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Check availability on Windermere Hotels with Swimming 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 swimming pool with lounge chairs and a fenced area, surrounded by trees and a bus in the background.
A breakfast bar with a chalkboard displaying food items and utensils.
A hotel room with a bed, a desk with a flat-screen TV, a chair, a lamp, and a window with curtains.
A hotel room with two beds, each with white linens, a headboard, bedside tables with lamps, and a carpeted floor.

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.
₹7,484
₹8,419 total
includes taxes & fees
12 Nov - 13 Nov
Hampton Inn closest to Universal Orlando
A swimming pool with lounge chairs and a building in the background.
A hotel entrance with a sign reading "Wingate by Wyndham."
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.

2. 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.
₹8,463
₹9,521 total
includes taxes & fees
4 Nov - 5 Nov
Wingate by Wyndham Convention Ctr Closest Universal Orlando
A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.
An outdoor patio area with wicker furniture, red accents, and palm trees.
A spacious lobby with a reception desk, seating area, and decorative hanging lights.
A water play area with multiple fountains and colorful play structures.

3. Drury Plaza Hotel Orlando - Disney Springs Area

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.
₹15,313
₹17,228 total
includes taxes & fees
23 Nov - 24 Nov
Drury Plaza Hotel Orlando - Disney Springs Area
A swimming pool area with multiple water slides and palm trees.
A vibrant lounge area with colorful seating, a bar, and a mural.
A child sitting on a blue inflatable pool in a hotel room with a large window, a red armchair, and a suitcase.
A modern hotel room with a large window, a sofa, a TV, a desk, and a bed.

4. Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
Florida Center
  • Dive into double the fun with 2 outdoor pools, hot tubs, and a lazy river paradise.
₹14,224
₹16,002 total
includes taxes & fees
3 Nov - 4 Nov
Universal's Cabana Bay Beach Resort
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 spacious room with wooden flooring, large windows, and a green carpet. There are two orange rocking chairs and a round table.

5. 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.
₹7,496
₹8,433 total
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 lobby with a central seating area, wooden ceiling, and patterned carpet.
A Marriott Fairfield hotel sign with a landscaped garden in front.
A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

6. 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.
₹7,147
₹8,040 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
A swimming pool with lounge chairs and palm trees, surrounded by a building with large windows.
An outdoor pool area with a covered seating area, surrounded by palm trees and a modern building in the background.
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 small ottoman, a glass coffee table, and a flat-screen TV.

7. 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.
₹8,753
₹9,847 total
includes taxes & fees
16 Nov - 17 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando
Pool
Outdoor seating with woven chairs and white stools, a clear sky, and a view of palm trees.
Lobby
A conference room with multiple tables, chairs, and modern lighting fixtures.

8. 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.
₹8,444
₹9,499 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Millenia near Universal Orlando Resort
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.
A restaurant with a bar area, seating, and a view of greenery outside.
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.

9. Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
  • Splash into holiday mode at this family resort featuring a sun-soaked pool area and thrilling waterslide.
₹9,219
₹10,372 total
includes taxes & fees
9 Nov - 10 Nov
Home2 Suites by Hilton Orlando at Flamingo Crossings
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 row of sun loungers by a poolside, with a blue building and a plant in the background.
A modern bar area with a long counter, multiple stools, and a kitchen area with wooden cabinets and a TV.

10. 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.
₹6,524
₹7,340 total
includes taxes & fees
12 Nov - 13 Nov
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"None"
Scott 1-night trip
Posted 3 hours ago
Hyatt Regency Orlando International Airport
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"it felt like I was at home."
Laura 3-night trip
Posted 7 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Avanti International Resort

Avanti International Resort

10/10 Excellent
"I loved"
Raissa 4-night trip
Posted 8 hours ago
Avanti International Resort
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 9 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 12 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 14 hours ago
Westgate Lakes Resort & Spa Universal Studios Area
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Clean and very spacious rooms."
BOBBY 1-night trip
Posted 20 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
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 21 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
Walt Disney World Dolphin

Walt Disney World Dolphin

8/10 Good
"Nice property with great location for Disney parks but they need to focus on arrival at the hotel for guests driving. It was pure chaos upon arrival with no signage or communication and you have to park on the other side of the neighboring hotel so it’s a bit of a walk with luggage."
Sara T 1-night trip
Posted 2 days ago
Walt Disney World Dolphin

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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