A lakeside community with houses and boats.

Find Hotels with a Pool in Windermere, FL

  • 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 a Pool

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

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 two beds, each with white linens, a headboard, bedside tables with lamps, and a carpeted floor.
A bathroom with a sink, toilet, and shower curtain.
A hotel room with a bed, a desk with a flat-screen TV, a chair, a lamp, and a window with curtains.

1. Hampton Inn closest to Universal Orlando

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.
NT$2,663
NT$2,996 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn closest to Universal Orlando
A modern hotel with a swimming pool, outdoor seating, and a brick patio.
A hotel room with a bed, a chair, a desk, and a lamp.
A reception desk with a modern design, featuring a wooden finish and a green carpet.
A spacious room with wooden flooring, large windows, and a green carpet. There are two orange rocking chairs and a round table.

2. Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
Florida Center
  • Luxurious pool near Universal provides refreshing escape after theme park adventures.
NT$2,439
NT$2,744 total
includes taxes & fees
Sep 28 - Sep 29
Spark by Hilton Orlando near Universal
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 modern hotel room with a sectional sofa, a flat-screen TV, a large window with curtains, a dining table, and a radiator.
An outdoor pool area with a covered seating area, surrounded by palm trees and a modern building in the background.

3. DoubleTree by Hilton at the Entrance to Universal Orlando

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.
NT$2,932
NT$3,298 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree by Hilton at the Entrance to Universal Orlando
A swimming pool with lounge chairs, a covered seating area, and a building with balconies.
A hotel room with a sofa, a round table, a TV, and a view of the city.
A modern hotel with a flat facade, large windows, and a covered entrance area.
A hotel room with two beds, a desk, a chair, a TV, and a window with a city view.

4. Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando
Florida Center
NT$2,690
NT$3,026 total
includes taxes & fees
Sep 20 - Sep 21
Courtyard by Marriott across Universal Orlando
A rectangular pool with a surrounding brick walkway, lounge chairs, and palm trees.
A modern kitchen with a large dining table, chairs, and a built-in bookshelf with various items.
A modern interior with a sectional sofa, a green armchair, and a glass table.
A modern hotel with a large reflective pool in front, palm trees, and a clear blue sky.

5. Holiday Inn Orlando International Dr-ICON by IHG

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.
NT$2,310
NT$3,073 total
includes taxes & fees
Oct 12 - Oct 13
Holiday Inn Orlando International Dr-ICON by IHG
A swimming pool with blue lounge chairs and umbrellas, surrounded by a brick patio and a modern building with large windows.
A spacious lobby with modern seating, large windows, and decorative lighting.
A modern hotel lobby with a reception desk, seating area with yellow and blue chairs, and large windows offering views of the outdoors.
A bar area with high stools, a counter with bottles and glasses, and large windows.

6. Hilton Garden Inn Millenia near Universal Orlando Resort

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.
NT$2,514
NT$2,829 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Garden Inn Millenia near Universal Orlando Resort
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a fence.
A hotel room with a sofa, two beds, a table, and a view of buildings.
A multi-story hotel with a parking lot, a covered entrance, and a landscaped area with palm trees.
A self-service kiosk area with refrigerated beverage dispensers and snack shelves.

7. City Express by Marriott Orlando International Drive

City Express by Marriott Orlando International Drive
International Drive District
NT$2,259
NT$2,542 total
includes taxes & fees
Sep 20 - Sep 21
City Express by Marriott Orlando International Drive
A swimming pool with lounge chairs and palm trees, a Ferris wheel in the background, and a modern building to the right.
A modern hotel building with a prominent 'element by Westin' sign, multiple floors, and a large illuminated screen displaying a green image.
A modern living area with a sectional sofa, round ottomans, and a flat-screen TV mounted on a wooden wall.
A modern hotel lobby with a mix of seating areas, including tables and chairs, and a central seating area with sofas.

8. Element by Marriott Orlando Universal Blvd.

Element by Marriott Orlando Universal Blvd.
International Drive District
NT$2,932
NT$3,298 total
includes taxes & fees
Sep 24 - Sep 25
Element by Marriott Orlando Universal Blvd.
A swimming pool with blue chairs and a paved deck.
A multi-story hotel with a prominent 'Holiday Inn Express & Suites' sign, featuring a modern architectural design with a mix of blue and white colors, and a well-maintained front lawn with palm trees.
A hotel lobby with a bar area, seating arrangements, and a chandelier.
A hotel lobby with a long hallway, a reception desk, and a large wall art installation.

9. Holiday Inn Express & Suites, International Drive by IHG

Holiday Inn Express & Suites, International Drive by IHG
International Drive District
NT$2,478
NT$2,787 total
includes taxes & fees
Sep 28 - Sep 29
Holiday Inn Express & Suites, International Drive by IHG
A large hotel building with a swimming pool in front.
A hotel room with two beds, a desk, a chair, a television, and a bathroom visible through an open door.
A retail store with shelves stocked with various products and a display of colorful merchandise.
A hotel reception area with a registration desk, a seating area with a patterned rug, and a hallway leading to elevators.

10. Rosen Inn, closest to Universal

Rosen Inn, closest to Universal
International Drive District
  • Splash into Orlando adventures with a sunny pool escape and theme park shuttle service.
NT$1,673
NT$1,882 total
includes taxes & fees
Oct 1 - Oct 2
Rosen Inn, closest to Universal
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

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"Great place to stay with a family!"
Keller 1-night trip
Posted less than an hour ago
Drury Plaza Hotel Orlando - Disney Springs Area
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Fantastic stay. Pool was great, and a welcome surprise. Clean, classy, spacious rooms, the convenience is unparalleled. Will absolutely stay again."
Colleen 1-night trip
Posted less than an hour ago
Hyatt Regency Orlando International Airport
Walt Disney World Dolphin

Walt Disney World Dolphin

10/10 Excellent
"Front desk staff Lisa was friendly and helpful"
Michael 1-night trip
Posted less than an hour ago
Walt Disney World Dolphin
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Extremely clean and professional. Pool was awesome staff was polite 5/5"
James 3-night trip
Posted 1 hour ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

8/10 Good
"The amenities are great but the rooms are slightly outdated. Staff was friendly and professional. The ability to walk over the bridge to Universal was awesome."
John McIntyre 3-night trip
Posted 2 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Great stay!"
Alan 3-night trip
Posted 2 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Love it"
Amanda 3-night trip
Posted 21 hours ago
Marriott's Grande Vista

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. Universal's Endless Summer Resort - Dockside Inn and Suites: Hotel located near Universal Orlando Resort. Features 2 outdoor pools, a children's pool, and 3 bars. 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 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.

Explore a world of travel with Expedia