary wireless internet access. The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Provides 6 outdoor 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 pools, and 2 restaurants. DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel: Hotel, 10-minute walk from CoCo Key Water Resort. Offers a children's pool, an outdoor pool, and buffet.

What is there to see and do in Windermere?

Explore places like 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 an accommodation with an outdoor pool if you're planning to visit Windermere in the driest months of November, February, or December when the average rainfall is 2 inches. Lodging 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 8 inches.

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