A lakeside community with houses and boats.

Hotels with Pool & Resorts in Windermere from AU$95

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Check availability on Windermere Hotels with Pool

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Windermere hotels with a pool

A pool area with lounge chairs and a building with multiple balconies in the background.
A modern hotel lobby with a reception desk, seating area, and a large chandelier.
A modern hotel lobby with a reception desk, multiple TVs, a chandelier, and a seating area.
A row of sun loungers by a poolside, with a blue building and a plant in the background.

1. DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
International Drive District
  • Splash into fun at this Orlando oasis with pool cabanas, a spa pool, and a poolside bar.
AU$110
includes taxes & fees
16 Nov - 17 Nov
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
A swimming pool with lounge chairs and palm trees, surrounded by a building with large windows.
A modern hotel room with a sectional sofa, a small ottoman, a glass coffee table, and a flat-screen TV.
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 offering a city view.

2. 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 spa pool.
AU$149
includes taxes & fees
16 Nov - 17 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando
A rectangular pool with a surrounding brick walkway, lounge chairs, and palm trees.
A modern hotel lobby with a reception desk, a breakfast area, and a seating area with tables and chairs.
A modern hotel with a large reflective pool in front, palm trees, and a clear blue sky.
A conference room with multiple tables and chairs, a patterned carpet, and modern lighting fixtures.

3. 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.
AU$138
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Orlando International Dr-ICON by IHG
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 vibrant lounge area with colorful seating, a bar, and a mural.

4. Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
Florida Center
  • Dive into double the fun with 2 outdoor pools, spa pools, and a lazy river paradise.
AU$240
includes taxes & fees
3 Nov - 4 Nov
Universal's Cabana Bay Beach Resort
A swimming pool with lounge chairs and a building in the background.
A spacious lobby with a reception desk, leather sofas, and a large star-patterned floor design.
A hotel room with a bed, a sofa, a desk, a chair, and a small table.
A hotel entrance with a sign reading "Wingate by Wyndham."

5. Wingate by Wyndham Convention Ctr Closest Universal Orlando

Wingate by Wyndham Convention Ctr Closest Universal Orlando
Florida Center
  • Splash into Universal thrills at this hotel with a sun-drenched pool and cosy loungers.
AU$143
includes taxes & fees
4 Nov - 5 Nov
Wingate by Wyndham Convention Ctr Closest Universal Orlando
An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.
A large hotel with multiple floors, surrounded by a well-maintained golf course and a lake.
A spacious lobby with high ceilings, arched columns, and a mix of seating areas.
A spacious hotel lobby with a central staircase, multiple seating areas, and large windows offering views of the outdoor area.

6. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
  • Swim in luxury with four sparkling pools and poolside cabanas at this golf resort haven.
AU$168
includes taxes & fees
30 Oct - 31 Oct
Rosen Shingle Creek
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 hotel room with a bed, a desk with a flat-screen TV, a chair, a lamp, and a window with curtains.
A bathroom with a sink, toilet, and shower curtain.

7. 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.
AU$125
includes taxes & fees
12 Nov - 13 Nov
Hampton Inn closest to Universal Orlando
A clear blue pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a balcony.
A hotel lobby with a reception desk, a TV mounted on the wall, and a seating area with sofas.
A grocery store interior with refrigerated sections, a checkout counter, and a beverage section.
An outdoor patio with wicker furniture, green umbrellas, and brick walls.

8. Rosen Inn International

Rosen Inn International
International Drive District
  • Soak up the sun at this family-friendly hotel with 2 outdoor pools, poolside loungers, and a dedicated children's splash area.
AU$95
includes taxes & fees
4 Nov - 5 Nov
Rosen Inn International
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 modern cafe with wooden tables and chairs, a counter with a yogurt display, and large windows overlooking greenery.
A spacious room with wooden flooring, large windows, and a green carpet. There are two orange rocking chairs and a round table.

9. 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.
AU$127
includes taxes & fees
3 Nov - 4 Nov
Spark by Hilton Orlando near Universal
A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.
A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
A Marriott Fairfield hotel sign with a landscaped garden in front.
A hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.

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

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.
AU$121
includes taxes & fees
3 Nov - 4 Nov
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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Choose what matters most at hotels with a pool in Windermere

Breakfast included
4 stars
Spa pool
5 stars
Spa

Top Windermere Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Good breakfast"
Guillermo 2-night trip
Posted less than an hour ago
DoubleTree by Hilton at the Entrance to Universal Orlando
Walt Disney World Dolphin

Walt Disney World Dolphin

10/10 Excellent
"Awesome experience"
Oluwabukola 3-night trip
Posted 1 hour ago
Walt Disney World Dolphin
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"None"
Scott 1-night trip
Posted 7 hours ago
Hyatt Regency Orlando International Airport
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"This was a great resort. Really enjoyed staying there."
Nikisha 3-night trip
Posted 13 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

8/10 Good
"We arrived after 6pm and our 3 bedroom unit was not available for us to check in, as the room had to be clean. We received 2 comp drink tickets and requested a 3 comp drink ticket as the room was not ready. The response was "no we only give 2 comp" and the front desk clerk walked away. My advice check in after 6pm"
Deidre 3-night trip
Posted 16 hours ago
The Grove Resort & Water Park Orlando
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Amazing place"
Chad 4-night trip
Posted 18 hours ago
Westgate Lakes Resort & Spa Universal Studios Area
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"An excellent experience with this hotel. Everything was wonderful and way exceeding our expectations. I highly recommend it! Thank you."
Tieliu Tyler 2-night trip
Posted 1 day ago
Drury Plaza Hotel Orlando - Disney Springs Area

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. Marriott's Grande Vista: Aparthotel located near Orlando Vineland Premium Outlets. Provides 4 outdoor swimming pools, a children's pool and 3 restaurants. 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. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor swimming pools and 2 restaurants.
What is there to see and do in Windermere?
Explore places such as 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 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.

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