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Windermere Hotel Guide - Hotels with Pool in Windermere, Orlando

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Check availability on Windermere Hotels with Pool

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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

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 hot tub, and a poolside bar.
€63
includes taxes & fees
25 Oct - 26 Oct
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
A couple in a pool with clear water, a rocky waterfall background, and a tiled pool edge.
A woman relaxing on a sun lounger by a pool with a building in the background.
A high-rise building with multiple balconies, surrounded by lush greenery and palm trees.
A family of four at a theme park, looking out a window at the park's attractions.

2. Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
International Drive District
  • Splash into ultimate holiday vibes at this Orlando oasis featuring a family-friendly pool paradise just steps from your room.
€77
includes taxes & fees
5 Oct - 6 Oct
Wyndham I-Drive Avanti Resort & Conference Center
A clear blue pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a balcony.
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.
A hotel with a modern design, featuring a prominent illuminated logo on the facade.

3. 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.
€76
includes taxes & fees
5 Oct - 6 Oct
Rosen Inn International
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.
An outdoor pool area with a covered seating area, surrounded by palm trees and a modern building in the background.
A hotel room with two beds, a desk, a TV, and a large window with a view.

4. 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.
€93
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando
A Wyndham Garden hotel with a swimming pool, lounge chairs, and palm trees.
A modern lounge area with a fireplace, seating, and a bar.
A modern hotel room with two beds, a desk, and a chair.
A modern lobby with a reception desk, seating area, and a green wall.

5. Wyndham Garden Orlando Universal / I Drive

Wyndham Garden Orlando Universal / I Drive
International Drive District
  • Sparkling pool sanctuary in Orlando offers sun-soaked relaxation near Universal, complete with loungers for all-day enjoyment.
€87
includes taxes & fees
5 Oct - 6 Oct
Wyndham Garden Orlando Universal / I Drive
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 breakfast bar with a chalkboard displaying food items and utensils.
A bathroom with a sink, toilet, and shower curtain.

6. 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.
€78
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn closest to Universal Orlando
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 covered outdoor seating area with a water feature, a brick floor, and a view of greenery and a building in the background.
A spacious lobby with modern seating, large windows, and decorative lighting.

7. 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.
€79
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Millenia near Universal Orlando Resort
A modern hotel with a swimming pool, outdoor seating, and a brick patio.
A spacious room with wooden flooring, large windows, and a green carpet. There are two orange rocking chairs and a round table.
A reception desk with a modern design, featuring a wooden finish and a green carpet.
A modern cafe with wooden tables and chairs, a counter with a yogurt display, and large windows overlooking greenery.

8. 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.
€81
includes taxes & fees
13 Oct - 14 Oct
Spark by Hilton Orlando near Universal
An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.
A spacious hotel lobby with a central staircase, multiple seating areas, and large windows offering views of the outdoor area.
A large hotel with multiple floors, surrounded by a well-maintained golf course and a lake.
A large hotel with multiple towers, a well-maintained lawn, and a reflective water body in front.

9. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
  • Swim in luxury with four sparkling pools and poolside cabanas at this golf resort haven.
€119
includes taxes & fees
30 Oct - 31 Oct
Rosen Shingle Creek
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 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.

10. 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.
€95
includes taxes & fees
2 Nov - 3 Nov
Wingate by Wyndham Convention Ctr Closest Universal Orlando
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Choose what matters most at hotels with a pool in Windermere

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Windermere Hotel Reviews

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent
"La piscina no es como se ve en la aplicación"
Imilsi 1-night trip
Posted less than an hour ago
Wyndham I-Drive Avanti Resort & Conference Center
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"The room was extremely clean. The staff was extremely helpful . Thanks for a wonderful stay."
Melissa 1-night trip
Posted 2 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
"Great hotel, with awesome amenities!!"
Robert 1-night trip
Posted 3 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Enjoyed the stay with my family to celebrate the birthday of my kids. They have a water park that is worth spending a day. Rooms are spacious and kitchen is nice and is equipped to cook if you want to. You have to bring the supplies. Make sure to bring drinking water and coffee pods. The parking was also very convenient"
Ribin 2-night trip
Posted 7 hours ago
The Grove Resort & Water Park Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8/10 Good
"Basic room but comfortable and clean. Excellent value. Impressive staff."
NEIL 1-night trip
Posted 7 hours ago
Rosen Inn Lake Buena Vista
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Awesome place"
Jamie 3-night trip
Posted 7 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

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.