Hotels with Swimming Pool, Windermere Orlando

A lakeside community with houses and boats.

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Our top choices for Windermere hotels with a pool

A swimming pool with lounge chairs and a fenced area, surrounded by trees and a bus in the background.

A hotel room with a bed, a desk with a flat-screen TV, a chair, a lamp, and a window with curtains.

A breakfast bar with a chalkboard displaying food items and utensils.

A bathroom with a sink, toilet, and shower curtain.

1. 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.

P4,968

P5,589 total

includes taxes & fees

Nov 2 - Nov 3

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

A spacious lobby with a reception desk, seating area, and decorative hanging lights.

An outdoor patio area with wicker furniture, red accents, and palm trees.

A modern hotel lobby with seating areas, tables, and decorative wall panels.

2. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.

P10,138

P11,405 total

includes taxes & fees

Oct 28 - Oct 29

A swimming pool with lounge chairs and a building in the background.

A spacious dining area with multiple tables and chairs, a central pillar, and a kitchen area in the background.

A hotel room with a bed, a sofa, a desk, a chair, and a small table.

A spacious lobby with a reception desk, leather sofas, and a large star-patterned floor design.

3. Wingate by Wyndham Convention Ctr Closest Universal Orlando

Florida Center

Splash into Universal thrills at this hotel with a sun-drenched pool and cozy loungers.

P6,230

P7,008 total

includes taxes & fees

Oct 19 - Oct 20

A swimming pool area with multiple water slides and palm trees.

A spacious indoor atrium with high ceilings, palm trees, and modern seating areas.

A modern hotel room with a large window, a sofa, a TV, a desk, and a bed.

A child sitting on a blue inflatable pool in a hotel room with a large window, a red armchair, and a suitcase.

4. Universal's Cabana Bay Beach Resort

Florida Center

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

P9,396

P10,571 total

includes taxes & fees

Nov 3 - Nov 4

A modern hotel with a swimming pool, outdoor seating, and a brick patio.

A reception desk with a modern design, featuring a wooden finish and a green carpet.

A hotel room with a bed, a chair, a desk, and a lamp.

A modern cafe with wooden tables and chairs, a counter with a yogurt display, and large windows overlooking greenery.

5. Spark by Hilton Orlando near Universal

Florida Center

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

P5,096

P5,733 total

includes taxes & fees

Oct 18 - Oct 19

A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.

A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

A restaurant with a bar area, seating, and a view of greenery outside.

6. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

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

P6,126

P6,891 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with lounge chairs and palm trees, surrounded by a building with large windows.

Two high-rise buildings with reflections in a calm body of water, surrounded by greenery and palm trees.

A hotel room with two beds, a desk, a TV, and a large window with a view.

A modern hotel room with a sectional sofa, a flat-screen TV, a large window with curtains, a dining table, and a radiator.

7. 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 hot tub.

P5,804

P6,529 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with blue lounge chairs and umbrellas, surrounded by a brick patio and a modern building with large windows.

A bar area with high stools, a counter with bottles and glasses, and large windows.

A modern restaurant with a bar area, seating with yellow and black upholstered booths, and pendant lighting.

A modern hotel lobby with a reception desk, seating area with yellow and blue chairs, and large windows offering views of the outdoors.

8. Hilton Garden Inn Millenia near Universal Orlando Resort

Florida Center

Seasonal poolside bliss awaits at this art deco hotel near Florida's shopping hubs and local attractions.

P5,119

P5,759 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Choose what matters most at hotels with a pool in Windermere

Breakfast included

4 stars

Hot tub

5 stars

Spa

Top Windermere Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent

"La locación"

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"It’s home :)"

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent

"La habitación era maravillosa, la vista espectacular. Una muy buena ubicación. El lugar en sí nos encantó. Volveremos sin duda. Gracias"

Hyatt Regency Orlando International Airport

10/10 Excellent

"I can only reiterate the comments of others......it is right inside the airport terminal, and for those travelling from Terminal A and B, it is perfect for an early departure.....(Terminal C, is newer, and more remote)."

Walt Disney World Dolphin

10/10 Excellent

"Great food and staff"

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Absolutely worth the price, exceeded expectations by far"

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"Very clean, quiet, and easy access to Universal Studios!"

The Grove Resort & Water Park Orlando

10/10 Excellent

"La piscina estaba limpia"

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent

"Every employee we spoke to was wonderful. We enjoyed the daily breakfast and the variety of choices. There was always ice water in the lobby. The pool was never crowded at most we shared it with 2 other families. The hotel is close to Disney Springs and the outlets as well as many restaurants and stores. The only issues we ran into were the food hall was temporarily closed while we were there and the bubbles in the hot tub didn’t work. I would definitely stay here again it was a great value for the price."

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 pools, a children's pool, and 3 restaurants. Marriott's Grande Vista: Aparthotel located near Orlando Vineland Premium Outlets. Provides 4 outdoor pools, a children's pool, and 3 restaurants. The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Features 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. Offers a lazy river, 2 outdoor pools, and 2 restaurants.

What is there to see and do in Windermere?

Explore places like Universal Studios Florida, Universal Orlando Resort, and Magic Kingdom® Park 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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Windermere Hotels with Swimming Pool

Our top choices for Windermere hotels with a pool

1. Hampton Inn closest to Universal Orlando

2. Drury Plaza Hotel Orlando - Disney Springs Area